Explore Charming Cottages in Sarasota, FL

Cozy Cottage near Beaches and Downtown Sarasota
House
2458 Waldemere Street, Sarasota, FL, FL 34239, USA

Offering a garden, Cozy Cottage near Beaches and Downtown Sarasota offers accommodations in Sarasota. This property offers access to a patio, tennis at the tennis court, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. The John and Mable Ringling Museum of Art is 6 miles from Cozy Cottage near Beaches and Downtown Sarasota, while Sarasota Opera is 2.4 miles from the property. Sarasota Bradenton International Airport is 5.6 miles away.

Guest Reviews:

- "Traveler’s Dream" - "Wonderful getaway" - "What a pleasure." - "I needed a break from the world. It was just me and my dog Rizzo. We both enjoyed our trip" - "Pleasant stay in a quiet neighborhood." - "We had decided to stay an extra day. Tracy was easy to work with to accommodated us." - "Ok"

Serenity Cottage
Cottage
714 Jacaranda Rd., Anna Maria, FL, 34216, USA

Located in Anna Maria, this welcoming cottage brings it all within your reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 6-minute walk to Bradenton Beach or the 8-minute walk to Bean Point Beach.

Relax by the outdoor pool or sip a drink on the patio of this cottage, which also features a yard and a gas grill. For a change of scenery, come inside and enjoy the free WiFi and TV.

As you settle into this 2-bedroom, 1-bathroom rental, you'll find a sitting area, air conditioning, and a ceiling fan. Bathroom amenities include a hair dryer and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware.

Amenities:

Other • Kitchen • Pool • Child Friendly • Balcony/Terrace • Air Conditioner • Bedding/Linens

Lovely Cottage - Close to Siesta, Shops & Dining
House
Liberty Avenue, Sarasota, FL, FL 34231, USA

Lovely Cottage - Close to Siesta, Shops & Dining offers accommodations in Sarasota, 7 miles from The John and Mable Ringling Museum of Art and 3.5 miles from Sarasota Opera. This property offers access to a patio, tennis at the tennis court, free private parking, and free Wifi. St Armands Circle is 6 miles away and Sarasota Jungle Gardens is 6.1 miles from the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. A flat-screen TV with cable channels is offered. The vacation home offers bed linen, towels, and laundry service. Marina Jack Restaurant And Marina is 3.5 miles from the vacation home, while Sarasota County Visitor Information Center And History Museum is 4.4 miles from the property. Sarasota Bradenton International Airport is 6.8 miles away.

Guest Reviews:

- "We enjoyed the stay. Close to the beach and attractions." - "GREAT house-10 minute drive to Siesta Key"

The Inn On Siesta Key
Cottage
515 Beach Road, Siesta Key, FL, 34242, USA

While you're here, you can enjoy all the comforts of home and more, including a fenced pool and a full-sized refrigerator/freezer, as well as an oven and a stovetop. Other amenities include premium bedding, a memory foam bed, laundry facilities, and towels.

Guest Reviews:

- "The room was amazing and the whole place was peaceful and friendly." - "Highly recommend this property. Friendly, helpful staff. Clean and comfortable accommodations! Would definitely return!" - "Everything was great! Great location. Wonderful room. We loved it all!" - "This is my third time coming to Siesta Key and if I can stay here every time I come I would do so. They have all you need. The staff couldn’t be friendlier. Gabe treated us like royalty from the moment we got here. A close walk to the town and the beach right across the street. "

Sundance Cottage
House
Anna Maria, FL, USA

Sundance Cottage is located in Anna Maria, just a few steps from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. Guests may go for a swim in the private pool. Anna Maria City Pier is a 17-minute walk from the vacation home. With direct access to a balcony, the air-conditioned vacation home consists of 3 bedrooms. Offering a terrace with sea views, this vacation home also features a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Sarasota Bradenton International Airport is 18 miles from the property.

Guest Reviews:

- "We had a wonderful week at Sundance Cottage!" - "We had a great trip and the house was a great part of that" - "Great family gathering in paradise for my 70th Birthday." - "Everyone was amazed by this house."

105b 12th Street South Front 2 Bedroom Apts by RedAwning
Cottage
105 12TH STREET ST SOUTH, Bradenton Beach, FL, 34217, USA

Located in Bradenton Beach, this 2-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and the outdoors will love being within a 5-minute walk of Bradenton Beach and Anna Maria Sound. Your feet will make short work of the 13-minute walk to Historic Bridge Street Pier or the 9-minute walk to Bradenton Beach Marina.

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a dryer and towels.

Guest Reviews:

- "We rented both side of the duplex to accommodate out of town family. The house was clean and nicely furnished. We enjoyed the location near the beach. I felt it was rude for the owner to show up at times and also park his car in one of the parking places provided for several days since parking is limited and we needed the space. I asked the realty company to help but they did nothing."

Chic Sarasota Cottage Near Beaches and Downtown!
House
Sarasota, FL, USA

Chic Sarasota Cottage Near Beaches and Downtown! offers accommodations in Sarasota, 9.4 miles from The John and Mable Ringling Museum of Art and 10 miles from Sarasota International Convention Center. Guests staying at this vacation home have access to a patio. Free Wifi is available throughout the property and John and Mable Ringling Museum of Art is 9.3 miles away. The air-conditioned vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Marina Jack Restaurant And Marina is 5.7 miles from the vacation home, while Sarasota Opera is 5.7 miles away. Sarasota Bradenton International Airport is 9.3 miles from the property.

Guest Reviews:

- "It doesn't get better than this!" - "Perfect love nest" - "It was the perfect retreat!"

Bright Venice Home w/Yard < 4 Miles to Beach!
Cottage
308 Cowry Rd, Venice, FL, 34293-7812, USA

Located in Venice, this welcoming cottage brings it all within your reach. With the property's convenient onsite parking, you'll be ready to make the quick 3-minute drive to Venice Area Audubon Society or the 4-minute drive to Woodmere Park.

After you return, you can unwind by the outdoor pool or sip a drink on the patio; you may also like the firepit and BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

As you settle into this 3-bedroom, 2-bathroom rental, you'll find air conditioning and a ceiling fan. The kitchen is equipped with an oven, a stovetop, a microwave, and cookware.

Amenities:

Sports/Activities • Fireplace/Heating • Other • Pool • Security/Safety • Ocean View • Laundry • Balcony/Terrace • Pet Friendly • Bedding/Linens • Tv • Kitchen

The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave
House
411 Pine Avenue B, Anna Maria, FL, 34216, USA

The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 5-minute walk from Anna Maria City Pier. The air-conditioned accommodation is a 7-minute walk from Anna Maria Island. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave also provides an outdoor swimming pool and a spa center for guests to relax in. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "The location reminded of the town in the Jaws movie in a good way the whole feel of the town and area will definitely b" - "Delighted with the house itself, the location and Anna Maria island was beautiful."

Modern Home w/Screened-in Pool: 4 Mi to the Beach
Cottage
616 Nightingale Road, Venice, FL, 34293-3710, USA

You'll find snorkeling on site at this pet-friendly cottage. Jacaranda West Country Club is just a short walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 7-minute drive to Pelican Pointe Golf and Country Club.

After you return, you can unwind by the outdoor pool or sip a drink by the firepit; you may also like the BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi.

As you settle into this 3-bedroom, 2-bathroom rental, you'll find a living room, a fireplace, air conditioning, and a ceiling fan. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a microwave, cookware, and paper towels.

Amenities:

Pet Friendly • Bedding/Linens • Internet • View • Laundry • Air Conditioner • Other • Ocean View • Security/Safety • Parking • Kitchen • Fireplace/Heating

Cottage on Walking Distance To Nokomis Beach
House
605 Shore Road #2, Nokomis, FL, FL 34275, USA

Cottage on Walking Distance To Nokomis Beach offers accommodations in Nokomis, 3.2 miles from Venice Theatre and 17 miles from Sarasota Opera. With free private parking, the property is 1.2 miles from Nokomis Beach and 20 miles from The John and Mable Ringling Museum of Art. Sarasota County Visitor Information Center And History Museum is 17 miles away and Tatum Ridge Golf Links is 18 miles from the vacation home. With free Wifi, this 1-bedroom vacation home features a flat-screen TV, a washing machine, and a fully equipped kitchen with kitchenware. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Marina Jack Restaurant And Marina is 17 miles from the vacation home, while Warm Mineral Springs is 17 miles from the property. Sarasota Bradenton International Airport is 25 miles away.

Guest Reviews:

- "Great location and perfect for a beach getaway with our dog." - "Very much enjoyed our stay, would be happy to come back:)"

Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Cottage
1832 Worrington Street, Sarasota, FL, 34231, USA

You'll find snorkeling on site at this smoke-free cottage. The Landings is an easy 14-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 5-minute drive to Marie Selby Botanical Gardens.

This 2-bedroom, 2-bathroom rental features a living room, a fireplace, air conditioning, and a ceiling fan. Enjoy the free WiFi and TV. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. And because there's a washing machine, you can go a bit lighter on your packing.

Amenities:

Other • Internet • Security/Safety • Parking • Child Friendly • Tv • Balcony/Terrace • Fireplace/Heating • Kitchen • Air Conditioner • Laundry

Coriander Cottage
House
1105 Point of Rocks Road, Siesta Key, FL, FL 34242, USA

Coriander Cottage is located in Siesta Key, just a 3-minute walk from Crescent Beach and 1.1 miles from Turtle Beach. This property offers access to a terrace, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. This air-conditioned vacation home comes with a fully equipped kitchenette, a seating area, a dining area, and a satellite flat-screen TV. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation has a private entrance and soundproofing. During warmer months, you can make use of the barbecue facilities and eat on the private patio. The John and Mable Ringling Museum of Art is 11 miles from Coriander Cottage, while Sarasota Opera is 7.6 miles away. The nearest airport is Sarasota Bradenton International Airport, 11 miles from the accommodation.

Guest Reviews:

- "Perfect Beach Weekend!" - "Midwesterners Seeking Sand and Sea"

Sunny Sarasota Home w/Private Yard & Fire Pit!
Cottage
2115 Webber St, Sarasota, FL, 34239-5219, USA

Located in Sarasota, this welcoming cottage brings it all within your reach. Jump into your car and make short work of the 4-minute drive to Marie Selby Botanical Gardens or the 5-minute drive to Marina Jack (and enjoy the property's convenient onsite parking in the meantime).

This 3-bedroom, 2-bathroom rental features a living room, air conditioning, a ceiling fan, and a desk. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. Other amenities include bed sheets, an ironing board, and heating.

Amenities:

Security/Safety • Laundry • View • Kitchen • Internet • Oceanfront • Air Conditioner • Fireplace/Heating • Parking • Other • Pet Friendly • Ocean View

Conch Cottage home
Apartment
Bradenton Beach, FL, USA

Conch Cottage home is located in Bradenton Beach, just 14 miles from John and Mable Ringling Museum of Art and 14 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 11-minute walk from Cortez Beach and 14 miles from Sarasota International Convention Center. The apartment also includes a well-equipped kitchen with an oven, a microwave, and a toaster, as well as a hair dryer. The accommodation is non-smoking. Anna Maria City Pier is 6.2 miles from the apartment. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Guest Services • Other • Pet Friendly • Barbecue/Outdoor Cooking • Parking • Security/Safety • Child Friendly • Air Conditioner

Bright Venice Getaway < 1 Mi to Historic Dtwn
Cottage
219 Turin St W, Venice, FL, 34285-2613, USA

Located in Venice, this welcoming cottage brings it all within your reach. Venice Art Center and Venice Museum & Archives are just a short walk away, so leave your car at the property, which offers onsite parking.

This 3-bedroom, 2-bathroom rental features a living room, air conditioning, a ceiling fan, and a desk. Enjoy the free WiFi and TV. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as a coffee maker, an ice maker, and a microwave. And you can even travel light because you'll have a washing machine. Other amenities include bed sheets, an ironing board, and heating.

Amenities:

Kitchen • Laundry • Pet Friendly • Security/Safety • Tv • Fireplace/Heating • Child Friendly • Parking • Other • Internet • Air Conditioner

Turtle Bay Cottage! Cozy home with private pool! Water view!
House
4630 Turtle Bay Terrace, Bradenton, FL, 34203, USA

Turtle Bay Cottage! Cozy home with private pool! Water view! is located in Bradenton, just 8.6 miles from The John and Mable Ringling Museum of Art and 30 miles from Tropicana Field. This vacation home provides air-conditioned accommodations with a patio and free Wifi. Van Wezel Performing Arts Hall is 9.1 miles from the vacation home and Sarasota Jungle Gardens is 10 miles away. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV is provided. The accommodation is non-smoking. Guests can spend time in the water park or enjoy the pool with a view at Turtle Bay Cottage! Cozy home with private pool! Water view!. The Dali' Museum is 31 miles from the accommodation, while Greens Of Manatee Golf Club is 4.5 miles away. Sarasota Bradenton International Airport is 6.8 miles from the property.

Amenities:

Security/Safety • Breakfast • Guest Services • Pool • Parking • Spa • Pet Friendly • Sports/Activities • Oceanfront • Air Conditioner • Fireplace/Heating • Ocean View

Remodeled Siesta Key Escape Walk to the Beach!
Cottage
341 Avenida De Mayo, Apt B, Siesta Key, FL, 34242-3335, USA

Located in Siesta Key, this welcoming cottage lets you experience it all. Siesta Key Farmers Market is just steps away and Siesta Key Beach is within an easy 7-minute walk, so leave your car at the property, which offers onsite parking.

A living room, a BBQ grill, air conditioning, and a ceiling fan are featured at this 1-bedroom rental. The kitchen is equipped with an oven and a stovetop, as well as an ice maker, a microwave, and cookware. Other amenities include bed sheets and an ironing board.

Amenities:

Ocean View • Bedding/Linens • Parking • Security/Safety • Kitchen • Air Conditioner • Other • View • Child Friendly • Internet • Barbecue/Outdoor Cooking • Laundry

Serenity Cottage - 1028
House
1028 Crescent St., Siesta Key, FL, 34242, USA

Serenity Cottage - 1028 offers accommodations in Siesta Key, a 2-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The accommodation features a 24-hour front desk. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Sarasota Opera is 7.7 miles from Serenity Cottage - 1028, while Marina Jack Restaurant And Marina is 7.7 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Amenities:

Sports/Activities • Child Friendly • Guest Services • Parking • Security/Safety • Laundry • Internet • Pool

Retreat Half-mile to Beach/siesta Key Village
Cottage
605 Calle De Peru, Siesta Key, FL, 34242-1507, USA

You'll find snorkeling on site at this beach cottage. Siesta Key Beach is within an easy 11-minute walk and Siesta Key Farmers Market is also a quick 7-minute walk away, so leave your car at the property, which offers onsite parking.

Relax in the garden or sip a drink on the patio of this cottage. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

A living room, air conditioning, and a ceiling fan are featured at this 2-bedroom, 1-bathroom rental. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware.

Amenities:

Other • Tv • View • Bedding/Linens • Oceanfront • Air Conditioner • Parking • Kitchen • Ocean View • Child Friendly • Security/Safety • Laundry

Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar
House
406 Magnolia Avenue, Anna Maria, FL, 34216, USA

Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 7-minute walk from Anna Maria City Pier. The air-conditioned accommodation is a 8-minute walk from Anna Maria Island. Offering a terrace with garden views, this vacation home also features a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The accommodation is non-smoking. Guests at the vacation home can relax in the spa and wellness center, the garden, or the outdoor swimming pool. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

Pool • Parking • Spa • View • Barbecue/Outdoor Cooking • Balcony/Terrace • Sports/Activities • Security/Safety • Internet • Accessibility • Guest Services • Pet Friendly

Siesta Key Village Home < Half Mi to Beach!
Cottage
341 Avenida De Mayo, Unit A, Siesta Key, FL, 34242, USA

Located in Siesta Key, this welcoming cottage brings it all within your reach. There's convenient nearby parking, so you can leave your vehicle behind and let your feet make short work of the 3-minute walk to Siesta Key Farmers Market or the 7-minute walk to Siesta Key Beach.

This 2-bedroom, 1-bathroom rental features a living room, a BBQ grill, air conditioning, and a ceiling fan. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. And because there's a washing machine, you can go a bit lighter on your packing. Other amenities include bed sheets and an ironing board.

Amenities:

Child Friendly • Ocean View • Barbecue/Outdoor Cooking • Kitchen • Security/Safety • Internet • Laundry • Air Conditioner • Bedding/Linens • View • Other

Coastal Cottage
House
311 24th Street West, Bradenton, FL, FL 34205, USA

Coastal Cottage offers accommodations in Bradenton, 26 miles from Tropicana Field and 27 miles from The Dali' Museum. The air-conditioned accommodation is 9 miles from The John and Mable Ringling Museum of Art. There's a sun terrace and guests can use free Wifi and free private parking. Providing a patio with pool views, this vacation home also provides guests with a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and bathrobes. There's also a seating area and a fireplace. There is an on-site bar. Guests can enjoy the outdoor swimming pool and garden at the vacation home. Chihuly Collection is 27 miles from Coastal Cottage, while The Pier is 27 miles away. The nearest airport is Sarasota Bradenton International Airport, 6.8 miles from the accommodation.

Amenities:

Internet • Sports/Activities • Air Conditioner • Bar • Pool • View • Pet Friendly • Security/Safety • Parking • Other • Oceanfront • Barbecue/Outdoor Cooking

Elegant Venice Home w/View - Walk to Beach!
Cottage
830 La Guna Dr, Venice, FL, 34285-1205, USA

Located in Venice, this welcoming cottage brings it all within your reach. Manasota Beach is an easy 5-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 3-minute drive to Venice Beach.

This 3-bedroom, 2-bathroom rental features a fireplace, air conditioning, a ceiling fan, and a desk. Connect to the free WiFi, or get cozy in front of the TV. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a coffee maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll also have a washing machine. Other amenities include bed sheets, an ironing board, and heating.

Amenities:

Other • View • Bedding/Linens • Air Conditioner • Laundry • Tv • Kitchen • Ocean View • Security/Safety • Oceanfront • Fireplace/Heating • Internet

Coastal Cottage
House
Bradenton, FL, USA

Coastal Cottage is located in Bradenton, just 8.5 miles from The John and Mable Ringling Museum of Art and 28 miles from Tropicana Field. This vacation home features air-conditioned accommodations with a patio. The vacation home also offers facilities for disabled guests. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. There is an on-site restaurant. For guests with children, Coastal Cottage provides a children's playground. Guests at the accommodation can enjoy cycling nearby, or make the most of the outdoor pool. The Dali' Museum is 29 miles from Coastal Cottage, while Chihuly Collection is 29 miles from the property. Sarasota Bradenton International Airport is 6.8 miles away.

Amenities:

Fireplace/Heating • Security/Safety • Balcony/Terrace • Restaurant • Wheelchair Accessible • Accessibility • Pet Friendly • Sports/Activities • Barbecue/Outdoor Cooking • Guest Services • Laundry • Child Friendly

Renovated 3BR Dog Friendly Pond View W/D
Cottage
Alderwood Drive 7217, Sarasota, FL, 34243, USA

Located in Sarasota, this welcoming cottage brings it all within your reach. With convenient onsite parking, you'll be ready to make the 23-minute drive to Lido Beach or the 22-minute drive to Siesta Key Beach.

Once you get back, you can enjoy your surroundings with the garden and BBQ grill. For a change of scenery, come inside and enjoy the free WiFi and TV.

A living room and air conditioning are featured at this 3-bedroom, 2-bathroom rental. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a microwave. And there's a washer/dryer, so you can even pack a bit lighter.

Amenities:

Internet • Kitchen • Laundry • Security/Safety • Air Conditioner • Other • Parking • Child Friendly • Pet Friendly • Tv • Barbecue/Outdoor Cooking • Balcony/Terrace

Sunny Cottage with lanai and garage, only 4 miles from Siesta Key
House
6711 Keystone Drive, Sarasota, FL, FL 34231, USA

Sunny Cottage with lanai and garage, only 4 miles from Siesta Key is located in Sarasota, just 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art. This property offers access to a terrace, free private parking, and free Wifi. Sarasota Opera is 7.7 miles from the vacation home and Sarasota County Visitor Information Center And History Museum is 8.6 miles away. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. During warmer months, you can make use of the barbecue facilities and eat on the private patio. The vacation home has a picnic area where you can spend the day outdoors. Sarasota International Convention Center is 12 miles from the vacation home, while Marina Jack Restaurant And Marina is 7.7 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Amenities:

Parking • Barbecue/Outdoor Cooking • View • Sports/Activities • Balcony/Terrace • Ocean View • Internet • Fireplace/Heating • Other • Oceanfront • Air Conditioner • Security/Safety

Saltwater Pool, Spa & Lanai: Bradenton Home
Cottage
4572 Runabout Way, Bradenton, FL, 34203, USA

Located in Bradenton, this welcoming cottage brings it all within your reach. Jump into your car and make short work of the 35-minute drive to Lido Beach or the 12-minute drive to Mall at University Town Center (and enjoy the property's convenient onsite parking in the meantime).

As you settle into this 4-bedroom, 2-bathroom rental, you'll find a living room, air conditioning, and a ceiling fan. Connect to the free WiFi, or get cozy in front of the TV; there's also an iPod dock. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. Other amenities include bed sheets, an ironing board, and heating.

Amenities:

Security/Safety • Tv • Other • Air Conditioner • Internet • View • Bedding/Linens • Ocean View • Laundry • Fireplace/Heating • Kitchen • Pool

Sandy Seahorse Cottage
House
1104-1106 Crescent St, Siesta Key, FL, 34242, USA

Sandy Seahorse Cottage offers accommodations in Siesta Key, a 2-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art. This property offers a private pool, free Wifi, and free private parking. The property features a 24-hour front desk. The vacation home features 6 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 5 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Sarasota Opera is 7.7 miles from Sandy Seahorse Cottage, while Marina Jack Restaurant And Marina is 7.7 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Amenities:

Parking • Laundry • Sports/Activities • Child Friendly • Pool • Guest Services • Pet Friendly • Internet • Security/Safety

Queen's Gate Resort
Cottage
1101 Gulf Drive N, Bradenton Beach, FL, 34217, USA

While you're here, you can enjoy all the comforts of home and more, including a fenced pool and free WiFi, as well as a flat-screen TV and Netflix. Other amenities include laundry facilities, towels, a DVD player, and kitchenware and utensils.

Guest Reviews:

- "It was a great stay! " - "Great place to stay." - "Cute little studio right near our friends for wedding" - "We really enjoyed our stay at the Queen's Gate Resort. Our room was very clean and comfortable (AC worked fine). Slept well on the bed. It was so nice to be able to walk a few minutes and be on the beach. Would definitely stay here again! " - "The heated pool was nice. The room was as described. Management was friendly and accessible. "

The Cottage on Lido Key
House
160 Coolidge Dr, US, Sarasota, FL, 34236, USA

The Cottage on Lido Key is located in Sarasota, just a 4-minute walk from Lido Beach and 6.3 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The vacation home provides an outdoor pool and a 24-hour front desk. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. St Armands Circle is a 11-minute walk from The Cottage on Lido Key, while Mote Marine Laboratory is 2 miles away. Sarasota Bradenton International Airport is 6.8 miles from the property.

Amenities:

Security/Safety • Parking • Guest Services • Sports/Activities • Child Friendly • Internet • Pet Friendly • Fireplace/Heating • Pool

Scenic Siesta Key Home ~ 1 Mi to Village & Beach!
Cottage
5141 St Albans Ave, Siesta Key, FL, 34242-1531, USA

Located in Siesta Key, this welcoming cottage brings it all within your reach. With the property's convenient onsite parking, you'll be ready to make the quick 4-minute drive to Siesta Key Beach or the 3-minute drive to Irma Beach.

As you settle into this 2-bedroom rental, you'll find a living room, a BBQ grill,and air conditioning. Enjoy the free WiFi and TV.

Amenities:

Security/Safety • Parking • Other • Internet • Ocean View • View • Barbecue/Outdoor Cooking • Kitchen • Bedding/Linens • Pet Friendly • Tv • Air Conditioner

Kim's Palm Cottage
House
6610 14th Avenue West, Bradenton, FL, 34209, USA

Kim's Palm Cottage is located in Bradenton, just 1.5 miles from Palma Sola Causeway Park and 11 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. Chihuly Collection is 31 miles away and The Pier is 31 miles from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at Kim's Palm Cottage. Tropicana Field is 30 miles from the accommodation, while The Dali' Museum is 30 miles from the property. Sarasota Bradenton International Airport is 9.3 miles away.

Amenities:

Parking • Security/Safety • Internet • Pet Friendly • Child Friendly • Fireplace/Heating • Pool • Sports/Activities

Charming cottage with stunning bayfront views - Paradise by the Bay Pines Park
Cottage
Bradenton Beach, Florida, USA

Paradise by the Bay at Pines Park by Anna Maria Vacations
81 Midge Ct. Bradenton Beach, FL 34217

Welcome to Paradise by the Bay—your perfect quick getaway on Anna Maria Island! This charming one-bedroom cottage in beautiful Bradenton Beach offers stunning bayfront views and is ideal for couples or small families seeking a peaceful retreat. Located in the friendly Pines Park community, you're just four minutes from Gulf beaches and one minute from vibrant Bridge Street, with easy access to restaurants, shops, mini-golf, and the scenic pier!

Highlights
• 4-minute walk to the Beach
• 1-minute to Dining and Shopping
• Bay Views
• Community Shuffleboard, Putting Green, and Cornhole
• Resort Pool Access available for extra fee
• 5-minute walk to Anna Maria Island Trolley stop

Pines Park is a welcoming community that provides an array of shared amenities, including a shuffleboard court, coin-operated laundry, putting green, and cornhole. Guests also have the opportunity to visit the nearby Pelican Post at Anna Maria Island Inn’s stunning resort pool and spa area for a small daily fee, enhancing your vacation experience with leisure and relaxation.

Step inside Paradise by the Bay to discover a cozy living room designed for comfort and relaxation, featuring ample sofa seating and a TV—perfect for unwinding after a day filled with adventures. The fully equipped kitchen includes a refrigerator, stove, and oven, making meal preparation a breeze. Enjoy meals together in the intimate dining area, creating lasting memories in a cozy atmosphere throughout your stay.

This delightful home features one primary bedroom outfitted with a full bed, ensuring a restorative night’s sleep. Additionally, the living room boasts a queen-size sleeper sofa, offering flexible sleeping arrangements for your group. The main bathroom is equipped with a walk-in shower, providing convenience and comfort during your stay.

Room Details
-Primary Bedroom: Full bed
-Living Room: Queen Sleeper Sofa

Don’t miss out on this perfect getaway on Anna Maria Island! Book your stay at Paradise by the Bay today and immerse yourself in the friendly coastal lifestyle that awaits you in Bradenton Beach, FL. Your dream vacation is just a reservation away! Experience the best of beach living—plan your escape now!

-
Owner Use Only: Bikes are owner use only, as well as outside storage.

Shuffleboard equipment is kept next to the court.

This property does not allow pets.

1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Bedding/Linens • Security/Safety • Other • View • Oceanfront • Parking • Ocean View • Air Conditioner • Kitchen • Tv • Fireplace/Heating • Wellness Facilities

Covey Cottage
House
418 Spring Ave, US, Anna Maria, FL, 34216, USA

Covey Cottage is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This vacation home provides air-conditioned accommodations with a balcony. Anna Maria City Pier is a 4-minute walk from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. A TV is featured. For added privacy, the accommodation features a private entrance. Sarasota Bradenton International Airport is 18 miles away.

Amenities:

Fireplace/Heating • Security/Safety • Pool • Child Friendly • Sports/Activities

Across The Street From #1 Beach
Cottage
Siesta Key, Florida, USA

The Siesta Key Beach Cottage is located right on Beach Rd directly across the street from the #1 Beach in the USA. Walk out the front door and walk across the street to beach access #7 and you are on the white powder Beach of Siesta Key. You can look out the front window and see the Beach Access #7 sign.

If your looking for some lunch after a day at the beach walk out the front door of The Siesta Key Beach Cottage and head right up to the Village. There you will find any type of food you can imagine. If the sun has made you thirsty there are plenty of options to grab your favorite cocktail while listening to live music while sitting outside.

Take the beach cruiser bikes provided at the Beach Cottage and bike down to the north end of the beach. There you will reach an old concrete pier you can walk out on and watch sunset. Beach Cruisers are the best way to get around. Park the car and throw away the keys. Walk or bike around the Key........leave the car at the Beach Cottage!!!!

Cottage Remodeled in 2011-
The Siesta Key Beach Cottage was completely remodeled in 2011. Everything inside was replaced with new.....everything. The back pavered deck is enclosed by a wood fence. Inside has white washed painted cypress walls and ceiling. Hardwood floors were installed throughout. All new windows. All kitchen appliances we replaced. Granite counter . Bathroom had tile floor, enclosed glass shower with tile wall and floor, and sink. The walls and ceiling are cypress through out the whole cottage. Pottery Barn California King bed and mattress. Two flat screen TV's were installed. This Beach Cottage renovation still kept the nautical decor and design and conserved that beachy laid back feeling to it.
This is not a condo........it is a Beach Cottage!!!!!

Check out our other property ID #964225 only a couple buildings away. This cottage we purchased in 2019 and did a complete renovation. Everything is new throughout the whole cottage.

Guest Reviews:

- "Very clean and comfortable stay. Easy walk to beach and restaurants. Would definitely stay again" - "This Cottage is a wonderful property. The Cottage is ideal for a couple of any age. It is across the street from the Beach and only a short walk to the Village. The property is newly remodeled, well stocked and supplied. Dave has thought of almost everything and makes reserving, check-in and check-out very simple. He is very accessible and responsive to any questions and/or issues. We have stayed in Dave's properties previously and will stay book with him again."

Beach Cottage
House
211 71st St, US, Holmes Beach, FL, 34217, USA

Beach Cottage offers accommodations in Holmes Beach, a 3-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.8 miles from Beach Cottage, while Greens Of Manatee Golf Club is 13 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Amenities:

Security/Safety • Internet • Fireplace/Heating • Parking • Sports/Activities • Child Friendly • Pool

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Cottage
Anna Maria, Florida, USA

CAST AWAY your stress and worries at this adorable piece of old Florida near BEAN POINT. Charming vintage cottage with LUSH TROPICAL HEATED POOL & SPA area.

Two bedrooms with queen beds, well equipped kitchen, flat screen TVs mounted in each room, full sized washer & dryer, and large front porch with mini fridge all combine as your home base in paradise. Enjoy relaxing moments poolside, beachfront, or exploring the whimsical boutiques in the SUNNY QUAINT VILLAGES on Anna Maria Island.

Everything you need to enjoy your days on the island is at the cottage - just add food & drink + swimsuit & flip flops. We provide a STREET LEGAL GOLF CART (4 seats), beach chairs, beach umbrellas, Wheeleez beach wagon, bicycles, four stand up paddle boards, two-seat kayak, private outdoor shower/changing room with hot & cold water, two gas grills, coolers, and more! After a day at the beach or sightseeing, the private pool/spa awaits - chilled or heated - any time of the year. A 55 inch Smart TV is set up for you to watch your favorite team (or whatever!) while chilling in the pool! Ledge Lounger ice bucket/table in pool splash pad for your drinks.

Don't bring beach towels, paper towels, or toilet paper! We have all the basics (and more) supplied in the kitchen and bathroom. Pack n Play, high chair, booster seat & stroller are in the hall closet for the small ones. Pet dishes in place for your OTHER small ones!

Spices, chocolates, wine, water at each bedside, coffee, and tea complete the arrival necessities. Coffee grinder is also provided.

Located a short leisurely stroll down a charming sandy pathway from Bean Point Beach with sparkling crystal clear water and gorgeous white sand, the cottage locale also provides access to delicious island eateries or come home and grill your own freshly caught fish and DINE AROUND THE POOL. Don’t miss the blackened grouper or scallops at the nearby Waterfront, a classic Philly cheesesteak at Slim's, or a cheeseburger in paradise at Duffy's Tavern!

Sunshine, seashells, sand, surf, and saltwater ☀ - all of the sublime ingredients needed to change your clock to ISLAND TIME!

Our cottage offers all that you will need to relax and unwind in the twinkling of a mermaid's eye.

Guest Reviews:

- "Older well maintained duplex stocked with everything one needs on vacation. We loved the pool!" - "A cute and welcoming little cottage! It feels like you are home when you stay there! Close to the beach and all the toys, chairs and umbrellas needed for a day at the beach." - "We have been going to AMI for over 50 and 30 years respectively. We love it!! Cottage was great for us! Pool area is fabulous! If you are an ocean swimmer you are close to Bean Point so keep that in mind. Area immediate to cottage doesn’t flood but surrounding streets will in a heavy rain. We loved our stay and would return!"

Coconut Cottage #2
House
108 39th St, Unit #2, US, Holmes Beach, FL, 34217, USA

Coconut Cottage #2 is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The property offers a 24-hour front desk. This vacation home includes 3 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 2 bathrooms with a bath and a washing machine. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Amenities:

Parking • Internet • Sports/Activities • Guest Services • Child Friendly • Pet Friendly • Pool • Security/Safety

Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis
Cottage
Anna Maria, Florida, USA

We have replanted damaged landscape and fence since the 2 hurricanes in 2024..

Sea Garden Cottage is a true island gem and escape. Sea Garden Cottage is located on North Shore Drive at the north end of the island. It’s charming decor and garden oasis are sure to make you lose yourself in your future get-a-way.

This home rests on a 1.23 acre lot directly on the Gulf, a rarity on the island. The lot is surrounded by mature trees, tropical vegetation, and views of the Gulf and its sandy shores.

The master bedroom has king size bed with half bath and TV. The guest bedroom has 2 XL twin beds. Both rooms open to a screened lanai where you can enjoy the beautiful surroundings.

Sea Garden is fully equipped with linens, beach towels, beach chairs and umbrellas. The kitchen is fully stocked with coffee maker, tea pot, crock pot, pots and pans.

Keywords: Cottage
Single Story
Beach Cottage
Beach
Beach House
Anna Maria
Anna Maria Island
Bungalow
Beach Bungalow
Gulf Front

Guest Reviews:

- "We throughly enjoyed our stay at the Sea Garden. The cottage and location were perfect! Kari made everything so easy! Thank you!" - "this is our second time staying at the Sea Garden and there will be many more stays in our future - we absolutely love it here. Kari is amazing, communication is perfect. Thanks for hosting our family again, Kari!" - "This location is perfect! If you are looking for a low key vibe this rental is for you! The beach was never crowded and absolutely beautiful! The cottage was very clean, and had everything you needed! We loved the extra garden shed filled with chairs, sand toys, beach wagon, bikes, games ect. We absolutely LOVED this location! Thank you Kari!"

Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace
House
3205 Gulf Dr, Holmes Beach, FL, 34217, USA

Offering an outdoor swimming pool, Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace offers accommodations in Holmes Beach. With free private parking, the property is a few steps from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art. Guests can use a terrace. The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 1 bathroom with a shower and a hair dryer. A TV with cable channels is offered. The accommodation is non-smoking. Anna Maria City Pier is 3.8 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

Pool • Child Friendly • View • Air Conditioner • Security/Safety • Fireplace/Heating • Other • Balcony/Terrace • Parking

1 Bedroom Duplex On Intracoastal W/Beach Access
Cottage
Nokomis, Florida, USA

***CANCELLATION POLICY WAIVED FOR CORONAVIRUS.
***CANCELLATION POLICY WAIVED FOR RED TIDE.

***MAXIMUM CAPACITY OF 2 IS STRICTLY ENFORCED WITHOUT ANY EXCEPTIONS. THIS INCLUDES INFANTS AND CHILDREN.

Enjoy Florida beach living with this spacious, coastal furnished units on the intracoastal waterway with a private beach access right across the street. The unit overlooks a tropical landscaped garden from your private porch. Enjoy coffee and/or cocktails on a 12 x 12 gazebo overlooking the intracoastal. Fish from the Intracoastal seawall or on your beautiful private beach. Walking distance to two restaurants/bars and a grocery store is just 1.1 miles away. Most important, you will experience the amazing sunsets over the Gulf of Mexico every afternoon.

***Boat docks available!! Bring your boat... you may dock you boat in the back with access to electricity and water, and there is enough room for your boat trailer in the front of the property for just $20 p/night!! Watercrafts are also welcome at $15 p/day.

Guest Reviews:

- "We loved our stay here! This property was perfect for us! The backyard is so tropical and beautiful. We did some fishing on our dock on the Intercoastal. The private beach was about a 3 minute walk across the street. The rental was very clean and had everything we could possibly need. Millie was so nice and even took the time to show us around the property when we arrived. We will definitely be back for another visit!" - "The apartment was great! Super clean and well maintained. Beautiful property. 3-minute walk to the private beach as well as access to the canal at the backyard. The host was very nice and helpful. Millie was answering our questions within literally 1 minute! Thank you very much again, Millie!"

Key Largo Cottage
House
315 62nd St, US, Holmes Beach, FL, 34217, USA

Key Largo Cottage is located in Holmes Beach, just a 8-minute walk from Anna Maria Island and 17 miles from Sarasota International Convention Center. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. Key Largo Cottage features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 17 miles from the accommodation, while The John and Mable Ringling Museum of Art is 17 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Fireplace/Heating • Pool • Internet • Security/Safety • Child Friendly • Parking • Sports/Activities

Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Cottage
Venice, Florida, USA

This rental offers complete Kitchen, tile floors, Queen size sleeper sofa, dining table and relaxing front porch and two car garage. The master bedroom has a Queen size bed, extra large closet with washer and dryer. Guest bedroom with full size bed. Large bath with shower and linens for bath and beds. Kitchen is complete with stove , microwave, coffee maker, toaster oven and cooking utensils. There are beach chairs, towels, and coolers, so just bring your suitcases. This Guest House offers privacy in a quiet neighborhood and yet is just minutes from the beach, shopping, restaurants, golf courses and other amenities. A non-smoking guest home.

Guest Reviews:

- "This cottage is amazing! So clean and comfortable. We loved that it is only a few miles from a beautiful white sand beach! Perfect location tucked away on a dead end road made it wonderfully quiet and private. Having a garage was a plus and having it stocked with beach chairs, shell rake and other beach supplies was a blessing. The host was very welcoming and had great communication with us. We loved it and hope to go back in the future!" - "Very nice and clean. Close to everything"

Canario Cottage Home
House
Anna Maria, FL, USA

Canario Cottage Home offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. This property offers a heated pool and free private parking. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 3 bathrooms with a hair dryer. A TV is offered. The accommodation is non-smoking. John and Mable Ringling Museum of Art is 19 miles from Canario Cottage Home, while The John and Mable Ringling Museum of Art is 19 miles from the property. Sarasota Bradenton International Airport is 18 miles away.

Amenities:

Pool • Air Conditioner • Security/Safety • Barbecue/Outdoor Cooking • Guest Services • Child Friendly • Other • Parking

Coastal Gem!
Cottage
Sarasota, Florida, USA

Escape to paradise in this charming cottage nestled just 250 steps from the white sands of the Gulf. Conveniently located 1\/2 block to Lido Beach and close to the fabulous restaurants and shopping of St. Armands Circle. Whether you’re sipping your morning coffee in the private fenced yard, grilling fresh catch on the BBQ, or relaxing in the fully furnished comfort inside, you’ll find everything you need for a relaxing Florida getaway. Private location features 2 bedrooms and 1 bath. King size bed in master bedroom. Queen in second bedroom. Spacious living room. Full kitchen with refrigerator, oven, microwave, toaster and coffee maker. 2 color cable TVs. Washer and dryer. Air Conditioning / heat. Gas barbecue grill. Beach chairs, beach umbrella, small cooler, and towels are provided (and a beach wagon to carry it all). Owner lives on property.

Be sure to download the free Bay Runner Trolly app to access schedules! It stops 1/2 block away at the Lido Pavilion and takes you thru St. Armand’s Circle and into downtown Sarasota or South Lido Park. We are also close to the “exotic” mangrove tunnels that are fun to access by kayak or canoe.

Guest Reviews:

- "My wife and I had a great time in Sarasota. The house we stayed in was everything that we needed. Plenty of space, privacy, amenities, walked to the beach everyday and all kinds of activities to do around us. The owners were very nice and accommodating. Would recommend this place t anyone. Thanks again J & C for everything." - "We had a great time during our family vacation! Location was perfect, walking distance to everything. Only part that was hard was locating the property because it didn’t pull up correctly on google maps."

Waters Edge Cottage
House
2409 Avenue A, US, Bradenton Beach, FL, 34217, USA

Waters Edge Cottage offers accommodations in Bradenton Beach, 15 miles from The John and Mable Ringling Museum of Art and 4.9 miles from Anna Maria City Pier. The air-conditioned accommodation is a 4-minute walk from Bradenton Beach, and guests can benefit from on-site private parking and complimentary Wifi. Outdoor seating is also available at the vacation home. Featuring a balcony with sea views, this vacation home also comes with a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. Greens Of Manatee Golf Club is 10 miles from Waters Edge Cottage. Sarasota Bradenton International Airport is 13 miles from the property.

Amenities:

Parking • Security/Safety • Child Friendly • Sports/Activities • Internet • Fireplace/Heating

Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Cottage
Holmes Beach, Florida, USA

Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrilled!

Welcome to our Cottage! If you are looking for a simple, quiet, stress-free place to enjoy the beach, this is it. It's not a fancy condo-- no long hallways, distant parking, elevators, or crowds-- and there are no streets to cross to reach the beach--just a sandy walk from your screened porch door. The Cottage is a duplex, and this listing is for the larger side. VRBO #327896 will show you the smaller side. The two sides share a screened porch facing the beach.

The cottage was constructed in 1916 or so, as a caretaker's home for a larger house which is now gone. It has been carefully maintained and updated, but has retained the charm of a bygone era.

The interior walls are heart pine, and so are the floors, refinished by hand. Furnishings have been chosen for comfort-- a rattan recliner and matching sleeper sofa in the living room, dining table with leaf (in case you would like to have a guest or two for supper), and king size bed in the bedroom.

The cottage is shaded by ancient Australian pine trees and has a comfortable shared screened porch for a front-row view of the sunsets and stars. With the windows open at night, you can hear the surf!

Walk directly out the screen porch door, and down to the beach--no streets to cross. Or, sit out on the patio and enjoy your coffee and newspaper, or cocktails. Our guests tell us that the best part of the patio area, (besides the view) is it's size-- plenty of room for spreading out.

We are located a block away from the Cafe on the Beach, convenient for all-you-can-eat pancake breakfasts, quick lunches, and relaxing dinners. The beach-front playground is a block and a half away. Take the free trolley and see the rest of the island.

The other side of this duplex, which is a little smaller, VRBO 327896 is also available. See our other units available on the same property, VRBO 82848, 1473396, and 738184.

Keywords: Cottage/Duplex

Guest Reviews:

- "Great Old Florida vibe. Suited our needs perfectly, which was a nice quiet time on a nice quiet beach. All good!" - "Easy to find. Great amenities! Helpful host! Enjoyed the location!" - "Alice was prompt and attentive. Can't beat the location!" - "Weekend getaway with family! Perfect place and location! Cottage has everything you need and we received a sweet welcome basket when we arrived at our cute little cottage! Very nice surprise! The owner was very friendly and caring! I loved the beach chairs, umbrella, and boogie board we had right on our porch to take to the beach. The beach was amazing and only steps away! The shower pressure was the best ever! Plenty of towels. Comfortable and cozy cottage. Great location! We will be back! We made some sweet memories at the charming cottage!!"

Coconut Cottage #1
House
108 39th St, Unit #1, US, Holmes Beach, FL, 34217, USA

Coconut Cottage #1 offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The property provides a 24-hour front desk. This vacation home includes 3 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 2 bathrooms with a bath and a washing machine. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Amenities:

Child Friendly • Security/Safety • Pool • Sports/Activities • Parking • Guest Services • Pet Friendly • Internet

Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Cottage
Sarasota, Florida, USA

Lido Beach is one of the most beautiful beaches, not only in Florida, but in the United States. The beach has soft, silky white sand. The world famous sunsets off the shores of Lido Beach draw not only our visitors but local residents as well .. all there to soak in one of nature's most spectacular performances!! The view is so surreal that it’s not uncommon to see people clap their hands in the joy they receive from this experience. All of this is just a short stroll from the cottage which has incredible internet, with 457 mbps download and 28 mbps upload. There is also a brand five burner gas grill with cooktop outside!

This beautiful beach cottage, nestled on a little piece of paradise, is just a stones throw from Lido Beach. A fresh & friendly place to relax, unwind and enjoy your private, lush surroundings.

Public beach or public pool access to the left and down Grant Street, one block away – the pool price is $2/seniors/youth; $4 for everyone else. Walk just a few steps from the pool to swim in the ocean if you are so inclined. There's a snack bar, a small store with ice cream, and picnic tables, outdoor showers, bathrooms and live music at times!

This charming cottage has crown moldings, and ceiling fans. The cooking area has been outfitted with brand cherry cabinets and topped with an exotic piece of granite.
A GE convection microwave and induction cooktop allow you to prepare meals. Your own huge grill with an extra cooktop for boiling corn, etc. In addition to the coffee maker (Keurig and full-pot brew) and toaster and toaster oven, there is also an outside propane barbecue for your use. All living room furniture has been recently purchased including the flat screen LCD Smart television. Cable TV/ HBO and wireless internet are available for your enjoyment.

The Queen sized bed, with its comfortable mattress and quality pillows will afford you a peaceful nights sleep, leaving you refreshed and ready for a great day. The bathroom, with decorator porcelain tiles throughout has been outfitted with Kohler fixtures. A forceful shower with seemingly endless supplies of hot water will support one shower after another. Bath towels and bed linens are provided for your use.

Your front deck, fully fenced and private, is a great place to enjoy a morning cup of coffee with a newspaper or an evening beverage with good company and personal conversation. Our home is smoke free, please refrain from smoking inside the unit.

The Studio accommodates 2 guests and features a comfortable queen bed, private bath, large, flat screen TV & internet access, and small kitchenette (does not have oven/stove/freezer). The studio has its own private exterior entrance.

The walk to the beach is one block away!!! Approx 3 minute walk, 0.2 miles. Walk to St. Armands is approx 7 minutes, 0.4 miles!!

Guest Reviews:

- "My girlfriend and I came for an overnight trip for my birthday. Everything went great. The cottage was very clean, it was super close to St. Armand’s Circle, and check-in/checkout was very smooth. Perfect getaway. We would definitely stay here again." - "Our stay was lovely the apartment had everything we could have needed for our girlcation. Quick walk to the beach, comfortable, and fully equipped:) Would recommend to anyone and would hope to return soon."

Gulf Shore Cottage
House
9206 Gulf Drive, US, Anna Maria, FL, 34216, USA

Gulf Shore Cottage offers accommodations in Anna Maria, a 4-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This vacation home provides air-conditioned accommodations with a balcony and free Wifi. Outdoor seating is also available at the vacation home. Gulf Shore Cottage features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. A TV is provided. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is a 17-minute walk from the accommodation. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

Pool • Child Friendly • Pet Friendly • Internet • Sports/Activities • Security/Safety • Fireplace/Heating

2 BEDROOM ON INTRACOASTAL W/BEACH ACCESS
Cottage
Nokomis, Florida, USA

***CANCELLATION POLICY WAIVED FOR CORONAVIRUS.
***CANCELLATION POLICY WAIVED FOR RED TIDE.

***MAXIMUM CAPACITY OF 4 IS STRICTLY ENFORCED WITHOUT EXCEPTION. THIS INCLUDES INFANTS AND CHILDREN. PLEASE TO NOT BOOK IF YOU ARE MORE THAN 4 FOLKS.

Enjoy Florida beach living with this spacious, coastal furnished unit on the intracoastal waterway with a private beach access right across the street. The unit overlooks a tropical landscaped garden from their private porches. A 12 x 12 furnished gazebo in the backyard facing the intracoastal... great place to relax and have morning coffee or sunset cocktails. Fish from the Intracoastal seawall or on your beautiful private beach. Walking distance to two restaurants/bars and a grocery store is just 2 miles away. Most important, you will experience the amazing sunsets over the Gulf of Mexico every afternoon.

Boat docks have been remodeled!! Bring your boat... you may dock you boat (with electricity and water) in the back and there is enough room for your boat trailer in the front of the property for just $20 p/night!! Watercraft are also welcome at $15 p/day. Please let owner know, in advance, so that the rate may be added to the quote.

NOTE: Interested in a 3 bedroom/2 bath... you can rent the entire duplex for up to 6 folks!! Call me for availability and pricing detail.

Guest Reviews:

- "I can't say enough about this amazing unit! The location was perfect. The pictures do not do it justice. We mostly had the beach to ourselves. The public beach is far enough down that you only have occasional folks walk by. This kind of privacy is rare for Florida these days. We even had a few manatees swim right next to us while we were swimming. People usually go to Venice for shark teeth, but we also found a bunch on the beach in front of the unit. The back yard to this unit is amazing. Plenty of room on the back patio and a nice little walk way to the dock. The private dock and gazebo were a great addition. Our daughter enjoyed watching the manatees and a few dolphins in the intercoastal waterway behind the unit. The unit itself is very clean and tidy. It was even more spacious than we expected. Millie has made sure that guest have everything they need. There were plenty of beach chairs, umbrellas, little coolers, and beach accessories to share between the 2 units. Check in was quick and easy. Millie was great and easy to reach should you need anything. We stay somewhere new every summer and this has been one of our favorite rentals. We will definitely be back!"

Coconut Cottage home
House
Anna Maria, FL, USA

Coconut Cottage home offers accommodations in Anna Maria, 20 miles from John and Mable Ringling Museum of Art and 20 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 3-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. A TV is provided. The accommodation is non-smoking. Sarasota Bradenton International Airport is 18 miles away.

Amenities:

Other • Barbecue/Outdoor Cooking • Security/Safety • Guest Services • Parking • Air Conditioner • Child Friendly

Enjoy sunny fall days on gorgeous Anna Maria Island!
Cottage
Bradenton Beach, Florida, USA

Trust us when we say, you will surely fall in love with this quaint pastel cottage that still retains that old Florida charm.
In the slice of heaven that is Anna Maria Island, this personable resort is perfectly situated in the narrow area between Sarasota bay and the sandy beaches of the Gulf of Mexico.
On your stay you can enjoy the resort’s heated pool lined with royal palms and overlooking the Bay, or take a few steps to reach the white sand beaches. There's a pier that you can fish off of or just sit on and watch the sky hues and wildlife.
Our cottage has a shaded porch and a cozy picnic area perfect for barbecues, nestled under a gazebo covered with tropical foliage.
The inside is decorated in a casual island style, with a light, open-space kitchen and living area with a brand new sofa-bed and chair. The Kitchen and bathroom have just been updated. Driftwood color floors have been laid throughout the cottage. In the bedroom there's a king size bed and a walk-in closet. The living area has a comfortable pull-out sofa bed.
The kitchen is well-equipped with anything you need to cook a great meal in the cottage.
You will have 2 free parking places available to you.
Beach towels and umbrellas are provided at the office and lounge chairs are on the beach for your use as a resort guest.
On the beach near the resort there are jet skis, kayaks and paddle boards available for rent.
Nearby you can find a large variety of excellent restaurants that will please everyone’s taste.
With just a fifteen minute walk or a short ride on the free trolley, you can reach Bridge Street, a charming shopping district where you can enjoy the small shops, boutiques, fresh food and mini golf. The trolley can take you up and down the island to explore different beaches, shops and restaurants.
The position on the south end of the island makes it easy to reach Longboat Key and St. Armand's Circle for out-of-the-ordinary shopping and dining. You can easily get to Sarasota to see The Ringling Museum, Sarasota Jungle Gardens, and the Marie Selby Botanical Gardens. For boat tours to explore the island, see the wildlife, go fishing or just watch the sunset I recommend Captain Jerry Mayer amicruises.com.

Guest Reviews:

- "This place was perfect for our family of four. The location was great. Just a short walk to the beach and a short drive to other activities. We enjoyed every minute of our week getaway! We’ll be back!" - "This was the perfect location for our stay. We enjoyed the pool, short walk to beach and the dock. The cottage was clean and cozy. We were able to enjoy sunrise and sunsets . Definatly plan on returning." - "Our girls Getaway was a complete success. Taking the trolley to the whole island we know that we stayed in the best location. Couldn't have picked a better place to stay!"

Castaway Cottage
House
309 56th Street, Holmes Beach, FL, FL 34217, USA

Providing a bar, Castaway Cottage provides accommodations in Holmes Beach. This property offers access to a terrace, free private parking, and free Wifi. Guests can use the spa and wellness center, relax in the hot tub, or soak in the outdoor swimming pool. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hot tub. Guests can take in the views of the pool from the patio, which also has outdoor furniture. The vacation home offers bed linen, towels, and laundry service. Guests can make the most of the warm weather with the property's barbecue facilities. Guests at the vacation home will be able to enjoy activities in and around Holmes Beach, like cycling. The vacation home has a picnic area where you can spend the day outdoors. Anna Maria Island is a 7-minute walk from Castaway Cottage, while Sarasota International Convention Center is 17 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Amenities:

Parking • Ocean View • Air Conditioner • Wellness Facilities • Pool • Pet Friendly • Barbecue/Outdoor Cooking • Laundry • Oceanfront • Balcony/Terrace • View • Security/Safety

Blue Heron Cottage - Anna Maria Island
Cottage
Anna Maria, Florida, USA

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway sleeps up to 4.

The cottage has an open floor plan and it is about 900 sq ft. There is a bedroom with 1/2 bath inside and a laundry room. There is a full bath out of the bedroom which makes it very comfortable when there are more than 2 guests with. The living room has a sofa, which also becomes a comfortable queen bed. It is not the kind where the mattress is folded when in use as a sofa. My favorite spot of the house is the private outdoor shower with hot and cold water. The side door leads to the patio where you will find an outdoor dining area complete with oversized umbrella, a high-top table, outdoor shower, and electric grill. You will also find a beach cart to transport beach essentials to and from the beach.

**electric grill, beach chairs, umbrella and wagon are provided for your convenience**

The house is located on the very desirable quiet north end of the island. Specifically 2 short blocks from the very end. It is very peaceful and beautiful around this quite area with very low traffic, if any at all. You can easily travel across the island on the free trolley, which has many stops throughout the island. There are also many places who offer bikes and golf carts for rent. There are many restaurants, small shops and a Publix supermarket all with in 10 min max driving and reachable by bikes and golf carts. You can take a very short easy walk to the famous Rod and Reel pier/restaurant.

I'm always available on my cell phone and email. Feel free to contact me if you have any issues.

Guest Reviews:

- "Great place for two people long walk to the beach Beautiful beach not crowded" - "Blue Heron is a cozy cottage, very clean, and stocked with everything you’ll need for your stay. We enjoyed the outdoor shower and all of the beach paraphernalia that Gustavo provided. He even has beach towels and toys! Along with the washer & dryer in unit, we only needed one suitcase which saved me from having to pay for extra luggage. Highly recommend!!"

Beach Walk Cottage - 451
House
451 Island Cir, Siesta Key, FL, 34242, USA

Beach Walk Cottage - 451 offers accommodations in Siesta Key, a 6-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art. This property offers a private pool, free Wifi, and free private parking. The accommodation provides a 24-hour front desk. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation is non-smoking. Sarasota Opera is 6.9 miles from Beach Walk Cottage - 451, while Marina Jack Restaurant And Marina is 6.9 miles away. Sarasota Bradenton International Airport is 11 miles from the property.

Amenities:

Guest Services • Pet Friendly • Sports/Activities • Laundry • Child Friendly • Pool • Internet • Parking • Security/Safety

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Cottage
Sarasota, Florida, USA

Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2024 hurricanes. Ready to welcome you!

Sparkling Florida Beach Cottage combines top amenities with traditional charm. Located one driveway to the secluded beach path on the quiet north end of Lido Key. Relish your quiet beach, collect shells and sand dollars, watch pelicans and sea hawks dive for their meals...Away from the high rises, condos and cars - slip into wave-time. And when you're hungry or want to shop - walk to St Armand's Circle - only 5 minutes away!

We make it easy for you to bring only your swimsuit, flip flops and a coverup - you'll have all the amenities (chairs, umbrellas, wagon, beach towels) on the property waiting for you! Spend the evening watching the sunset on the beach and come back to your cottage and sit by our propane firepit in your private back yard to count the stars! Or grill out with our propane grill or cook just the right meal in our completely outfitted kitchen. Or hang out on the NEW Screened Florida Room out front and say hi to the neighbors.

We offer a King bedroom with an ensuite bath/shower, a Queen bedroom that shares the hall bath with the cottage and a separate sunroom that has a full-sized bed that can sleep 2.

We use high thread count linens, extra pillows for your comfort selection, Turkish Towels, Fully Stocked Kitchen with all New Bosch and GE Profile Appliances. We even have a private, high end washer/dryer (no key cards!)

Flamingo Cottage takes you back in time with charm and modern day comforts galore. The screened Florida Room welcomes you home with over 500 square feet of comfy, dry, bugless outdoor space! The main living area has comfy leather furniture and desk, a 65" smart TV (with DVD player), which is open to dining room and kitchen, plus a "smart" 42" TV in the King bedroom. The back patio is complete with 2 modern chaise lounges with side tables, a large table and chairs for 6, solar lighted large umbrella and a Weber BBQ grill (propane provided). A relaxing propane fire pit is also at your private disposal, complete with comfortable seating for evening viewing of the stars.

You'll fall in love with this comfortable and playful private cottage! Doesn't get any better than this location. The Ultimate retreat to stay and return year after year!

For Larger Groups, feel free to reserve our larger cottage next door! Our Pelican Cottage has 4 bedrooms and 3 bathrooms and Heated Pool (sleeps 10). Rent Both Together when available. Check Availability: VRBO.com/1717004

Guest Reviews:

- "Our family enjoyed this cozy property which is near the beach as well as an easy walk to shops/restaurants. Ed & Deb helped us work around a family medical issue and were very responsive with any question/need. A+" - "I Family has stayed with Deb for the second time this year. We love this location and it’s sister cottage next-door. Great location, walkable to Saint Armands Circle, and just a short walk to the beach. Great environment and the beach is not crowded typically. We will definitely stay again!"

Buttonwood Cottage
House
405 Pine Ave, US, Anna Maria, FL, 34216, USA

Buttonwood Cottage is located in Anna Maria, just a 7-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. Buttonwood Cottage features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is a 5-minute walk from the accommodation. Sarasota Bradenton International Airport is 18 miles from the property.

Amenities:

Pool • Internet • Child Friendly • Pet Friendly • Sports/Activities • Parking • Security/Safety • Fireplace/Heating

Quiet Nights of Quiet Stars on Anna Maria Island
Cottage
Holmes Beach, Florida, USA

Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet location, oh how lovely . . .

A guest had this to day: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side B but have also stayed on Side A, both are equally as nice.
The kitchen is well stocked with all the cooking essentials. Pots, pans, coffee maker, toaster, blender etc. There is also a charcoal BBQ in the backyard.
The living room is open and airy with a love-seat, comfortable couch & a large TV. The master bedroom has a king bed with a comfortable and supportive mattress. Nightstands, a dresser and closet gives plenty of room to unpack so you won`t feel like you are living out of your suitcase while staying here. The 2nd bedroom is quite large & has twin beds. According to my daughter and travel companion the beds and room are very comfortable.
Washer & dryer are located in a porch outback and shared with people renting the other side of the house. We have never had a problem with this, as knowing it is shared anyone keeps their eye on the laundry and removes it as soon as it is finished.
The wi-fi reaches the backyard and there is free US/Canada wide long distance on the house phone.
I hope this helps with your decision to stay here. We highly recommend it."

Is it perfect? No way, but it is clean and comfortable.

1. The Gulf beach access is 4 blocks but 3 are short blocks and it ends up being 3 in length and having done it a number of times you cut the corners at 64th street and Holmes Blvd and when you arrive at Gulf Drive and 65th there is the beach access and a few parking places. The real good thing is that you don't cross Marina Drive [busy street]. Some guests have driven over and parked or dropped off people and headed back to Songbird and walked back to the beach access.

2. Located in the middle of the block on a quiet street.

3. Free fast wifi and Washer and Dryer at no charge. Hair dryer also.

4. Everpure H-300 under sink mounted water filter with glass filler faucet and hooked up to the ice maker too.

5. There is central air installed in 2019.

6. New refrigerator 2025 with automatic ice maker in the freezer. New stove and microwave too.

7. The BBQ is a charcoal type 2025 and I do not supply coals.

8. The kitchen has been updated with upper white cabinets in early 2000's and is fully stocked with cooking utensils and almost always salt and pepper. Also all linens, towels and so on.

9. New base kitchen cabinets 2025 with a very quiet dishwasher. Quartz countertops.

10. House landline phone provided for local calls and free long distance to North America and Territories. Canadians like this idea a lot.

11. New 2025 King Bed mattress and box spring. New 2025 medium firm twin mattresses and box springs Maximum 4 people and maximum 3 adults minimum age 25.

12. The closest restaurant Ugly Grouper is about 5 blocks and is popular. Scott’s Deli is 3 blocks and top shelf Key Lime Pie.

13. 7 blocks to Island Shopping Center [think 1960] with restaurants, clothing stores, hardware store, art gallery, parrots and more.

14. Holmes Beach public library is 5 blocks away. Sweet library!

15. Updated kitchen and bath fixtures 2025

16. No stairs here as an easy living ground level place.

17. TV is a 65" flat thin screen 2025. Samsung QLED

18. 2 bedrooms and 1 Bathroom with step-in shower.

19. No pets and no smoking. A number of people verify no pets as they have allergies and, yes, no pets.

20. The cleaner has been cleaning for about 3 years and does nice work.

21. The patio is covered and has a table with chairs.

22. Outdoor shower when home from the beach.

23. I supply dish soap, dishwasher pods, hand soap, one or more rolls of paper towels, more than one roll of TP, dish sponge, laundry soap no scent and garbage bags.

24. A free trolley has a stop 1 block away to go north and a stop to go south is 3 blocks at the beach access. 6am-10pm and runs at 20 minute intervals.

25. Parking space for two cars.

26. Backyard is a nice size.

I have found that people arrive and unload luggage and head to the beach. The busiest street on the island in this spot is Marina Drive and you do NOT cross it on the way to the beach. The access is a 3-4 block stroll. And the property is located in the middle of the street not on a busy corner or street.

Again, thank you for your time.

Guest Reviews:

- "What you see on line is what you get. Small space as advertised great for a single or couple. Clean and efficient. Host was great with any support needed. This is old Florida type cottage. Great central location on the island. Make sure to stop at Scotty's Deli." - "We had a wonderful stay!The place was spotless and very well-maintained.The location couldn't be better-just a short walk to the beach and super convenient for getting around the island.Everything was exactly as described, and communication with the host was smooth and easy. Highly recommend for anyone looking for a relaxing beach getaway. "

Cozy cottage 15 min from the beach
Cottage
Bradenton

Please be aware that there are seasonal price changes.

Take a break and unwind at this peaceful cottage only 15 minutes away from Anna Maria Island and other beaches!!

The space
This beautiful cottage has a living room, a couch which folds out to sleep two people, a dining area, a bathroom which includes washer and dryer, and one bedroom that has a Queen sized bed. Also included is a refrigerator, stove, microwave, and dishwasher. Linens and extra blankets, in addition to bathroom towels are provided. The kitchen has dishes, utensils, and cookware.

Windsor Bungalow work/vacation retreat
Cottage
Sarasota

Windsor cottage built in 1940- is the perfect escape located in the heart of everything Sarasota has to offer. This cozy 740 sq ft home is nestled in the well sought after historic, quiet neighborhood of Indian beach/Sapphire shores. Hi-speed internet allows this sweet place to handle your work needs , while the low-key neighborhood allows you to relax. Minutes to SRQ airport, Ringling Museum, Ringling College of Art and Design, downtown city and the pristine beaches of Florida's gulf coast.

The space
This cozy 1940's restored cottage features original hardwood floors, tin roof, 2 good size bedrooms with closets, 1 lovely bath, living, dining, adorable kitchen.

Decorated in an elegant cottage style, you will feel right at home. A screened-in front porch to enjoy a drink and relax. The naturally wooded yard provides lots of shade and wildlife to watch. A spacious back porch is a perfect spot relax and lends yet another place to gather.

Amenities:

Free washer – In unit • Conditioner • Cleaning products • Essentials • Hair dryer • Hangers • Free dryer – In unit • Shampoo • Hot water • Body soap

Private Heated Pool Casita Near Downtown & Beaches
Cottage
Sarasota

Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

Other things to note
Please be aware that during winter, the outside temperature drops significantly, causing the pools to cool off at night. therefore, it takes a few hours for the pool heater to heat it up to 85 degrees. It's a big volume of water, it cannot be expedited and we cannot control the weather. thank you for understanding

*Bermuda-esque Island Cottage! Steps to Sand!*
Cottage
Longboat Key

Charming Island Cottage – Perfect Romantic Getaway!
Escape to this cozy, light-filled cottage, completely rebuilt in 2025 with a brand-new kitchen featuring stainless steel appliances. Enjoy a comfy full bed in a loft-like setting, commercial-speed WiFi, 2 TVs, and in-unit laundry. The perfect serene hideaway for lovebirds seeking a peaceful retreat! Light & bright with windows scattered throughout make this an ideal work setting.

The space
Lock box on door.

Guest access
Shell alley in back for 2 vehicles or a vehicle + boat.
Laundry machine in bathroom.

Other things to note
Not ideal for people traveling with pets. We do have a nice desk as well as a dining table for 2 people to work from home. Canon printer with paper as well.

Our Airbnb listing clearly states that the property lacks child-safety features, such as outlet plugs, to ensure guest safety, as permitted under Florida Statute 509.092, which allows reasonable restrictions based on property suitability.

Exquisite Small Cottage 5 Minutes to Siesta Key
Cottage
South Sarasota

Upscale, exquisite cottage. Great secluded location close to Siesta Key

The space
Very upscale, full kitchen with granite counter, queen bed, indoor + outdoor dining, Weber grill, wood deck, hammock, porch, Adirondack chairs. Drive in gated 1/4 acre lot, six foot privacy fence. Smart TV, High speed Internet. GE Advantium Oven, Induction Cooking surface, Air Fryer, very high end knives, cookware, etc. Wine and champagne flutes. Keurig w/pods. Hotel quality linens and towels. Beach chairs, beach towels and cooler. Utter privacy in a very cool "Tiny House"

Other things to note
please take a moment to look at the GE Advantium video on YouTube!!!

Amenities:

Essentials • Bed linens • Cleaning products • Free washer – In unit • Hot water • Room-darkening shades • Shampoo • Extra pillows and blankets • HDTV with standard cable • Hangers

Pool home, close to Beach! - Ainsley Beach House
Cottage
Anna Maria Island

Ainsley Beach House by Anna Maria Island Accommodations
Vibrant Island Retreat with Pool, Tiki Table and Walk to Beach

209 55th St Holmes Beach, FL 34217
VRC16-000185

Welcome to Ainsley Beach House, a delightful three bedroom, two bathroom Anna Maria Island vacation home located just a quick five-minute stroll from the sugary shores of the Gulf of Mexico. Tucked away in a peaceful Holmes Beach neighborhood, this island escape features a private pool with a built-in tiki table, tropical

The space
Highlights
• 5-minute Walk to Holmes Beach
• 3 Bedroom / 2 Bath
• 1 King, 1 Queen, 2 Twins and Queen Sleeper Sofa
• Private Pool with Sun Shelf and Tiki Table
• Outdoor Dining, Lounge Seating, and Grill
• Outdoor Shower
• Washer and Dryer
• Close to Shops, Dining and Free Trolley

Step into your private tropical backyard oasis. The inviting pool features a sun shelf and a unique in-water tiki table, ideal for lounging with a cold drink. Soak up the sun from the comfort of lounge chairs, fire up the BBQ grill for a backyard cookout, or rinse off the beach sand in the outdoor shower. In the evenings, gather around the outdoor dining table for meals under the stars and conversations you'll always remember.

Inside, the open living area exudes coastal charm with beachy decor, a plush seating area, and a TV. The spacious kitchen is fully stocked with stainless steel appliances, cookware, utensils, and a large island for prepping meals or sharing drinks. The adjacent dining table seats the whole crew comfortably for breakfast before heading to the beach or game night after a day of adventures.

The primary bedroom is a calming sanctuary with a king bed, TV, and an ensuite bathroom with a step-in shower. The second bedroom offers a cozy queen bed, while the third bedroom features two twin beds perfect for kids or friends. All rooms are styled with cheerful beach-themed décor, dressers, and TVs. The second full bathroom has a spacious walk-in shower. A queen sleeper sofa in the living room offers additional sleeping space, ideal for larger groups.

Room Details
-Primary Bedroom: King bed, TV, and ensuite bathroom with step-in shower
-Second Bedroom: Queen bed
-Third Bedroom: Two Twin beds
-Living Room: Queen sleeper sofa


This Anna Maria Island beach rental includes a washer and dryer, complimentary Wi-Fi, beach towels, and a peaceful residential setting close to everything. You’re just minutes from the free island trolley, top-rated restaurants, cute island boutiques, and nearby attractions like Pine Avenue and Bridge Street.

Don’t wait, book now and create unforgettable memories at this charming Anna Maria Island pool home!

Other things to note
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our Anna Maria Island Accommodations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Dryer • Washer • Outdoor shower • Hangers • Hot water • Hair dryer • TV • Bed linens • Air conditioning • Essentials

Sea Breeze in Anna Maria With Private Dock
Cottage
Anna Maria Island

Welcome to Sea Breeze, our newly renovated home which is the Second Floor of a 2-story property at the North-end of Anna Maria Island. It includes 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free Netflix, washer/dryer, and a full kitchen are available. You can sailboat directly to Bimini Bay, walk to Pine Ave and City Pier, or eat in nearby restaurants. Our private home has everything you need for a perfect beach vacation in AMI!

The space
The entire wall of floor-to-ceiling windows frames the bay view inside the property. You can enjoy the beautiful water and wildlife when you're sitting on the couch or cooking in the kitchen. The second floor allows you to have a higher perspective of the canal, making you feel like you live right above the water!

Or have a BBQ and enjoy a relaxing drink on the balcony, where there's an outdoor dining table and chairs for you to have a chill in nature, closer to wildlife. The BBQ is free to use.

The fully equipped kitchen with granite countertop. Fully equipped kitchen for cooking, large grill, and Keurig (starter pods provided) for your coffee/tea needs. Enjoy dinner in the dining area or out on the balcony. Don't want to cook? The home is walking distance away from multiple excellent restaurants (some right on the beach!).

Other things to note
* You can park your boat at the private dock. Please note that the dock can't lift boats. Please let me know if you need to park your boat. There are four docks in the back. You can dock your boat on the left-hand side of the sailboat (when you face the water) . There is a spiral staircase leading to the second-floor balcony.
* The cottage is a two-unit building, and this one is the Second floor unit with a beautiful waterfront view.

Frangipani Villa by Beach Boutique Rentals
Cottage
Anna Maria Island

*Features include*

* 2 Bedrooms and 2 full baths
* King master suite
* Queen bed and sleeper sofa
* Botanical courtyard with beautiful fountain
* Stunning tropical landscape
* Spacious private porch
* Only steps away from the beach path
* Beach supplies provided
* Ground level
* Dog and small pet friendly!

The space
This home is managed by Beach Boutique Rentals, a local Anna Maria Island vacation rental management company.

Blue Agave Villa (formerly Frangipani Villa) has been completely remodeled in 2025. You will love how it seamlessly blends Old Florida charm with a fresh, mid-century modern design featuring clean lines and a stylish, contemporary feel.

Guests will enjoy a fully equipped kitchen, cozy living area, and two luxurious bedrooms with king and queen beds. For additional convenience there is a sleeper sofa in the living room. Cable TV is provided in the living room and in each bedroom. There are two full baths, one with a walk in shower and one with a shower/tub combination.

Blue Agave Villa also has its own secluded front porch surrounded by beautiful tropical plants. You'll love relaxing in this botanical oasis. From the porch you can also take in the sights and sounds of the courtyard fountain. It's the most relaxing spot to enjoy a good book or unwind with a nice glass of wine. There is also a private back entrance with an outdoor shower.

The long-time owners of this amazing property have thought of everything you’ll need for the perfect beach vacation, including beach chairs, towels and umbrellas. You may never want to leave the Villas but when you do venture out, the beach path is only steps away and there are several shops and restaurants within walking distance.

On the grounds you will also find a large laundry facility with free washers and dryers for your convenience. The cottage also includes a professional linen service. When you stay with us you can rest assured that you will have high quality luxury linens. We also provide plenty of bath and beach towels.

The Island Garden Villas are composed of 6 individual and private cottages. Whether you are looking for a romantic getaway or a large family get-together this is the ideal spot. You can rent one or all of the cottages. Perfect spot for destination wedding guests!

If you wish to bring a small dog or cat please notify us. A fee of $150 + tax is required in advance for each pet you are bringing. Please see House Rules.

VRC16-000603

Other things to note
We generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

Charming cottage w/heated pool in prime location.
Cottage
Anna Maria Island

Welcome to an old Florida 'The Starfish Cottage" . Enjoy the private heated pool with lush tropical setting. Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Florida style.

The space
The Starfish Cottage has been renovated while maintaining all the charm of an old Florida Key West style bungalow. Enjoy the new private heated pool with lush tropical setting. The kitchen provides plenty of storage , a full sized refrigerator and freezer, dishwasher, range and microwave. There's also an outdoor grill. The large screened in porch features a vaulted ceiling, large ceiling fans, plenty of seating and swing bench. On the porch a dining table accommodates 8 and a small bistro table seats 2.

Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, original hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Florida style.

Down the hall you'll find two comfortable bedrooms, each with a queen-size bed and large closets.Master bedroom with en suite bathroom and another full bathroom is conveniently located in the hall. Climb up the spiral staircase to the quaint loft which has 2 twin beds.

The cottage is in a terrific location, immediately east of Gulf Drive, a quick 200-yard walk will bring you right to the white-sand beach. With Pine Avenue and the village of Anna Maria 2 short blocks to the north, you can walk to everything. Pine Avenue offers restaurants, shopping, community theater, historic Roser Church, and the Anna Maria Historical Society Museum. A free trolley is available to get you around the entire island all the way south to Coquina Beach. Scooter and golf cart rentals are located within 100 yards.

Free WiFi, flatscreen cable/smart TV, books, and board games provide entertainment, while a private washer/dryer lets you take care of laundry. Keyless entry at the front door ensures easy access and security. The driveway has space to park four vehicles.

A NOTE ABOUT CHILDREN: Kids love the loft area. However, the spiral staircase could be dangerous for younger children. Therefore, this property is not recommended for children under 8 years old.

Other things to note
POOL: Our pools are services weekly. Due to the tropical nature of the island , it is not unusual to find unexpected debris in the pool. Pool heaters will not operate if the outside temperatures get below 60F . There will be days when weather conditions will to allow pool heaters to accommodate swimming. No credit, discount, and /or rate adjustments can be granted for circumstances beyond our control.

NOISE: Anna Maria Island, Florida has a noise ordinance to maintain the tranquility of the island. The ordinance prohibits loud noises during quiet hours, which are from 10 PM to 8 AM every day.
What is prohibited?
Loud music, including amplified instruments
Loud vehicle noises
Loud shouting, yelling, or screaming
Loudspeakers or other sound equipment for commercial advertising
Loud noises from animals

Amenities:

Heating • Pack ’n play/Travel crib • TV • Washer • Hair dryer • Dryer • Pool view • Air conditioning • Iron • Outdoor shower

Sailfish Gulf Suites #3, Modern Amenities, Steps t
Cottage
Anna Maria Island

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level
accommodation which guarantees your most memorable beach vacation!

Sailfish Gulf Suites is comprised of 4 separate suites. Suite 3 has
garden views and is just a few steps to the beach.

The space
It features 1
bedroom with king size bed, a sleeper sofa with a queen bed, and 1
tub/shower and is approximately 700 square feet. This suite
accommodates up to 4 persons.

Just steps from your suite, there is a large, shared patio area with
tables, chairs, umbrellas, and a gas/charcoal grills. From there,
you can enjoy wonderful island breezes, views of the dunes, and the
beautiful turquoise water. Enjoy your morning coffee on the patio
while the dolphins swim along the shoreline or enjoy a glass of wine
while watching the most amazing sunsets. There are outdoor showers
on either side of the complex for rinsing off your sandy feet and a
shared laundry room on site.

A host of amenities are just a short walk away including shopping,
restaurants, and a full service grocery store. The nearby Manatee
Public beach offers a lifeguard tower, onsite concessions, showers,
playground, and volleyball courts. Hop on the free Anna Maria
Trolley to explore the island on your own.

Sailfish Gulf Suites has the perfect vintage feel of an Old Florida
retreat with all the modern amenities. Stay with us and make
memories that will last a lifetime!
One parking space per unit

Sarasota Cottages on the Map

Compare the Best Cottages in Sarasota – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Cozy Cottage near Beaches and Downtown Sarasota 2458 Waldemere Street, Sarasota, FL, FL 34239, USA 149 4.0 8.5 28 Click here
Serenity Cottage 714 Jacaranda Rd., Anna Maria, FL, 34216, USA 384 4.0 1 Click here
Lovely Cottage - Close to Siesta, Shops & Dining Liberty Avenue, Sarasota, FL, FL 34231, USA 131 4.0 9.4 12 Click here
The Inn On Siesta Key 515 Beach Road, Siesta Key, FL, 34242, USA 260 3.0 10.0 189 Click here
Sundance Cottage Anna Maria, FL, USA 1113 4.0 9.1 8 Click here
105b 12th Street South Front 2 Bedroom Apts by RedAwning 105 12TH STREET ST SOUTH, Bradenton Beach, FL, 34217, USA 240 3.0 8.0 1 Click here
Chic Sarasota Cottage Near Beaches and Downtown! Sarasota, FL, USA 479 4.0 9.6 5 Click here
Bright Venice Home w/Yard < 4 Miles to Beach! 308 Cowry Rd, Venice, FL, 34293-7812, USA 492 3.0 10.0 1 Click here
The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave 411 Pine Avenue B, Anna Maria, FL, 34216, USA 662 4.0 9.7 4 Click here
Modern Home w/Screened-in Pool: 4 Mi to the Beach 616 Nightingale Road, Venice, FL, 34293-3710, USA 827 3.0 10.0 1 Click here
Cottage on Walking Distance To Nokomis Beach 605 Shore Road #2, Nokomis, FL, FL 34275, USA 100 4.0 9.0 3 Click here
Bright Sarasota Bungalow - 5 Mi to Siesta Beach! 1832 Worrington Street, Sarasota, FL, 34231, USA 197 3.0 1 Click here
Coriander Cottage 1105 Point of Rocks Road, Siesta Key, FL, FL 34242, USA 299 4.0 9.3 3 Click here
Sunny Sarasota Home w/Private Yard & Fire Pit! 2115 Webber St, Sarasota, FL, 34239-5219, USA 203 3.0 1 Click here
Conch Cottage home Bradenton Beach, FL, USA 150 4.0 4.5 2 Click here
Bright Venice Getaway < 1 Mi to Historic Dtwn 219 Turin St W, Venice, FL, 34285-2613, USA 237 3.0 1 Click here
Turtle Bay Cottage! Cozy home with private pool! Water view! 4630 Turtle Bay Terrace, Bradenton, FL, 34203, USA 518 4.0 10.0 2 Click here
Remodeled Siesta Key Escape Walk to the Beach! 341 Avenida De Mayo, Apt B, Siesta Key, FL, 34242-3335, USA 263 3.0 1 Click here
Serenity Cottage - 1028 1028 Crescent St., Siesta Key, FL, 34242, USA 1025 4.0 9.0 2 Click here
Retreat Half-mile to Beach/siesta Key Village 605 Calle De Peru, Siesta Key, FL, 34242-1507, USA 297 3.0 1 Click here
Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar 406 Magnolia Avenue, Anna Maria, FL, 34216, USA 1026 4.0 10.0 2 Click here
Siesta Key Village Home < Half Mi to Beach! 341 Avenida De Mayo, Unit A, Siesta Key, FL, 34242, USA 312 3.0 1 Click here
Coastal Cottage 311 24th Street West, Bradenton, FL, FL 34205, USA 180 4.0 10.0 1 Click here
Elegant Venice Home w/View - Walk to Beach! 830 La Guna Dr, Venice, FL, 34285-1205, USA 340 3.0 1 Click here
Coastal Cottage Bradenton, FL, USA 227 4.0 9.0 1 Click here
Renovated 3BR Dog Friendly Pond View W/D Alderwood Drive 7217, Sarasota, FL, 34243, USA 589 3.0 1 Click here
Sunny Cottage with lanai and garage, only 4 miles from Siesta Key 6711 Keystone Drive, Sarasota, FL, FL 34231, USA 271 4.0 10.0 1 Click here
Saltwater Pool, Spa & Lanai: Bradenton Home 4572 Runabout Way, Bradenton, FL, 34203, USA 1000 3.0 1 Click here
Sandy Seahorse Cottage 1104-1106 Crescent St, Siesta Key, FL, 34242, USA 574 4.0 9.0 1 Click here
Queen's Gate Resort 1101 Gulf Drive N, Bradenton Beach, FL, 34217, USA 299 2.0 9.0 406 Click here
The Cottage on Lido Key 160 Coolidge Dr, US, Sarasota, FL, 34236, USA 1215 4.0 9.0 1 Click here
Scenic Siesta Key Home ~ 1 Mi to Village & Beach! 5141 St Albans Ave, Siesta Key, FL, 34242-1531, USA 237 2.0 1 Click here
Kim's Palm Cottage 6610 14th Avenue West, Bradenton, FL, 34209, USA 491 4.0 1 Click here
Charming cottage with stunning bayfront views - Paradise by the Bay Pines Park Bradenton Beach, Florida, USA 251 2.0 1 Click here
Covey Cottage 418 Spring Ave, US, Anna Maria, FL, 34216, USA 604 4.0 1 Click here
Across The Street From #1 Beach Siesta Key, Florida, USA 274 10.0 321 Click here
Beach Cottage 211 71st St, US, Holmes Beach, FL, 34217, USA 606 4.0 1 Click here
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! Anna Maria, Florida, USA 461 10.0 286 Click here
Coconut Cottage #2 108 39th St, Unit #2, US, Holmes Beach, FL, 34217, USA 636 4.0 1 Click here
Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis Anna Maria, Florida, USA 482 10.0 194 Click here
Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace 3205 Gulf Dr, Holmes Beach, FL, 34217, USA 641 4.0 1 Click here
1 Bedroom Duplex On Intracoastal W/Beach Access Nokomis, Florida, USA 235 10.0 154 Click here
Key Largo Cottage 315 62nd St, US, Holmes Beach, FL, 34217, USA 660 4.0 1 Click here
Venetian Vacation! Close To Beaches, Restaurants & Shopping! Venice, Florida, USA 135 10.0 111 Click here
Canario Cottage Home Anna Maria, FL, USA 674 4.0 1 Click here
Coastal Gem! Sarasota, Florida, USA 253 10.0 106 Click here
Waters Edge Cottage 2409 Avenue A, US, Bradenton Beach, FL, 34217, USA 684 4.0 1 Click here
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1 Holmes Beach, Florida, USA 312 10.0 90 Click here
Coconut Cottage #1 108 39th St, Unit #1, US, Holmes Beach, FL, 34217, USA 690 4.0 1 Click here
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill! Sarasota, Florida, USA 241 10.0 85 Click here
Gulf Shore Cottage 9206 Gulf Drive, US, Anna Maria, FL, 34216, USA 748 4.0 1 Click here
2 BEDROOM ON INTRACOASTAL W/BEACH ACCESS Nokomis, Florida, USA 336 10.0 77 Click here
Coconut Cottage home Anna Maria, FL, USA 764 4.0 1 Click here
Enjoy sunny fall days on gorgeous Anna Maria Island! Bradenton Beach, Florida, USA 316 10.0 75 Click here
Castaway Cottage 309 56th Street, Holmes Beach, FL, FL 34217, USA 776 4.0 1 Click here
Blue Heron Cottage - Anna Maria Island Anna Maria, Florida, USA 513 10.0 74 Click here
Beach Walk Cottage - 451 451 Island Cir, Siesta Key, FL, 34242, USA 810 4.0 1 Click here
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill Sarasota, Florida, USA 313 10.0 71 Click here
Buttonwood Cottage 405 Pine Ave, US, Anna Maria, FL, 34216, USA 811 4.0 1 Click here
Quiet Nights of Quiet Stars on Anna Maria Island Holmes Beach, Florida, USA 150 10.0 70 Click here
Cozy cottage 15 min from the beach Bradenton 130 10.0 1 Click here
Windsor Bungalow work/vacation retreat Sarasota 150 9.72 1 Click here
Private Heated Pool Casita Near Downtown & Beaches Sarasota 175 9.88 1 Click here
*Bermuda-esque Island Cottage! Steps to Sand!* Longboat Key 188 10.0 1 Click here
Exquisite Small Cottage 5 Minutes to Siesta Key South Sarasota 195 8.42 1 Click here
Pool home, close to Beach! - Ainsley Beach House Anna Maria Island 202 9.6 1 Click here
Sea Breeze in Anna Maria With Private Dock Anna Maria Island 369 9.66 1 Click here
Frangipani Villa by Beach Boutique Rentals Anna Maria Island 410 9.88 1 Click here
Charming cottage w/heated pool in prime location. Anna Maria Island 415 9.92 1 Click here
Sailfish Gulf Suites #3, Modern Amenities, Steps t Anna Maria Island 450 9.56 1 Click here

Note: The prices for each Cottages in Sarasota do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Cottages in Sarasota that include a pool or hot tub include:

  • Serenity Cottage.- Review Count: 0, Rating: 0.0
  • The Inn On Siesta Key.- Review Count: 189, Rating: 10.0
  • Sundance Cottage.- Review Count: 8, Rating: 9.1

These cottages in Sarasota offer spa or wellness amenities:

  • Chic Sarasota Cottage Near Beaches and Downtown!.- Review Count: 5, Rating: 9.6
  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave.- Review Count: 4, Rating: 9.7
  • Turtle Bay Cottage! Cozy home with private pool! Water view!.- Review Count: 2, Rating: 10.0

Family-friendly cottages in Sarasota include:

  • Cozy Cottage near Beaches and Downtown Sarasota.- Review Count: 28, Rating: 8.5
  • Serenity Cottage.- Review Count: 0, Rating: 0.0
  • Lovely Cottage - Close to Siesta, Shops & Dining.- Review Count: 12, Rating: 9.4

Pet-friendly cottages in Sarasota include:

  • Cozy Cottage near Beaches and Downtown Sarasota.- Review Count: 28, Rating: 8.5
  • Lovely Cottage - Close to Siesta, Shops & Dining.- Review Count: 12, Rating: 9.4
  • The Inn On Siesta Key.- Review Count: 189, Rating: 10.0

Cottages in Sarasota that include breakfast or meal options include:

  • Lovely Cottage - Close to Siesta, Shops & Dining.- Review Count: 12, Rating: 9.4
  • Turtle Bay Cottage! Cozy home with private pool! Water view!.- Review Count: 2, Rating: 10.0

Cottages in Sarasota offering on-site parking include:

  • Cozy Cottage near Beaches and Downtown Sarasota.- Review Count: 28, Rating: 8.5
  • Lovely Cottage - Close to Siesta, Shops & Dining.- Review Count: 12, Rating: 9.4
  • The Inn On Siesta Key.- Review Count: 189, Rating: 10.0

Some of the best Cottages in Sarasota are:

  • Cozy Cottage near Beaches and Downtown Sarasota.- Review Count: 28, Rating: 8.5
  • Lovely Cottage - Close to Siesta, Shops & Dining.- Review Count: 12, Rating: 9.4
  • Sundance Cottage.- Review Count: 8, Rating: 9.1

Some of the popular Cottages in Sarasota are:

  • Queen's Gate Resort.- Review Count: 406, Rating: 9.0
  • Across The Street From #1 Beach.- Review Count: 321, Rating: 10.0
  • Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!.- Review Count: 286, Rating: 10.0