Explore Stunning Villa Rentals in Anna Maria Island, FL

An Island Getaway at Palm Tree Villas
Villa
207 66th Street, Holmes Beach, FL, FL 34217, USA

An Island Getaway at Palm Tree Villas in Holmes Beach provides accommodations with an outdoor swimming pool, a garden, and barbecue facilities. This property offers access to a terrace, free private parking, and free Wifi. Every room is equipped with a patio with garden views. All units at the villa complex come with air conditioning, a seating area, a flat-screen TV with cable channels, a safety deposit box, and a private bathroom with a hair dryer and free toiletries. Rooms come with a coffee machine, while some rooms also feature a fully equipped kitchen with a dishwasher, an oven, and a stovetop. At the villa complex, units come with bed linen and towels. The villa has a picnic area where you can spend the day outdoors. Anna Maria Island is a 2-minute walk from the villa, while The John and Mable Ringling Museum of Art is 18 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Guest Reviews:

- "Overall, we loved the place. The back patio was great to be able to plug in our golf cart." - "Our stay was amazing" - "Excellent" - "Wonderful Get away" - "Loved our stay, price was a bit high but because of the area. We will stay there again."

Bean Point Bungalow by AMI Locals
Villa
770 N Shore Dr, Anna Maria, FL, 34216

A spa tub, multilingual staff, and a convenience store are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. For a bit of entertainment, a TV comes with cable channels, and guests can also appreciate conveniences like 2 bathrooms and a dining area.

Amenities:

Pet Friendly • Private Pool • Kitchen • Air Conditioner • Internet • Pool

Blissful Bay at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #4, US, Anna Maria, FL, 34216, USA

Blissful Bay at Bayside Bungalow is located in Anna Maria, just a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa features free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are available in the villa. For added privacy, the accommodation features a private entrance. Blissful Bay at Bayside Bungalow conveniently has an outdoor pool. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles from the property.

Guest Reviews:

- "Absolutely fantastic." - "Overall my stay was great. It is definitely worth staying a longer time."

Ariel's by the Sea by AMI Locals
Villa
203 75th St East, Holmes Beach, FL, 34217

This smoke-free villa features laundry facilities, a library, and multilingual staff. Free WiFi in public areas and free self parking are also provided. Additionally, a convenience store, a garden, and barbecue grills are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. For a bit of entertainment, a TV comes with cable channels, and guests can also appreciate conveniences like 2 bathrooms and a dining area.

Amenities:

Private Pool • Kitchen • Pool • Internet • Air Conditioner • Laundry

Bay Breezes at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #1, US, Anna Maria, FL, 34216, USA

Bay Breezes at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa provides free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are provided in the villa. For added privacy, the accommodation features a private entrance. Bay Breezes at Bayside Bungalow conveniently has an outdoor pool. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Excellent owners" - "We enjoyed our stay and would recommend to friends." - "Very private unit, lovely location."

North Beach Island Tree House 3 Bedroom Villa by Redawning
Villa
237 64th Street, Holmes Beach, FL, 34217, USA

Located near the bay, this 3-bedroom, 2-bathroom villa lets you experience it all in Holmes Beach. Fans of nature and the outdoors will love being within a 5-minute walk of Bradenton Beach and 3 minutes by car from Manatee Public Beach. Island Gallery West is an easy 12-minute walk away, so you can leave your car at the property, which offers covered onsite parking, or jump in your vehicle to make short work of the 6-minute drive to Anna Maria Beach.

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a deck and an ironing board. Other amenities include towels.

Amenities:

Parking • Tv • Other • Balcony/Terrace • Bedding/Linens • Kitchen • Barbecue/Outdoor Cooking • Security/Safety • Oceanfront • Pool • Ocean View • View

Barefoot by the Bay at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #3, US, Anna Maria, FL, 34216, USA

Barefoot by the Bay at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa offers free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at Barefoot by the Bay at Bayside Bungalow. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Great place to go with kids. Great small beach just across the street."

Blue Crush by AMI Locals
Villa
111 Cedar Avenue, Anna Maria, FL, 34216

This smoke-free villa features an outdoor pool, multilingual staff, and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa has 4 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a microwave.

Amenities:

Air Conditioner • Internet • Kitchen • Pool • Balcony/Terrace • Wheelchair Accessible • Private Pool

Villa #1 Sailfish
Villa
3605 Gulf Dr, Unit #1, US, Holmes Beach, FL, 34217, USA

Villa #1 Sailfish offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The villa offers an outdoor pool and a 24-hour front desk. This villa includes 2 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 villa. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.7 miles from the villa, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Guest Reviews:

- "We love the location of Sailfish #1" - "Excellent location and home to vacation. Nice place and very close to beach." - "Short walk to the beach"

The Beach House 3 Bedroom Home by RedAwning
Villa
102 Tuna St, Anna Maria, FL, 34216, USA

Close to the sea, this smoke-free villa brings it all within reach. Your feet will make short work of the 7-minute walk to Bean Point Beach or the 14-minute walk to Anna Maria Beach.

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

For your convenience, there's a refrigerator and a coffee maker.

Amenities:

Bedding/Linens • View • Laundry • Ocean View • Barbecue/Outdoor Cooking • Child Friendly • Kitchen • Internet • Security/Safety • Pool • Oceanfront

Blue Wave Villa East
Villa
Anna Maria, FL, USA

Blue Wave Villa East offers accommodations in Anna Maria, a 3-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This villa provides air-conditioned accommodations with a patio. Outdoor seating is also available at the villa. Blue Wave Villa East features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with free toiletries. A TV with satellite channels and a DVD player are provided. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.6 miles from the accommodation, while Greens Of Manatee Golf Club is 13 miles away. Sarasota Bradenton International Airport is 17 miles from the property.

Guest Reviews:

- "We had a great time.loved the location."

Malibu Beach by AMI Locals
Villa
302 55th St, Holmes Beach, FL, 34217

Along with multilingual staff, this smoke-free villa has a convenience store and barbecue grills. Free WiFi in public areas and free self parking are also provided. The villa has 8 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pool • Private Pool • Air Conditioner • Pet Friendly • Kitchen • Internet • Balcony/Terrace

AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach
Villa
304 60th Street (unit B), Holmes Beach, FL, FL 34217, USA

Providing free bikes, AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach features accommodations in Holmes Beach. This property offers access to a balcony, table tennis, free private parking, and free Wifi. John and Mable Ringling Museum of Art is 17 miles from the villa and The John and Mable Ringling Museum of Art is 17 miles away. Featuring a terrace and pool views, the villa includes 3 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. This villa also includes a patio that doubles up as an outdoor dining area. The villa offers bed linen, towels, and laundry service. Guests can swim in the outdoor swimming pool, go cycling, relax in the garden, and use the barbecue facilities. Anna Maria Island is a 4-minute walk from the villa, while Sarasota International Convention Center is 17 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Guest Reviews:

- "Comfortable and convenient accommodation. Close to all amenities." - "Would highly recommend" - "Overall a great experience and stay at this property giving us great introduction to AMI" - "We loved our stay at Holmes’s Beach a place where wonderful memories were created"

Endless Summer by AMI Locals
Villa
406 Spring Ave, Anna Maria, FL, 34216

Along with an outdoor pool, this smoke-free villa has multilingual staff and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa has 5 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pool • Pet Friendly • Kitchen • Private Pool • Balcony/Terrace • Air Conditioner • Internet

Sunset Villa 2
Apartment

Sunset Villa 2 offers accommodations in Bradenton Beach, a 14-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art. Featuring a restaurant, the property also has pool with a view. Outdoor seating is also available at the apartment. Opening onto a balcony, the air-conditioned apartment consists of 2 bedrooms. Providing a terrace with sea views, this apartment also offers a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms. For added privacy, the accommodation features a private entrance. Guests at Sunset Villa 2 will be able to enjoy activities in and around Bradenton Beach, like cycling. Anna Maria City Pier is 6.3 miles from the accommodation, while Greens Of Manatee Golf Club is 9.3 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Fireplace/Heating • Sports/Activities • Security/Safety • View • Restaurant • Air Conditioner • Balcony/Terrace • Guest Services • Laundry • Child Friendly • Pool

Islands West Resort Villas by AMI Locals
Villa
3605 Gulf Dr, Holmes Beach, FL, 34217

This smoke-free villa features an outdoor pool, laundry facilities, and multilingual staff. Free WiFi in public areas and free self parking are also provided. Other amenities include a convenience store and barbecue grills. All 4 villas feature kitchens with refrigerators, stovetops, microwaves, and dishwashers. For a bit of entertainment, TVs come with cable channels, and guests will also find free WiFi and hair dryers.

Amenities:

Internet • Air Conditioner • Kitchen • Laundry • Pool • Pet Friendly

Pelican Villa
House
214 Magnolia Ave, Anna Maria, FL, 34216, USA

Pelican Villa offers accommodations in Anna Maria, a 3-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. This vacation home features air-conditioned accommodations with a balcony and free Wifi. Outdoor seating is also available at the vacation home. Pelican Villa 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 available. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 19 miles from the accommodation, while The John and Mable Ringling Museum of Art is 19 miles from the property. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

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

In The Midst of Palms by AMI Locals
Villa
6250 Holmes Blvd #55, Holmes Beach, FL, 34217

This smoke-free villa features a fitness center, multilingual staff, and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. Guests can appreciate conveniences like 2 bathrooms and a refrigerator, and other amenities include a microwave and a TV.

Amenities:

Private Pool • Internet • Tv • Kitchen • Air Conditioner • Pool

Villa #4 Sand Dollar
Villa
3605 Gulf Dr, Unit #4, US, Holmes Beach, FL, 34217, USA

Villa #4 Sand Dollar offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from Sarasota International Convention Center. This villa offers free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. This villa includes 1 bedroom, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 1 bathroom with a bath and a washing machine. Towels and bed linen are offered in the villa. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at Villa #4 Sand Dollar. John and Mable Ringling Museum of Art is 16 miles from the accommodation, while The John and Mable Ringling Museum of Art is 16 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

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

Island Gem B 2 Bedroom Villa by RedAwning
Villa
414 Magnolia Avenue #B, Anna Maria, FL, 34216, USA

Located in Anna Maria, this welcoming villa brings it all within your reach. You're conveniently located within a 5-minute walk of Anna Maria Island Museum and Historical Park and Bay Boulevard Beach.

This 2-bedroom, 1-bathroom rental features a BBQ grill, air conditioning, and a desk. The kitchen is equipped with a refrigerator, a coffee maker, and a toaster.

Amenities:

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

Bay Vista at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #5, US, Anna Maria, FL, 34216, USA

Bay Vista at Bayside Bungalow offers accommodations in Anna Maria, 20 miles from The John and Mable Ringling Museum of Art and a few steps from Anna Maria City Pier. With sea views, this accommodation offers a swimming pool. Free Wifi is available throughout the property and Anna Maria Island is a 13-minute walk away. The air-conditioned villa is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is offered. For added privacy, the accommodation features a private entrance. Sarasota Bradenton International Airport is 18 miles from the property.

Amenities:

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

1 Step Closer 2 Bedroom Villa by RedAwning
Villa
125 52nd St B, Holmes Beach, FL, 34217, USA

Located in Holmes Beach, this welcoming villa lets you experience it all. Bradenton Beach and Island Gallery West are just a short walk away.

For your convenience, there's a refrigerator and a coffee maker. Connect to the free WiFi, or get cozy in front of the TV. And you won't have to pack extra clothes, because you'll have a washer and dryer, too. Other amenities at this 2-bedroom, 2-bathroom rental include a BBQ grill and an ironing board.

Amenities:

Barbecue/Outdoor Cooking • Ocean View • Internet • Pet Friendly • Other • Laundry • Bedding/Linens • Tv • Security/Safety • Oceanfront • Kitchen • View

Beach Villa 1B
Apartment

Beach Villa 1B offers accommodations in Holmes Beach, a 1-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. Providing a restaurant, the property also has pool with a view. The apartment also offers facilities for disabled guests. Offering a patio with pool views, this apartment also has a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom with a bath and a hair dryer. The property has an outdoor dining area. Guests at the apartment will be able to enjoy activities in and around Holmes Beach, like cycling. Anna Maria City Pier is 1.7 miles from Beach Villa 1B, while Greens Of Manatee Golf Club is 13 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Sports/Activities • Laundry • View • Wheelchair Accessible • Kitchen • Guest Services • Fireplace/Heating • Air Conditioner • Balcony/Terrace • Pool • Restaurant • Security/Safety

Coconut Cottage #3 by AMI Locals
Villa
108 39th St #3, Holmes Beach, FL, 34217

Multilingual staff, a convenience store, and a garden are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills and ATM/banking services. The villa boasts a private pool and offers free WiFi and a kitchen. For a bit of entertainment, a flat-screen TV comes with cable channels, and guests can also appreciate conveniences like 2 bathrooms and a dining area.

Amenities:

Kitchen • Private Pool • Air Conditioner • Pet Friendly • Internet • Pool

Villa Portofino
House
4112 5th Avenue, US, Holmes Beach, FL, 34217, USA

Villa Portofino is located in Holmes Beach, just a 7-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. Outdoor seating is also available at the vacation home. Villa Portofino features 5 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. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the accommodation, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

Amenities:

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

Bamboo Bungalow by AMI Locals
Villa
207 Gladiolus St, Anna Maria, FL, 34216

Multilingual staff, a convenience store, and a garden are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills and ATM/banking services. The villa has 3 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pool • Kitchen • Internet • Private Pool • Balcony/Terrace • Air Conditioner

Palm Haven Beach Side Villa
Villa
110 A 81st Street, Holmes Beach, FL, 34217, USA

Palm Haven Beach Side Villa is located in Holmes Beach, just 18 miles from Sarasota International Convention Center and 18 miles from John and Mable Ringling Museum of Art. Guests staying at this villa have access to a patio. Free Wifi is available throughout the property and Anna Maria Island is a few steps away. The air-conditioned villa consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. Guests at the villa will be able to enjoy activities in and around Holmes Beach, like cycling. The John and Mable Ringling Museum of Art is 18 miles from Palm Haven Beach Side Villa, while Anna Maria City Pier is 1.4 miles away. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

Laundry • View • Pet Friendly • Parking • Balcony/Terrace • Other • Internet • Guest Services • Sports/Activities • Security/Safety • Barbecue/Outdoor Cooking • Fireplace/Heating

New Rental The Haven Unit 1 Heated Pool 1 Bedroom Home by Redawning
Villa
210 Haverkos Court - Unit 1, Holmes Beach, FL, 34217, USA

Close to cycling, this pet-friendly villa brings it all within reach. Bradenton Beach is within an easy 6-minute walk and Manatee Public Beach is also a quick 12-minute walk away, so leave your car at the property, which offers onsite parking.

No need to pay for a restaurant every night, when you've got an oven and a refrigerator on hand, as well as a coffee maker and a toaster.

Amenities:

Child Friendly • Pet Friendly • Internet • Bedding/Linens • Kitchen • Pool

Sand Dollar Beach Side Villa
Villa
119 B 46th Street, Holmes Beach, FL, 34217, USA

Sand Dollar Beach Side Villa is located in Holmes Beach, just 16 miles from Sarasota International Convention Center and 16 miles from John and Mable Ringling Museum of Art. Guests staying at this villa have access to a patio. Free Wifi is available throughout the property and Anna Maria Island is a few steps away. The air-conditioned villa 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 shower. Towels and bed linen are featured in the villa. The property has an outdoor dining area. Guests at the villa will be able to enjoy activities in and around Holmes Beach, like cycling. The John and Mable Ringling Museum of Art is 16 miles from Sand Dollar Beach Side Villa, while Anna Maria City Pier is 3 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Amenities:

View • Internet • Security/Safety • Parking • Other • Laundry • Barbecue/Outdoor Cooking • Air Conditioner • Pet Friendly • Guest Services • Fireplace/Heating • Sports/Activities

West O'gulf 4 Bedroom Home by Redawning
Villa
8710 Gulf Drive, Anna Maria, FL, 34216, USA

Located in Anna Maria, this welcoming vacation home lets you experience it all. Bradenton Beach is just steps away while Palmetto Avenue Beach is an easy 9-minute walk away.

Spend some time at the nearby beach (enjoy the beach umbrellas!), relax by the outdoor pool, or sip a drink in the spa tub of this 2400-sq-ft vacation home, which also features a balcony. For a change of scenery, come inside and try your hand at table tennis, or enjoy the free WiFi and TV.

The kitchen is stocked with a dishwasher. Bathroom amenities include a hair dryer and towels. Other amenities include bed sheets and an ironing board.

Amenities:

Balcony/Terrace • Private Pool • Internet • Child Friendly • Bedding/Linens • Pool • Tv • Kitchen

Sapphire Beach House Villa
Villa
Holmes Beach, FL, USA

Sapphire Beach House Villa is located in Holmes Beach, just a 3-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers a heated pool and free private parking. Anna Maria City Pier is 2 miles from the villa and Greens Of Manatee Golf Club is 13 miles away. The villa 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 16 miles away.

Amenities:

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

Seaside Magnolia by AMI Locals
Villa
428 Magnolia Ave, Anna Maria, FL, 34216

Along with multilingual staff, this smoke-free villa has a convenience store and barbecue grills. Free WiFi in public areas and free self parking are also provided. The villa has 7 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Balcony/Terrace • Pet Friendly • Private Pool • Pool • Air Conditioner • Internet • Kitchen

The Villas 2B
Villa
Holmes Beach, FL, USA

The Villas 2B is located in Holmes Beach, just a few steps from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers a heated pool and free private parking. Anna Maria City Pier is 1.7 miles from the villa and Greens Of Manatee Golf Club is 13 miles away. The air-conditioned villa is composed of 2 separate bedrooms, a fully equipped kitchen, and 1 bathroom. A TV is provided. The accommodation is non-smoking. Sarasota Bradenton International Airport is 16 miles away.

Amenities:

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

Daiquiri Deck by AMI Locals
Villa
421 Spring Ave, Anna Maria, FL, 34216

A spa tub, multilingual staff, and a convenience store are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills. The villa has 4 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pool • Balcony/Terrace • Pet Friendly • Kitchen • Air Conditioner • Internet • Private Pool

Beach Breeze Hideaway Villa
Villa
Holmes Beach, FL, USA

Beach Breeze Hideaway Villa is located in Holmes Beach, just 1.4 miles from Anna Maria City Pier and 14 miles from Greens Of Manatee Golf Club. With free private parking, the property is a 5-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. The air-conditioned villa is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is offered. The accommodation is non-smoking. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

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

Serenity Beach by AMI Locals
Villa
228 Willow Ave, Anna Maria, FL, 34216

Multilingual staff, a convenience store, and barbecue grills are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. The villa has 5 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pool • Air Conditioner • Internet • Private Pool • Balcony/Terrace • Kitchen • Pet Friendly

Heliconia House villa
Villa
Holmes Beach, FL, USA

Heliconia House villa is located in Holmes Beach, just a 10-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers a heated pool and free private parking. Anna Maria City Pier is 2.2 miles away and Greens Of Manatee Golf Club is 13 miles from the villa. The villa features 2 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. Sarasota Bradenton International Airport is 16 miles away.

Amenities:

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

Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Villa
Holmes Beach, Florida, USA

Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This duplex villa has lush tropical landscaping and the heated shared pool is surrounded by a privacy fence. It is located in a quiet and desirable part of the island. Relax in the chaise loungers before you fire up your own BBQ grill for your favorite grill specials. Each unit has its own private back yard with a 6 person dining table and grill. There is plenty of brick paver deck space to soak up the Florida sunshine! This property can be rented together with its neighboring Villa East property VRBO 1411133 to serve as a family retreat, providing a level of privacy that a single-family home does not offer. Also, this is a perfect Villa duplex for in-laws or grandparents.

The master bedroom has a king-sized bed. The second bedroom has twin beds and one has a pullout trundle bed. This unit comfortably sleeps 4 adults. The trundle is recommended for a child.

This home is centrally located on Anna Maria Island. You can walk to shopping, restaurants, free trolley stop and of course the beautiful white sand beaches of the Gulf of Mexico.

Palm Oasis is the perfect "home away from home" vacation spot for you and your family.

Required city of Holmes Beach advisement:

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectable level during the day and night. Excessive and unreasonable noise can deprive residence f the peaceful enjoyment of their private property.

Guest Reviews:

- "We can’t wait to go back. The location was so convenient to the beach. The pool and courtyard were just perfect. No one occupied the other half so we had the place to ourselves. Plenty of beach towels and beach accessories for 3 of us. The kitchen was well stocked with plenty of dishes, cups, utensils and pots and pans. I did notice there’s nothing to cook in the oven with(no casserole dishes etc) but that didn’t impact us. Also some type of cooler would be nice, but again didn’t impact us."

1 Step Closer villa
House
Holmes Beach, FL, USA

1 Step Closer villa offers accommodations in Holmes Beach, 17 miles from John and Mable Ringling Museum of Art and 17 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 5-minute walk from Anna Maria Island and 17 miles from Sarasota International Convention Center. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. A TV is available. The accommodation is non-smoking. Anna Maria City Pier is 2.7 miles from 1 Step Closer villa. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

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

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Villa
Anna Maria, Florida, USA

Open for business in 2025! We are ready to host you and your family!!MI Oasis Getaway is a true oasis on both the outside and inside! When you step into our vacation rental, your eyes are immediately drawn to a one of a kind woven bamboo vaulted ceiling and then down to the beautiful Italian travertine tile. Your eye continues to follow the travertine tile to the outside patio. All from the front door!

Want to get around the Island like an Islander by Golf Cart? Rent our Electric 6-passenger Club Car for $500 per week.

The Italian travertine floor is found throughout the home as well as granite in both the kitchen and the bathroom. The kitchen is fully stocked with plenty of dishes, pots, and pans. A coffee maker with filters and Starbucks coffee provided for those tough mornings and a blender for those smoothies and margaritas.

The dining table seats four with a beautiful view of the front landscaping.

The master bedroom looks and feels like a luxurious hotel room with a King size mattress and soft, bamboo sheets. You also have an incredible view of the soothing rock wall water feature.

The guest bedroom has two extra-long twin-size mattresses with soft, bamboo sheets. Lots of extra bedding is found in the closet.

The master bedroom closet is packed with bathroom and beach towels.

The outside oasis has beautiful mature palm trees and a lush, landscaped yard. We have plenty of games for all ages.

Our MI Oasis Getaway is just 200 steps from the white, sugar-sand beaches found on the Gulf side of Anna Maria. We are also located one block north of Pine Street, directly behind famous Poppo’s Taqueria. This location is ideal if you do not want to rent a car as everything is in walking distance, or via the free Island Trolley.

Guest Reviews:

- "We loved our stay at this property. Everything was as described. Great communication with the owner! Just steps from the most beautiful beach. Not crowded and very quiet. We would love to stay again soon!" - "We loved our stay. The property was wonderful for our family of four. Great location in a quiet neighborhood and a short walk to the beach. The property was very clean and well stocked with everything you need. The host, Katy was very nice and accommodating. Booking was easy. We can’t wait to stay here again."

Beach N Bay 204 villa
Villa
Anna Maria, FL, USA

Beach N Bay 204 villa is located in Anna Maria, just 19 miles from John and Mable Ringling Museum of Art and 19 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 7-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. The villa features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. A TV is featured. The accommodation is non-smoking. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

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

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Villa
Anna Maria, Florida, USA

Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroom 1 bath home has been recently updated for our guests enjoyment. Sit out on our deck in the morning and enjoy a peaceful quiet cup of coffee or enjoy a short stroll to eating wonderfully fresh baked pastries, breads, and roasted coffee at the local antique shop and bakery just off of Magnolia and Gulf Drive. In the afternoon just steps away are some of Florida's best sandy white beaches to relax on or dip your toe or more in the azure blue Gulf of America. Stroll down Pine Ave. and step back in time with quaint store fronts and cafe's and front porches all with rocking chairs. Experience some of the best coastal shopping around. Along Pine Ave Spring Ave, or Magnolia you have quick access to the west side of the island displaying 7 miles of a white sandy beach or to the east, just a short walk to the bay side of the island and spend time on the historic city pier while fishing, or viewing the Sunshine Skyway bridge.

While down on Pine Ave. you can also experience the quaint downtown area for ice cream, dining, theatre, and shopping. Come and experience island living with us.

We have lived and worked here on Anna Maria Island for over 28 years now and would love to share our little piece of paradise with you.

Keywords: home,beach house,beach rental, villa, cottage,Anna Maria Island, Pine Ave, Village of Anna Maria, Historic Pine Ave,vacation rental

Guest Reviews:

- "Professionally managed and maintained, great location, will be booking again." - "We had a great time here. Great location. Clean property. Loved this place." - "Cute home! Great location!" - "Pretty much what everyone what here has said. The location is perfect. One block from the beach basically and even less to restaurants and shops. House was clean and comfortable!" - "Great location and property! We had a wonderful time at this home on AMI as it was very close to everything we needed. The home has all the essentials that we needed and was well stocked. Owner was pretty responsive to my questions ahead of time and our family had a great stay!"

Sea Star Home
Villa
Holmes Beach, FL, USA

Sea Star Home is located in Holmes Beach, just 18 miles from The John and Mable Ringling Museum of Art and 2.3 miles from Anna Maria City Pier. The air-conditioned accommodation is a 5-minute walk from Anna Maria Island. The villa features 2 bedrooms, a fully equipped kitchen with a dishwasher, a washing machine, and 3 bathrooms with a hair dryer. A TV is offered. The accommodation is non-smoking. Sea Star Home conveniently has an outdoor pool. Greens Of Manatee Golf Club is 12 miles from the accommodation. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

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

Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Villa
Holmes Beach, Florida, USA

Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This duplex Villa has lush tropical landscaping and the heated shared pool is surrounded by a privacy fence. Relax in the chaise loungers before you fire up the BBQ grill for your favorite grill specials. Each unit has its own private back patio with a 6 person dining table and grill. There is plenty of brick paver deck space to soak up the Florida sunshine! This property can be rented together with its neighboring Villa West VRBO listing 1410300 to serve as a family retreat, providing a level of privacy that a single-family home does not offer. Also, this is a perfect Villa duplex for in-laws or grandparents.

The master bedroom has a King-sized bed and the second bedroom has Twin beds and a trundle bed (pulls out of the twin bed). This unit comfortably sleeps 4 adults. The trundle is recommended for a child.

This home is centrally located on Anna Maria Island. You can walk to shopping, restaurants, free trolley stop and of course the beautiful white sand beaches of the Gulf of Mexico.

Palm Oasis is the perfect "home away from home" vacation spot for you and your family.

Required city of Holmes Beach advisement:

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectable level during the day and night. Excessive and unreasonable noise can deprive residence f the peaceful enjoyment of their private property.

Guest Reviews:

- "This house was perfect for our family of 4!! It was less than .25 walk to the beach!! This was our second time staying in the East unit, and I don’t think it will be our last!" - "We enjoyed ourselves. The location is great. Loved the close proximity to the beach and we greatly appreciated the wagon to haul the beach chairs, umbrellas and floaties. Plenty of towels as well." - "This is the 5th time staying at the Palm Oasis and we loved it as always. There were some nice upgrades like new lighting fixtures and fans. The cupboards were more organized and it was cleaner overall. The pool is always a favorite and there is plenty of beach gear available. On the flipside, the wifi tends to drop out or says it is full. It kicks the devices off stating there are too many. We would appreciate a few more washcloths. We just headed to the Dollar Tree for a few to supplement. Thanks for a relaxing week in a beach location!"

7 Doors Down villa
Villa
Holmes Beach, FL, USA

7 Doors Down villa offers accommodations in Holmes Beach, a 5-minute walk from Anna Maria Island and 17 miles from The John and Mable Ringling Museum of Art. This property offers a private pool and free private parking. Anna Maria City Pier is 2.7 miles from the villa and Greens Of Manatee Golf Club is 12 miles away. The villa features 3 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. Sarasota Bradenton International Airport is 16 miles away.

Amenities:

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

Vacay in Luxury! 2 mins to the Beach!
Villa
Holmes Beach, Florida, USA

Villa #2 Shrimp by AMI Locals
3605 Gulf Dr, Unit #2, Holmes Beach, FL 34217

Experience the perfect island retreat at Villa #2 Shrimp, a beautifully decorated studio space and bath within the Islands West Resort, just two minutes from Holmes Beach’s pristine Gulf shores! This vibrant bungalow offers a beautiful decor, a lovely outdoor sitting area, and a sparkling, resort-style pool, ideal for couples or small groups. Surrounded by lush tropical landscaping and amenities, this villa provides easy access to water adventures, waterfront dining, and shopping, making it your perfect Gulf Coast escape!

Highlights
• 2-minute walk to Manatee Beach
• Studio / 1 Bath
• 1 King bed
• Shared pool
• BBQ grill
• Outdoor seating
• Dog friendly
• Short walk or trolley ride to shops, restaurants, and local attractions

Relax outdoors on the patio, surrounded by tropical landscaping. Sip cocktails, enjoy a barbecue, or unwind on outdoor couches while soaking in the island ambiance. The resort offers a shared pool and BBQ grills for effortless outdoor fun. Located within walking distance of the beach, shops, and waterfront dining, Villa #2 Shrimp is your gateway to a memorable Anna Maria Island adventure.

Step inside this cozy, tropical-inspired studio and enjoy a bright, welcoming environment. The spacious living area with plush furnishings and a large TV makes relaxing or catching up on your favorite shows easy. The kitchenette, complete with stainless steel appliances and a cute bistro table, is perfect for preparing snacks or meals after a day in the sun or seaside exploring.

The luxurious king bed is a restful haven after a day at the beach. The spa-like bathroom features a walk-in shower with modern fixtures, providing comfort and convenience. This beautifully decorated studio ensures a peaceful night’s sleep while being close to all the island’s attractions.

Room Details
• Main Room: King bed

Book Villa #2 Shrimp today and enjoy a relaxed, fun-filled island getaway. With stunning water views, outdoor amenities, and a prime location near beaches, restaurants, and shopping, this studio is your ideal tropical retreat. Reserve your stay now and start living the island dream!

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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 AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "The Shrimp was perfect for our one-week vacation. Close to the beach and the stores (grocery, pharmacy, restaurants). Very quiet neighborhood. We felt safe." - "Great spot! Maybe 5 doors down from beach....across street from Publix, Walgreens, Pizza place, Chinese, shopping. Quiet. Gorgeous lanscaping. Warm pool!![end of march] Perfect! Clean. Hiccup when we tried to check in...Apt 2 is not labeled clearly =Highly recommend a Numeral 2 on the gate. Very cute. New. Could use a shelf or 2 in bath for toiletries. Would definitely return!!"

Island Gem B home
Villa
Anna Maria, FL, USA

Island Gem B home offers accommodations in Anna Maria, 19 miles from John and Mable Ringling Museum of Art and 19 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 9-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. The villa features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. A TV is offered. The accommodation is non-smoking. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

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

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Villa
Holmes Beach, Florida, USA

Villa #1 Sailfish by AMI Locals
3605 Gulf Dr, Unit #1, Holmes Beach, FL 34217

Welcome to Villa 1 Sailfish, a charming two-bedroom, two-bath poolside villa located at the Islands West Resort! Just a two-minute walk from the white sandy beaches of Holmes Beach, this adorable retreat offers the perfect blend of relaxation and convenience. With a shared resort-style pool, BBQ grills, and tropical landscaping, it’s the ideal spot for couples, families, or small groups seeking the perfect beach getaway!

Highlights
- 2-minute walk to Manatee Beach
- 2 Bedroom / 2 Bath
- 1 King, 1 Twin/ Full Bunk Bed with Trundle, 1 Queen Sleeper Sofa
- Shared pool
- Outdoor lounge area
- BBQ grill
- Dog-friendly
- Washer and dryer
- Close to restaurants and grocery stores

Lounge by the resort-style pool, complete with comfy couches, lounge chairs, and lush tropical landscaping. Fire up the BBQ grill or take a short stroll to the beach or nearby shops and restaurants. With the Anna Maria Island trolley stop nearby, exploring the entire seven-mile stretch of paradise is easy and fun.

Inside, the villa features a bright, beachy living room with a plush sofa (that also doubles as a sleeper sofa), a TV, and sliding glass doors that open directly to the pool deck. The kitchen is equipped with stainless steel appliances, cookware essentials, and a chic dining table for four.

Each bedroom is designed with comfort in mind. The primary suite has vibrant coastal decor, a king bed, TV, and an ensuite bathroom with a walk-in shower and double vanity. The second bedroom includes a twin-over-full bunk with a full-size trundle, ideal for kids or extra guests. A second bathroom with a shower/tub combo and a washer and dryer in the hallway adds extra convenience.

Room Details
- Primary Bedroom: King bed, ensuite bathroom with double vanity and walk-in shower
- Second Bedroom: Twin over Full bunk bed with Full-size trundle
- Living Room: Queen sleeper sofa

Located in Island West Resort, Villa 1 Sailfish is part of a unique community of eight villas, ranging from studios to two-bedroom accommodations. Perfect for groups traveling together, guests can book multiple villas under the Islands West Resort name for additional space.

Villa #1 Sailfish by AMI Locals is a true island gem. Whether you’re here to relax by the pool, stroll to the Gulf, or hop on the trolley to explore, this villa is the perfect place to call home during your Anna Maria Island vacation. Book your stay today!

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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 AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "Great" - "The management company was outstanding and so accommodating. We stayed in cottage 1 and it was amazing! Beautiful decor and lots of space and very clean. The pool was great and we loved being so close to the beach. Can’t wait to go back!" - "The property lived up to the photos and description. Everything was clean, well maintained and modern. Plenty of room for a family of 5. High ceilings and bright interior. Even though there were a couple of other units sharing the pool, it really felt like our own private oasis. The pool is well hidden from the roads and very relaxing. We took advantage of the bar be que and outdoor dining table. There was easy access to the beach, which was just steps away and not crowded where we were. Plus we didn't have to worry about parking. There is a public access beach a few hundred yards up the beach with store, restaurant and outdoor bar. An easy walk to there as well. Plenty of other restaurants within walking distance and other amenities like groceries, coffee and beach stores. Plenty of other small, local stores and restaurants to explore at the north and south ends of the island. Five stars, five thumbs up. We'll definitely be returning to this location!"

Beach N Bay home
Villa
Anna Maria, FL, USA

Beach N Bay home offers accommodations in Anna Maria, 19 miles from John and Mable Ringling Museum of Art and 19 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 7-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. The villa features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. A TV is featured. The accommodation is non-smoking. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

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

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Villa
Anna Maria, Florida, USA

Bayside Cutie at Bayside Bungalow by AMI Locals

201 S Bay Blvd, Unit #2, Anna Maria, Fl
VR18-000088

Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails while soaking up the Florida sunshine. Located within walking distance of local restaurants, boutique shops, and the iconic ice cream and coffee shops, Bayside Cutie is your perfect island getaway!

Highlights
• Across the street from scenic Bay beach
• 1 Bedroom / 1 Bath
• 1 Queen bed, 1 Queen sleeper sofa
• Shared heated pool
• Outdoor cabana and BBQ grill
• 13-minute walk to Anna Maria beach
• Located just two minutes from Pine Avenue restaurants, shops, and boutiques
• Dog friendly with approval (additional fee)
• 1 Parking Space

Step into a warm, inviting interior with a laid-back beach vibe. The comfortable sofa and large flat-screen TV make for perfect movie nights or relaxing after a day at the water. The sleek kitchen includes all essentials, with dishware, pots, pans, and a rustic chic dining table for a delightful meal with family or friends in a tropical setting.

The primary bedroom is a relaxing haven with a queen bed, smart TV, and premium bedding, creating a restful oasis. The ensuite bathroom features a walk-in shower and ample storage for your vacation attire. The living room sofa quickly converts into a queen sleeper sofa, providing extra sleeping space for additional guests or family members.

Room Details
• Primary Bedroom: Queen bed
• Living Room: Queen sleeper sofa

Enjoy your outdoor living space on the private patio, perfect for morning coffee, evening cocktails, or simply soaking up the sunshine. Take a dip in the resort-style heated pool, relax in the lush landscaping, or gather at the outdoor bar and BBQ area for casual family gatherings. Explore nearby beaches, shops, and waterfront dining, or visit the charming boutiques and ice cream shops just short walk away.

Book Bayside Cutie today for an unforgettable Anna Maria Island experience. Whether lounging poolside, exploring the local hotspots, or enjoying sunset views from the bay, this cozy retreat offers everything you need for a relaxing, fun-filled getaway!

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1 car maximum is 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 property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway." - "The location could not have been better! Steps away from the beach, a great restaurant next door and on a beautiful , beachy, fun town. We loved our stay and the property was well equipped and comfortable. Great shower!" - "Beautiful rental in a great location! Loud noises occasionally from upstairs apt. Clothing rod in utility closet would be helpful since there is no other closet. Pool was awesome! Photos on vrbo are exactly as apartment looks 😊 Thanks!"

Villa Sandpiper
House
211 North Harbor Drive, US, Holmes Beach, FL, 34217, USA

Villa Sandpiper is located in Holmes Beach, just a 3-minute walk from Anna Maria Island and 16 miles from Sarasota International Convention Center. This property offers a private pool, free Wifi, and free private parking. Outdoor seating is also available at the vacation home. Offering a balcony with sea views, this vacation home also features 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. John and Mable Ringling Museum of Art is 16 miles from Villa Sandpiper, while The John and Mable Ringling Museum of Art is 16 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

Amenities:

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

Resort-Style Pool Steps from the Bay and Pine Ave!
Villa
Anna Maria, Florida, USA

Bay Breezes at Bayside Bungalow by AMI Locals
201 S Bay Blvd, Unit #1, Anna Maria, FL 34216
VR18-000088

Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a lush shared heated pool, outdoor grilling areas, and a prime location near vibrant shops, dining options, and ice cream parlors. Perfect for couples, families, or friends, this home combines relaxing surroundings with island convenience in Anna Maria!

Highlights
• Across the street from the bay
• 2 Bedroom / 1 Bath
• 2 King beds, 1 Queen sleeper sofa
• Outdoor Cabana
• Shared Heated Pool and Grill
• 13-minute walk to Anna Maria beach
• One block to Pine Avenue’s local restaurants, cafes, and shops
• Dog-friendly
• On-site Laundry Facility
• 1 Parking Space

Enjoy the best of outdoor island living with access to a lush, resort-style shared heated pool, complete with poolside loungers and a cabana. The outdoor dining area with BBQ grills allows for delicious outdoor meals. Relax with a good book, enjoy sunset cocktails, or gather with loved ones while taking in the serene surroundings. Located just steps from the bay, beach, shops, and eateries, this condo is your ideal home base for exploring Anna Maria Island!

Step inside this cozy Bayside bungalow and find a relaxing living area decorated with soothing neutral tones and lively blue accents. The space features a large TV, a comfy sofa, and ample seating. The fully equipped kitchen includes dishware, a coffee maker, and pots and pans, making meal preparation simple and enjoyable. Whether you dine at the stylish kitchen island or the elegant dining table, you’ll have everything you need to indulge in island-inspired cuisine.

Rest peacefully in the primary bedroom with a plush king-sized bed, dresser, and a TV for late-night entertainment. The second bedroom also offers a king bed and TV, making it perfect for a restful night’s sleep. The main bathroom boasts a shower and tub combo, ideal for unwinding after a day of adventures. The living room’s sofa easily converts into a queen sleeper sofa to accommodate additional guests comfortably.

Room Details
• Primary Bedroom: King bed
• Second Bedroom: King bed
• Living Room: Queen sleeper sofa

Book Bay Breezes at Bayside Bungalow today and enjoy a relaxing, fun-filled vacation on Anna Maria Island. Whether lounging by the pool, exploring local hotspots, or taking in breathtaking bay views, this bungalow offers everything you need for an unforgettable seaside retreat!

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1 car 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 property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "Property and location are absolutely wonderful. Loved walking to the pier every morning for coffee and a pastry — and watching the sunset there in the evening. Only complaint is the beds were crazy loud. You couldn’t roll over without waking up from the noise." - "We enjoyed our stay! The location was amazing and you could walk to everything. We rented a golf cart and had no issues with charging it. The pool was great. No one was ever there when we went and it was super relaxing. Our only complaint was that we could hear the neighbors upstairs who partied until 3am but other than that we would definitely stay here again! :)"

Villa Florence
House
4104 6th Avenue, US, Holmes Beach, FL, 34217, USA

Villa Florence offers accommodations in Holmes Beach, a 5-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. Outdoor seating is also available at the vacation home. Villa Florence 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 offered in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.6 miles from the accommodation, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

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

Island villa with heated private pool, tranquil courtyard, easy beach access
Villa
Holmes Beach, Florida, USA

Blue Wave Villa West

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays.

Luxury is yours when you stay at this villa on Anna Maria Island, with a private pool in a tranquil courtyard, and the sandy Gulf beaches a quick walk away! This villa has an identical neighbor, which can be rented together to accommodate up to eight guests.

Located in Holmes Beach less than two blocks from the sugar white sand, you'll cherish the peaceful environment. Leave your cars parked in the driveway and hop on the free trolley to explore the sights and find your new favorite bar or restaurant.

With air conditioning, a shady lanai, and a beautiful courtyard with rustling palm trees and your own private heated pool, there's no risk of stress here. Cook delicious meals in the fully equipped modern kitchen or fire up the gas grill outside. With tables inside and out, you can choose where to eat based on your mood or the weather. Unwind after days in the sun with your favorite movies on the HD flatscreen TVs or surfing the free WiFi, and wind down the night with a midnight cocktail out on the lanai.

Treat yourself to a wonderful island escape - book this villa today!

THINGS TO KNOW
City of Holmes Beach VRC16-000752
Code enforcement notification: 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.
Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $22 per day plus tax. A 24 hour notice is required. Heat may not be available if temperatures drop below 65 degrees.
We will not be accepting payments for pool heat for the months of May through October.

Parking notes: There is free parking available for 2 vehicles.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "Perfect size for our week long stay of 2 people. Wonderful pool. Would have preferred a taller fence between the houses for privacy but i had wonderful neighbors. It was nice having tv's on each room. The screened in porch in back was peaceful. Kitchen was well stocked." - "So close to the beach and they have everything you need to go to the beach! Our kids loved the pool right outside the front door. It is such a nice quiet neighborhood. Could see the stars at night! We will be coming back"

Blue Water Escape Villa
Villa
Bradenton Beach, FL, USA

Blue Water Escape Villa offers accommodations in Bradenton Beach, 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 few steps from Cortez Beach and 14 miles from Sarasota International Convention Center. The villa 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 available. The accommodation is non-smoking. Anna Maria City Pier is 5.7 miles from Blue Water Escape Villa. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

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

Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Villa
Holmes Beach, Florida, USA

Villa #4 Sand Dollar by AMI Locals
3605 Gulf Dr, Unit #4, Holmes Beach, FL 34217

Welcome to Villa 4 Sand Dollar, a cozy one-bedroom, one-bath retreat located at the Islands West Resort! Just a two-minute walk to the soft-sands of Holmes Beach, this villa is perfect for couples or solo travelers looking for a tranquil escape. With resort amenities including a shared pool, BBQ grills, and lush tropical landscaping, this villa offers comfort, convenience, and island charm!

Highlights
- 2-minute walk to Manatee beach
- 1 Bedroom / 1 Bath
- 1 King bed, 1 Queen Sleeper Sofa
- Dog-friendly (approval and fee)
- Shared pool with lounge chairs
- BBQ grill
- Close to restaurants and grocery stores

Step outside to enjoy the resort’s tropical pool area, complete with cozy outdoor couches, loungers, and a BBQ grill for evening cookouts. Everything you need is close by, local dining, shopping, and the free Anna Maria Island trolley stop, making it easy to explore all seven miles of the island without needing a car.

Inside, Villa 4 Sand Dollar welcomes you with a coastal chic open floor plan. The living area offers a plush sofa and TV, plus a dining table for four that’s perfect for meals or family game nights. The fully equipped kitchen has cookware essentials, a refrigerator, stove, microwave, and more, making in-home dining simple and convenient.

The primary bedroom features a king bed with crisp linens, a premium mattress for a restful night’s sleep, and a TV for entertainment. The stylish bathroom includes a shower and tub combination for versatile bathing. Guests traveling with children or additional friends will find the queen sleeper sofa in the living room perfect for a night's rest.

Room Details
- Primary Bedroom: King bed
- Living Room: Queen sleeper sofa

For larger groups, Islands West Resort has additional villas available ranging from studios to two-bedroom units, perfect for family reunions or group getaways.

With its unbeatable location, cozy interiors, and access to resort-style amenities, Villa #4 Sand Dollar is the perfect island escape. Whether you’re lounging by the pool, strolling to the beach, or exploring nearby shops and restaurants, this villa has everything you need for a relaxing vacation. Book your Anna Maria Island getaway today!

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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 AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "Just what I wanted and needed! Lovely cottage just a short walk to the beach. Definitely will consider this again for my next visit!" - "Hometown hang out feel close to beach, dining, everything. Would stay again" - "We visit the island once a year and this time it was perfect! This home is barely minutes from the most beautiful beach! It has an amazing shared court yard area with a beautiful setup and pool. Everything was very clean and made our stay perfect. Our only downfall may of been the lack of any seasonings or salt/pepper. Most places we visit provide these or at the very least leave what previous visitors purchase. We don’t mind buying and leaving, but at the same time there really isn’t space to have a stock of extra items. The second thing is that you will need to be okay with living out of your bags as there’s no where to unpack. Overall perfect stay and will be back!"

Full Kitchen - Shared Pool - By Loverentals
Villa
2919 Avenue East #1, Holmes Beach, FL, 34217, USA

Full Kitchen - Shared Pool - By Loverentals offers accommodations in Holmes Beach, 4 miles from Anna Maria City Pier. The property is around 15 miles from Sarasota International Convention Center, 15 miles from John and Mable Ringling Museum of Art, and 15 miles from The John and Mable Ringling Museum of Art. Free Wifi is available throughout the property and Bradenton Beach is a few steps away. Providing access to a patio, the villa consists of 2 bedrooms. The air-conditioned villa also features a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 2 bathrooms with a bath and a shower. For added privacy, the accommodation features a private entrance. Guests at the villa can enjoy cycling nearby, or make the most of the outdoor pool. Sarasota Bradenton International Airport is 13 miles from the property.

Amenities:

View • Air Conditioner • Guest Services • Parking • Child Friendly • Internet • Sports/Activities • Fireplace/Heating • Pool • Barbecue/Outdoor Cooking • Other • Security/Safety

Delightful, comfortable villa just steps from the beach!
Villa
Holmes Beach, Florida, USA

Placed in the heart of Anna Maria Island, this wonderful, single story, fully furnished 2-bedroom, 2-bathroom home is nestled in a quiet residential neighborhood just a short walk from the beach.

The living room has comfortable couches and loveseat with flat-screen TV as well as a small dinette table and seating for four. The small kitchen is fully equipped with white appliances. It has a refrigerator, stove, dishwasher, and microwave. The master suite comes with a king-sized bed and full bathroom. The bathroom includes walk-in shower, toilet, and sink. The stacked washer and dryer are also located in the bathroom for convenience. The second bedroom comes with two twin beds. This home also comes with a queen-sized futon as well for another sleeping option. There is a second sitting area with small table and couch just inside the door too.

There are beach towels and chairs provided to use at the local beach which is just a short walk away.

The property is conveniently located near dozens of restaurants and a historic shopping district.

We offer four beach chairs and one umbrella for your visit!

Bedroom Layout: #1 king bed, #2 two twin beds, full futon in sitting room. Sleeps 6

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.

- Pet Policy: **This property is dog friendly. If you will be bringing your dog, please reach out to us for the breed/weight restrictions. Please note: Non-Refundable dog fees apply - maximum of 2 dogs allowed. $200.00 for the first dog & $100.00 for the second dog. Please note: without prior knowledge to Love rentals there will be a minimum of a Non-Refundable $500 and possible eviction so please ensure you advise us BEFORE you travel. Dog owner accepts full responsibility for the dog. Aggressive breeds are NOT allowed.

Please note: without prior knowledge to Love rentals there will be a minimum of a Non-Refundable $500 and possible eviction so please ensure you advise us BEFORE you travel. Dog owner accepts full responsibility for the dog. Aggressive breeds are NOT allowed.

The LoveRentals portfolio is comprised of curated, professionally managed vacation rental homes around the world. We only select professional property managers that meet our high standards. Book with peace of mind knowing that you will have the very best vacation.

LoveRentals - Find Your Bliss.

Guest Reviews:

- "We enjoyed our stay in this home. It was clean and comfortable, all appliances and lights worked, and it was convenient to stores, restaurants and the beach. We would enjoy staying on another visit." - "We had a lovely time. The property was exactly what we were looking for. The only thing that would have been better, if the listing stated all included items (coffeemaker, iron, gas BBQ grill etc) in the listing. Aside from that, everything was perfect. We enjoyed our stay."

Sun Kissed Villa by SkyRun Anna Maria
House
221 17th St N, Bradenton Beach, FL, 34217, USA

A 1-minute walk from Bradenton Beach in Bradenton Beach, Sun Kissed Villa by SkyRun Anna Maria provides accommodations with access to a hot tub and spa facilities. This property offers a private pool, free Wifi, and free private parking. Sarasota International Convention Center is 14 miles from the vacation home and John and Mable Ringling Museum of Art is 14 miles away. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 3 bathrooms. For added privacy, the accommodation features a private entrance. Guests at the vacation home will be able to enjoy activities in and around Bradenton Beach, like cycling. A water park and outdoor play equipment are available for guests at Sun Kissed Villa by SkyRun Anna Maria. The John and Mable Ringling Museum of Art is 14 miles from the accommodation, while Anna Maria City Pier is 5.2 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Air Conditioner • Wellness Facilities • Parking • View • Accessibility • Fireplace/Heating • Child Friendly • Pool • Security/Safety • Internet • Sports/Activities • Spa

Island West Villa! Pool, BBQ, and Walk to Beach!
Villa
Holmes Beach, Florida, USA

Villa #5 Seashell by AMI Locals
3605 Gulf Dr, Unit #5, Holmes Beach, FL 34217

Your dream beach getaway awaits at Villa #5 Seashell, a vibrant one bedroom, one bath villa just a two-minute walk from the sparkling shores of Holmes Beach! Nestled within the charming Islands West Resort, this coastal retreat is ideal for couples or small families looking for a relaxing escape. Enjoy the shared heated pool, lush tropical landscaping, and prime location near Anna Maria Island’s best dining, shopping, and the free island trolley!

Highlights
- 2-minute walk to Manatee Beach
- 1 Bedroom / 1 Bathroom
- 1 King bed, 1 Queen sleeper sofa
- Shared heated pool with lounge chairs
- BBQ grill
- Outdoor seating areas
- Near restaurants, boutiques, and grocery stores
- 1 Parking Space

Island West Resort offers everything you need for island living. Relax by the sparkling shared pool on cozy lounge chairs or unwind on the outdoor couches surrounded by palm trees. Gather with friends and family for an outdoor BBQ, then stroll down to the beach in just minutes to catch a breathtaking Florida sunset.

The open living area is designed for comfort and convenience, featuring a plush sofa that converts into a sleeper sofa, TV for cozy movie nights, and a dining table for four. The kitchen comes with essential appliances and cookware, making it easy to whip up delicious meals or enjoy local Anna Maria Island or Sarasota takeout.

The primary bedroom radiates coastal charm with cheerful decor, a comfortable king bed, and TV. The hallway bathroom includes a shower and tub combination, perfect for rinsing off after long days on the sand.

Room Details
-Primary Bedroom: King bed
-Living Room: Queen sleeper sofa

Guests also enjoy free Wi-Fi, onsite laundry access, and the convenience of being steps from the Anna Maria Island trolley stop, which offers easy access to Pine Avenue, Bridge Street, Coquina Beach, and the rest of the island’s attractions. For larger groups, Islands West Resort has additional villas available ranging from studios to two-bedroom units, perfect for family reunions or group getaways.

Villa #5 Seashell is the perfect Holmes Beach hideaway for your next Anna Maria Island vacation. Whether you’re lounging poolside, dining al fresco, or exploring Anna Maria Island nearby attractions, this villa sets the stage for lasting memories!

Book your stay today and start your unforgettable Gulf Coast adventure!

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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 AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, 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 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.

Guest Reviews:

- "The location of this property was perfect - less than 500 steps from front door to sand! Walking distance to a Publix for groceries. An umbrella, beach wagon and one chair are provided as well as four beach towels. The heated pool is an alternative to the beach. I was disappointed that there was no dresser or closet in the bedroom - disliked living out of a suitcase for a week. The kitchen was small but adequate for breakfast and lunch. The unit itself was small but worked well for two adults. Overall, we had a great week and would happily stay here again."

Anna Maria Island Villa-Rentals on the Map

Compare the Best Villa-Rentals in Anna Maria Island – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
An Island Getaway at Palm Tree Villas 207 66th Street, Holmes Beach, FL, FL 34217, USA 447 4.0 8.8 60 Click here
Bean Point Bungalow by AMI Locals 770 N Shore Dr, Anna Maria, FL, 34216 698 4.0 1.0 1 Click here
Blissful Bay at Bayside Bungalow 201 S Bay Blvd, Unit #4, US, Anna Maria, FL, 34216, USA 670 4.0 9.4 7 Click here
Ariel's by the Sea by AMI Locals 203 75th St East, Holmes Beach, FL, 34217 157 4.0 1 Click here
Bay Breezes at Bayside Bungalow 201 S Bay Blvd, Unit #1, US, Anna Maria, FL, 34216, USA 500 4.0 8.9 6 Click here
North Beach Island Tree House 3 Bedroom Villa by Redawning 237 64th Street, Holmes Beach, FL, 34217, USA 436 4.0 1 Click here
Barefoot by the Bay at Bayside Bungalow 201 S Bay Blvd, Unit #3, US, Anna Maria, FL, 34216, USA 447 4.0 8.0 5 Click here
Blue Crush by AMI Locals 111 Cedar Avenue, Anna Maria, FL, 34216 890 4.0 1 Click here
Villa #1 Sailfish 3605 Gulf Dr, Unit #1, US, Holmes Beach, FL, 34217, USA 306 4.0 9.7 3 Click here
The Beach House 3 Bedroom Home by RedAwning 102 Tuna St, Anna Maria, FL, 34216, USA 1110 4.0 1 Click here
Blue Wave Villa East Anna Maria, FL, USA 389 4.0 10.0 3 Click here
Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL, 34217 1295 4.0 1 Click here
AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach 304 60th Street (unit B), Holmes Beach, FL, FL 34217, USA 616 4.0 9.3 3 Click here
Endless Summer by AMI Locals 406 Spring Ave, Anna Maria, FL, 34216 2611 4.0 1 Click here
Islands West Resort Villas by AMI Locals 3605 Gulf Dr, Holmes Beach, FL, 34217 184 3.0 4.0 4 Click here
Pelican Villa 214 Magnolia Ave, Anna Maria, FL, 34216, USA 650 4.0 10.0 2 Click here
In The Midst of Palms by AMI Locals 6250 Holmes Blvd #55, Holmes Beach, FL, 34217 148 3.0 1 Click here
Villa #4 Sand Dollar 3605 Gulf Dr, Unit #4, US, Holmes Beach, FL, 34217, USA 787 4.0 8.5 2 Click here
Island Gem B 2 Bedroom Villa by RedAwning 414 Magnolia Avenue #B, Anna Maria, FL, 34216, USA 222 3.0 1 Click here
Bay Vista at Bayside Bungalow 201 S Bay Blvd, Unit #5, US, Anna Maria, FL, 34216, USA 974 4.0 8.5 2 Click here
1 Step Closer 2 Bedroom Villa by RedAwning 125 52nd St B, Holmes Beach, FL, 34217, USA 239 3.0 1 Click here
Coconut Cottage #3 by AMI Locals 108 39th St #3, Holmes Beach, FL, 34217 266 3.0 1 Click here
Villa Portofino 4112 5th Avenue, US, Holmes Beach, FL, 34217, USA 630 4.0 9.0 1 Click here
Bamboo Bungalow by AMI Locals 207 Gladiolus St, Anna Maria, FL, 34216 546 3.0 1 Click here
Palm Haven Beach Side Villa 110 A 81st Street, Holmes Beach, FL, 34217, USA 654 4.0 10.0 1 Click here
New Rental The Haven Unit 1 Heated Pool 1 Bedroom Home by Redawning 210 Haverkos Court - Unit 1, Holmes Beach, FL, 34217, USA 688 3.0 1 Click here
Sand Dollar Beach Side Villa 119 B 46th Street, Holmes Beach, FL, 34217, USA 755 4.0 10.0 1 Click here
West O'gulf 4 Bedroom Home by Redawning 8710 Gulf Drive, Anna Maria, FL, 34216, USA 1071 3.0 1 Click here
Sapphire Beach House Villa Holmes Beach, FL, USA 213 4.0 1 Click here
Seaside Magnolia by AMI Locals 428 Magnolia Ave, Anna Maria, FL, 34216 1225 3.0 1 Click here
The Villas 2B Holmes Beach, FL, USA 222 4.0 1 Click here
Daiquiri Deck by AMI Locals 421 Spring Ave, Anna Maria, FL, 34216 2140 3.0 1 Click here
Beach Breeze Hideaway Villa Holmes Beach, FL, USA 222 4.0 1 Click here
Serenity Beach by AMI Locals 228 Willow Ave, Anna Maria, FL, 34216 2253 3.0 1 Click here
Heliconia House villa Holmes Beach, FL, USA 238 4.0 1 Click here
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill Holmes Beach, Florida, USA 303 9.8 139 Click here
1 Step Closer villa Holmes Beach, FL, USA 261 4.0 1 Click here
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street Anna Maria, Florida, USA 386 10.0 119 Click here
Beach N Bay 204 villa Anna Maria, FL, USA 285 4.0 1 Click here
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa Anna Maria, Florida, USA 399 9.8 114 Click here
Sea Star Home Holmes Beach, FL, USA 301 4.0 1 Click here
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level Holmes Beach, Florida, USA 265 10.0 106 Click here
7 Doors Down villa Holmes Beach, FL, USA 301 4.0 1 Click here
Vacay in Luxury! 2 mins to the Beach! Holmes Beach, Florida, USA 321 9.8 67 Click here
Island Gem B home Anna Maria, FL, USA 333 4.0 1 Click here
Beach Villa! Pool, Porch, and 2-Min Walk to Beach! Holmes Beach, Florida, USA 503 9.8 61 Click here
Beach N Bay home Anna Maria, FL, USA 372 4.0 1 Click here
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av Anna Maria, Florida, USA 483 9.2 59 Click here
Villa Sandpiper 211 North Harbor Drive, US, Holmes Beach, FL, 34217, USA 396 4.0 1 Click here
Resort-Style Pool Steps from the Bay and Pine Ave! Anna Maria, Florida, USA 605 9.6 51 Click here
Villa Florence 4104 6th Avenue, US, Holmes Beach, FL, 34217, USA 432 4.0 1 Click here
Island villa with heated private pool, tranquil courtyard, easy beach access Holmes Beach, Florida, USA 173 9.0 48 Click here
Blue Water Escape Villa Bradenton Beach, FL, USA 435 4.0 1 Click here
Villa #4 Sand Dollar! Pool, Porch, Near the Beach! Holmes Beach, Florida, USA 375 9.6 47 Click here
Full Kitchen - Shared Pool - By Loverentals 2919 Avenue East #1, Holmes Beach, FL, 34217, USA 489 4.0 1 Click here
Delightful, comfortable villa just steps from the beach! Holmes Beach, Florida, USA 332 9.4 46 Click here
Sun Kissed Villa by SkyRun Anna Maria 221 17th St N, Bradenton Beach, FL, 34217, USA 508 4.0 1 Click here
Island West Villa! Pool, BBQ, and Walk to Beach! Holmes Beach, Florida, USA 512 9.8 44 Click here

Note: The prices for each Villa-Rentals in Anna Maria Island 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

Villa rentals in Anna Maria Island that come with a private pool include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4

These villa rentals in Anna Maria Island provide spa or wellness facilities:

  • Sun Kissed Villa by SkyRun Anna Maria.- Review Count: 0, Rating: 0.0

Family-friendly villa rentals in Anna Maria Island include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Pet-friendly villa rentals in Anna Maria Island include:

  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Barefoot by the Bay at Bayside Bungalow.- Review Count: 5, Rating: 8.0

Villa rentals in Anna Maria Island that offer breakfast or chef service include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • North Beach Island Tree House 3 Bedroom Villa by Redawning.- Review Count: 0, Rating: 0.0

Villa rentals in Anna Maria Island with private or secure parking include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Some of the best Villa Rentals in Anna Maria Island are:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Some of the popular Villa Rentals in Anna Maria Island are:

  • Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill.- Review Count: 139, Rating: 9.8
  • MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street.- Review Count: 119, Rating: 10.0
  • ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa.- Review Count: 114, Rating: 9.8