Best Vacation Rentals in Anna Maria

Top Vacation Rentals in Anna Maria

Plan your perfect getaway with our selection of vacation rentals in Anna Maria. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Anna Maria
Anna Maria's Finest
House
Anna Maria, FL, USA

A 5-minute walk from Anna Maria Island in Anna Maria, Anna Maria's Finest provides accommodations with access to spa facilities. This vacation home features air-conditioned accommodations with a patio. The vacation home is also equipped with an outdoor swimming pool and an indoor pool. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with free toiletries. A TV with satellite channels and a DVD player are available. The property has an outdoor dining area. The John and Mable Ringling Museum of Art is 19 miles from Anna Maria's Finest, while Anna Maria City Pier is a 14-minute walk from the property. Sarasota Bradenton International Airport is 17 miles away.

Guest Reviews:

- "Best family vacation so far!!" - "Overall it was a great stay and would definitely go back, priced well, good location, lots of room and nice pool/hot" - "Roomy house and great size pool."

Vacation Rentals in Anna Maria
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:

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

Vacation Rentals in Anna Maria
Sandy's Getaway
House
Anna Maria, FL, USA

Sandy's Getaway is located in Anna Maria, just a 3-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. Guests staying at this vacation home have access to a terrace. Outdoor seating is also available at the vacation home. The air-conditioned vacation home 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 provided in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.1 miles from Sandy's Getaway, while Greens Of Manatee Golf Club is 14 miles away. Sarasota Bradenton International Airport is 17 miles from the property.

Guest Reviews:

- "Clean and comfortable super cute beach house with a short walk to the most beautiful stunning beach." - "We just loved it, it was very close to the beach, and town’s restaurants; you can perfectly walk through the island enjo" - "Service was great. Needed help with on toilet and they fixed it asap" - "I'd go again, great location." - "It was a great stay." - "Good distance to the beach." - "Nice place with quick access to the beach, but a couple of tweaks are needed"

Vacation Rentals in Anna Maria
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:

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

Vacation Rentals in Anna Maria
Getaway on Gladiolus
House
Anna Maria, FL, USA

Getaway on Gladiolus is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 12-minute walk from Anna Maria City Pier. The air-conditioned accommodation is a 14-minute walk from Anna Maria Island. The vacation home also offers facilities for disabled guests. Offering a patio and pool views, the spacious vacation home includes 2 bedrooms, 2 living rooms, satellite TV, an equipped kitchen, and 2 bathrooms with a walk-in shower. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. For guests with children, the vacation home offers a children's playground. Guests at Getaway on Gladiolus can enjoy cycling nearby, or make the most of the outdoor pool. Sarasota Bradenton International Airport is 18 miles from the property.

Guest Reviews:

- "it was excellent. I would like to eventually come back." - "This location was a nice house to enjoy the nearby beaches and the swimming pool and private yard." - "Great property. With a few fixes could be awesome." - "Overall, we had a great time at the house and would definitely book it again."

Vacation Rentals in Anna Maria
The Deckhouse by AMI Locals
House
110 Maple Ave, Anna Maria, FL, 34216

Laundry facilities, multilingual staff, and a convenience store are available at this smoke-free vacation home. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills. The vacation home 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 3 bathrooms and a dining area.

Amenities:

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

Vacation Rentals in Anna Maria
Bayside Bungalows by AMI Locals
Villa

Bayside Bungalows by AMI Locals features air-conditioned guest accommodation in Anna Maria, 1 km from Anna Maria Island, 32 km from John and Mable Ringling Museum of Art and 32 km from The John and Mable Ringling Museum of Art. Each unit comes with a fully equipped kitchen with a dishwasher, a seating area, a TV, a washing machine, and a private bathroom with shower and a hairdryer. A microwave, a fridge and oven are also featured, as well as a coffee machine. Anna Maria City Pier is 100 metres from the villa. The nearest airport is Sarasota Bradenton International Airport, 31 km from Bayside Bungalows by AMI Locals.

Amenities:

Pool • Pet Friendly • Internet • Parking • Kitchen • Child Friendly • Laundry

Vacation Rentals in Anna Maria
Under the Sea by AMI Locals
House
118 Peppertree Ln, Anna Maria, FL, 34216

This smoke-free vacation home features multilingual staff, a convenience store, and barbecue grills. Free WiFi in public areas and free self parking are also provided. The vacation home 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:

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

Vacation Rentals in Anna Maria
Southern Breeze 2
House
607 Fern St, Unit 2, Anna Maria, FL, 34216, USA

Southern Breeze 2 offers accommodations in Anna Maria, a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. Guests can benefit from a balcony and an outdoor pool. Outdoor seating is also available at the vacation home. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. A TV is available. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is a 11-minute walk from Southern Breeze 2. Sarasota Bradenton International Airport is 17 miles from the property.

Guest Reviews:

- "Perfect property for my family and I." - "AMAZING!!" - "It was a great stay in general just need a few tweaks"

Vacation Rentals in Anna Maria
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:

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

Vacation Rentals in Anna Maria
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."

Vacation Rentals in Anna Maria
Blue Pearl by AMI Locals
House
411 Spring Ave, Anna Maria, FL, 34216

Multilingual staff, a convenience store, and a garden are available at this smoke-free vacation home. Free WiFi in public areas and free self parking are also provided. Other amenities include barbecue grills and ATM/banking services. The vacation home 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:

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

Vacation Rentals in Anna Maria
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."

Vacation Rentals in Anna Maria
Paradise on Pine by AMI Locals
House
410 Pine Ave, Anna Maria, FL, 34216

Multilingual staff, a convenience store, and barbecue grills are available at this smoke-free vacation home. Free WiFi in public areas and free self parking are also provided. The vacation home 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:

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

Vacation Rentals in Anna Maria
Slo M'Ocean
House
520 Spring Ave Unit 1, US, Anna Maria, FL, 34216, USA

Slo M'Ocean is located in Anna Maria, just a 13-minute walk from Anna Maria Island and 19 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. The air-conditioned vacation home 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 offered in the vacation home. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 19 miles from Slo M'Ocean, while The John and Mable Ringling Museum of Art is 19 miles from the property. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Cute pet friendly place Well stocked kitchen and bathroom,"

Vacation Rentals in Anna Maria
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:

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

Vacation Rentals in Anna Maria
Surrounded By Sea Breezes
House
Anna Maria, FL, USA

Surrounded By Sea Breezes is located in Anna Maria, just a 6-minute walk from Anna Maria Island and 18 miles from Sarasota International Convention Center. Offering a restaurant, the property also has pool with a view as well as a spa facilities. The vacation home also offers facilities for disabled guests. With direct access to a terrace, the vacation home consists of 3 bedrooms. The air-conditioned vacation home also offers a TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a walk-in shower, a bidet, and a bath. The property has an outdoor dining area. John and Mable Ringling Museum of Art is 19 miles from the vacation home, while The John and Mable Ringling Museum of Art is 19 miles away. Sarasota Bradenton International Airport is 17 miles from the property.

Guest Reviews:

- "Perfect family vacation" - "We really enjoyed our stay, but it would’ve been better if the hurricane didn’t hit. We lost about four days. Never coul" - "nice home" - "We loved the property and had a wonderful time!!" - "Wonderful Stay!"

Vacation Rentals in Anna Maria
Anna Maria Beach Serenity
House
714 Jacaranda Rd., Anna Maria, FL, 34216, USA

Located on the waterfront, this welcoming vacation home lets you experience it all in Anna Maria. Bradenton Beach is within an easy 6-minute walk and Bean Point Beach is also a quick 8-minute walk away, so leave your car at the property, which offers onsite parking.

Relax by the outdoor pool or sip a drink in the rooftop private spa tub of this vacation home, which also features an outdoor entertainment area and a garden. As for the great indoors, you can try your hand at billiards, or enjoy the free WiFi and TV.

As you settle into this 4-bedroom, 4-bathroom rental, you'll find a sitting area, a dining area, a gas grill, and air conditioning. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a freezer, as well as a coffee maker, a microwave, and cookware. And you can even travel light because you'll have a washer/dryer.

Amenities:

Balcony/Terrace • Air Conditioner • Kitchen • Private Pool • Wheelchair Accessible • Pool • Other • Bedding/Linens • Child Friendly • Laundry

Vacation Rentals in Anna Maria
A Place in Paradise Unit B
House
218 Palmetto Ave, Unit B, US, Anna Maria, FL, 34216, USA

A Place in Paradise Unit B offers accommodations in Anna Maria, a 4-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. John and Mable Ringling Museum of Art is 19 miles away and The John and Mable Ringling Museum of Art is 19 miles from the vacation home. The vacation home 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 available. For added privacy, the accommodation features a private entrance. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

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

Vacation Rentals in Anna Maria
Beach Escape by AMI Locals
House
789 Jacaranda Rd, Anna Maria, FL, 34216

Laundry facilities, multilingual staff, and a convenience store are available at this smoke-free vacation home. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The vacation home 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 4 bathrooms and a refrigerator.

Amenities:

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

Anna Maria Family Friendly Vacation rentals

Anna Maria Pet Friendly Vacation rentals

Anna Maria Vacation rentals with Parking

Anna Maria Vacation rentals with Private Pool

Anna Maria Vacation rentals with Spa

Anna Maria Vacation rentals with Entertainment

Anna Maria Vacation-Rentals on the Map

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

Property Name Address Price ($) Star Rating Review Count Book
Anna Maria's Finest Anna Maria, FL, USA 891 4.0 8.2 23 Click here
Bean Point Bungalow by AMI Locals 770 N Shore Dr, Anna Maria, FL, 34216 698 4.0 1.0 1 Click here
Sandy's Getaway Anna Maria, FL, USA 663 4.0 8.8 15 Click here
Serenity Cottage 714 Jacaranda Rd., Anna Maria, FL, 34216, USA 384 4.0 1 Click here
Getaway on Gladiolus Anna Maria, FL, USA 385 4.0 9.0 8 Click here
The Deckhouse by AMI Locals 110 Maple Ave, Anna Maria, FL, 34216 642 4.0 1 Click here
Under the Sea by AMI Locals 118 Peppertree Ln, Anna Maria, FL, 34216 724 4.0 1 Click here
Southern Breeze 2 607 Fern St, Unit 2, Anna Maria, FL, 34216, USA 248 4.0 9.2 6 Click here
Blue Crush by AMI Locals 111 Cedar Avenue, Anna Maria, FL, 34216 890 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
Blue Pearl by AMI Locals 411 Spring Ave, Anna Maria, FL, 34216 890 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
Paradise on Pine by AMI Locals 410 Pine Ave, Anna Maria, FL, 34216 890 4.0 1 Click here
Slo M'Ocean 520 Spring Ave Unit 1, US, Anna Maria, FL, 34216, USA 210 4.0 10.0 4 Click here
The Beach House 3 Bedroom Home by RedAwning 102 Tuna St, Anna Maria, FL, 34216, USA 1110 4.0 1 Click here
Surrounded By Sea Breezes Anna Maria, FL, USA 982 4.0 8.8 4 Click here
Anna Maria Beach Serenity 714 Jacaranda Rd., Anna Maria, FL, 34216, USA 1655 4.0 1 Click here
A Place in Paradise Unit B 218 Palmetto Ave, Unit B, US, Anna Maria, FL, 34216, USA 274 4.0 9.3 3 Click here
Beach Escape by AMI Locals 789 Jacaranda Rd, Anna Maria, FL, 34216 2140 4.0 1 Click here

Note: The prices for each Vacation-Rentals in Anna Maria 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

Vacation rentals in Anna Maria that include a pool include:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Serenity Cottage.- Review Count: 0, Rating: 0.0

These vacation rentals in Anna Maria provide spa or wellness access:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Surrounded By Sea Breezes.- Review Count: 4, Rating: 8.8
  • Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar.- Review Count: 2, Rating: 10.0

Family-friendly vacation rentals in Anna Maria include:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Sandy's Getaway.- Review Count: 15, Rating: 8.8
  • Serenity Cottage.- Review Count: 0, Rating: 0.0

Pet-friendly vacation rentals in Anna Maria include:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Sandy's Getaway.- Review Count: 15, Rating: 8.8

Vacation rentals in Anna Maria with private or on-site parking include:

  • Bayside Bungalows by AMI Locals.- Review Count: 6, Rating: 8.0
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9
  • Barefoot by the Bay at Bayside Bungalow.- Review Count: 5, Rating: 8.0

Some of the best Vacation Rentals in Anna Maria are:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Sandy's Getaway.- Review Count: 15, Rating: 8.8
  • Getaway on Gladiolus.- Review Count: 8, Rating: 9.0

Some of the popular Vacation Rentals in Anna Maria are:

  • Anna Maria's Finest.- Review Count: 23, Rating: 8.2
  • Sandy's Getaway.- Review Count: 15, Rating: 8.8
  • Getaway on Gladiolus.- Review Count: 8, Rating: 9.0