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Vacation rentals in Anna Maria

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Vacation rentals for every style

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Popular amenities for Anna Maria vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Anna Maria's top sights

Ana Maria Island Beach15 locals recommend
The Sandbar Restaurant94 locals recommend
Rod and Reel Pier73 locals recommend
The Waterfront Restaurant80 locals recommend
Beach Bistro35 locals recommend
The Donut Experiment37 locals recommend

Other great vacation rentals in Anna Maria

Guest favorite
A tranquil beach scene features clear turquoise waters with gentle waves lapping the shore. Several individuals are seen swimming and enjoying the water, while the sandy beach stretches under a blue sky dotted with soft clouds. Sparse greenery lines the beach in the background.
Home in Nokomis
4.93 out of 5 average rating, 28 reviews

Last minute May ,house 2 Mil beach .Pets welcome

ErinRating, 5 stars6 days ago
Great location, clean and cute. A great size for a large or small group of people
Guest favorite
A modest bedroom features a wooden bed frame with a light-colored bedspread. Two bedside tables are positioned on either side, with elegant lamps providing soft light. Dark curtains frame a window, and a decorative area rug adds texture to the floor.
Home in Venice
4.89 out of 5 average rating, 27 reviews

Second home vacation rental

BrendaRating, 5 stars3 weeks ago
Our stay at Leroy's place was just great. It was a great location. Easy to find. Easy check in. The place was clean. Kitchen was clean with all the amenities you need. Lots of clean linens ans towels. Bed was very comfortable. The air-conditioning was always cool and big ceiling fans. The bathroom was very clean and good size. The washer and dryer was an awesome thing to have. We loved the screened in back porch and enjoyed our evenings out there. The neighborhood was nice and great. No sirens ans loud cars or cars going by with loud music. It felt very respectful of one another. Leroy's place was not close to our venue, but it was such a nice stay for a great place, we would DEFINITELY stay again and highly recommend to others!
Top guest favorite
The entryway features a wooden front door leading to a bright hallway. A round mirror and a console table are positioned against the wall. Soft lighting is provided by three pendant lights, and stairs ascend to the upper level, alongside a plush area rug.
Home in Palma Ceia
4.97 out of 5 average rating, 31 reviews

SouthTampa-Family&Group Oasis-3K bd, private pool

ChristopherRating, 5 stars1 month ago
Great house in a wonderful neighborhood. Recommend for families looking to check out a game or do any of the wonderful things available to do in Tampa!
Superhost
A single-story house is framed by lush greenery and plants, with a well-kept lawn in the foreground. A driveway leads to a garage door, while a covered porch is visible with outdoor seating for relaxation.
Home in Bradenton
5 out of 5 average rating, 4 reviews

Cottage by the Sea

LukeRating, 5 stars4 months ago
Pam and Bailey were super helpful and responsive. The place was incredible and the extra touches made it feel like home! Super private backyard and friendly neighbors. Would definitely stay there again!
Superhost
The exterior of the house features a two-story design with large windows allowing for natural light. Soft outdoor lighting highlights the entrance, while a neatly landscaped yard with palm trees creates an inviting atmosphere. The driveway leads to a two-car garage.
Home in Riverview
4.9 out of 5 average rating, 73 reviews

2 Story comfort beautiful home with all amenities

JasmineRating, 5 stars6 days ago
Edgar was extremely responsive. The home was perfect for staying for the weekend. The only complaint was that the stairs could have been mopped and there was a dirty dish towel. But other than that, the home was perfect!
Top guest favorite
A modern kitchen is showcased with white cabinetry and a spacious granite countertop. Stainless steel appliances reflect light, while large windows bring in natural light. The marble-like tile flooring adds elegance, and a potted plant provides a touch of greenery.
Home in Old Seminole Heights
5 out of 5 average rating, 17 reviews

Poolside Paradise with Basketball Court

MalloryRating, 5 stars1 week ago
The house was wonderful, well kept, secure, and had what we needed. The host was responsive and gave well written instructions. Thank you for hosting us, hope to be back.
Guest favorite
Home in Tampa
4.9 out of 5 average rating, 10 reviews

Bring your family and friends to our luxury airbnb

AprilRating, 5 stars2 weeks ago
I was in town celebrating my 45th birthday with family, and this home was the perfect accommodation. We enjoyed the jacuzzi and pool the most! The home was clean, warm and inviting. Our host Leon was quickly responsive and extremely accommodating...he was able to grant us a last minute late check out, which we greatly appreciated. We'd definitely stay again if we ever find ourselves back in Tampa.
Top guest favorite
A well-maintained staircase with beige carpeting is pictured, featuring white wooden railings and spindles. The walls are painted in a neutral tone, and a small wall-mounted shelf is visible beside the stairs, enhancing the clean design.
Condo in Redington Beach
4.91 out of 5 average rating, 173 reviews

2min walk to the beach/pool, BBQ/great area, RO110

AilishRating, 5 stars7 months ago
We’ve stayed here the last few vacations and as always, the place never disappoints. Great location with all beach amenities you could possibly need. We unfortunately needed to evacuate from Hurricane Helene and John was gracious and concerned for our safety. The town of Redington is a family and we’re praying for their safety and quick turn around to their paradise again.
Show all

Quick stats about vacation rentals in Anna Maria

  • Total rentals

    480 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 before taxes and fees

  • Total number of reviews

    8.1K reviews

  • Family-friendly rentals

    440 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    410 properties have a pool

Frequently Asked Questions

  • How is the weather in Anna Maria?

    Anna Maria experiences a tropical climate with warm, humid summers that generally reach 90°F (32°C) and mild winters hovering around 70°F (21°C). Rainfall is most common in the summer months, while winter remains relatively dry.

  • What are some of the best things to do in Anna Maria?

    Popular activities in Anna Maria include beachcombing, exploring the local dining scene, boating, fishing, and bird watching. For those interested in culture, visiting Island Gallery West, a co-op of local artists, is often recommended.

  • What is the best time of year to visit Anna Maria?

    The most popular time to visit Anna Maria is from February to May when the weather is warm and dry. During this time, the island hosts the Anna Maria Island Art League Springfest in March and the Food and Wine on Pine event in May, attracting many visitors.

  • What are the best places to stay in Anna Maria?

    Popular areas to stay in Anna Maria include the bustling Holmes Beach area, the serene Bean Point neighborhood, or the city center near Pine Avenue for its proximity to shops and restaurants. The Bradenton Beach area is also frequently suggested for its lively atmosphere and beachfront properties.

  • What are the best places to visit in Anna Maria?

    Frequently suggested places to visit include the historic Anna Maria City Pier, Bean Point Beach for its tranquil atmosphere, and the island town of Bradenton Beach. The Anna Maria Island Historical Museum is popular for those interested in local history.

  • What are some hiking trails in Anna Maria?

    Though Anna Maria is known more for its beaches, lovers of the outdoors can take a leisurely walk along the Coquina Baywalk at Leffis Key, a trail with abundant wildlife. The Robinson Preserve in nearby Bradenton, a 15-minute drive away, also has numerous walking and biking trails.

  • What are some family activities to do in Anna Maria?

    Families often enjoy exploring the Anna Maria Island Historical Society to learn about the area's past, embarking on dolphin watching tours, or spending a day at Bayfront Park, a beachfront area with a playground and picnic spots. Another frequently suggested activity is visiting the Island Gallery West, a local artist co-op.

  • What are some of the best day trip ideas in Anna Maria?

    A day trip to the nearby city of Bradenton, just 10 miles (16 km) away, is often recommended for its rich history and vibrant arts scene. Alternatively, you could explore the De Soto National Memorial, about 7 miles (11 km) away, or venture further to Tampa, 60 miles (96 km) away, known for its exciting theme parks.

  • Are there pet-friendly vacation rentals in Anna Maria?

    Four-legged friends are welcome in Anna Maria. Choose from more than 160 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Anna Maria have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.

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