Vacation rentals in Anna Maria

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Popular amenities for Anna Maria vacation rentals

Stay near Anna Maria's top sights

Ana Maria Island Beach14 locals recommend
The Sandbar Restaurant168 locals recommend
Rod and Reel Pier111 locals recommend
The Waterfront Restaurant99 locals recommend
Beach Bistro71 locals recommend
The Donut Experiment66 locals recommend

Other great vacation rentals in Anna Maria

Guest favorite
Home in Nokomis
4.93 out of 5 average rating, 27 reviews

Vacation, Sunny house 2 Mil beach .Pets welcome

CheyenneRating, 5 stars3 weeks ago
Wojciech was a great host - let us drop groceries off and check in early! The house was a 10 min drive to everything we had planned. We appreciated all of the beach amenities!
Top guest favorite
Home in Palma Ceia
4.97 out of 5 average rating, 30 reviews

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

ChristopherRating, 5 stars2 weeks 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!
Guest favorite
Home in Bradenton
4.93 out of 5 average rating, 59 reviews

Pickleball! Pond! Private Heated Pool! Foosball

BethRating, 5 stars2 weeks ago
We had a great stay here! The pool was fantastic after long beach days, and we all enjoyed playing pickleball. The house was large, clean and very well equipped. Thank you for a wonderful Spring Break!
Guest favorite
Home in Tampa
4.88 out of 5 average rating, 8 reviews

Bring your family and friends to our luxury airbnb

OliviaRating, 5 stars2 weeks ago
Leon is a great host . Loved the private pool and hot tub . Leon has everything you need - beach towels , bath towels blankets , cooking ware , and brand new grill . There’s a back room we used for game area . Very nice family vacation. The Ramos family .
Guest favorite
Home in Tampa
4.9 out of 5 average rating, 101 reviews

Luxury Home centrally located in Tampa Bay!

JuanRating, 5 stars2 weeks ago
Great stay host was friendly , an responded pretty quickly , lovely stay
Guest favorite
Home in Bradenton
5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

MichaelRating, 5 stars2 weeks ago
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!
Top guest favorite
Condo in Indian Shores
5 out of 5 average rating, 26 reviews

Amazing views & steps to beach 2B-2Bath-Pool 333

CarlosRating, 5 stars3 months ago
We had a great trip. The location was perfect with a nice view of the intercostal channel and an easy 5 min walk to the beach access. Quiet and peaceful for this time of the year and just what we were looking for. The apartment was big enough for the 4 of us, comfortable bedrooms and spacious living room. Our host was friendly, quick to respond and accommodating. We would certainly like to return and rent back from her. 10 and of 10
Top guest favorite
Bungalow in St. Petersburg
4.8 out of 5 average rating, 65 reviews

Breathtaking 3 BR House Available

DarrenRating, 5 stars1 week ago
Bretts house was so nice, and very convenient location for all st petes has to offer!!!

Quick stats about vacation rentals in Anna Maria

  • Total rentals

    810 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    740 properties are a good fit for families

  • Pet-friendly rentals

    260 properties allow pets

  • Rentals with a pool

    690 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 260 vacation rentals for guests traveling with pets.

  • Do villa rentals in Anna Maria have air conditioning?

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

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