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
Bean Point Beach67 locals recommend

Other great vacation rentals in Anna Maria

Guest favorite

Home in Palma Ceia

4.96 out of 5 average rating, 24 reviews

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

LilyRating, 5 stars3 weeks ago
Absolutely amazing stay! Our host was super responsive, flexible with check in time, and made us feel extremely welcome during our stay. It’s great location easy to get to downtown. There was plenty of space, all the beds were comfortable and they provided us with all the essentials (coffee, filters, shampoo/ body wash/ conditioner, snacks, seasonings, etc). I HIGHLY recommend this property.
Guest favorite

Home in Tampa

4.9 out of 5 average rating, 96 reviews

Luxury Home centrally located in Tampa Bay!

ParkerRating, 5 stars3 weeks ago
Wonderful property! Would highly recommend.
Guest favorite

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 stars4 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.
Superhost

Vacation home in Indian Rocks Beach

4.85 out of 5 average rating, 40 reviews

Brand new vacation rental one block from the beach

JenniferRating, 5 stars6 months ago
I mentioned the no A/C in the game room. Initially we booked this place based on the game room and sizes of beds. It was too hot in the game room (first floor garage). It ended up not being a big deal because our kids just playing cards. Everything you need for the beach is there (beach cart, umbrella, chairs, etc). I wish we would have brought our own beach towels (there were towels just more like bath towels). (Side note: washer/dryer does not dry but outside dries quickly) :) Francesca’s dad is so nice and offered to move his car for boys to play basketball (and unlock the house when they left the key inside). He offered so much advice. Really sweet man!
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 stars1 month 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
Guest favorite

Bungalow in St Petersburg

4.78 out of 5 average rating, 58 reviews

Breathtaking 3 BR House Available

LoriRating, 5 stars1 week ago
We just wrapped up an amazing month at Brett’s beautiful Florida home, and we couldn’t have asked for a better first Airbnb experience! The house was so comfortable, making us feel right at home from day one. The location was perfect—set in a quiet, walkable neighborhood that was great for taking our dog on strolls and even walking to nearby restaurants and shopping. There is easy access to bike paths, and we’re already looking forward to bringing our electric bikes next time! Brett’s communication was outstanding, which made the whole process smooth and stress-free. It truly felt like we were staying at a friend’s home. For fellow pet owners, we also highly recommend Dr. Hollands at Bay Moorings Animal Hospital, which is within walking distance if your pet ever needs a vet. Having such a great vet nearby gave us extra peace of mind during our stay. We can’t thank Brett enough for hosting us for such a great month, & we’re already counting down the days until we return in December!
Superhost

Condo in Dunedin

4.76 out of 5 average rating, 41 reviews

La Casa Del Mar 600 Star5Vacations

RiaRating, 5 stars18 months ago
One of the most responsive hosts ever! The place was great, clean, and in a good location. We would definitely recommend staying here!
Guest favorite

Home in Sarasota

5 out of 5 average rating, 6 reviews

Luxe 3BR Siesta Key Home Pool, Hot Tub, Near Beach

TammyRating, 5 stars1 month ago
We stayed over Christmas! The property was in a great location and close to many bars and restaurants. The pool and hot tub were great and there was sun , even in the winter. The house was stocked with everything we needed and the beds were comfy! We will hopefully get the opportunity to return!

Quick stats about vacation rentals in Anna Maria

  • Total rentals

    810 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    750 properties are a good fit for families

  • Pet-friendly rentals

    270 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 280 vacation rentals for guests traveling with pets.

  • Do condo rentals in Anna Maria have air conditioning?

    Absolutely! We offer over 50 condo rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.

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