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 Nokomis
4.92 out of 5 average rating, 24 reviews

Vacation, Sunny house 2 Mil beach .Pets welcome

AnthonyRating, 5 stars1 week ago
Very spacious and great amenities. Had everything I needed to cook full meals which is always a plus!
Guest favorite
Home in Palma Ceia
4.96 out of 5 average rating, 26 reviews

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

JeffRating, 5 stars3 weeks ago
We were in a bit of a bind when another rental we booked had a flood. These hosts were awesome and super accommodating. We were very grateful that they were able to host us at the very last moment. The house is beautiful and very easily accommodated our group of 10. Highly recommend.
Guest favorite
Home in Tampa
4.9 out of 5 average rating, 99 reviews

Luxury Home centrally located in Tampa Bay!

NathanRating, 5 stars3 weeks ago
Ray’s place is exactly as described. Conveniently located and easy to get to everywhere we wanted to go in Tampa in under 20 minutes driving. The pool table and ping pong table were awesome amenities that we very much enjoyed. Ray was able to quickly answer any questions we had and was super friendly. This Airbnb is well worth the price and I recommend it to anyone looking to stay centrally in Tampa
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 stars5 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
Home in Bradenton
5 out of 5 average rating, 3 reviews

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

TammyRating, 5 stars1 day ago
Our hosts Edward & Tatiana were outstanding hosts, in so many ways. We didn’t have any problems but did ask a few questions & they responded immediately. We would definitely go there again. My grandkids loved the toys/games in the garage while I loved the decor, pool & heated toilet seat! 😎🙌
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 stars2 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
Superhost
Home in Sarasota
4.67 out of 5 average rating, 18 reviews

Private and cozy

OleksandraRating, 5 stars1 day ago
Thank you Brenda for your kindness and understanding. You’re really beautiful person. it is very wonderful that you are so careful about the needs of your customers and help to solve certain concessions. Everything in the house was good.
Guest favorite
Bungalow in St Petersburg
4.78 out of 5 average rating, 59 reviews

Breathtaking 3 BR House Available

LoriRating, 5 stars1 month 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!

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 house rentals in Anna Maria have air conditioning?

    Absolutely! We offer over 680 house rentals with air conditioning in Anna Maria. Enjoy a tailored experience with all the comforts you desire.

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