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House vacation rentals in Anna Maria

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Popular amenities for Anna Maria house rentals

House rentals with a pool

Top guest favorite
Home in Bradenton
5 out of 5 average rating, 32 reviews

Just 5 miles to Anna Maria Island Beaches + IMG!

AddisonRating, 5 stars5 days ago
This is a wonderful house. The pool and hot tub plus the close proximity to the beach helped make it a great vacation. Highly recommend. Thank you!
Top guest favorite
Home in Anna Maria
5 out of 5 average rating, 36 reviews

Veselka - Canal front w private heated pool & dock

CarrieRating, 5 stars2 weeks ago
We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!
Top guest favorite
An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.
Home in Holmes Beach
5 out of 5 average rating, 36 reviews

Wk of 6/29 now avail at last minute SALE rate!

ChristiRating, 5 stars1 week ago
Wonderful home in Anna Maria! Very close to the beach, pool was a nice break from the sun and many beach and pool supplies! Mark was gracious and allowed us to check in earlier as well- this was a life saver with the kids and heat! Would stay again!
Guest favorite
An aerial view reveals a spacious outdoor area featuring a heated pool, lounge chairs, and a grassy play area. A vibrant mural of palm trees decorates the background, while an outdoor dining area is set with a large table beside the pool.
Home in Bradenton
5 out of 5 average rating, 6 reviews

HeatPool~Pickleball~Mini-Golf~4 Kings+Kids Suite!

CarolRating, 5 stars5 days ago
Loved our stay! The house was super clean and just like the photos — maybe even nicer in person. Everything went really smoothly, and communication with the hosts was super easy and clear. Would 100% come back!
Superhost
A sunlit pool area features a spacious rectangular pool surrounded by lounge chairs. The fenced backyard includes tropical landscaping and a deck area elevated above the pool. A walkway made of pavers leads to the poolside, creating an inviting outdoor space.
Home in Anna Maria
4.86 out of 5 average rating, 65 reviews

AMI Retreat

ColleenRating, 5 stars2 months ago
We absolutely loved staying at AMI Retreat! The pool was great and loved having in the backyard, the beach access was close by and we would highly recommend renting a golf cart to get around town. Can't wait to come back!
Top guest favorite
A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.
Home in Bradenton
5 out of 5 average rating, 38 reviews

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14

BeckyRating, 5 stars1 week ago
We had a wonderful stay at this beautiful home. This home is super clean, well styled, and spacious. The backyard oasis is amazing - very private and quiet. The location is great; the home is close to all amenities as well as the beach. Communication with the host was exceptional. Dana is super responsive and very friendly and accommodating. I highly recommend booking this home!
Top guest favorite
An aerial view showcases a private pool surrounded by lush tropical landscaping. The pool features a unique shape with gentle curves, and a sun lounger is placed nearby. The composition highlights the vibrant greens of palm trees framing the pool area.
Home in Bradenton Beach
5 out of 5 average rating, 22 reviews

Luxe! / Beach Access & Trolley/ Restaurants!

TerryRating, 5 stars2 weeks ago
This location was awesome for our family vacation. We had 8 people and we had plenty of room. The outdoor area was relaxing. It was a comfortable house for both adults and kids. The proximity to the beach is great. We really appreciated the beach chairs, toys, cooler and umbrella. Hated to leave!
Top guest favorite
A private pool area is surrounded by lush greenery and palm trees. The curved pool features clear blue water, complemented by lounge chairs and a shaded seating area. A second-story balcony offers scenic views, while a barbecue grill is positioned nearby for outdoor dining.
Home in Bradenton Beach
5 out of 5 average rating, 20 reviews

Sunset View

AlexxandraRating, 5 starstoday
The house was amazing and the beach access was right across the street and the pool was the perfect spot to relax after a day at the beach!

Weekly house rentals

Guest favorite
A spacious living area features blue leather sofas arranged around a plush blue pouf. Natural light enters through large windows, illuminating the terracotta tiled floor. A wooden staircase leads to an upper level, while a surfboard decorates the wall, adding a coastal touch to the space.
Home in Anna Maria
4.9 out of 5 average rating, 10 reviews

Bayfront Beach access with Heated Pool!

AmberRating, 5 stars1 week ago
Our time at Anna Maria Island was truly fabulous. The rental was spotless clean and exactly as described. The property itself was gorgeous with wonderful landscaping and the rental was wonderfully decorated and had so many nice touches. Amanda was very friendly and helpful and shared a wealth of information about the area and gave us great recommendations on nearby amenities. The house is just steps from the bay and was exactly what we needed to completely unwind and relax during our stay. We loved our time at this rental and plan to return! Thank you so much for everything!
Guest favorite
A covered porch features two rocking chairs with floral cushions and a small table. A grill is positioned against the wall, while a neutral rug covers the floor. Large windows offer views of the surrounding greenery, including the branches of nearby trees.
Home in Anna Maria
4.79 out of 5 average rating, 218 reviews

Charming Beach house amongst huge Banyon Trees

SalvatriceRating, 5 starstoday
Kim's place was exactly as described and seen in photos. The large yard made it easy for my dogs to feel at home. Everything we wanted to do was in walking distance or very short car ride. The beach down the street was so private and away from the larger crowds on the other side. Very nice neighborhood.
Top guest favorite
The image depicts a bright, two-story beach house with light blue siding, surrounded by palm trees and lush greenery. A white picket fence lines the front, offering a sense of privacy. The sky is clear with soft clouds, conveying a tranquil coastal atmosphere.
Home in Holmes Beach
5 out of 5 average rating, 55 reviews

Luxury Home Steps to Quiet Beach on 78th St

AndrewRating, 5 stars1 week ago
Wonderful place. Perfect for our group of 7 (4 adults, two kids and a toddler). Numerous aspects of the home that made it exceptional—lots of beach gear (umbrellas, chairs, towels, toys, wagons, coolers, etc), outdoor shower to rinse off, bikes, plus everything you need in kitchen to cook. The beach is about a three to five minute walk and is spectacular—absolutely gorgeous. There is a southbound trolley stop across the street from the home, as well. About a fifteen minute walk to the shops on Pine Ave, which we enjoyed taking each morning. Minh’s home is beautiful and nicely furnished. She was always responsive and very nice each time I reached out. We had a fantastic time at this house and on AMI and will be returning as soon as possible.
Guest favorite
A modern living area is highlighted by a comfortable sectional sofa facing a wooden coffee table. Bright pendant lighting hangs above a stylish kitchen bar with seating. Neutral tones and decorative accents enhance the relaxed ambiance of the spacious, open layout.
Home in Holmes Beach
4.97 out of 5 average rating, 62 reviews

Coastal Getaway • Pool & Spa Access

JackieRating, 5 stars1 month ago
We had a wonderful stay here! The walk to the beach was perfect and Christy had everything we needed inside and outside the home. She was very quick to respond to any questions. Beds were very comfortable, pool was amazing, and the outdoor space was very cute and private. We booked this last minute due to another condo not working out and we are so glad we did!!! 10/10 recommend staying here! You will be happy you did!
Top guest favorite
A spacious living area features exposed wooden beams and a cozy seating arrangement, including a leather couch. A large television is positioned on a wooden stand, while a dining area with a rustic table and chairs offers ample seating. Natural light floods in from the nearby windows.
Home in Bradenton
4.98 out of 5 average rating, 50 reviews

Cozy Cottage - close to Manatee River

BrianRating, 5 stars4 days ago
This cottage was cozy and beautiful. It had everything you needed and more. It was in a nice, quiet neighborhood & a close drive to the beach. We loved having access to the beach gear & the backyard had everything you could dream of. The hosts were friendly and helpful.
Guest favorite
An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.
Home in Bradenton
4.95 out of 5 average rating, 44 reviews

Stay & Play - 4 min from IMG

AngelinaRating, 5 stars4 days ago
I had a great experience staying at this Airbnb! The place was exactly as described clean, comfortable, and had everything we needed for a smooth stay. The host was amazing very friendly, responsive, and easy to communicate with.I would definitely stay here again and highly recommend it to anyone looking for a hassle free and enjoyable stay!
Top guest favorite
A sandy beach is displayed, extending toward a calm blue ocean under a clear sky. Gentle waves lap at the shore, while distant clouds create a serene backdrop. The soft texture of the sand and water's edge is clearly visible, inviting relaxation and exploration.
Home in Holmes Beach
5 out of 5 average rating, 13 reviews

3 min Walk to The Beach

PaulaRating, 5 stars2 months ago
Our stay was amazing for our family! House was very clean. Kat had all beach chairs, towels, umbrellas and beach toys for our stay. Beach is beautiful and only a couple of minutes to walk from the house. Location is close to good restaurants and ice cream! Would definitely stay here again! Kat was very responsive with any questions we had.
Guest favorite
An aerial view showcases a vibrant neighborhood with charming houses surrounded by lush greenery. The property features a distinctive design with a light green exterior and a multi-pitched metal roof, situated near the coastline under a clear blue sky.
Home in Anna Maria
4.94 out of 5 average rating, 65 reviews

Villa Rozafa

JonathanRating, 5 stars2 weeks ago
Great place, communication, and location! Would recommend

Private house rentals

Guest favorite
An inviting hot tub with vibrant blue lighting is framed by wooden beams, creating a sheltered space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush greenery and a white fence, enhancing the tranquil atmosphere.
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviews

Backyard Bliss Anna Maria Island

NancyRating, 5 stars1 month ago
We thoroughly enjoyed Backyard Bliss. It was tucked away in a little cul-de-sac with a very short walk to the beautiful beach. The house had everything we needed for inside as well as everything needed for a day at the beach. And the pool was wonderful!!
Top guest favorite
A private heated pool reflects soft sunset colors, surrounded by tropical landscaping. The spacious deck includes loungers and an outdoor dining area. A covered balcony above provides a view of the pool, while a flat-screen TV is mounted on the wall near the seating area.
Home in Holmes Beach
5 out of 5 average rating, 26 reviews

Sunkissed&Salty: Prime Location!

TravisRating, 5 stars2 months ago
The home and amenities were perfect for our week long stay on the island. It was a short walk to the beach every day and easy return back home to the pool for an afternoon swim. The home is very nice and comfortable. It’s centrally located to several great restaurants. We would definitely stay again.
An expansive covered porch features a light wood floor and is furnished with several white chairs and green accent chairs. A ceiling fan hangs overhead, and palm trees can be seen lining the street in the background, providing a relaxed outdoor environment.
Home in Anna Maria
5 out of 5 average rating, 3 reviews

The Twins: Your Perfect Budget Beach Getaway!

KarenRating, 5 stars1 month ago
We were very pleased and happy with the rental house. Fabulous location 8 house from very quiet beach access. House was well stocked and very clean. Many restaurants within easy drive. Golf cart rental from very close-by rental co. provided to us by friend was perfect for exploring the island.
Guest favorite
A spacious living area features a large sectional sofa and a coffee table, accompanied by decorative rugs. The open-plan layout connects to a dining space with wooden chairs and a well-equipped kitchen, enhancing the inviting ambiance. Natural light brightens the room from nearby windows.
Home in Anna Maria
4.82 out of 5 average rating, 11 reviews

Short stays on north end of Anna Maria Island!

StefRating, 5 stars3 weeks ago
This place was amazing. It was just what we were looking for: close to the beaches, private, with a clean pool, and easy access to restaurants - perfect for my family to recharge before the busy summer months! We will stay here again for sure!
The outdoor area features a partially covered pool with clear water, surrounded by a marble deck. Lush green plants provide a privacy screen, and a small seating area is visible under the wooden ceiling. A hammock hangs nearby, enhancing the tranquil setting.
Home in Holmes Beach
5 out of 5 average rating, 5 reviews

Walk to Ocean: Home w/ Pool in Holmes Beach

MeganRating, 5 stars2 weeks ago
This was the perfect spot for our family beach weekend! The location is right around the corner from the beach and it was fully stocked with beach essentials. The pool area was the ideal place to come back and relax. We will definitely be coming back!
Top guest favorite
Two softly curved chairs are positioned around a small white table, inviting relaxation. A light-colored throw drapes over one chair, adding texture. Large windows provide a view of the water, maximizing natural light and connection to the outdoor scenery.
Home in Holmes Beach
5 out of 5 average rating, 15 reviews

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

JodieRating, 5 stars10 months ago
The house was perfect, great location, beautifully furnished. We couldn’t have asked for more. The house included lots of thoughtful extras such as a cool box, beach cart, sun tent and chairs for the beach. There was also sports equipment to use on the nearby sport courts and fishing equipment that could be used off the deck. The house was really well equipped and everything had been thought of. The app that is set up for house is a great idea and has all the information you need for the house including recommendations for eating out. In addition Alex and James are easy to contact and are very responsive. We had a great 10 days and hope to stay again.
Guest favorite
The exterior view of the duplex presents a spacious driveway and a gravel landscape, bordered by neatly trimmed shrubs and tropical plants. A covered entryway is visible, providing access to the home. The clear sky enhances the inviting atmosphere of the property.
Home in Holmes Beach
4.9 out of 5 average rating, 20 reviews

1BR | Enclosed Yard | Deck | AC | W/D

JaneRating, 5 stars2 weeks ago
Our stay was fabulous, everything on the villa was brand new after the terrible hurricanes the previous year and we were the lucky first ones to stay there. Our hosts Allan & Kathy were beyond welcoming and friendly and so helpful in many, many ways! Location was perfect, steps to the beach and also walking distance to great bars and food. We can’t wait to return and spend more evenings sat out the back watching the geckos, thank you so much Allan & Kathy.
Guest favorite
A spacious outdoor area features a shaped pool with surrounding pavers. Lounge chairs are positioned by the pool, and a thatched roof structure provides shade. The two-story house showcases large windows and deck space, complemented by tropical vegetation in the background.
Home in Anna Maria
5 out of 5 average rating, 12 reviews

Soulshine: Dog Friendly! Pool, Dock on Canal

ArizaRating, 5 stars1 month ago
Had a great stay in this Arbnb with my family. Lots of space, enjoyed the private pool. Would certainly recommend and come back to this place.

Quick stats about house rentals in Anna Maria

  • Total rentals

    400 properties

  • Nightly prices starting at

    R1,961 ZAR before taxes and fees

  • Total number of reviews

    5.7K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    350 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Anna Maria
  6. House rentals