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1,338 beach rentals in Anna Maria with pools
“We love this house and Mark is wonderful!” The house and pool were clean with everything you need and the location was great too! Mark was very nice to deal with! I wish we could have met him personally!
Responds fast! avg. 6 minutes
Match: Swimming pool
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$340
Beautiful, well-maintained home w/private pool - walk to beach, dining, & more!
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$334
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK!
Anna Maria house
2 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$221
Waterfront and dog-friendly home with private pool, dock, views, and lanai!
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 8
Match: Swimming pool
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$277
Responds fast! avg. 1 hour 26 minutes
Match: Swimming pool
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$295
“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.
Responds fast! avg. 1 hour 17 minutes
Match: Swimming pool
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$432
Responds fast! avg. 46 minutes
Match: Swimming pool
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$400
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 19 minutes
Match: Swimming pool
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$451
Sand Castle well appointed home steps from beaches
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 46 minutes
Match: Swimming pool
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$463
“Mrs.” With three couples and three kids, this house met our needs perfectly. Great location-about three blocks from the beach, and two blocks from Pine Avenue. We didn't have to get back in the car after arriving until we left. The house was well stocked with towels, kitchenware, and even books and games for the kids. The wagon, beach buggies, beach chairs, and beach toys from the shed were all put to good use. Having a pool with three kids is a must. We enjoyed the pool area, but the pool needed some TLC. All and all it was a great vacation. We would stay at this house again!
Responds fast! avg. 1 hour 27 minutes
Match: Swimming pool
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$243
Stunning luxury beachfront house with pool and spa
Anna Maria villa
4 bedrooms / 5 bathrooms / sleeps 8
“Fabulous beach house” After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be bettered. Living on the beach meant we could be up for early morning shell hunts and then have evening strolls to the Sandbar for cocktails on the sand watching the glorious sunsets. We saw dolphins, manatees, rays and pelicans. The pool area got a lot of use - a nice shady retreat and good fun for our boys - but most of our time was spent outside. There are lots of lovey restaurants to walk to - the Waterfront, the Sandbar, the two pier restaurants - and you can walk there on the sand. Still picturing the crystal clear sea, sunny skies and white sand. Magical.
Match: Swimming pool
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$687
Beautiful cottage w/ private pool - walk to the beach, dining, and Bayfront Park
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 8
Match: Swimming pool
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$250
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
Anna Maria house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 51 minutes
Match: Swimming pool
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$256
Dog-friendly house w/ private lagoon pool - two blocks from the beach!
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 8
Match: Swimming pool
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$287
Vibrant Beach House – Private Pool and Steps to the Beach
Anna Maria house
4 bedrooms / 2 bathrooms / sleeps 8
Match: Swimming pool
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$298
Coconut Bayou - a gem with heated pool on a fantastic location in Anna Maria
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$236
Aquaville A - 2/1 beauty with private pool in the heart of Anna Maria. Pets!
Anna Maria apartment
2 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$143
Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!
Anna Maria condo
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$229
Bayside condo w/ a shared pool - close to the beach & restaurants
Anna Maria house
1 bedroom / 1 bathroom / sleeps 2
Match: Swimming pool
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$134
Spacious gulf side home with private pool and views of gulf beaches.
Anna Maria house
4 bedrooms / 4 bathrooms / sleeps 8
Match: Swimming pool
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$413
Bay-facing condo w/amazing view, shared pool & beach across street
Anna Maria house
2 bedrooms / 1 bathroom / sleeps 4
Match: Swimming pool
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$155
C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem
Anna Maria house
5 bedrooms / 4 bathrooms / sleeps 10
“Great Beach Vacation Spot” A really outstanding vacation house. The house is roomy, up-to-date in every way, and clean beyond all means. It has everything you need if you want to cook and if not you are very close to great resturants. You are a short hop to a beautiful beach. But you also have your own swimming pool and dock-bring your boats or whatever. The place was extremely clean upon arrival and was easy to find. Just a great place for a vacation.
Responds fast! avg. 1 hour 11 minutes
Match: Swimming pool
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$576
Dog-friendly home w/ private pool in quaint neighborhood
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 8 minutes
Match: Swimming pool
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$248
Coastal Cottage - NORTH END 3 bedroom, 2 bath pet friendly pool home!
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$185
Sea Pearl - on the Canal in Anna Maria with heated pool. Pet friendly!
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$240
Bayside condo w/ shared pool - across the street from the beach
Anna Maria house
1 bedroom / 1 bathroom / sleeps 2
Match: Swimming pool
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$140
Jacaranda Beach House - one minute walk to the beach! Private Pool
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$257
ANNA MARIA'S BEST LOCATION! PANORAMIC VIEW of Pool Dock & Bayou to Gulf
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 47 minutes
Match: Swimming pool
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$430
Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly
Anna Maria apartment
3 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 3 hours 32 minutes
Match: Swimming pool
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$158
Match: Swimming pool
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$203
“Great home, great location!” This home was wonderful for our two families of four. Plenty of space for everyone and the pool was perfect. The only complaint we had was the cleanliness upon arrival, there was long black hair everywhere and the overly fluffy rug in living room had food and garbage stuck in it, which the crawling infants would find each day. The rug was shedding green fuzz everywhere, rug needs to go! It also seemed there must have been pets on the sectional couch at some point, all of us had allergy symptoms when sitting on the couch, even the kids. Otherwise we were very happy with the house itself and location of property and proximity to beaches!
Match: Swimming pool
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$469
"Island Oasis" A single family North end canal home with pool
Anna Maria house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 48 minutes
Match: Swimming pool
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$383
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$429
Responds fast! avg. 59 minutes
Match: Swimming pool
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$261
Responds fast! avg. 59 minutes
Match: Swimming pool
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$271
Responds fast! avg. 59 minutes
Match: Swimming pool
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$281
Great rentals within 20 miles that match your search
Penthouse Condo At Riverstrand Golf & Country Club
Bradenton apartment
2 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$79
Match: Swimming pool
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$97