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1,500 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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$343
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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$332
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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$217
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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$243
Responds fast! avg. 1 hour 34 minutes
Match: Swimming pool
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$299
“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 6 minutes
Match: Swimming pool
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$430
Responds fast! avg. 45 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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$412
Sand Castle well appointed home steps from beaches
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 45 minutes
Match: Swimming pool
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$457
“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 48 minutes
Match: Swimming pool
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$241
Match: Swimming pool
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$360
Reduced rates for June 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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$826
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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$249
Match: Swimming pool
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$280
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
Anna Maria house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 4 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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$249
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$219
Match: Swimming pool
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$255
Match: Swimming pool
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$304
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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$261
Match: Swimming pool
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$280
Coconut Bayou - a gem with heated pool on a fantastic location in Anna Maria
Anna Maria house
3 bedrooms / 3 bathrooms / sleeps 6
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
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
Match: Swimming pool
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$229
Match: Swimming pool
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$304
Match: Swimming pool
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$280
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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$115
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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$411
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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$169
Match: Swimming pool
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$280
Match: Swimming pool
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$312
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.
Match: Swimming pool
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$590
Dog-friendly home w/ private pool in quaint neighborhood
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$257
Match: Swimming pool
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$1,089
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$314
Match: Swimming pool
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$773
Coastal Cottage - NORTH END 3 bedroom, 2 bath pet friendly pool home!
Anna Maria house
3 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$185
Match: Swimming pool
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$336