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Vacation Rentals & Beach Rentals in Anna Maria Island

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13 beach rentals

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

Match: Private fishing lake or river

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Price per night from

$447

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Match: Private fishing lake or river

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Price per night from

$66

Great rentals within 20 miles that match your search

Sunrise & Sunset- Bayfront and Private Gulf Beach!

Treasure Island apartment

1 bedroom / 1 bathroom / sleeps 4

“Sunset Cove” We had a great stay. The location across from the beach was excellent. Although the pool was quite cool due to solar heat the area was nice. Mickey the grounds keeper was the best, nice, laid back and helpful.

Responds fast! avg. 36 minutes

Match: Private fishing lake or river

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Price per night from

$104

Lovely one story home on the water

Palmetto house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private fishing lake or river

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Price per night from

$327

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Private fishing lake or river

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Price per night from

$115

HAVE IT ALL, WITHOUT BREAKING THE BANK, Just available Dec.in a lovely condo

Madeira Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

“A relaxing and memorable vacation” A beautifully decorated condo 3-4 blocks from a great stretch of gulf coast beach. I'd recommend driving over if you want to bring chairs, cooler, etc. Beach parking is inexpensive. The condo itself is quiet, clean and lovely and offers a well-stocked kitchen, two good-sized bedrooms with comfortable queen beds, all linens (including beach towels), and cable TV in bedrooms and living room. Both saltwater and chlorinated pools on the premises. You can fish the Intercoastal Waterway from the yacht club piers. Great restaurants and John's Pass nearby. So much nicer than a hotel. The owner was great to work with. We hope to visit again.

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Price per night from

$116

Charming Beach House in Longboat Key/ pool/pet/dock

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private fishing lake or river

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Price per night from

$263

Beachfront Studio #1 Longboat Key

Longboat Key studio

Studio / 1 bathroom / sleeps 4

“Location! Location! Location!” The listing description and photos were accurate, this rental property is amazing. Studio #1 was tastefully decorated and very clean. We had beautiful views of the ocean from the living area. It was very spacious with plenty of room for three of us to spread out comfortably. It had lots of storage for our belongings, roomy bathroom with an extra open closet area and a wonderful kitchen area. 5 steps and your toes are in the sand and 40 more steps and you're in the water. A beautiful beach to walk, crystal clear water for swimming, the wildlife was awesome and sunsets were spectacular. James unfortunately had to come twice to let us in because we locked ourselves out, but he did so each time with a smile and friendly conversation. Right out front is an amazing wide sidewalk for bike rides to Bradenton Beach , St. Armand's Circle and to wonderful restaurants. Definitely found a great spot to settle in for a few weeks of relaxing fun in the sun. Thank you so much James and Cindy!!

Responds fast! avg. 3 hours 50 minutes

Match: Private fishing lake or river

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Price per night from

$160

Panoramic ocean views 1

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 2

“Views are like a postcard!” 180 degrees of water views, which can be seen from the living room, dining room and kitchen. The balcony is amazing for enjoying a glass of wine, watching the sunset, watching dolphins swim by ( almost every day). Great utilization of space- there is a dining set for 2, and a cozy outdoor couch as well. The entire condo is unlike anything else we have stayed in before- everything is upscale finishes, even simple things... like the silverware, or plates in the kitchen! When we first walked in, the place felt like out of the cover of a home-design magazine. Thankfully, it was not only gorgeous, but functional too ( sometimes looks and comfort don't go hand-in-hand). Bed is some kind of amazing memory foam, and I noticed all down comforters and pillows were covered with hypoallergenic covers. So very comfortable, it was hard to get out of bed! Waterside feels like some type of a resort, palm trees and greenery everywhere. The pool can't be any closer to the bay... maybe 10 feet away! Super clean, heated pool surrounded by more palm trees. The jacuzzi tub was open late ( until 10pm), so it makes for a nice relaxing soak after a day at the beach, or exploring. Thank you, this was an amazing vacation and so hard to leave!

Responds fast! avg. 2 hours 2 minutes

Match: Private fishing lake or river

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Price per night from

$212

Shorewalk Condo CK near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Relaxing Week at Shorewalk Condos!” We had a very calm and enjoyable week renting a 2-bedroom condo. We enjoyed all the amenities that it had to offer especially the hot tub given the unseasonably chillier weather we had during our stay. The closeness to shopping, seafood and other restaurants, the movies, & various beaches/keys is fantastic. Pic was taken early morning of the lagoon in the back.

Responds fast! avg. 2 hours 52 minutes

Match: Private fishing lake or river

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Price per night from

$113

Shorewalk Condo UD near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Winter vacation” Been to Bradenton many times to visit family. First vacation at Shorewalk. Great amenities and location. Will book again for another stay in the future.

Responds fast! avg. 2 hours 52 minutes

Match: Private fishing lake or river

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Price per night from

$109

Panoramic Ocean Views 2

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

Responds fast! avg. 2 hours 2 minutes

Match: Private fishing lake or river

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Price per night from

$212

Luxury condo for ultimate Florida beach getaway

Treasure Island apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 19 minutes

Match: Private fishing lake or river

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Price per night from

$200

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