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Swimming pool
Wireless Internet
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Private pool

Heated pool
Private indoor pool
Balcony or terrace
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Jacuzzi or hot tub
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Cot available
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Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
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Swing set or jungle gym
Table tennis
Pool or snooker table
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Boat available
Staffed property
Private fishing lake or river
Trampoline
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Bicycles available
Towels provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Non-Smoking property
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Beach or lakeside relaxation
Walking trips
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805 beach rentals in Anna Maria Island with pools

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Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms
3 bathrooms

sleeps 6

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.

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Price per night from

$401

Blue Bayou

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

“Home away From Home” I've been staying at the Graham's condo once or twice a year for the last 9 years or more. It's always been pristine clean. Accomodations are the best. Rooms large and bright and fully equipped. Decor is so welcoming. Location is the best. Only decisions to make are beach or pool, and where to eat tonight! I consider it my "home away from home." You won't be disappointed, and the value cannot be beat. Don't hesitate to book your reservation.

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Price per night from

$172

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 22 minutes

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Price per night from

$196

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms
2 bathrooms

sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

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Price per night from

$209

Bermuda Bay Club Un09 Special discount for February price reduced last minute

Bradenton Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Excellent accomodation and locality” This is the second time we have stayed here, in different units. Everything was excellent. No fuss, and just so convenient with the trolley at the roadside and the beach a walk across the road

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$344

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

Anna Maria house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$744

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$476

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$313

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 15 minutes

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Price per night from

$458

SNOWBIRDS 25 - 40% OFF 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

Match: Swimming pool

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Price per night from

$229

Anna Maria Island Vacation Rental

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

Match: Swimming pool

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Price per night from

$166

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$287

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$458

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$344

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

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Price per night from

$455

Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

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Price per night from

$194

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$249

Lifestyle on the island

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Swimming pool

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Price per night from

$172

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$376

Come join us for your Winter Migration!!!!!!!!!!

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$103

Castnetter Beach Resort 5

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$315

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Swimming pool

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Price per night from

$430

Anna Maria Island Beach View 207

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$247

GULF COAST DESTINATION

Bradenton Beach condo

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$201

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$287

Absolute Anna Maria-Private Beach Access-Heated Pool-Water Views From Every Room

Anna Maria Island apartment

2 bedrooms
2 bathrooms

sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

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Price per night from

$345