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Wireless Internet
Air conditioning
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Private pool

Heated pool
Private indoor pool
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Cot available
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Shared outdoor pool (unheated)
Shared indoor pool
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Shared outdoor pool (heated)
Cribs
Clothes dryer
Pool or snooker table
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Ceiling Fans
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Boat available
Staffed property
Private fishing lake or river
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Bicycles available
Towels provided
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Car not required
Pets allowed
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Golf course on site or within 15 min walk
Beach or lakeside relaxation
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224 apartments

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Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

Match: Golf course on site or within 15 min walk Car not required

All filters match

Price per night from

$182

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Golf course on site or within 15 min walk Car not required

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Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Golf course on site or within 15 min walk Car not required

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Price per night from

$117

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Golf course on site or within 15 min walk Car not required

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Price per night from

$149

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$631

Island Village Hideaway! Steps to Sand

Longboat Key house

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$193

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$338

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

3 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$281

Elegant HEATED POOL Home. 12 min to Beaches of Anna Maria Island. IMG Academy

Bradenton house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Mid Century Home With Private Heated Pool

Tallevast house

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$182

Stunning & Bright Sarasota Home

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$395

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 0 minutes

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$229

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$305

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$164

Anna Maria Island Beach Watch

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$251

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$232

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 31 minutes

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$345

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Car not required

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Price per night from

$148

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$431

SunWay Suites Unit 2 Plover

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$23

Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!

Longboat Key guest house

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$121

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$490

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$281

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!

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$166

Castnetter Beach Resort 2

Bradenton Beach condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$315

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$240

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$344

Beach Dreams " Sweet Dreams Villa"

Anna Maria Island villa

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$516

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Car not required

1 of 2 filters match

Price per night from

$482

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$206

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

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$230

Anna Maria Island Beach Paradise 10

Holmes Beach studio

Studio
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$228

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$436

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

1 of 2 match: Car not required, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$115