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4,615 villas

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The Ultimate Florida Vacation

Poinciana villa

3 bedrooms
2 bathrooms

sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

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Price per night from

$110

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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$274

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

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$509

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$251

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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$274

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

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$308

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$802

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$331

Sun and Sea: By Beachside Management

Siesta Key villa

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$286

Valencia

Davenport villa

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$184

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$201

King size Bed room 7

St. Petersburg house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$344

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$281

Amazing Condo and Breathtaking Views!

Indian Rocks Beach condo

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$602

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

Longboat Key guest house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$121

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$344

KCsByTheSea- Cayo Costa Island Studio, Private Beachfront Pristine Barrier Isle

Cayo Costa studio

Studio
1 bathroom

sleeps 3

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Price per night from

$295

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$344

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

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$482

Castnetter Beach Resort 2

Bradenton Beach condo

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$315

Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

2 bedrooms
2 bathrooms

sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$172

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

3 bedrooms
4 bathrooms

sleeps 7

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Price per night from

$596

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...

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Price per night from

$430

Sea Breeze Pavilion at the Avalon

Clearwater apartment

1 bedroom
1 bathroom

sleeps 2

“Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to everything. Highly recommend to anyone who wants a stay to remember.

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Price per night from

$95

X Alice's Beach Bungalows 2 bdrm 500' to Beach!

Treasure Island house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$373

REDUCED FOR APRIL!

Madeira Beach condo

2 bedrooms
1 bathroom

sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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Price per night from

$171