Villas Sarasota

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3,686 villas

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$279

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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$1,633

🌴 Cape Coral Vacation Home - 5 Rooms 2 Bath with Heated Pool 🌴

Cape Coral villa

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$247

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Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$229

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$258

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$187

Beautiful Country house overlooking 13.5 acres and a small lake

Saint James City cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$98

Sunset Lagoon Beach House

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$343

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$149

7 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$653

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

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$114

Spectacular Condo in Venetian Palms 2 bedroom/2 bath w/Lanai

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$98

Tropical Treasure Villa - Giant spa and steps from the beach!

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$942

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$79

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$903

Grace River Island Resort - A QUIET Tropical Island

Fort Myers house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$1,374

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

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$338

Historic Hacienda steps to Fort Myers Country Club

Fort Myers house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$332

OCEANFRONT VIEW - PRIVACY OVERLOOKING THE GULF OF MEXICO

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$206

***WINTER AND SPRING SEASON FILLING FAST!!! BOOK YOUR ESCAPE FROM THE COLD!!***

North Captiva Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$745

Exceptional waterfront home with breathtaking view.

Indian Rocks Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,260

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,030

Cozy Country House

Haines City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$92

New Home w/ King Bed + Gulf Access + Canal View/Heated Pool

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$384

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Price per night from

$573

BeachFront Condo for Rent, Fort Myers Beach, Florida

Fort Myers Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Grace River Island - A Fun Family Experience

Fort Myers house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 20

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Price per night from

$2,290

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$109

ISLAND ADVENTURE STEPS TO GULF OF MEXICO

North Captiva Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$342

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$178

Villa Terrace Breeze

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$204

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

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Price per night from

$155

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

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Price per night from

$453

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,260

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

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$252

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