Vacation Rentals & Beach Rentals in Siesta Key

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3,043 beach rentals

3Bd Sleeps10 w/ Pool & Close to Disney *Festival 282

ChampionsGate house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$137

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$339

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$402

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$149

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$230

Luxurious Family-Friendly 5 Bd 12 Guests w/ Screened Pool & Close to Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$185

1090 Cozy Family Home up to 9 & Pool BBQ - Near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$115

6024 11 bedroom luxury villa close to Disney

ChampionsGate villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 28

Responds fast! avg. 1 hour 26 minutes

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$402

(2555) PRETTY AND COZY TOWNHOME NEAR DISNEY!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 15 minutes

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$137

Stunning 4Bd w/ Pool Close to Disney * Storey Lake 2881

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$175

Upscale Disney Gem ~ Heated Pool ~ Game & Movie Room ~ EV

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$218

8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi, Baby crib and baby gear

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$516

Gorgeous 2Bd Apto Close to Disney * Storey Lake ********

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private indoor pool Private outdoor pool (unheated)

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Price per night from

$133

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ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$138

Westgate Lakes Resort and SPA

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$492

4 bedroom 2 bath near all theme parks and near champion gate are

ChampionsGate house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$224

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$278

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$326

Solterra Resort Fantastic Game Room Villa near Dis

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$264

Windsor Hills Villa w/ themed bedrooms 2mi to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$307

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$172

EPM at Orlando Vacation Home

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 6 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$217

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$201

Amazing Storey Lake Resort home, private pool, Grill, WIFI, 10 min Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$229

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$774

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$104

Renovated house in resort near Disney

Orlando villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$190

PARADISE PALMS RESORT SALT WATER POOL VILLA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$278

New Listing - spacious 4 bed/3 bath Pool home

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$115

home sweet home Cheerful 5-bedroom villa

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$344

Windsor Hill Villa 2 miles To Disney A/C Game Room.

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$305

Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$144

ChampionsGate Best Florida Vacation Home

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$217

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$190

28 room DisneyMansionEstate by AmericanVacationLiving

Davenport house

  • 22 bedrooms
  • 11 bathrooms
  • sleeps 40

Responds fast! avg. 3 hours 48 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$2,259

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$556

Charming Villa w/Pool -New- Close Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$206

Newly Renovated Cozy Oasis House W/ Pool

Sunrise house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$373

Viewing 38 of 3,043
rentals in Siesta Key

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