Vacation Rentals & House Rentals in Kiawah Island

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2,393 house rentals

Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$403

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Price per night from

$137

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Price per night from

$403

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$125

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

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Price per night from

$137

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Price per night from

$403

Seek Thrills in a Urban Condo w/ Great Value Location+Patio+Premium Resort

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$125

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

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$401

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Price per night from

$114

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$114

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

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Price per night from

$331

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Price per night from

$403

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$132

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$230

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

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Price per night from

$75

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$128

Hammond's Ferry river front Masters Rental

North Augusta townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$918

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$115

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 35 minutes

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Price per night from

$187

2 room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$456

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$540

7 Room PgaVillageResort by AmericanVacationLiving

Port Saint Lucie condo

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$884

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$187

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$458

Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$1,148

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$266

Spacious villa, South Facing Pool with Lake View close to Disney

Clermont villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$167

Lovely SPACIOUS Home Near Beach/Food/Golf/Fun/Shopping/Gym and More

Port Saint Lucie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$459

Lovely 1Bd/2bath + Bunk Room & 2 Queen Sofa Beds

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$517

Beautiful Villa. Nice house. Great pool all in one

ChampionsGate villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$229

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$402

Gorgeous Condo on Golf Course

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$172

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$545

Vacation of Champions has unparalleled luxury awaits in this 6-bedroom pool home

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$240

Moon Valley is a very spacious 6 bed/6bath pool home in the ChampionsGate Resort

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$223

Champions Luxury is a 7 bedroom pool villa in resort with club, bar/restaurant

ChampionsGate villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$247

Palm Key Villa is a large 7 bedroom villa with pool in the Emerald Island Resort

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$192

Star Lake View - 4 bedroom pool home, with pool close to Disney attractions

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Hair dryer, Golf course on site or within 15 min walk

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Price per night from

$148

Viewing 38 of 2,393
rentals in Kiawah Island

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