Houses Longboat Key

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6,084 houses

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private indoor pool Staffed property

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Price per night from

$343

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

ChampionsGate house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$223

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 25 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 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

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$217

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$120

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$772

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$315

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

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$228

home sweet home Cheerful 5-bedroom villa

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$343

New Listing - spacious 4 bed/3 bath Pool home

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$138

Unit #218 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Private indoor pool, Staffed property

2 of 3 filters match

Price per night from

$342

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$189

28 room DisneyMansionEstate by AmericanVacationLiving

Davenport house

  • 22 bedrooms
  • 11 bathrooms
  • sleeps 40

Responds fast! avg. 3 hours 48 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$2,253

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$555

2594 Incredible Luxury New Mansion At Veranda Palms

Orlando house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$275

ChampionsGate Best Florida Vacation Home

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$217

Charming Villa w/Pool -New- Close Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$205

New Home w/ King Bed + Gulf Access + Game Room + Heated Pool

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$486

*Wonderful* 9BR Luxury close Disney

Reunion house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$389

Gorgeous Disneys Dream - 5BR/5B Townhouse with pool in Champions Gate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Private indoor pool, Staffed property

2 of 3 filters match

Price per night from

$103

Townhome with heated pool near Disney & Orlando Attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Private indoor pool, Staffed property

2 of 3 filters match

Price per night from

$315

sunset hideaway

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$172

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!

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$457

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$172

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

ChampionsGate house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$136

House near Disney

Intercession City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$229

Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988

Four Corners house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$204

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

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$185

Gorgeous 6 Bd SF Close to Disney w/ Pool * Champions Gate Resort 712

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$218

Luxury villa,south facing private pool near Disney,Netflix,wifi,bbk

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 56 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$109

Lake house with indr pool, jacuzzi and workout rm

Fort Myers Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$1,144

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$572

Stunning Resort home with private heated pool and amenities

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 47 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$149

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Staffed property, Private indoor pool

1 of 3 filters match

Price per night from

$138

The Haven Emerald Island close to Disney Parks

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 13 minutes

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$172

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$338

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$138

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Private indoor pool

2 of 3 filters match

Price per night from

$149

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rentals in Longboat Key

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