Houses Longboat Key

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6,412 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 Swing set or jungle gym

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Price per night from

$345

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8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Private indoor pool, Swing set or jungle gym

3 of 4 filters match

Price per night from

$150

A MEMORABLE PLACE TO BREAK THE ROUTINE NEAR DISNEY

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 39 minutes

3 of 4 match: Staffed property, Rental types, Private indoor pool, Swing set or jungle gym

3 of 4 filters match

Price per night from

$194

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

ChampionsGate house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$224

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 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 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$217

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$121

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$775

Babcock National Bundled Golf Home @Babcock Ranch, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 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

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$228

New Listing - spacious 4 bed/3 bath Pool home

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$138

home sweet home Cheerful 5-bedroom villa

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$344

Beautifully renovated Venetian Bay Townhouse close to Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$167

Orlando Dream Vacation Home

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$401

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$205

Unit #218 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Swing set or jungle gym, Private indoor pool, Staffed property

2 of 4 filters match

Price per night from

$342

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,148

Gibson Grove Villa

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$148

Disney pool home, great view, gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 48 minutes

3 of 4 match: Private indoor pool, Rental types, Staffed property, Swing set or jungle gym

3 of 4 filters match

Price per night from

$178

ChampionsGate Best Florida Vacation Home

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$217

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 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

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$2,260

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$557

2594 Incredible Luxury New Mansion At Veranda Palms

Orlando house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$276

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

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$488

Newly Renovated Cozy Oasis House W/ Pool

Sunrise house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$373

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

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$218

Charming Villa w/Pool -New- Close Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$205

*Wonderful* 9BR Luxury close Disney

Reunion house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 4 match: Staffed property, Swing set or jungle gym, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$390

Wyndham Bonnet Creek Resort

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful Stay!” We had a wonderful Christmas break at Wyndham Bonnet Creek. This was the best vacation rental ever! The resort is beautiful, quiet but close to everything, WDW theme parks, restaurants, shopping centers, etc. It has all the amenities you would expect. Kids loved the pools and hot tubs. The condo was very clean and spacious, with a full kitchen and a big dining table. We all enjoyed our stay. Highly recommended! Randy (the owner) was very responsive to our inquiry and questions and had everything set up for us before we arrived. Thanks!

2 of 4 match: Rental types, Private indoor pool, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$246

Star Island Resort 3BR Dec 17-19, 15 Minutes from Walt Disney World

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Private indoor pool, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$287

Family friendly townhouse near local attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 5 minutes

2 of 4 match: Rental types, Private indoor pool, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$109

Charming Townhouse ✨ 2 King Suites ✨ 10 Mins to Disney ✨ Free Parking

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Private indoor pool, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$229

H ES TP 17050 - Home in the Place at Corkscrew

Estero house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Private indoor pool, Rental types, Swing set or jungle gym

2 of 4 filters match

Price per night from

$275

BR VLA ********* - Villages on Lake Augusta at Breckenridge

Estero house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Private indoor pool, Rental types, Swing set or jungle gym

2 of 4 filters match

Price per night from

$128

ES BT 4-411 - Condo in Barletta at Bella Terra

Estero house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Private indoor pool, Rental types, Swing set or jungle gym

2 of 4 filters match

Price per night from

$190

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

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 4 match: Rental types, Swing set or jungle gym, Private indoor pool, Staffed property

2 of 4 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 4 match: Rental types, Swing set or jungle gym, Private indoor pool, Staffed property

2 of 4 filters match

Price per night from

$315

Viewing 38 of 6,412
rentals in Longboat Key

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