Houses Longboat Key

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10,007 houses

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$344

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

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Price per night from

$177

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$688

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$264

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$1,147

*9332 SH - Champions Gate Unique Luxury 7BR

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$378

172 VD - Blissful Haven: Serene Retreat

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$74

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From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 19 minutes

2 of 3 match: Rental types, Satellite TV, Trampoline

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Price per night from

$121

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 19 minutes

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Price per night from

$149

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$407

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$407

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$981

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$803

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$230

Vacation Rental Near Hard Rock Hollywood

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$402

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$660

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

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Price per night from

$205

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$653

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$172

BB W 11-201 - Wedgewood at Bonita Bay

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$330

Paradise On Lake Harris Apt #102

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Satellite TV, Trampoline

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Price per night from

$214

Paradise On Lake Harris Apt #201

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Satellite TV, Trampoline

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Price per night from

$202

Peace City!!

Palm City house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 10

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Price per night from

$1,113

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$82

BAY BEAUTY

St. Petersburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,376

King size Bed room 7

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$344

Starfish Gulf Front Two Bedroom Cottage

Madeira Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$196

Tiny House Siesta - Tiny House Amy

Siesta Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$378

New Listing! Contemporary Renovation, Spectacular Beach/Sunset Views, Free Day

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Trampoline, Satellite TV

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Price per night from

$327

Bayview Hideaway on Bonita Beach | 2-Bedrooms & 2 Full Baths | Sleeps 7

Bonita Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$339

Sunset Vibe - Cheerful 2BR - near Miami Midtown

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$230

Miami Modern Paradise NEAR Hard Rock Stadium

Miami Gardens house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$148

Fantabulous Disney Vacation Home

Reunion house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 20 minutes

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$578

Charming Disney Vacation – The Best Clubhouse

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 20 minutes

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$399

Townhouse on 5 Star Lake Berkley gated resort, close to Disney. (ref 45)

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$114

Fabulous Disney Vacation Home

Four Corners house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Responds fast! avg. 20 minutes

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$641

Gorgeous Disney Vacation Home - 6min from Disney

Reunion house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 20 minutes

2 of 3 match: Trampoline, Rental types, Satellite TV

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Price per night from

$514

Viewing 38 of 10,007
rentals in Longboat Key

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