Houses Longboat Key

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10,012 houses

Vacation Home in Exclusive Community

Cancun house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Rental types Boat available Trampoline

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Price per night from

$331

Restin in Destin

Destin house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$294

Waterfront soundside beach house, 9BR/5BA,100 ft dock, Water Toys, Indoor Slide

Pensacola Beach house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 32 minutes

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Price per night from

$916

Tides 304

Miramar Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$200

Tuscan Charm

Destin house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$588

Playing Hooky on 30a

Santa Rosa Beach house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$353

Destin Beach Club 116

Destin house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$92

Rookery3 Bllue Pelican 2 pools and Beach Access

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Boat available Trampoline

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Price per night from

$344

Rookery 3 Sandy Toes

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Boat available Trampoline

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Price per night from

$430

Rookery 3 Seahorse Cottage Just Breathe 2 pools close to beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Boat available Trampoline

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Price per night from

$430

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Boat available Trampoline

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Price per night from

$178

ZZZ's at Seagrove

Grayton Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 24 minutes

Match: Rental types Boat available Trampoline

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Price per night from

$353

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Private pet and people paradise garage Loft

Beaufort guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$172

Stunning Belize sailing on a Luxury Catamaran around wonders of Nature

Belize City yacht

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$617

Vidanta - The Grand Mayan - Luxury 1BR Suite

Playa del Carmen apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$287

Norris Lake Front! TN -Tiny Home/Glamper + Available Studio, 2 Rooms & Tents!

New Tazewell caravan/mobile home

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$102

Observation Point North #252-4

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$97

2 of 3 match: Boat available, Rental types, Trampoline

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Price per night from

$287

Rotties' Retreat

Pigeon Forge house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$223

Wearadise - Wearadise - Hot Tub / WiFi / F

Wears Valley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$193

Dream Catcher

Townsend house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$148

Peace of Paradise

Townsend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$223

Lazy Creek Retreat

Gatlinburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$148

INCREDIBLE VIP PRIVATE BEACH SANDOS PLAYACAR & CARACOL

Playacar hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Sandos Playacar is Amazing!” My family - me, my husband and two kids - just returned from an amazing week at the Sandos Playacar in Playa Del Carmen. We had such a fantastic time and LOVED Sandos. Everything was great - the food, the staff, the facilities, the entertainment and more! Sandos is a truly beautiful resort - the hacienda was spacious, clean and had all the amenities we needed. The food at the al a carte restaurants was especially good, although we enjoyed the buffet breakfasts very much. The staff bent over backwards to help us with everything. The beach section was beautiful with plenty of comfortable lounge chairs, beds and hammocks to relax in. A short walk down the beach-2 minutes- brought us to a snorkeling area that was filled with tropical fish. The evening entertainment was top notch! All of our plans were booked through Georgette Flamm who provided detailed information and assistance every step of the way. She provided tons of info about the rooms and the resort, reserved transportation from the airport and gave us other valuable tips about our visit to Sandos. She responded to all of my questions immediately - I really was impressed how easy she made it! I would absolutely recommend Georgette Flamm and Sandos to anyone!!

Responds fast! avg. 1 hour 39 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$126

The Grand Bliss , Riviera Maya

Playa del Carmen apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$573

Norris Lake Front! Gated Entry. 28 Mi to Knoxville! Custom Studio + More Spaces.

Lone Mountain apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$172

Norris Lake Front 2 Room Private Apartment + more spaces 28 Miles to Knoxville!

New Tazewell apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 15

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$144

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$979

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$413

Sundestin 1403

Miramar Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$75

Blue Fin

Santa Rosa Beach condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$152

Caribbean Dunes 102

Miramar Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$118

Mainsail 352

Miramar Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$176

Summerspell 106

Miramar Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 24 minutes

2 of 3 match: Rental types, Boat available, Trampoline

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Price per night from

$71

Above The Cove

Sevierville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

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Price per night from

$163

Amazing Sunsets

Pigeon Forge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

2 of 3 filters match

Price per night from

$267

Strollin' Bear

Gatlinburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

2 of 3 filters match

Price per night from

$223

Cypress Ridge

Townsend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Trampoline, Rental types, Boat available

2 of 3 filters match

Price per night from

$223

Viewing 38 of 10,012
rentals in Longboat Key

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