Houses Longboat Key

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6,847 houses

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“Excellent and perfect House for vacation.” this was my first experience and was the best, perfect area, all was close in case we need to buy something. The house was full equipped for everything you need and very clean. The state park pass was excellent, with access to a perfect beach. we had a very great and fun time with the family.

Match: Rental types Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$264

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Responds fast! avg. 1 hour 55 minutes

2 of 4 match: Rental types, Sea view, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$266

Responds fast! avg. 3 hours 10 minutes

2 of 4 match: Rental types, Sea view, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$287

Aloha Oasis- Windsor Island Resort

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$320

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

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Price per night from

$436

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

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Price per night from

$476

Spacious House with Large Pool and Jacuzzi - Enjoy Sunsets in Style

Lely Resort house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$287

New Lush Villa! Top location with Pool and King Bed

Sunrise house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$315

Bayfront Getaway - Luxurious - Pool & Grill

Tampa house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Sea view

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Price per night from

$344

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 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$457

4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$166

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

Port Saint Lucie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$458

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$401

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

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$544

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$400

8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi, Baby crib and baby gear

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$516

BRAND NEW HOME - 1584TL - The Retreat at Champions Gate 5 Bedroom 5 Bathroom

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$367

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

2 of 4 match: Sea view, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$401

♥ Orlando ChampionsGate Disney Golf 8BR/5BTH(1430)

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 44 minutes

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

3 of 4 filters match

Price per night from

$373

SPACIOUS 8 BEDROOM VILLA IN A GOLF COMMUNITY

ChampionsGate house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 21

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

3 of 4 filters match

Price per night from

$361

3 of 4 match: Sea view, Rental types, Golf course on site or within 15 min walk, Staffed property

3 of 4 filters match

Price per night from

$182

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$745

Marriott Crystal Shores - Spacious 3BR Gulf Front Condo On The Beach!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$2,098

Marriott Crystal Shores - 3BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$2,098

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$955

Marriott Crystal Shores - Spacious 3BR Gulf Front Condo On The Beach!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$2,098

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

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Price per night from

$344

Marriott Crystal Shores - Spacious 2BR Condo On The Beach! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$602

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$681

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$484

Marriott Crystal Shores - Spacious 2BR Condo On The Beach! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$418

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$615

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$457

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$628

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$575

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$693

Marriott Crystal Shores - Spacious 2BR Gulf Front Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$969

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 4 filters match

Price per night from

$457

Viewing 38 of 6,847
rentals in Longboat Key

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