Houses Longboat Key

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6,779 houses

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

Lely Resort house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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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

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

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Price per night from

$315

⚜Indulge in Sunshine Bliss! Luxurious 7-BD Pool Home Awaits Your Escape!⚜

ChampionsGate house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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

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Price per night from

$384

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

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Price per night from

$338

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

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$544

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$304

Responds fast! avg. 1 hour 55 minutes

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

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Price per night from

$320

DISNEY area Vacation Home at Regal Palms sleeps 9 w/Free WIFI

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Great place!” Loved the area, away from the traffic, very pleasant. Will stay again. Family enjoyed it. Great way to separate older kids.

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

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Price per night from

$217

Westgate vacation villa

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$408

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$340

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

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Price per night from

$3,951

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: Fireplace, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$401

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$400

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: Fireplace, 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: Fireplace, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$166

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: Fireplace, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$367

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: Fireplace, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$458

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: Fireplace, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$516

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$401

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

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Price per night from

$182

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

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 40 minutes

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

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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: Fireplace, Rental types, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$361

Waterfront Paradise in Destination Hudson, FL

Hudson house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

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

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Price per night from

$178

Beautiful and Peaceful Three Bedroom Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$205

Entire home in Davenport, Florida

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 1 hour 26 minutes

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

3 of 4 filters match

Price per night from

$287

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$161

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, Fireplace, Staffed property

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Price per night from

$745

Florida Waterfront Seasonal Rental

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$144

Cozy ,Bright townhome on the Golf Course

Suntree house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$144

NAPLES PELICAN BAY HOME

Pelican Bay house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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

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Price per night from

$1,145

Mini Golf Lakeland Fun House

Lakeland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$331

Fine and fancy free

Orlando villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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

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Price per night from

$915

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

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

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Price per night from

$281

Tampa Bay- Large heated Pool home

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$315

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$338

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

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$652

Viewing 38 of 6,779
rentals in Longboat Key

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