Houses Longboat Key

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10,001 houses

HOT Deals for Ultra COOL/4 BR/Private SPA/OzonePOOL/Ocean Views

Puerto Jimenez house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Rental types Bicycles available Private indoor pool Staffed property

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Price per night from

$527

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Beautiful Sand Dunes & Bayfront Villa 2

Bani villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$140

Beautiful Sand Dunes & Bayfront Jacuzzi Villa 1

Bani villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$140

Beautiful Sand Dunes & Bayfront Villa 3

Bani villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$140

FABULOUS LIVING at Residence GRAND LUXXE LOFT 3BR Cancun, Riviera Maya MarGan

Playa del Carmen villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 12 minutes

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$820

VILLA DORA MAE

Mammee Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$2,066

SOL E MAR

Uvita villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$448

Casa Blanca Playa Hawaii

Hawaii house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$414

Casa Playa Herradura, Garabito

Herradura house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Rental types, Bicycles available, Private indoor pool

3 of 4 filters match

Price per night from

$69

Crater Valley Cocorron

El Valle de Anton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Bicycles available, Rental types, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$1,837

Pickens Pad 13BD

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“great place” We had a great time! It is located within 5 minutes of the beach and the kids loved the pool area!

3 of 4 match: Bicycles available, Rental types, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$98

Casa AbrahamMya: Beautiful Beach house with Pool and 3 bed and 3 bath!

Tapachula house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Bicycles available, Rental types, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$236

Casa Serena: your serene terrace on the tropics

Uvita house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 1 minutes

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$81

Fishack Osa

Puerto Jimenez house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$161

La Solarium

Tulum house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$69

Grace Manor! Indoor Pool, Hot Tub, and 6 Master Suites. Views and Luxury Decor!!

Pigeon Forge house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 17

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$1,951

RED ROOSTER *HEATED POOL & HOT TUB*

Rileyville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Bicycles available, Staffed property, Rental types, Private indoor pool

2 of 4 filters match

Price per night from

$373

BEST BEACH OCEANFRONT VIEWS! 5-STAR AMENITIES! Rated #1 Travel review SPECIALS!!

Orange Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Wonderful beach condo with amazing ocean views” I stayed at Audrey and Eric's condo during Hangout Music Fest, and it was a comfortable place to sleep, eat, get work done, and enjoy the view of the ocean. Checking in and out was hassle-free, as was communicating with the owners. Definitely a great spot for anyone looking to enjoy some time on the beach.

3 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$573

Casa Sonrisa Rainforest Beach House

Cabo Matapalo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$224

Luxury Riverfront Estate

Niles house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$1,062

Surf Break at Paunch Jungle Hilltop Cabin

Isla Colon house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$115

Palmento Grove Lodge - Darangilu Cabin

Hopkins private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Rental types, Private indoor pool, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$46

Finca Macedonia A Large family/fun home with great views!

Moyogalpa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$68

Tara Estates

Rock Sound house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$263

Juntos Room Only

Ontario Village private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Rental types, Private indoor pool, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$138

Casa Oshiis Surf: Authentic Home Stay

Cocles house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$660

MY WONDERFUL HOUSE IN PUERTO MORELOS 1

Puerto Morelos house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$23

Tiny House Cabin

Poplarville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$144

Divers Hostal Cozumel

San Miguel de Cozumel house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$13

CASA BAUTISTA

Tulum Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$2,938

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Bicycles available, Private indoor pool

3 of 4 filters match

Price per night from

$150

Ye Olde Manor House Bed and Breakfast

Elkhorn house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“It's Delightful, It's Delicious, It's De-lovely!” One would think that Cole Porter wrote those lyrics after visiting Ye Olde Manor House! The owners, Karen Fulbright-Anderson and John anderson, are a delightful, warm, welcoming couple. They are so friendly and engaging that you feel at home almost as soon as you arrive. And their home reminds me of an English Country Cottage with the many comfortable seating areas and nooks and crannies expected. There is also a beautiful green lawn with several flowering beds and many lovely spots for sitting. But the piece de resistance of the public areas is the year-round indoor/outdoor pool, with a depth of no more than 5 feet, which makes it perfect for swimmers and non-swimmers (me) alike. First, and most importantly, each guest room has it's own private bath stocked with lovely smelling potions and lotions, big, soft, fluffy bath towels and anything else that you might need. Second, the rooms are lovely. I stayed in the 'Oak Room', which is filled with antique oak furniture and is perfect for one person. There is a chair for reading, a beautiful antique trunk that you can sit on use for your luggage and antique lamps, doilies and trinkets. There were two other guest rooms nearby, but I slept like a baby and never heard anyone else! The breakfast that John and Karen offer negates the need for lunch! You have a choice of Vegan, Vegetarian or the Meat and Dairy eaters breakfast, and everything they prepare is delicious! Finally, there are plenty of other things to do nearby-walking around the Lake, hiking, visiting the quaint Town of Elkhorn, attending concerts and, my favorite, antique fairs!! My long weekend at Ye Olde Manor House was so enjoyable and relaxing that it left me feeling as though I'd spent a week at a spa. Writing about it is making me feel the same way all over again. I can't wait to visit again!!!

3 of 4 match: Bicycles available, Rental types, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$2,198

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Bicycles available, Rental types, Private indoor pool, Staffed property

3 of 4 filters match

Price per night from

$345

GreenLagoon Arenal Waterfall Villas

La Fortuna de San Carlos villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

2 of 4 filters match

Price per night from

$345

Oceanside Condo with family friendly amenities!

Atlantic Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Bicycles available, Private indoor pool, Staffed property

2 of 4 filters match

Price per night from

$263

Pilon Jungle Lodge

Pavones house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$86

10 miles away ! Great 3bd 2.5 bth

Grovetown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$884

ISLAND THAT NO

Playa Samara house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Rental types, Bicycles available, Staffed property

3 of 4 filters match

Price per night from

$184

Viewing 38 of 10,001
rentals in Longboat Key

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