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Houses Longboat Key

22 houses

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Car not necessary
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Price per night from

$805

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ZILLI VILLA

Longboat Key villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Fax machine

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Price per night from

$263

Fabulous Longboat Key - A Mermaids' Oasis 4 minute walk to beach!

Longboat Key house

  • Child Friendly
  • •  Air conditioning
  • •  Pet Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$173

Beautiful Island Sanctuary Best Location in South Longboat Key!

Longboat Key house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Fax machine, Rental types

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Price per night from

$487

Charming Beach House in Longboat Key/ pool/pet/dock

Longboat Key house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.02 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Fax machine, Rental types

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Price per night from

$253

Longboat Key Retreat

Longboat Key house

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

Private Bungalow on Canal a block from Beach

Longboat Key house

  • Child Friendly
  • •  Air conditioning
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Fax machine, Rental types

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Price per night from

$201

BBB on Marbury lane-Beach, boating, BBQ!

Longboat Key house

  • Child Friendly
  • •  Pet Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Fax machine, Rental types

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Price per night from

$287

Castle in the Sky Near Beach and Tennis

Longboat Key house

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Child Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Fax machine, Rental types

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Price per night from

$228

Tropical Waterfront Home in Historic Village

Longboat Key house

  • Suitable for children age 5+
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$737

GORGEOUS gated Multi-level LONGBOAT KEY HOME with DOCK ~ Near beach & private!

Longboat Key house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.4 mi
  • •  Swimming pool
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Fax machine, Rental types

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Price per night from

$153

761 Penfield

Longboat Key house

  • Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$424

637 Norton

Longboat Key house

  • Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$622

Great rentals within 20 miles that match your search

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$345

Lovely 3 BR Home with Office & Heated Pool at Tara

Bradenton house

  • Nearest beach 20 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$144

Anna Maria Island Stunning Waterfront home

Anna Maria Island house

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Fantastic accommodations and hosts!” As others have stated, the pictures do not do this home justice! The common space is allocated in such a way that there are four different conversational areas and an office! This was a working vacation for me and I sincerely enjoyed working from the indoor office area or poolside. I cannot say enough about the attentiveness and graciousness of our hosts, the Greenfelders. From the time I spoke with Gail to make the reservation, I knew we would be instant friends. My feelings were confirmed upon meeting her in person. My husband and I enjoyed a wonderful social evening with Glen and Gail during our visit and every concern we had while staying at the house was addressed in a timely fashion to our complete satisfaction. I don't really want others to know about this home as I'd like to keep it for our own personal jewel, but I guess that wouldn't be fair...so rent this house!

Price per night from

$268

Beautiful Braden River Waterfront Retreat!

Bradenton house

  • Beach / lakeside relaxation
  • •  Nearest beach 15 mi
  • •  Swimming pool
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$151

Oceanfront Boating and Fishing, Private dock

Terra Ceia house

  • Beach / lakeside relaxation
  • •  Nearest beach 16 mi
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$183

SARASOTA : Paradise for golfers and beach lovers

Sarasota house

  • Beach / lakeside relaxation
  • •  Nearest beach 13 mi
  • •  Swimming pool
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$261

C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem

Anna Maria house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.16 mi
  • •  Swimming pool
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Great Beach Vacation Spot” A really outstanding vacation house. The house is roomy, up-to-date in every way, and clean beyond all means. It has everything you need if you want to cook and if not you are very close to great resturants. You are a short hop to a beautiful beach. But you also have your own swimming pool and dock-bring your boats or whatever. The place was extremely clean upon arrival and was easy to find. Just a great place for a vacation.

Price per night from

$430

Executive Retreat Beautifully Appointed Pool Home in desirable Heritage Harbour

Bradenton house

  • Nearest beach 25 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$110

Large Modernized Home a Short Walk to Beach

Siesta Key house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$401

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