Houses Longboat Key

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679 houses

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Children's pool Safe

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Price per night from

$172

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Remodeled Sunset Vistas 303N - Booking for Summer 2021, with No Cleaning Fees!

Treasure Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Safe, Rental types, Children's pool

2 of 3 filters match

Price per night from

$258

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Safe, Rental types, Children's pool

2 of 3 filters match

Price per night from

$859

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Safe, Rental types, Children's pool

2 of 3 filters match

Price per night from

$161

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Safe, Rental types, Children's pool

2 of 3 filters match

Price per night from

$172

Gulfview front house

St. Pete Beach house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$183

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Children's pool, Safe

2 of 3 filters match

Price per night from

$172

Venice Florida Luxury Beach Rental

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$251

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$237

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

2 of 3 match: Safe, Rental types, Children's pool

2 of 3 filters match

Price per night from

$476

Your Hidden Private Gem "La Playa Azul"

Gulfport condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$212

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$573

CFP! St.PeteBeach Rental for 4! 01/09-11/2017. College Football Nat'l Champs

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$573

"Lovers Den" Your Hidden Private Gem

Gulfport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$149

Renovated 1BR Haven - 2 Mins from Sunset Beach!

Treasure Island house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 3 minutes

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$205

TROPICCAL, 4 min from the beaches! Meticulously cleaned and sanitized!

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Lovely home in an awesome location!” Literally a minute's drive from the beach, this very clean and welcoming home is also convenient to great restaurants and shopping opportunities. It really is in a perfect location, especially considering the affordable price. Walking to restaurants and a rental shop is easy thanks to the sidewalk on Cortes. We even enjoyed a morning run to the beach - biking to the beach would also be a great option (3.5 mi one way.) The home might appear small at first, but we fit 6 comfortably, including 4 teenagers! The best part is the lovely décor that greets you after a long day at the beach or running around. Two thumbs up!

Responds fast! avg. 2 hours 33 minutes

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$144

Pass-A-Grille Beach House

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$218

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Safe, Children's pool

1 of 3 filters match

Price per night from

$224

5 Miles from Beach LUXURY VILLA

Englewood house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 59 minutes

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$916

Waterfront oasis w/heated pool boat dock 3br/2ba

Apollo Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$343

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$258

Beautiful Saint Petersburg Waterfront Property minutes to downtown and the beach

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$153

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$182

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$137

Siesta Key Waterfront Estate heated Pool Privacy!

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$716

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$515

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$630

SUNSET VISTA ON LONGBOAT KEY

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Children's pool, Safe

1 of 3 filters match

Price per night from

$286

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$172

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$172

Dream beach, pool/spa retreat!

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$344

The Corner Retreat

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$182

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$572

Bow-Tie Suite

Englewood house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$229

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$2,284

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$1,943

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Children's pool, Rental types, Safe

2 of 3 filters match

Price per night from

$513

Viewing 38 of 679
rentals in Longboat Key

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