Houses Longboat Key

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Mid Century Modern Canal Home, Pool, King Master

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$304

NW Bradenton Exectitive Home

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$490

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$263

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$741

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$343

Lower Pricing! Stunning Heated Pool, Lanai w/ TV

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$183

Steps to Siesta Key Beach, Pool/Spa/Tiki Bar

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$315

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$227

Large Pool Home, BBQ, YouTube TV, One Level

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$135

Great Private Pool, Heat Extra, 2.5 miles to Beach, Dog Allowed, WiFi/Cable, BB

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$130

Priced Right Near Arlington Park Outdoor Kitchen

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$185

Lower Prices! Walk to Village, Heated Saltwater Pool

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Beautiful and clean private home with pool and close to everything!” The home was in walking distance to village and beach. Beautiful and clean home with private pool. The home had everything that we could ask for. We had an outstanding time on our vacation. We will definitely return to this home again.

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$195

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$339

Pool, 2 Mi. to Beach, WiFi, Walk to Cafes, Dog OK

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$120

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$149

Responds fast! avg. 4 minutes

Match: Rental types Freezer Private outdoor pool (unheated)

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Price per night from

$248

These homes match some but not all of your filters. Clear all filters

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 59 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$999

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$2,840

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$240

Tropical Paradise

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$999

New Coastal Pool + Game Room home - sleeps 10

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$565

Updated 4/2 pool home, 5 Mins to Siesta Key

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 26 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$326

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$257

Copacabana Boaters Dream Home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$416

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$389

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$283

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$363

Beautiful home- Private getaway-Heated Pool/HotTub IMG 5 Close to Beaches

Palma Sola house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 22

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$827

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$535

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$297

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Freezer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$280

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$257

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$149

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$201

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$243

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

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Price per night from

$192

Private Saltwater Pool, 5 minutes to Bradenton Beach, Superb location near Walki

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$165

Minutes to Anna Maria Island Beaches, Bring the Boat/Jet Ski, Private Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Freezer, Rental types, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$162

Viewing 38 of 799
rentals in Longboat Key

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