Houses Longboat Key

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588 houses

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Shared outdoor pool (unheated) Swing set or jungle gym

All filters match

Price per night from

$287

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Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

2 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$115

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

2 of 3 filters match

Price per night from

$745

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Rental types, Swing set or jungle gym

2 of 3 filters match

Price per night from

$628

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: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$283

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: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$424

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: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$298

Near Img And Siesta Key Beach Paradise Home

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$361

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: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$163

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$217

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$192

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$184

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$102

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$178

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$114

Downtown Hideaway Close to all

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$161

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$171

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$256

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$142

Full Kitchen - Shared pool - By LoveRentals

Holmes Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$210

Bay Mariner - Gorgeous water front condo!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$99

Steps from beach! Air-conditioned - shared pool

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$109

Steps from Beach! Grill - Wifi - By LoveRentals

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$158

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$158

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$201

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$109

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$200

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$798

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Swing set or jungle gym, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$221

Responds fast! avg. 11 minutes

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$132

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$622

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$117

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$192

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Shared outdoor pool (unheated), Swing set or jungle gym

1 of 3 filters match

Price per night from

$178

2 bed Condo in peaceful Shorewalk. Close to IMG, Beaches, shops and restaurant

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$115

Casa Sea Esta Executive Studio / Condo at Sara Cay

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$92

Blue Heron Studio / Condo 2 miles from Airport!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$119

Sunset Beach 101 Beach Front Unit

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 of 3 match: Rental types, Swing set or jungle gym, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$366

Viewing 38 of 588
rentals in Longboat Key

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