Houses Longboat Key

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599 houses

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Rental types Safe Staffed property Golf course on site or within 15 min walk

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Price per night from

$149

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White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Safe

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Price per night from

$631

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$436

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

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$178

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.

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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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

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$746

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

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$117

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Safe

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Price per night from

$516

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Safe

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Price per night from

$287

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Safe

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Price per night from

$305

2 of 4 match: Rental types, Safe, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$285

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

2 of 4 match: Rental types, Safe, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$114

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$287

Mid Century Home With Private Heated Pool

Tallevast house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$183

Responds fast! avg. 0 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$230

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$395

Florida Palms Heaven 2B Villa, near tennis IMG Academy & beaches

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Safe

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Price per night from

$148

Responds fast! avg. 11 minutes

2 of 4 match: Rental types, Safe, Golf course on site or within 15 min walk, Staffed property

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Price per night from

$132

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Safe, Staffed property

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Price per night from

$344

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Safe, Staffed property

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Price per night from

$2,292

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Safe

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Price per night from

$453

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Safe

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Price per night from

$148

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$231

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$253

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$194

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$230

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$1,502

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$108

Rare Castle Style Stay! Downtown

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$213

Anna Maria Island Sun's Up B

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$481

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace

Cortez house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$386

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$296

Anna Maria Island Sun's Up A

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$493

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$356

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

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Price per night from

$950

Anna Maria Island Beach Palace

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Safe, Staffed property, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$596

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

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Price per night from

$410

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Safe, Staffed property

2 of 4 filters match

Price per night from

$234

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rentals in Longboat Key

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