Houses Longboat Key

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764 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) Kettle

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Price per night from

$287

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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: Kettle, Rental types, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$283

Walk to Siesta Beach, Heated Pool w/BBQ, Parking

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$133

AUGUST SPECIAL! 2 min. drive to Siesta Key! Very Clean!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful Place to stay” Confortable, and quick easy drive to good restaurants and most important The Beach! Although it rained the whole weekend, we were close to our family for the birthday and bridal shower celebration.

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$213

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$221

10 Minute Walk to Siesta Key Beach's, 2nd Fl, WiFi

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$136

Steps to Beach, 3 Heated Pools, 2 Level Townhome

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$229

Modern & Beautiful Siesta Key Village Condo, Pool

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$170

New Owners & Superbly Renovated, Walk to Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$161

Full Ocean Views w/Private Beach on Siesta Key!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$288

Free Activities! Walk to Beach, Bayside Complex

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$181

Lovely Villa on Siesta Key, Near Pool, Private W/D

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$163

Private Beach Access Gate, Canal & Boat Dock Views

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$163

Lovely Villa, .4 Mi Walk to Crescent Beach, Cable

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$147

Renovated Studio, Walk to Lido Beach, Heated Pool, Competitive Rates

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$186

Renovated Studio, Walk to Beach, Pool, Upscale

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$186

Private Beach, Lit Tennis/Pickle, 2 Heated Pools

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$168

Last Minute Availability. Private Beach Access, Pool, Amenities, Dock View

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Beautiful condo” Great location with beach access and walking access to great restaurants. Only downside it was listed as 2 bathrooms when there were only 1 and 1/2

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$174

Stand Alone Duplex, 5 Minute Walk to Beach, W/D

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$207

Short walk to Private Access to Beach, 2 Pools

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$188

Private Beach, Gulf Views off Balcony, Heated Pool

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$225

1st Fl End Unit, Steps to Pool, Cable/Wifi Parking

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$136

New Rental Overlooks the Docks, 2nd Floor, Private Beach Access, WiFi/Cable, Poo

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$145

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$161

Incredible Ocean Views Throughout, Private Beach

Gulf Gate Estates condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$387

Renovated Walk to Beach, 3rd Floor/Elevator, Pool

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$145

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$168

Walk to Beach, Pool, Cable, Tennis

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$154

New Lower Pricing! Villa w/Garage & Private Beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$211

Near Siesta Key Beach, WiFi, Elegant, Elevator

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$172

Water Views Overlooking a Small Private Marina

Sarasota apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$197

Harbor Tower with Beautiful Patio, Heated Pool

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$163

7 Minute Walk to Lido beach, Walk to Ritz Carlton

Sarasota condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$209

SK Beach Across the Street, WiFi, Overlooks Pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$131

Private Beach Front Complex, Steps to the Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$227

Ocean Views Private Beach WiFi Heated Pool Tennis

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$559

Walk to Beach, 1 Small Dog, Heated Pool, BBQ Area

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$136

$185 Free Activities Daily, Beach Complex, Gated, Heated Pool, Garden View

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Rental types, Shared outdoor pool (unheated), Kettle

2 of 3 filters match

Price per night from

$232

Viewing 38 of 764
rentals in Longboat Key

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