Houses Longboat Key

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937 houses

Riverfront Tropical Paradise W/ Private Island-Newly Updated Listing

Braden River house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types Freezer Staffed property Wheelchair accessible

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Price per night from

$250

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Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

3 of 4 filters match

Price per night from

$343

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

3 of 4 filters match

Price per night from

$283

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

3 of 4 filters match

Price per night from

$341

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

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Price per night from

$307

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, Freezer, Staffed property, Wheelchair accessible

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Price per night from

$117

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

3 of 4 filters match

Price per night from

$109

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

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Price per night from

$177

Lovely one story home on the water

Palmetto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

3 of 4 filters match

Price per night from

$457

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

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Price per night from

$628

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

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Price per night from

$559

The Corner Retreat

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

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Price per night from

$182

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

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Price per night from

$1,940

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

3 of 4 filters match

Price per night from

$499

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, Freezer, Wheelchair accessible

3 of 4 filters match

Price per night from

$286

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

3 of 4 filters match

Price per night from

$456

Aqua Pina: 2 kings, bar area, foosball, sleep 14

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

3 of 4 filters match

Price per night from

$1,094

Unit #112 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Rental types, Freezer, Wheelchair accessible

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Price per night from

$276

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$270

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$296

Unit #207 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #113 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #107 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #116 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$341

Unit #311 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #118 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$341

Unit #309 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #217 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$341

Unit #206 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$304

Unit #106 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$304

Unit #315 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$304

Unit #310 Sand Cay Beach Resort Pool and Garden

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #114 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #109 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Unit #216 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$341

Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$304

Unit #314 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Freezer, Staffed property, Wheelchair accessible

2 of 4 filters match

Price per night from

$277

Viewing 38 of 937
rentals in Longboat Key

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