Updating...

age 0-16
1092 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

Houses Longboat Key

1,092 houses

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$157

Firethorn 830 at Midnight Cove Siesta Key

Sarasota house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$130

Relaxing 3 Bedroom/ 2 Bath Canal side Pool Home-"Dockside Delight"

Siesta Key house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$285

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$213

Home for vacation rental in sunshine Sarasota, FL

Gulf Gate Estates house

  • Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$116

Doveplum 221 at Midnight Cove Siesta Key, FL.

Sarasota house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$245

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

Anna Maria Island Beach Palms 7A

Bradenton Beach condo

  • Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$345

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$172

"Cottage by the Sea" 1 Bedroom/ 1 Bath Across From Beach!!- · 3031, 3032

Siesta Key cottage

  • Child Friendly
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$172

Shorewalk Condo Bradenton

Bradenton condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$113

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$195

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$183

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$240

Cute 2Bedroom/1Bath Cottage- Across from Siesta Key Beach Access-Cottage by Sea

Siesta Key cottage

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$194

Beach View One Bedroom& Steps from the Village!!- 178

Siesta Key villa

  • Child Friendly
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$220

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

Stunning 2 Bedroom/ 2 Bath Seashell Chateau in the Heart of Siesta Key!!

Siesta Key condo

  • Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$160

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$584

Darling 1 Bedroom/ 1 Bath with private patio and 1 block to village!!- VH Island

Siesta Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$171

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$183

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$206

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$171

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$171

Cute 2 Bed/ 2 Bath just 1 block from Siesta Key Village!!-Village House, Gulf

Siesta Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$186

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$183

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$206

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$183

ANNA MARIA ISLAND DIRECT GULF FRONT CONDO

Anna Maria condo

  • Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$206

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • Nearest beach 45 mi
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$171

Stunning 2Bed/1Bath Across the Street from Siesta Key Beach!!-Pink flamingo LTD

Siesta Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$229

Beachy One Bedroom Steps from Beach and Village!!! · 177 Casa Del Miramar

Siesta Key villa

  • Child Friendly
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$186

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • Nearest beach 1 mi
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$101

Sarasota Pinecraft Cottage 2

Sarasota cottage

  • Nearest beach 8 mi
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$172

Beautiful 2 Bedroom / 2 Bath Condo Steps From Beach with Pool Access!!!-LJ #3

Siesta Key apartment

  • Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Staffed property

1 of 2 filters match

Price per night from

$206

Viewing 38 of 1,092
rentals in Longboat Key

×

Also consider