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Houses Longboat Key

2,041 houses

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$121

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

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Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

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

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$194

Zilli Ocean Front 202 & Suite

Longboat Key condo

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

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$171

Home for vacation rental in sunshine Sarasota, FL

Gulf Gate Estates house

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

2 of 3 match: Kettle, Rental types, Staffed property

2 of 3 filters match

Price per night from

$115

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Kettle, Rental types, Staffed property

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Price per night from

$212

Beach Front Ocean Sands

Madeira Beach apartment

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

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$367

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

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Price per night from

$247

Escape Resort & Marina

Nokomis villa

  • Child Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$492

Siesta Key Inn - Sea Gem #124

Siesta Key condo

  • Nearest beach 0.09 mi
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$228

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$171

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • Nearest beach 0 mi
  • •  Child Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$184

ST.PETE BEACH GETAWAY, LOVELY STUDIO SUITE! ON THE BEACH, POOL, TENNIS, BBQ

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

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Price per night from

$169

ON THE BEACH, COZY UNIT! POOL VIEW, HOT-TUB, TENNIS, PARKING, BBQ 3

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

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Price per night from

$169

COOL UNIT WITH POOL VIEW! HOT-TUB, TENNIS, FITNESS, PARKING, BBQ 4

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$169

ON THE BEACH, GREAT POOLSIDE 1BR SUITE! HOT-TUB, TENNIS, GRILL 1

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$160

SUPER COMFY POOLSIDE 1BR SUITE! ON THE BEACH, TENNIS, PARKING, GRILL 3

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$193

VALUE DEAL! BEAUTIFUL 1BR WITH GULF VIEW! POOLS, HOT-TUB, GRILL, TENNIS, BBQ

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$183

2 POOLSIDE SUITES ON THE BEACH! HOT TUB, BAR, TENNIS, GYM & FREE PARKING

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$343

PERFECT GULF FRONT 1BR SUITE! POOLS, TENNIS, FITNESS, GRILL, PARKING 3

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$225

2 Poolside Suites ON THE BEACH! Heated Pool, Bar, Hot Tub, Tennis & Free Parking

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$343

CENTRALLY LOCATED, SUPERB 2BR/2BA, POOL,TENNIS, BBQ, CLOSE TO IMG, BEACHES

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$133

NEW LISTING, Two Comfy 2BR/2BA Apartments with Balcony, BBQ, Tennis, Parking

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$133

SUPERB 2BR/2BA, POOL, HOT TUB,TENNIS, BBQ, CLOSE TO IMG, BEACHES

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$133

NEW LISTING, Two Comfy 2BR/2BA Apartments with Balcony, BBQ, Tennis, Parking

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$265

TWO FANTASTIC 2BR/2BA FOR 10, POOL, TENNIS, BBQ, CLOSE TO ATTRACTIONS, IMG

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$265

BRADENTON GETAWAY! THREE COMFY 2BR/2BA APTS FOR 15 GUESTS! POOL, TENNIS

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$398

RARE FIND! 3 BEAUTIFUL 2BR APTS FOR 15! POOL, TENNIS, CLOSE TO ATTRACTIONS

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$398

2 COMFY 1BR APTS WITH POOL VIEW! ON THE BEACH, TENNIS, GRILL, PARKING 3

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$343

GREAT DEAL! TWO COMFY 2BR/2BA APARTMENTS, POOL, TENNIS, BBQ/CLOSE TO ATTRACTIONS

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$265

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • Nearest beach 5 mi
  • •  Air conditioning
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$99

WOW GULF FRONT 1BR APT! POOLS, HOT-TUB, GRILL, GYM, PARKING 2

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$225

NEW LISTING! Three x 2BR/2BA Apartments For 15 Guests. Close To Attractions, IMG

Bradenton apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$398

GREAT POOLSIDE 1BR SUITE! ON THE BEACH, TENNIS, PARKING, BBQ, GYM 2

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$193

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • Car not necessary
  • •  Air conditioning
  • •  Pet Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$196

VALUE DEAL! GREAT POOLSIDE KING UNIT! ON THE BEACH, HOT-TUB, TENNIS, GRILL

St. Pete Beach apartment

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$137

Siesta Key Inn - Sea Dream #223

Siesta Key condo

  • Nearest beach 0.09 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$338

Siesta Key Inn - Sea Breeze #126

Siesta Key condo

  • Nearest beach 0.09 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Kettle, Staffed property

2 of 3 filters match

Price per night from

$228

Viewing 38 of 2,041
rentals in Longboat Key

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