Beach Vacation Rentals in Longboat Key


1 - 38 of 556

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Areas near Longboat Key

1 / 12

Longboat Key Gulf-front 2 BR/2 BA, amazing views

  • 2
  • 6
  • Min stay varies

$273

Details

1 / 17

Spacious Gulf Front beach condo on Longboat Key

  • 1
  • 4
  • Min stay varies

$200

Details

1 / 23

Stunning Gulf of Mexico Sunsets VHBO # 4331915

  • 1
  • 4
  • 7 nights min

$150

Details

1 / 11

Beachfront Unit 4, Cozy Getaway for two

  • 2
  • 7 nights min

$124

Details

1 / 26

1 BEDROOM, LONGBOAT KEY, DIRECTLY ON THE BEACH(50% off 8/9 to 8/16)call first.

  • 1
  • 4
  • Min stay varies

$190

Details

1 / 20

*** OCEAN FRONT DLX STUDIO - SPECIAL FROM $99/NIGHT WEEKDAYS ***

  • Studio
  • 3
  • Min stay varies

$119

Details

1 / 7

Las Hermanas/Starfish #3 Beach front Longboat Key

  • 1
  • 4
  • 7 nights min

$162

Details

1 / 7

Las Hermanas/Starfish #2 Beachfront Longboat Key

  • 1
  • 4
  • 7 nights min

$162

Details

1 / 6

Beachfront Longboat Key Studio #1

  • 4
  • 7 nights min

$145

Details

1 / 38

Beachfront Condo on the Beautiful Gulf of Mexico

  • 2
  • 4
  • Min stay varies

$250

Details

1 / 29

Outrigger Resort unit #3

  • 3
  • 8
  • 7 nights min

$214

Details

1 / 18

Charming Beach House in Longboat Key/ pool/pet/dock

  • 3
  • 6
  • 7 nights min

$201

Details

1 / 25

Direct Bayfront Condo just Steps from the Beach!

  • 2
  • 4
  • 30 nights min

$120

Details

1 / 8

Longboat Key Retreat

  • 2
  • 4
  • Min stay varies

$140

Details

1 / 21

Gorgeous Private Home & Deep Water Dock on LONGBOAT KEY! Short walk to beach.

  • 4
  • 8
  • 30 nights min

$134

Details

1 / 9

Beautiful Beach Condo, Family Friendly, Heated Pool

  • 2
  • 6
  • 3 nights min

$177

Details

1 / 21

LaPlaya Condominium

  • 2
  • 4
  • 7 nights min

$234

Details

1 / 6

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

  • 1
  • 4
  • 7 nights min

$159

Details

1 / 12

Orchard Cottage

  • 1
  • 4
  • Min stay varies

$125

Details

1 / 23

ZILLI VILLA

  • 2
  • 10
  • 7 nights min

$341

Details

1 / 28

Luxury Condo 3 Month Min. Bay View, Gulf Access.

  • 3
  • 5
  • 90 nights min

$217

Details

1 / 12

Honeysuckle Cottage

  • 1
  • 4
  • Min stay varies

$125

Details

1 / 15

Longboat Key-Beachplace. Perfect Apt, Beach & View

  • 2
  • 4
  • Min stay varies

$186

Details

1 / 23

Oceanfront 3 bedroom Condo on Longboat Key

  • 3
  • 6
  • 30 nights min

$150

Details

1 / 21

Beautiful Condo in Tropical Setting

  • 2
  • 4
  • 30 nights min

$93

Details

1 / 10

Sunshine Cottage, Historic Longbeach Village

  • 2
  • 4
  • 7 nights min

$157

Details

1 / 22

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

  • 2
  • 6
  • 7 nights min

$290

Details

1 / 13

Beach front condo in Longboat Key

  • 1
  • 4
  • 2 nights min

$250

Details

1 / 77

Luxurious Villa with Pool, Gourmet Kitchen & WiFi!

  • 3
  • 6
  • 7 nights min

$300

Details

1 / 23

Extraordinary beauty in a quiet setting.

  • 2
  • 6
  • 30 nights min

$157

Details

1 / 14

SeaHorse Beach Resort Studio 247 Longboat Key FL

  • 1
  • 3
  • 2 nights min

$165

Details

1 / 41

Bch frnt, Lngbt Key, Promenade #505 MIN. 3MTHS

  • 2
  • 6
  • 90 nights min

$167

Details

1 / 13

Gulf of Mexico Paradise

  • 2
  • 4
  • 7 nights min

$143

Details

1 / 34

Waterfront Amazing Unobstructed Bay View

  • 2
  • 5
  • 30 nights min

$193

Details

1 / 237

Exquisite Beachfront Villa with Pool & Gulf Views!

  • 5
  • 10
  • 7 nights min

$800

Details

1 / 25

Pet Friendly Condo with Gulf Views

  • 2
  • 6
  • 2 nights min

$120

Details

1 / 20

Longboat Key Beachfront - Inn on the Beach 1-207

  • 2
  • 6
  • 7 nights min

$300

Details

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