Vacation Rentals with Pool in Longboat Key


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Areas near Longboat Key

Filtering by: Swimming pool

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 / 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 / 27

Sand Cay #310 Luxurious 2/2 on the Beach, SEPT/OCT SPECIAL, $175 per night

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 20

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

  • Studio
  • 3
  • Min stay varies

$119

Details

1 / 29

637 Norton

  • 4
  • 8
  • Min stay varies

$383

Details

1 / 27

THE BEACH ON LONGBOAT KEY - 1 Bedroom Ocean Front Condo * SPECIAL AUG - SEP *

  • 1
  • 3
  • Min stay varies

$140

Details

1 / 28

Whitney Beach 145

  • 2
  • 4
  • 28 nights min

$84

Details

1 / 18

Bayfront house with water views and private pool

  • 4
  • 7
  • 7 nights min

$186

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 / 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 / 28

Beach Castle Resort 6

  • 2
  • 6
  • 3 nights min

$270

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 / 19

Longboat Key FL Seaplace 2Br 2Bth 2 Month Min Rent

  • 2
  • 4
  • Min stay varies

$68

Details

1 / 25

LBK Getaway - Tranquil Retreat, Heated Private Pool, Easy Walk to Beach, Bay

  • 3
  • 6
  • 7 nights min

$193

Details

1 / 20

2/2 with Beach/Boat dock/pool. August & September-$175 per night

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 23

ZILLI VILLA

  • 2
  • 10
  • 7 nights min

$341

Details

1 / 9

Little Gull Cottages

  • 1
  • 4
  • 7 nights min

$125

Details

1 / 28

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

  • 3
  • 5
  • 90 nights min

$217

Details

1 / 24

Lovely Tropical Longboat Town house

  • 2
  • 6
  • Min stay varies

$129

Details

1 / 11

2 Bd/2 Ba Beach Bungalow, Exclusive Longboat Key - Slps 6 ppl

  • 2
  • 6
  • 3 nights min

$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 / 16

* DIRECT OCEAN FRONT from $99/night *

  • 1
  • 4
  • Min stay varies

$135

Details

1 / 21

Beautiful Condo in Tropical Setting

  • 2
  • 4
  • 30 nights min

$93

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 / 8

GULF FRONT 2 BEDROOM 2 BATHROOM CONDO

  • 2
  • 4
  • 60 nights min

$160

Details

1 / 14

SeaHorse Beach Resort Studio 247 Longboat Key FL

  • 1
  • 3
  • 2 nights min

$165

Details

1 / 27

Townhouse with Gulf and Bay Access!

  • 3
  • 8
  • 30 nights min

$83

Details

1 / 28

Holiday Home Directly by Sea - Self Catering

  • 2
  • 6
  • 14 nights min

$144

Details

1 / 41

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

  • 2
  • 6
  • 90 nights min

$167

Details

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