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Longboat Key Rentals

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Longboat Key Rentals

88 rentals

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 4

$158

1 / 6

Beachfront Unit 4, Cozy Getaway for two

Longboat Key apartment

/ 1 bathroom / Sleeps 2

$119

1 / 11

Sunshine Cottage, Historic Longbeach Village

Longboat Key cottage

2 bedrooms / 2 bathrooms / Sleeps 4

$160

1 / 10

LaPlaya Condominium

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“My stay at La Playa was absolutely Perfect!” I truly enjoyed our stay here. The staff was wonderful and helpful. The weather was amazing and the views were undescribable! I can't wait to book my next stay here. I have stayed at many different plac

$234

1 / 27

Gulf of Mexico Paradise

Longboat Key apartment

2 bedrooms / 1 bathroom / Sleeps 4

$142

1 / 13

Outrigger Resort unit #3

Longboat Key apartment

3 bedrooms / 4 bathrooms / Sleeps 8

$214

1 / 29

The perfect vacation spot on Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / Sleeps 2

$128

1 / 28

** DIRECT OCEAN FRONT SPECIAL MONDAY TO FRIDAY **

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 3

$139

1 / 28

Designer Villa on canal by secluded beach

Longboat Key house

2 bedrooms / 2 bathrooms / Sleeps 4

$145

1 / 18

Florida Ocean Front Condo April 14-21, 2018 April 13-20, 2019

Longboat Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$357

1 / 12

Las Hermanas/Starfish #2 Beachfront Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 4

“Paradice on the beach” We really enjoyed our stay at Las Hermanas/ Starfish, right on the beach, nice sand and great view of the ocean and sunsets. Very clean and well appointed rooms. Good parking. Handy laundry room.

$155

1 / 7

Spacious Gulf Front beach condo on Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 4

$199

1 / 17

Longboat Key-Beachplace. Perfect Apt, Beach & View

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$230

1 / 15

55+ Community with pool and club house

Longboat Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

$70

1 / 12

Newly renovated 2/2 w/ private beach access!

Longboat Key condo

2 bedrooms / 2 bathrooms / Sleeps 5

$108

1 / 12

Las Hermanas/Starfish #3 Beach front Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 4

“Beach front relaxation!” Lovely apartment, clean and well maintained with all the facilities you could need. Nice patio area leading straight onto the beach. A short walk away from Publix - I wish our UK supermarkets were as nice as this one - and a p

$155

1 / 7

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$272

1 / 12

Waterfront 4 BR Home with Private Dock and Screened Pool!

Longboat Key house

4 bedrooms / 2 bathrooms / Sleeps 10

$399

1 / 96

Beachfront Longboat Key Studio #1

Longboat Key apartment

/ 1 bathroom / Sleeps 4

“Location! Location! Location!” The listing description and photos were accurate, this rental property is amazing. Studio #1 was tastefully decorated and very clean. We had beautiful views of the ocean from the living area. It was very spacious with pl

$124

1 / 6

Longboat Key: Dolphins & Sunsets

Longboat Key house

3 bedrooms / 4 bathrooms / Sleeps 6

$286

1 / 111

Beach Castle Resort 6

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$270

1 / 28

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$67

1 / 24

Holiday Home Directly by Sea - Self Catering

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$186

1 / 28

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$295

1 / 22

Steps to the Sand! Longboat Key 2 Bed 2 & 1/2 Bath Gulf Front Condo with Den.

Longboat Key apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$267

1 / 28

2 Bd/2 Ba Beach Bungalow, Exclusive Longboat Key (August 2018 Only)

Longboat Key townhouse

2 bedrooms / 2 bathrooms / Sleeps 6

$125

1 / 11

Beautiful Private condo on the beach

Longboat Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$285

1 / 21

Renovated Beachfront Condo with Spectacular Ocean View

Longboat Key apartment

1 bedroom / 1 bathroom / Sleeps 6

$178

1 / 28

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

Longboat Key house

3 bedrooms / 2 bathrooms / Sleeps 6

$214

1 / 18

Beachfront Condo on the Beautiful Gulf of Mexico

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Our 3rd stay at this condo!!!” This was our seventh or eighth visit to Longboat Key, the third stay at this condo. We stayed here in June 2012, over New Year's Eve, and just a few weeks ago in June. If you want cabana boys and a pool, this is not for

$300

1 / 38

Little Gull Cottages

Longboat Key cottage

1 bedroom / 1 bathroom / Sleeps 4

$125

1 / 9

Sand Cay #310 Luxurious 2/2 on the Beach

Longboat Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$185

1 / 27

Gulf Front Condo

Longboat Key condo

1 bedroom / 1 bathroom / Sleeps 4

$179

1 / 24

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

Longboat Key studio

Studio / 1 bathroom / Sleeps 3

“Ms” Nice efficiency with a beautiful ocean front view. Conveniently located between each end of the Island.

$109

1 / 17

Lovely Tropical Longboat Town house

Longboat Key townhouse

2 bedrooms / 3 bathrooms / Sleeps 6

$128

1 / 24

Private Bungalow on Canal a block from Beach

Longboat Key house

2 bedrooms / 2 bathrooms / Sleeps 4

$175

1 / 15

Beautiful Beach Condo, Family Friendly, Heated Pool

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$177

1 / 9

Whitney Beach 145

Longboat Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$84

1 / 28
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