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Longboat Key Rentals with Pools

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Longboat Key Rentals with Pools

1,738 vacation rentals

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

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

1 / 18

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

Responds fast! avg. 2 hours 56 minutes

Price per night from

$267

1 / 28

Outrigger Resort unit #3

Longboat Key apartment

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$214

1 / 29

** DIRECT OCEAN FRONT SPECIAL MONDAY TO FRIDAY **

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 6 minutes

Price per night from

$159

1 / 29

Renovated Beachfront Condo with Spectacular Ocean View

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$178

1 / 28

Spacious Gulf Front beach condo on Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$197

1 / 17

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$340

1 / 25

Beautiful Private condo on the beach

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$200

1 / 21

Longboat Key: Dolphins & Sunsets

Longboat Key house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 43 minutes

Price per night from

$286

1 / 111

Zilli Ocean Front 101

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$175

1 / 44

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$272

1 / 12

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

Longboat Key studio

Studio / 1 bathroom / sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

Responds fast! avg. 3 hours 6 minutes

Price per night from

$109

1 / 27

Little Gull Cottages

Longboat Key cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$125

1 / 13

Longboat Key Estates

Longboat Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 24

Gulf of Mexico Paradise

Longboat Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$142

1 / 13

Longboat Key Condo w/ Pool Access- Walk to Bay!

Longboat Key apartment

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 7 minutes

Price per night from

$185

1 / 24

Florida Ocean Front Condo April 13-20, 2019

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$430

1 / 12

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$514

1 / 5

Beautiful Gulf Front Apartment #319 at Sand Cay on Longboat Key

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$245

1 / 15

LUXURIOUS 1 BEDROOM ON THE BEACH , $150.00 PER NIGHT. RED TIDE IS GONE!

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

“beautiful condo & wonderful stay” My wife & I just returned from a 4 night stay at this property in Longboat Key and had a wonderful vacation. The condo is beautifully and tastefully decorated, making us feel at home immediately. Everything we needed

Price per night from

$149

1 / 29

Country Club Shores

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$133

1 / 21

Amazing views of the Gulf and beach from your own balcony

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$178

1 / 35

Holiday Home Directly by Sea - Self Catering

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$186

1 / 28

Gorgeous Multi-level Private Home LONGBOAT KEY w/elevator. Short walk to beach!

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 41 minutes

Price per night from

$133

1 / 28

Lovely Tropical Longboat Town house

Longboat Key townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$128

1 / 24

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$158

1 / 6

637 Norton

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$400

1 / 71

Beach Castle Resort 6

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$270

1 / 28

AVAILABLE NOW! 2/1.5 LONGBOAT KEY! PRIVATE BEACH ACCESS! 2 LARGE POOLS!

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$83

1 / 18

Privateer North-Longboat Key

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$133

1 / 27

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$67

1 / 24

L'Ambiance in Longboat Key

Longboat Key apartment

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$600

1 / 28

~OCEAN FRONT SPECIAL ~ Please inquire about special rates

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 6 minutes

Price per night from

$167

1 / 16

GULF FRONT 2 BR 2 BATHROOM CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$167

1 / 9

WestChester LBK 304A

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 38

Country Club Shores

Longboat Key house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$500

1 / 24

Gulf Breezes, Soft Sand! Your Place on the beach!

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Brillant” This was the best place I ever stayed in - it was just on the beech and even though the water was chilly the pool is heated- the grounds are a delight for plant lovers , and included an orchid garden- the staff are top class - always there

Price per night from

$208

1 / 53

1 bedroom single story family friendly resort April 6-13, 2019

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$186

1 / 10
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