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Longboat Key Rentals with Pools

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Longboat Key Rentals with Pools

1,817 vacation rentals

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

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$263

1 / 18

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

Longboat Key apartment

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 41 minutes

Price per night from

$229

1 / 24

Outrigger Resort unit #3

Longboat Key apartment

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$245

1 / 29

Little Gull Cottages

Longboat Key cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$144

1 / 13

Renovated Beachfront Condo with Spectacular Ocean View unit 403

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$216

1 / 28

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. 3 hours 33 minutes

Price per night from

$409

1 / 28

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$311

1 / 12

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$539

1 / 5

Beautiful Gulf Front, Newly Renovated #319 Sand Cay on Longboat Key, Sarasota

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$295

1 / 20

225* BEACH FRONT APARTMENT *

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 12 minutes

Price per night from

$159

1 / 19

1 BEDROOM DIRECTLY ON THE BEACH, CALL FOR LOWER RATES(MAY THROUGH DECEMBER)

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

$199

1 / 29

Newly renovated 2/2 w/ private beach access!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$122

1 / 12

Amazing views of the Gulf and beach from your own balcony unit 301

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$215

1 / 35

~ The Beach on Longboat Key ~ * OCEAN FRONT DLX STUDIO *

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. 2 hours 12 minutes

Price per night from

$148

1 / 28

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 47 minutes

Price per night from

$285

1 / 25

Zilli Ocean Front 101

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 47 minutes

Price per night from

$228

1 / 44

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 / 44

~ STUDIO - DIRECT BEACH FRONT CONDO ~

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 12 minutes

Price per night from

$148

1 / 22

NEW LISTING! Charming condo w/shared tennis courts & pool - steps to the beach

Longboat Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 1 minutes

Price per night from

$107

1 / 68

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$181

1 / 6

GORGEOUS gated Multi-level LONGBOAT KEY HOME with DOCK ~ Near beach & private!

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 42 minutes

Price per night from

$152

1 / 28

Florida Ocean Front Condo April 13-20, 2019

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 36 minutes

Price per night from

$413

1 / 12

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

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$95

1 / 24

Lovely Tropical Longboat Town house

Longboat Key townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$147

1 / 24

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 20 minutes

Price per night from

$298

1 / 13

Sand Cay #310 Luxurious 2/2 on the Beach, CALL FOR LOWER RATES(MAY THROUGH DEC.)

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$205

1 / 45

NEW LISTING! Quiet bayfront home w/private pool, beach, boat dock/lift, dogs OK

Longboat Key house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 1 minutes

Price per night from

$224

1 / 23

Longboat Key Cosy 1bed/1bath between white sand beach and Sarasota bay.

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$124

1 / 24

2 bedroom poolside condo steps from ocean beach and dock on bay 4-13 to 4-20

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 36 minutes

Price per night from

$297

1 / 11

Holiday Home Directly by Sea - Self Catering

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$196

1 / 28

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

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 36 minutes

Price per night from

$163

1 / 10

Awe-inspiring Views of Sarasota Bay

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$172

1 / 20

Whitney Beach 145

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$95

1 / 28

WestChester LBK 304A

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$172

1 / 38

SEAPLACE 2BR2BA condo on Longboat Key near SARASOTA !!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$77

1 / 14

GULF FRONT 2 BR 2 BATHROOM CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$192

1 / 9

Beach Paradise on the Gulf of Mexico, toes in the sand,sunsets, tennis, gym, it

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$186

1 / 51

Beautiful Island Sanctuary Best Location in South Longboat Key!

Longboat Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 15 minutes

Price per night from

$486

1 / 22
Viewing 38 of 1,817
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