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Longboat Key Rentals with Pools

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1,074 apartments in Longboat Key with pools

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

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$263

Renovated Beachfront Condo with Spectacular Ocean View unit 403

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$224

~ BEACH FRONT APARTMENT ~

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$182

LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit with a private

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$414

~ OCEAN FRONT DLX STUDIO ~ SPECIAL $142/night , Feb 6-13

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 27 minutes

Match: Swimming pool

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Price per night from

$149

~ OCEAN FRONT DLX STUDIO ~ SPECIAL $142/night , Feb 6-13

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$149

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

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$224

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$522

Zilli Ocean Front 101

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 42 minutes

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Price per night from

$240

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 42 minutes

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Price per night from

$419

LaPlaya 108B-Dream views of the Gulf from your private balcony or screened lanai

Longboat Key condo

2 bedrooms / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$359

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

Match: Swimming pool

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Price per night from

$287

2 bedroom poolside condo steps from ocean beach and dock on bay

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$358

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$233

1 bedroom single story

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$261

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$311

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$414

Holiday Home Directly by Sea - Self Catering

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$222

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$414

Unit #106 Sand Cay Beach Resort Gulf View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$236

Unit #109 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #116 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$271

Unit #217 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$271

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$113

Unit #105 Sand Cay Beach Resort Gulf View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$236

Unit #111 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #307 Sand Cay Beach Resort Pool and Garden

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #311 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #206 Sand Cay Beach Resort Gulf View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$236

Unit #201 Sand Cay Beach Resort Gulf View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$236

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

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 36 minutes

Match: Swimming pool

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Price per night from

$169

Unit #113 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #101 Sand Cay Gulf View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

All filters match

Price per night from

$236

Unit #114 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #203 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

All filters match

Price per night from

$271

Unit #308 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Unit #102 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

All filters match

Price per night from

$271

Unit #310 Sand Cay Beach Resort Pool and Garden

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$215

Viewing 38 of 1,074
rentals in Longboat Key

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