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Longboat Key Rentals with Hot Tubs

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Longboat Key Rentals with Hot Tubs

374 vacation rentals

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$472

1 / 5

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$291

1 / 22

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

$132

1 / 28

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. 45 minutes

Price per night from

$218

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Short Term Rental Condo

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$129

1 / 20

Longboat Key Bayfront condo in Bay Isles

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$184

1 / 24

Beach Castle Resort 6

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$270

1 / 28

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

6 bedrooms / 6 bathrooms / sleeps 20

Price per night from

$1,100

1 / 17

Beach & Tennis Enthusists Vacation Condo

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$214

1 / 22

Great rentals within 20 miles that match your search

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 7

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really imp

Price per night from

$199

1 / 27

Bird's Nest beach vacation townhouses Gulf view

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“everything was perfect!!” Townhome clean, well equipped, lots of room, beds very comfortable, and from an enclosed private balcony wonderful sunsets. My husband and I thoroughly enjoyed our stay at the Bird's Nest. We have booked it for next year.

Responds fast! avg. 1 hour 51 minutes

Price per night from

$224

1 / 23

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$862

1 / 23

SHOREWALK VACATION VILLA

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$125

1 / 24

Sunset Terrace Beachfront 205 - Enjoy the gulf coast waters and sandy beaches!

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

1 / 25

LUX CONDOs near beautiful, sparkling Siesta Key Beach.

Gulf Gate Branch condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$69

1 / 27

Stoneybrook at Palmer Ranch condo, second floor

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 46 minutes

Price per night from

$127

1 / 17

Chic~ Pet Friendly~ Brand New Heated Pool/Spa

Holmes Beach house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$171

1 / 22

Holiday Beach Townhouses

Anna Maria Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 51 minutes

Price per night from

$224

1 / 21

Gulf and Bay Club- B608

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 58 minutes

Price per night from

$216

1 / 16

Santorini

Cortez house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 55 minutes

Price per night from

$167

1 / 9

Villa in Resort Style Community

Gulf Gate Branch villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$95

1 / 7

Bradenton Beach Club 242

Cortez condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

Price per night from

$197

1 / 26

Bahama Mama's

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 58 minutes

Price per night from

$254

1 / 24

Gulf and Bay Club- D208

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 40 minutes

Price per night from

$228

1 / 18

Gulf and Bay Club- C505

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 40 minutes

Price per night from

$288

1 / 12

Gulf and Bay Club- A302

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 58 minutes

Price per night from

$288

1 / 14

Gulf and Bay Club B107

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 58 minutes

Price per night from

$178

1 / 16

Westbay Point Moorings 274

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$139

1 / 21

Southern Comfort

Bradenton Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

Price per night from

$291

1 / 23

Haagen's Turtle Nest

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$110

1 / 28

Villa Vista Mare - Luxurious 3BD/3BA Beachfront, Heated Pool

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 42 minutes

Price per night from

$378

1 / 31

Timberwoods Vacation Villa Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 48 minutes

Price per night from

$84

1 / 18

Gorgeous Condo directly on #1 Beach in USA - #111

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$198

1 / 21

WOW!! ONLY STEPS FROM THE POOL AND BEACH IN THIS NEWLY UPDATED CONDO!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$237

1 / 17

Villa with golf course view with solar heated pool

Lakewood Ranch villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 42 minutes

Price per night from

$132

1 / 16

Spacious 2BR/2BA for 5, pool, tennis, grill, close to the beach

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$119

1 / 22

ClubHome in Heritage Oaks Golf & CC

Heritage Oaks Golf and Country Club bungalow

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$134

1 / 18

Villa Champagne- 4 BR Home on Canal, Heated Pool, w/Spa, Private Dock [Sleeps 8]

Siesta Key villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 42 minutes

Price per night from

$307

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