Longboat Key Vacation Rentals - HolidayHomes base64Hash Longboat Key Vacation Rentals - HolidayHomes

Longboat Key Vacation Rentals

Browse 1,242 available vacation homes and compared across 20 trusted partners

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Top-Rated Vacation rentals in Longboat Key

Book the highest-rated Longboat Key vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo Longboat Key
Charming Cabana Beach Club 8 - Your Coastal retreat Awaits!9 also available.
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Condo Longboat Key
Condo with barbeque & heated pool
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House Longboat Key
House with patio, heated pool & garden
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House Longboat Key
House with patio
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Cabin Longboat Key
Historic Longbeach Village Cottage - Private Home
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Condo Longboat Key
Luxurious Beachfront Villa with Private Pool
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Condo Longboat Key
Gulf Front Luxury - "Serenity Sunset" - Long Boat Key, FL
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House Longboat Key
Private townhome steps from the beach and right next to the pool
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Condo Longboat Key
Waterfront, Spa/Pool, Private Paradise On Longboat Key!
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Condo Longboat Key
Condo with yard & heated pool
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House Longboat Key
Vacation home with barbecue & terrace
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Condo Longboat Key
REMODELED! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!
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House Longboat Key
Longboat Key Beach House
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House Longboat Key
4-bedroom house on Longboat Key with beach only 150 yards away.
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Villa Longboat Key
New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location
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Top 15 most Recommended Vacation Rentals in Longboat Key

Discover your ideal Longboat Key vacation rental with real-time comparisons of 1,242 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Longboat Key
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with private pool | Water view

Longboat Key, Manatee County, Florida, United States
This condo in Longboat Key accommodates 4 guests and features a balcony with stunning sea views.
from $202
per night
(1)
View deal
Condo Longboat Key
Condo ∙ 4 guests ∙ 2 bedrooms

Lovely condo with private pool & sauna | Beach nearby

Longboat Key, Manatee County, Florida, United States
This 4-person condo in Longboat Key features a private pool and offers stunning waterfront views for a relaxing getaway.
from $141
per night
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Condo Longboat Key
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with terrace & heated pool | Next to the beach

Longboat Key, Manatee County, Florida, United States
This spacious 8-person condo in Longboat Key features a stunning waterfront balcony and easy beach access.
from $235
per night
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House Longboat Key
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped wonderful house with patio & barbecue | Nature view | Close to the beach

Longboat Key, Manatee County, Florida, United States
This house rental in Longboat Key accommodates 8 guests and features convenient beach access for a perfect getaway.
from $341
per night
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Resort Longboat Key
Resort ∙ 4 guests ∙ 1 bedroom

Resort with terrace & pool | Next to the beach

Longboat Key, Manatee County, Florida, United States
This resort in Longboat Key accommodates 4 guests and features beach access for a perfect getaway.
from $307
per night
(1000)
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Condo Longboat Key
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with heated pool, patio & BBQ | Nature view

Longboat Key, Manatee County, Florida, United States
This cozy condo in Longboat Key accommodates 4 and features a relaxing balcony with stunning views.
from $276
per night
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Condo Longboat Key
Condo ∙ 2 guests ∙ 1 bedroom

Condo | Next to the beach

Longboat Key, Manatee County, Florida, United States
This cozy condo in Longboat Key accommodates 2 guests and features direct beach access for a perfect getaway.
from $223
per night
(26)
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Condo Longboat Key
Condo ∙ 4 guests ∙ 1 bedroom

Condo with terrace

Longboat Key, Manatee County, Florida, United States
This condo in Longboat Key accommodates 4 guests and features a stunning oceanfront view.
from $270
per night
(19)
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Condo Longboat Key
Condo ∙ 4 guests ∙ 1 bedroom

Condo with heated pool & hot tub | Nature view

Longboat Key, Manatee County, Florida, United States
This Longboat Key condo accommodates 4 and features a beautiful balcony with stunning views of the waterfront.
from $266
per night
(14)
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