Longboat Key Cottage Rentals

Top-Rated Vacation Rentals in Longboat Key, FL

Book a vacation rental in Longboat Key that has the highest visitor rating. Here are 4 of the best vacation rentals in Longboat Key.
Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!
10

Excellent

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Longboat Key
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Studio
·
Sleeps 4
·
Furnished · Kitchen · Air Conditioning ·
From
$133/night
Check availability
Property
Apartment · Studio
Amenities
Furnished
Air Conditioning
Wifi
In Unit Laundry
Swimming Pool
Package Service
Fitness Center
Dishwasher
Other spaces
Kitchen
Historic Longbeach Village Cottage - Private Home
10

Excellent

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Longboat Key
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3 br
·
Sleeps 6
·
Fireplace · Outdoor Space · In Unit Laundry ·
From
$176/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Fireplace
In Unit Laundry
Garage Parking
Furnished
Wifi
Beach
Air Conditioning
Oven
Other spaces
Kitchen
FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF April 1- April 8 2023
10

Excellent

·
Longboat Key
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3 br
·
Sleeps 8
·
On Site Laundry · Swimming Pool · Beach ·
From
$600/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Swimming Pool
Beach
Wifi
Pool
Furnished
Air Conditioning
Residents Lounge
Other spaces
Kitchen
A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.
10

Excellent

·
Longboat Key
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2 br
·
Sleeps 6
·
In Unit Laundry · Beach · Residents Lounge ·
From
$334/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Beach
Residents Lounge
Ocean
Dishwasher
Furnished
Wifi
Waterfront
Other spaces
Kitchen

Our Recommended Vacation Rentals in Longboat Key, FL

We analyzed vacation rentals in Longboat Key from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Longboat Key to help you find a deal for your next trip.
Relax and Recharge: Little Gull 1BR Cottage

No rating

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Longboat Key
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1 br
·
Sleeps 4
·
Furnished · Kitchen · Fireplace ·
From
$277/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Fireplace
Oven
Swimming Pool
Wifi
Pool
Other spaces
Kitchen
Price drop
Longboat Key Cottage Steps to Pool and Beach

No rating

·
Longboat Key
·
2 br
·
Sleeps 6
·
Furnished · Swimming Pool · Kitchen ·
From
$260/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Swimming Pool
Fireplace
Wifi
Pool
Oven
Other spaces
Kitchen
Unwind in this 1BR Gulf View Cottage

No rating

·
Longboat Key
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1 br
·
Sleeps 4
·
Pool · Oven · Swimming Pool ·
From
$200/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Oven
Swimming Pool
Fireplace
Furnished
Wifi
Other spaces
Kitchen
Seaside Charm: Little Gull 1BR Cottage

No rating

·
Longboat Key
·
1 br
·
Sleeps 4
·
Swimming Pool · Pool · Fireplace ·
From
$200/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Pool
Fireplace
Furnished
Oven
Wifi
Other spaces
Kitchen
Luxe Gulf-front estate with 3 homes, saltwater pool & private beach access

No rating

·
Longboat Key
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6 br
·
Sleeps 14
·
Pool · On Site Laundry · Balcony ·
From
$1,210/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Pool
On Site Laundry
Oven
Wifi
Swimming Pool
Assigned Parking
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
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Updated: September 26, 2023