Vacation Rentals in Longboat Key, FL

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Longboat Key, FL

Book a vacation rental in Longboat Key that has the highest visitor rating. Here are 6 of the best vacation rentals in Longboat Key.
Sea Grape Inn #3 - BEACHFRONT Property
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 6
·
Ocean · Wifi · Private Pool ·
From
$384/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Wifi
Private Pool
Dishwasher
Furnished
Waterfront
Beach
Pool
Other spaces
Kitchen
Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!Cabana #10
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 4
·
Air Conditioning · On Site Laundry · Kitchen ·
From
$230/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Air Conditioning
On Site Laundry
Beach
Swimming Pool
In Unit Laundry
Oven
Dishwasher
Wifi
Other spaces
Kitchen
Renovated and bright corner beachfront unit in well appointed popular complex!
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 4
·
Outdoor Space · Kitchen · Oven ·
From
$389/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Oven
Swimming Pool
Dishwasher
Beach
Residents Lounge
Hot Tub
Garage Parking
Ev Charging
Other spaces
Kitchen
Price drop
Tastefully decorated and spacious studio overlooking Island Lagoon.
10

Excellent

·
Longboat Key Club
·
Studio
·
Sleeps 4
·
Air Conditioning · Pool · Swimming Pool ·
From
$301/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Air Conditioning
Pool
Swimming Pool
Fitness Center
Residents Lounge
Wifi
Furnished
Oven
Other spaces
Kitchen, Balcony
Price drop
Cozy condo in Cedars East- 5 minute walk to the beach!
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 6
·
Swimming Pool · Furnished · In Unit Laundry ·
From
$207/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Swimming Pool
Furnished
In Unit Laundry
Air Conditioning
Pool
Wifi
Cedars East #507 Townhouse by RVA
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 4
·
Kitchen · Wifi · Swimming Pool ·
From
$178/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Wifi
Swimming Pool
Dishwasher
Garage Parking
Oven
Pool
Air Conditioning
Furnished
Other spaces
Kitchen, Balcony

Budget-Friendly Vacation Rentals in Longboat Key, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Longboat Key starting at $64. Use the price filter at the top of the page to search for more specific prices.
Beach Harbor Club, Sea Ya

No rating

·
Longboat Key
·
2 br
·
Sleeps 4
·
Air Conditioning · Package Service · Furnished ·
From
$64/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Air Conditioning
Package Service
Furnished
Fitness Center
Walk In Closets
In Unit Laundry
Pool
Onsite Management
Other spaces
Kitchen
WATERFRONT CONDO W/ PRIVATE BOAT DOCK, AND BEACH ACCESS!
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 2
·
Dishwasher · Furnished · Beach ·
From
$79/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Dishwasher
Furnished
Beach
Assigned Parking
In Unit Laundry
Walk In Closets
Waterfront
Oven
Other spaces
Kitchen
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
10

Excellent

·
Longboat Key
·
4 br
·
Sleeps 8
·
Beach · Furnished · Dishwasher ·
From
$85/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Beach
Furnished
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Wheelchair Accessible
Other spaces
Kitchen
Island Retreat Gulfside: Home on Longboat Key by RVA

No rating

·
Longboat Key
·
2 br
·
Sleeps 6
·
Furnished · Dishwasher · Wifi ·
From
$87/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Furnished
Dishwasher
Wifi
Air Conditioning
In Unit Laundry
A home between the beach and lush park on the bay

No rating

·
Longboat Key
·
1 br
·
Sleeps 2
·
Fitness Center · Furnished · In Unit Laundry ·
From
$95/night
Check availability
Property
House · 1 Bed · 2 baths
Amenities
Fitness Center
Furnished
In Unit Laundry
Wifi
Air Conditioning
Residents Lounge
Beach
Dishwasher
Other spaces
Kitchen
Magnificent gulf front condo with beautiful white sand beach
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 5
·
Dishwasher · Swimming Pool · Kitchen ·
From
$97/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Swimming Pool
In Unit Laundry
Walk In Closets
Wifi
On Site Laundry
Residents Lounge
Pool
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Longboat Key, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Beachfront Beauty: Open Monday Night, $110!
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 4
·
Beach · Kitchen · Residents Lounge ·
From
$110/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Residents Lounge
Ocean
Air Conditioning
Dishwasher
Wifi
In Unit Laundry
Pool
Other spaces
Kitchen, Balcony
Gulf Getaway with Porch + Direct Beach Access!
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 4
·
Beach · Swimming Pool · Dishwasher ·
From
$319/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Swimming Pool
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Oven
Pool
Other spaces
Balcony, Kitchen
4 Bedroom + den 5.5 Bathroom private Pool House In Longboat Key With Great Amenities

No rating

·
Longboat Key
·
4 br
·
Assigned Parking · Swimming Pool · Air Conditioning ·
From
$1,200/night
Min stay: 30 nights
Property
House · 4 Beds · 5 baths
Amenities
Assigned Parking
Swimming Pool
Air Conditioning
Storage
Dishwasher
Garage Parking
Elevator
Central Heat
Other spaces
Balcony, Deck
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Updated: October 2, 2023