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Vacations by Zumper

Longboat Key Vacation Rentals With Beach

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.
Price drop
Wonderful Studio Steps from the Gulf in Longboat Key
10

Excellent

·
Longboat Key
·
Studio
·
Sleeps 4
·
Beach · Kitchen · Wifi ·
From
$150/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Beach
Wifi
Pool
Air Conditioning
Oven
Swimming Pool
On Site Laundry
Furnished
Other spaces
Kitchen, Balcony
Cedars East #503- Townhome with many amenities on beautiful Longboat Key!
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 4
·
On Site Laundry · Assigned Parking · Wifi ·
From
$150/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
On Site Laundry
Assigned Parking
Wifi
Fitness Center
Pool
Furnished
Swimming Pool
Oven
Other spaces
Balcony, Kitchen, Workspace
Price drop
Last minute CANCEL SEPT 23-Oct 7 ON SALE Rare 5th-floor Penthouse1
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 6
·
Beach · Elevator · Swimming Pool ·
From
$282/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Elevator
Swimming Pool
Waterfront
On Site Laundry
Pool
Wheelchair Accessible
Ocean
Other spaces
Balcony, Kitchen
Price drop
Beachfront Villa on Serene Gulf of Mexico - No Hurricane Idalia Damage
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 6
·
Waterfront · Furnished · On Site Laundry ·
From
$390/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Waterfront
Furnished
On Site Laundry
Residents Lounge
Fireplace
Fitness Center
Beach
Swimming Pool
Other spaces
Kitchen, Balcony
Price drop
1 week on sale Only Home like it on Barrier Islands
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 8
·
Ski In Ski Out · Wifi · Dishwasher ·
From
$387/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ski In Ski Out
Wifi
Dishwasher
Fitness Center
Hot Tub
Swimming Pool
On Site Laundry
Oven
Other spaces
Workspace, Kitchen
Direct walk out 50 from sand Private Island
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 6
·
Wifi · Air Conditioning · Waterfront ·
From
$302/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Waterfront
Pool
Beach
Residents Lounge
Oven
On Site Laundry
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.
Famous Sunset Views from this Studio Unit

No rating

·
Longboat Key
·
Studio
·
Sleeps 4
·
Wifi · Pool · Balcony ·
From
$176/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Wifi
Pool
Swimming Pool
Furnished
Air Conditioning
Beach
Oven
On Site Laundry
Other spaces
Balcony, Kitchen
Seaside Bliss: 2BR Longboat Key

No rating

·
Longboat Key
·
2 br
·
Sleeps 6
·
Beach · Wifi · Furnished ·
From
$238/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Beach
Wifi
Furnished
On Site Laundry
Swimming Pool
Air Conditioning
Oven
Pool
Other spaces
Balcony, Kitchen
Price drop
Beach Haven: 2BR Condo

No rating

·
Longboat Key
·
2 br
·
Sleeps 6
·
Kitchen · Furnished · Balcony ·
From
$142/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
On Site Laundry
Pool
Beach
Air Conditioning
Swimming Pool
Oven
Wifi
Other spaces
Kitchen, Balcony
Price drop
Appealing 2 BR Condo in Longboat Key

No rating

·
Longboat Key
·
2 br
·
Furnished · Outdoor Space · Oven ·
From
$242/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
Oven
Swimming Pool
On Site Laundry
Pool
Wifi
Air Conditioning
Beach
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 $79. Use the price filter at the top of the page to search for more specific prices.
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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
Price drop
Beachfront Condo with a Beautiful, Renovated Kitchen, Shared Pool, & Tennis!
4

Good

·
Longboat Key
·
1 br
·
Sleeps 2
·
Ocean · Pool · Free Parking ·
From
$85/night
Check availability
Property
Condo · 1 Bed · 2 baths
Amenities
Ocean
Pool
Free Parking
Furnished
Swimming Pool
Concierge Service
Waterfront
In Unit Laundry
Other spaces
Kitchen
Price drop
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
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
Price drop
Beachplace 3-102 Condo by RVA
10

Excellent

·
Longboat Key
·
2 br
·
Sleeps 4
·
Dishwasher · Ski In Ski Out · Air Conditioning ·
From
$99/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Ski In Ski Out
Air Conditioning
Furnished
Pool
In Unit Laundry
Wifi
Beach
Other spaces
Kitchen, Balcony

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.
Gulf Getaway with Porch + Direct Beach Access!
10

Excellent

·
Longboat Key
·
1 br
·
Sleeps 4
·
Swimming Pool · Dishwasher · Air Conditioning ·
From
$369/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Swimming Pool
Dishwasher
Air Conditioning
Central Heat
Wifi
Beach
Pool
Oven
Other spaces
Balcony, Kitchen
Gulf Getaway with Porch + Direct Beach Access!
9.5

Excellent

·
Longboat Key
·
1 br
·
Sleeps 4
·
Oven · Dishwasher · Garden ·
From
$135/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Oven
Dishwasher
Pool
Wifi
Microwave
Swimming Pool
Air Conditioning
Central Heat
Other spaces
Garden, Kitchen
Longboat Key Resort Escape - Walk to the Beach!
8.7

Very good

·
Longboat Key
·
1 br
·
Sleeps 4
·
Assigned Parking · Toiletries · Oven ·
From
$125/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Toiletries
Oven
Wifi
Cable
Microwave
Tv
Pool
Other spaces
Kitchen, Balcony, Garden

Pet-Friendly Vacation Rentals in Longboat Key, FL

Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Longboat Key. Read the details of each rental more closely for specific pet policies.
Price drop
Bermuda-esque Island Guest House! Steps to the Sand!

No rating

·
Longboat Key
·
1 br
·
Sleeps 2
·
Kitchen · Wifi · Assigned Parking ·
From
$110/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Wifi
Assigned Parking
Fitness Center
Air Conditioning
On Site Laundry
Dishwasher
Furnished
Beach
Other spaces
Kitchen, Workspace
Canal Front Home - 5 min walk to beach
10

Excellent

·
Longboat Key
·
4 br
·
Sleeps 10
·
Private Pool · Oven · Air Conditioning ·
From
$445/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Oven
Air Conditioning
Beach
Pool
Furnished
On Site Laundry
Swimming Pool
Other spaces
Workspace, Kitchen
DOG FRIENDLY and PERFECT LBK LOCATION
10

Excellent

·
Longboat Key
·
3 br
·
Sleeps 6
·
Workspace · On Site Laundry · Furnished ·
From
$490/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Furnished
Oven
Swimming Pool
Residents Lounge
Air Conditioning
Pool
Wifi
Other spaces
Workspace, Kitchen, Balcony
Expand your search criteria to see more vacation rentals near Longboat Key.
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Updated: September 22, 2023