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Vacations by Zumper

Key West Vacation Rentals With Oceanfront

Top-Rated Vacation Rentals in Key West, FL

Book a vacation rental in Key West that has the highest visitor rating. Here are 6 of the best vacation rentals in Key West.
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Pool · Hot Tub · Furnished ·
From
$989/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Pool
Hot Tub
Furnished
In Unit Laundry
Storage
Ceiling Fan
Swimming Pool
Central Heat
Other spaces
Kitchen, Balcony
Price drop
3/4 Time: Oceanfront, luxury home with private pool & lush landscaping
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Fitness Center · Storage · In Unit Laundry ·
From
$951/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Fitness Center
Storage
In Unit Laundry
Residents Lounge
Hot Tub
Dishwasher
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Ocean · Kitchen · Swimming Pool ·
From
$1,017/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Ocean
Swimming Pool
Furnished
Walk In Closets
In Unit Laundry
Central Heat
Waterfront
Dishwasher
Other spaces
Kitchen, Balcony
Price drop
Somewhere on the beach
10

Excellent

·
Key West
·
2 br
·
Sleeps 6
·
In Unit Laundry · Waterfront · Balcony ·
From
$687/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
In Unit Laundry
Waterfront
Ocean
Oven
Free Parking
Air Conditioning
Dishwasher
Furnished
Other spaces
Balcony, Workspace, Kitchen
Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!
10

Excellent

·
Key West
·
4 br
·
Sleeps 10
·
Ocean · High Ceilings · Swimming Pool ·
From
$1,133/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ocean
High Ceilings
Swimming Pool
Fitness Center
Dishwasher
Concierge Service
Assigned Parking
In Unit Laundry
Other spaces
Kitchen, Balcony
Key West Beach Front Studio! Found! The only private Key West-Ocean View Inn
10

Excellent

·
Key West
·
Studio
·
Sleeps 2
·
Furnished · Outdoor Space · Beach ·
From
$472/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Furnished
Beach
Fitness Center
Waterfront
Swimming Pool
Pool
Ocean
Concierge Service
Other spaces
Kitchen

Our Recommended Vacation Rentals in Key West, FL

We analyzed vacation rentals in Key West 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 Key West to help you find a deal for your next trip.
Price drop
Ocean Hideaway on the Atlantic
7

Very good

·
Key West
·
2 br
·
Sleeps 6
·
Waterfront · Fitness Center · Wifi ·
From
$514/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Waterfront
Fitness Center
Wifi
Hot Tub
Assigned Parking
Ocean
Swimming Pool
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
Price drop
The Grande Vista
7

Very good

·
Key West
·
2 br
·
Sleeps 6
·
Hot Tub · Oven · Wifi ·
From
$687/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Oven
Wifi
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Free Parking
Other spaces
Kitchen, Workspace, Balcony
Price drop
Frost Free in Cayo Hueso
9.5

Excellent

·
Key West
·
2 br
·
Sleeps 6
·
Wifi · Balcony · Waterfront ·
From
$561/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Waterfront
Oven
Dishwasher
In Unit Laundry
Assigned Parking
Ocean
Free Parking
Other spaces
Balcony, Kitchen, Workspace

Budget-Friendly Vacation Rentals in Key West, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Key West starting at $104. Use the price filter at the top of the page to search for more specific prices.
Yacht in Paradise: 5-Star Marina Resort *3 Month Minumum Rental*
10

Excellent

·
Key West
·
1 br
·
Sleeps 4
·
Residents Lounge · In Unit Laundry · Concierge Service ·
From
$104/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Residents Lounge
In Unit Laundry
Concierge Service
Pool
Fitness Center
Ocean
Furnished
Swimming Pool
Other spaces
Kitchen
Price drop
Spanish Lime Cottage by AvantStay | Old Town Key West Location | Long Stays Only

No rating

·
Key West
·
1 br
·
Sleeps 2
·
Wifi · Dishwasher · Outdoor Space ·
From
$143/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Wifi
Dishwasher
Ocean
Oven
Air Conditioning
Waterfront
Beach
In Unit Laundry
Other spaces
Kitchen
Price drop
SEA-NIC VIEW ~ 2 BR, 2 Ba Oceanfront Condo w/ Boat Slip & Shared Pool!
10

Excellent

·
Key West
·
2 br
·
Sleeps 6
·
Swimming Pool · Kitchen · Ceiling Fan ·
From
$146/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Swimming Pool
Ceiling Fan
Dishwasher
Beach
In Unit Laundry
Furnished
Oven
Pool
Other spaces
Kitchen, Workspace, Balcony
Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away
10

Excellent

·
Key West
·
2 br
·
Sleeps 6
·
Garage Parking · Air Conditioning · Hot Tub ·
From
$148/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Garage Parking
Air Conditioning
Hot Tub
Ocean
Oven
Elevator
Fitness Center
Dishwasher
Other spaces
Kitchen, Balcony
Vibrant Island retreat, Expansive private balcony, Enjoy the Coastal Breezes
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
Fitness Center · Oven · Dishwasher ·
From
$150/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Oven
Dishwasher
Wifi
In Unit Laundry
Furnished
Ocean
Air Conditioning
Other spaces
Balcony, Kitchen
Flagler's Oasis by AvantStay | Private Pool in Key West | Month Long Stays Only

No rating

·
Key West
·
2 br
·
Sleeps 4
·
Furnished · Ocean · Private Pool ·
From
$151/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Furnished
Ocean
Private Pool
Oven
In Unit Laundry
Residents Lounge
Swimming Pool
Hardwood Floor
Other spaces
Kitchen

Furnished Vacation Rentals in Key West, FL

We've collected furnished vacation rentals in Key West so you can spend more time relaxing and enjoying your trip.
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
Assigned Parking · Beach · Outdoor Space ·
From
$467/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Assigned Parking
Beach
Wifi
Concierge Service
Air Conditioning
Furnished
Fitness Center
Dishwasher
Other spaces
Balcony, Kitchen
Price drop
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
10

Excellent

·
Key West
·
2 br
·
Sleeps 4
·
Wifi · Furnished · Concierge Service ·
From
$689/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Wifi
Furnished
Concierge Service
In Unit Laundry
Oven
Pool
Fitness Center
Swimming Pool
Other spaces
Kitchen
Price drop
Charming + Circa 1889 Historic Eyebrow Home

No rating

·
Key West
·
3 br
·
Sleeps 6
·
Furnished · Air Conditioning · Fitness Center ·
From
$238/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Furnished
Air Conditioning
Fitness Center
Wifi
In Unit Laundry
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Key West.
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Updated: September 30, 2023