Vacation Rentals in Key West, FL

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.
Price drop
The Coral Cove
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Concierge Service · On Site Laundry · Air Conditioning ·
From
$294/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Concierge Service
On Site Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
Price drop
Seagrass Suite
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Wifi · On Site Laundry · Swimming Pool ·
From
$283/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
On Site Laundry
Swimming Pool
Furnished
Air Conditioning
Concierge Service
Oven
Other spaces
Kitchen, Balcony
Price drop
Deluxe King with Balcony by Brightwild- at James House with Parking!
8.8

Very good

·
Key West
·
1 br
·
Sleeps 3
·
Kitchen · Swimming Pool · Furnished ·
From
$459/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Furnished
Air Conditioning
Pool
Assigned Parking
Wifi
Other spaces
Kitchen
Price drop
King Suite Balcony by Brightwild- at James House
8.6

Very good

·
Key West
·
1 br
·
Sleeps 4
·
Wifi · Furnished · Air Conditioning ·
From
$479/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Furnished
Air Conditioning
Assigned Parking
Other spaces
Kitchen
Price drop
Marc Chagall by Brightwild- Heated pool at Galleria #14
8

Very good

·
Key West
·
1 br
·
Sleeps 2
·
Pool · Assigned Parking · Wifi ·
From
$409/night
Check availability
Property
Apartment · 1 Bed
Amenities
Pool
Assigned Parking
Wifi
Swimming Pool
Air Conditioning
Furnished
Other spaces
Kitchen
Price drop
King Suite at Curry Mansion with Heated Pool by Brightwild!
8

Very good

·
Key West
·
1 br
·
Sleeps 4
·
Furnished · Air Conditioning · Kitchen ·
From
$459/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Air Conditioning
Assigned Parking
Swimming Pool
Pool
Wifi
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
NEW VanGogh Studio by Brightwild- Pool & Balconies
6.5

Good

·
Key West
·
1 br
·
Sleeps 2
·
Kitchen · Pool · Air Conditioning ·
From
$409/night
Check availability
Property
Apartment · 1 Bed
Amenities
Pool
Air Conditioning
Swimming Pool
Wifi
Furnished
Assigned Parking
Other spaces
Kitchen
Price drop
Classic King with Balcony at Curry Mansion by Brightwild
4.5

Good

·
Key West
·
1 br
·
Sleeps 2
·
Pool · Air Conditioning · Assigned Parking ·
From
$480/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
Assigned Parking
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
Price drop
Deluxe Queen at the Curry Mansion by Brightwild- Parking & Heated Pool!
3

Poor

·
Key West
·
1 br
·
Sleeps 4
·
Kitchen · Air Conditioning · Wifi ·
From
$459/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Pool
Assigned Parking
Furnished
Swimming Pool
Other spaces
Kitchen
Price drop
Deluxe King by Brightwild- Curry Mansion with Pool!
5.5

Good

·
Key West
·
1 br
·
Sleeps 3
·
Assigned Parking · Wifi · Air Conditioning ·
From
$440/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Wifi
Air Conditioning
Furnished
Pool
Swimming Pool
Other spaces
Kitchen
Price drop
Classic Queen by Brightwild- Curry Mansion with Heated Pool
5

Good

·
Key West
·
1 br
·
Sleeps 2
·
Kitchen · Pool · Swimming Pool ·
From
$432/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Swimming Pool
Furnished
Wifi
Assigned Parking
Air Conditioning
Other spaces
Kitchen

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 $79. Use the price filter at the top of the page to search for more specific prices.
Price drop
Windchime by AvantStay | Walk to Duval Street | Month Long Stays Only

No rating

·
Key West
·
1 br
·
Sleeps 2
·
Swimming Pool · Air Conditioning · Kitchen ·
From
$79/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Swimming Pool
Air Conditioning
Furnished
Pool
Wifi
On Site Laundry
Dishwasher
Oven
Other spaces
Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #7
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
On Site Laundry · Pool · High Ceilings ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
High Ceilings
Furnished
Wifi
Private Pool
Air Conditioning
Swimming Pool
Other spaces
Balcony, Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #5
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Wifi · Furnished · On Site Laundry ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Furnished
On Site Laundry
Private Pool
Swimming Pool
Air Conditioning
Residents Lounge
Pool
Other spaces
Balcony, Kitchen
Price drop
Curry House by Brightwild | Balcony & Pool - Rm #2
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Private Pool · On Site Laundry · Pool ·
From
$87/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Private Pool
On Site Laundry
Pool
Swimming Pool
Mountains
Wifi
Oven
Dishwasher
Other spaces
Kitchen, Balcony
Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only

No rating

·
Key West
·
1 br
·
Sleeps 2
·
Swimming Pool · Furnished · Pool ·
From
$90/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Swimming Pool
Furnished
Pool
Air Conditioning
Dishwasher
On Site Laundry
Wifi
Other spaces
Kitchen
Curry House by Brightwild | Balcony & Pool - Rm #1
10

Excellent

·
Key West
·
1 br
·
Sleeps 2
·
Furnished · Air Conditioning · Private Pool ·
From
$99/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Air Conditioning
Private Pool
On Site Laundry
Wifi
Pool
Swimming Pool
Other spaces
Balcony, Kitchen

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

Whether you need air conditioning or central heating, these vacation rentals are for you.
Southern Comfort: Luxury Waterfront Home with private pool & lush landscaping
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Ocean · Swimming Pool · Central Heat ·
From
$989/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ocean
Swimming Pool
Central Heat
Waterfront
Furnished
Walk In Closets
On Site Laundry
Pool
Other spaces
Balcony, Kitchen
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Ceiling Fan · Private Pool · Storage ·
From
$875/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Private Pool
Storage
On Site Laundry
Furnished
Fitness Center
Wifi
Ocean
Other spaces
Kitchen, Balcony
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
10

Excellent

·
Key West
·
4 br
·
Sleeps 8
·
Waterfront · Walk In Closets · Dishwasher ·
From
$835/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Waterfront
Walk In Closets
Dishwasher
Furnished
Ocean
Fitness Center
Private Pool
Wifi
Other spaces
Kitchen, Balcony
Expand your search criteria to see more vacation rentals near Key West.
Home > Florida Vacation Rentals > Key West Vacation Rentals > Key West luxury Vacation Rentals
Updated: September 25, 2023