Key West Vacation Rentals

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Our top choices for Key West vacation rentals

Restaurant
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (171)
"Location , staff , and aqua lodge were perfect."
United States
William
$274 nightly
The price is $308
Jan 7 - Jan 8
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Apartment | 1 bedroom, Internet
The Bartlum Luxury Studio In Prime Location

Apartment in Key West Historic District

The Bartlum Luxury Studio In Prime Location
2.0 star property
$482 nightly
The price is $543
Jan 7 - Jan 8
Total with taxes and fees
The Bartlum Luxury Studio In Prime Location
Exterior
Coconut Mallory Marina and Resort Condo

Condo in Key West

Coconut Mallory Marina and Resort Condo
3.0 star property
$1,277 nightly
The price is $1,436
Jan 7 - Jan 8
Total with taxes and fees
Coconut Mallory Marina and Resort Condo
Exterior
Contra House Key West

Vacation Home in Old Town Key West

Contra House Key West
3.0 star property
$1,505 nightly
The price is $1,693
Jan 12 - Jan 13
Total with taxes and fees
Contra House Key West
Garden
Mesa House Uno by Brightwild Perfect Location

Apartment in Key West Historic District

Mesa House Uno by Brightwild Perfect Location
2.0 star property
$581 nightly
The price is $654
Feb 4 - Feb 5
Total with taxes and fees
Mesa House Uno by Brightwild Perfect Location
Apartment | 1 bedroom
Ocean Front One Bedroom Residence

Aparthotel in Key West

Ocean Front One Bedroom Residence
2.0 star property
$606 nightly
The price is $682
Jan 7 - Jan 8
Total with taxes and fees
Ocean Front One Bedroom Residence
Apartment | Private kitchen
Sea Breeze by Brightwild Off-street Parking

Apartment in Old Town Key West

Sea Breeze by Brightwild Off-street Parking
2.0 star property
$706 nightly
The price is $794
Jan 7 - Jan 8
Total with taxes and fees
Sea Breeze by Brightwild Off-street Parking
Apartment | 2 bedrooms, Internet
Poolside Suite by Brightwild Pvt Pool Parking

Apartment in Old Town Key West

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
$664 nightly
The price is $747
Jan 11 - Jan 12
Total with taxes and fees
Poolside Suite by Brightwild Pvt Pool Parking
Apartment | 1 bedroom, Internet
New Coastal Rose - Bright Loft With High Ceilings

Apartment in Key West Historic District

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
$683 nightly
The price is $769
Jan 13 - Jan 14
Total with taxes and fees
New Coastal Rose - Bright Loft With High Ceilings
Apartment | 2 bedrooms, Internet
The Grenada Suite Pool View Private Balcony

Apartment in Key West

The Grenada Suite Pool View Private Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
$540 nightly
The price is $607
Jan 7 - Jan 8
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
Apartment | 2 bedrooms, Internet
Cloud Suite on Duval Luxury Condo Epic Location

Apartment in Old Town Key West

Cloud Suite on Duval Luxury Condo Epic Location
2.0 star property
$826 nightly
The price is $930
Jan 11 - Jan 12
Total with taxes and fees
Cloud Suite on Duval Luxury Condo Epic Location
Apartment | Terrace/patio
Banana Split by Brightwild Pool Grill

Apartment in Key West Historic District

Banana Split by Brightwild Pool Grill
2.0 star property
$528 nightly
The price is $594
Jan 13 - Jan 14
Total with taxes and fees
Banana Split by Brightwild Pool Grill
Apartment | 4 bedrooms, Internet
Commodore s Cove by Brightwild Epic Location

Apartment in Key West Historic District

Commodore s Cove by Brightwild Epic Location
2.0 star property
$1,450 nightly
The price is $1,632
Jan 7 - Jan 8
Total with taxes and fees
Commodore s Cove by Brightwild Epic Location
Apartment | 2 bedrooms, Internet
The Trinidad by Brightwild Pool View Parking

Apartment in Key West

The Trinidad by Brightwild Pool View Parking
2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
$636 nightly
The price is $716
Jan 13 - Jan 14
Total with taxes and fees
The Trinidad by Brightwild Pool View Parking
Apartment | 2 bedrooms, desk, Internet
Sunnyside Up by Brightwild Pool Parking

Apartment in Old Town Key West

Sunnyside Up by Brightwild Pool Parking
3.0 star property
10.0 out of 10, Exceptional, (1)
$811 nightly
The price is $912
Jan 13 - Jan 14
Total with taxes and fees
Sunnyside Up by Brightwild Pool Parking
Apartment | Private kitchen
Duval Dream Loft by Brightwild Right on Duval

Apartment in Old Town Key West

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
10.0 out of 10, Exceptional, (1)
$801 nightly
The price is $902
Jan 7 - Jan 8
Total with taxes and fees
Duval Dream Loft by Brightwild Right on Duval
Apartment | 2 bedrooms
Grand Marina Suite by Brightwild Waterfront

Aparthotel in Stock Island

Grand Marina Suite by Brightwild Waterfront
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
$732 nightly
The price is $823
Jan 7 - Jan 8
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
Exterior
Sweet Caroline by Brightwild Pool Parking

Vacation Home in Key West Historic District

Sweet Caroline by Brightwild Pool Parking
2.0 star property
$1,074 nightly
The price is $1,209
Feb 1 - Feb 2
Total with taxes and fees
Sweet Caroline by Brightwild Pool Parking
Studio | 1 bedroom, Internet
New The Cottage at James House

Apartment in Key West Historic District

New The Cottage at James House
2.0 star property
8.0 out of 10, Very Good, (2)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
$544 nightly
The price is $613
Jan 28 - Jan 29
Total with taxes and fees
New The Cottage at James House
Apartment | Private kitchen
Sky Loft by Brightwild Penthouse in Prime Spot

Apartment in Old Town Key West

Sky Loft by Brightwild Penthouse in Prime Spot
2.0 star property
$488 nightly
The price is $548
Jan 7 - Jan 8
Total with taxes and fees
Sky Loft by Brightwild Penthouse in Prime Spot
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Perfect location. Close to the city and beachfront. Great pools, bars and beachside restaurant. "
Abby 4-night trip
Posted 4 hours ago
Southernmost Beach Resort and Guesthouses

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$760
$1,014
Month
Price
January
$760
February
$1,014
March
$909
April
$772
May
$725
June
$685
July
$732
August
$648
September
$600
October
$680
November
$705
December
$812
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Key West

Everything you need to know about Key West vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Key West vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Key West vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Key West vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Key West. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Key West in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $308 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Key West rentals

At Expedia, we put the best Key West vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Key West rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Key West vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Key West. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Florida Keys Eco - Discovery Center, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Key West high marks for its lively festivals and great live music. While you're in the area, you can also enjoy the scenic seaside and entertainment choices.

What are some of the best vacation rentals in Key West?

SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!: This Key West vacation home rental is located on the waterfront and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Key West include Private Parking, Heated Pool - Sweet Caroline and ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking.

How many vacation rentals will I find in Key West?

With 1112 Expedia vacation rentals, you're sure to find just the right place for your Key West stay.

What can I see and do in Key West?

Florida Keys Eco - Discovery Center and Key West Shipwreck Museum are a couple of family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are vacation rentals like in Key West?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Key West. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.