Key West Vacation Rentals

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In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Key West vacation rentals

Front of property
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (172 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
$301 nightly
The price is $339
Jan 19 - Jan 20
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Property grounds
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
9.6 out of 10, Exceptional, (16 reviews)
"cozy and close to everything. highly recommend!!"
United States
Marcia V.
$319 nightly
The price is $352
Jan 15 - Jan 16
Total with taxes and fees
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Exterior detail
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (113 reviews)
"Great value stay"
United States
Mike B.
$344 nightly
The price is $382
Jan 20 - Jan 21
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Property grounds
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Old Town Key West
10.0 out of 10, Exceptional, (21 reviews)
"Loved it can’t wait to book it again!!"
United States
Amanda C.
$356 nightly
The price is $392
Jan 20 - Jan 21
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Marina
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
$779 nightly
The price is $864
Feb 1 - Feb 2
Total with taxes and fees
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Interior
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (182 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
$431 nightly
The price is $478
Jan 24 - Jan 25
Total with taxes and fees
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (26 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
$457 nightly
The price is $507
Jan 25 - Jan 26
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Property grounds
The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
10.0 out of 10, Exceptional, (33 reviews)
"Comfortable condo in a great location. Pet friendly, which is a great plus!"
United States
Chrislyn R.
$488 nightly
The price is $536
Jan 19 - Jan 20
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool
A heated pool
Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Old Town Key West
9.4 out of 10, Exceptional, (26 reviews)
"Great spot nearby everything, clean inside with a nice pool area. "
United States
Brian S.
$384 nightly
The price is $423
Jan 15 - Jan 16
Total with taxes and fees
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Property grounds
The Cat Island Suite | Beautifully Renovated w/ Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!
Key West
10.0 out of 10, Exceptional, (31 reviews)
"Every as described, great stay!"
United States
Bryan W.
$488 nightly
The price is $536
Jan 22 - Jan 23
Total with taxes and fees
The Cat Island Suite | Beautifully Renovated w/ Pool!
Pool
The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (19 reviews)
"The perfect House , everything was good "
United States
CARLOS G.
$1,427 nightly
The price is $1,583
Jan 19 - Jan 20
Total with taxes and fees
The Seagate Estate at Lunara Bay
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.8 out of 10, Excellent, (119 reviews)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
$486 nightly
The price is $539
Feb 5 - Feb 6
Total with taxes and fees
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Beach nearby
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Old Town Key West
9.0 out of 10, Wonderful, (100 reviews)
"Ideal location to walk to a lot of tourist attractions. Would highly recommendz"
United States
Angela C.
$497 nightly
The price is $552
Jan 18 - Jan 19
Total with taxes and fees
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Beach
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Key West
9.0 out of 10, Wonderful, (139 reviews)
"Great stay"
United States
Jason U.
$514 nightly
The price is $570
Feb 3 - Feb 4
Total with taxes and fees
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Fridge, microwave, oven, stovetop
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Meadows
9.2 out of 10, Wonderful, (15 reviews)
"Great location"
United States
Angie j.
$491 nightly
The price is $545
Jan 15 - Jan 16
Total with taxes and fees
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Exterior
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
$2,796 nightly
The price is $3,146
Jan 21 - Jan 22
Total with taxes and fees
New Waterfront Home - Dreamside House
Exterior detail
Prime Downtown Key West Spot - The Cozy Little Cottage!

Prime Downtown Key West Spot - The Cozy Little Cottage!

Prime Downtown Key West Spot - The Cozy Little Cottage!
Old Town Key West
9.6 out of 10, Exceptional, (39 reviews)
"Enjoyed out stay - very convenient location."
United States
Karen W.
$353 nightly
The price is $392
Jan 20 - Jan 21
Total with taxes and fees
Prime Downtown Key West Spot - The Cozy Little Cottage!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
$527 nightly
The price is $580
Jan 21 - Jan 22
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Outdoor dining
Poolside Cottage #411

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (54 reviews)
"Great little condo - perfect for our family to visit Key West! "
United States
Stephanie A.
$464 nightly
The price is $515
Jan 24 - Jan 25
Total with taxes and fees
Poolside Cottage #411
Beach
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
Key West
9.4 out of 10, Exceptional, (133 reviews)
"This was a wonderful place to stay. We had a great time and it was convenient to reach downtown from here. Will stay again"
United States
Bess Y.
$559 nightly
The price is $622
Jan 31 - Feb 1
Total with taxes and fees
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
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

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent
"Front desk staff were extremely helpful and friendly. The bar area had a limited selection of beer and would have been nice to stay open a bit longer on a football playoff game night. shuttle service to old town was very convenient as was the beach shuttle service. The parking area around the hotel could use a little sprucing up which would be our only negative comment. "
Donna 2-night trip
Posted 7 hours ago
Fairfield Inn and Suites by Marriott Key West

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$714
$1,001
Month
Price
January
$714
February
$1,001
March
$910
April
$757
May
$707
June
$663
July
$715
August
$659
September
$607
October
$722
November
$712
December
$834
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 $300 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 great live music and lively festivals. 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 1107 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.