Key West Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Key West vacation rentals

Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is CA $233
CA $491 total
includes taxes & fees
Mar 24 - Mar 25
Aqua Lodges at Hurricane Hole Marina
Property grounds

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Key West
8.8 out of 10, Excellent, (121 reviews)
"Convenient clean and a great vacation"
United States
Michelle N.
The price is CA $286
CA $660 total
includes taxes & fees
Apr 1 - Apr 2
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
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!
Old Town Key West
9.8 out of 10, Exceptional, (122 reviews)
"Loved our stay here! "
United States
samantha s.
The price is CA $263
CA $539 total
includes taxes & fees
Mar 18 - Mar 19
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Smart TV, DVD player, books

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
7.0 out of 10, Good, (2 reviews)
"Tina was a thoughtful host, but amentities were not as reflected. Most importantly (1) the main bed was not a "double bed" but a twin sized bed, not suitable for sharing and (2) the toilet is not a standard toilet but a pump boat tolilet requring water to be poured from the sink - this may be standard on a boat, but it was a suprise to folks who may be less familiar with boats. There were some other issues which might be attribuatable to the folks before us trashing the place.That said, it was a...
United States
Anonymous traveller
The price is CA $258
CA $457 total
includes taxes & fees
Mar 13 - Mar 14
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Exterior

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (25 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
The price is CA $225
CA $581 total
includes taxes & fees
Apr 1 - Apr 2
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.4 out of 10, Very good, (41 reviews)
"Location is great and pretty quiet except roosters but roosters are everywhere. The room we stayed at needs a dresser to place cloths. Kitchenette was great for the holiday Thanksgiving. "
United States
a b.
The price is CA $206
CA $539 total
includes taxes & fees
Mar 24 - Mar 25
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Exterior

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (28 reviews)
"Super clean place to stay! Loved the location, it was everything we needed it to be for our trip"
United States
Kimberlie D.
The price is CA $236
CA $598 total
includes taxes & fees
Mar 22 - Mar 23
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A heated pool

Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (36 reviews)
"It was clean, bright and felt safe. "
United States
Tracy B.
The price is CA $221
CA $560 total
includes taxes & fees
Mar 13 - Mar 14
Chagall's Corner | Newly Remodeled!
Property grounds

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (42 reviews)
"Great location! We did not really want to stay in the main part of Key West."
United States
Trent B.
The price is CA $373
CA $848 total
includes taxes & fees
Mar 25 - Mar 26
The Salt Cay | Updated! Stunning Sunset View, Pool
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (39 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is CA $371
CA $845 total
includes taxes & fees
Mar 24 - Mar 25
The Cat Island Suite | Charmingly Renovated w/ Pool
Marina

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
9.8 out of 10, Exceptional, (49 reviews)
"Everything was excellent, awesome host, beautiful vacation!"
United States
Jodi M.
The price is CA $570
CA $723 total
includes taxes & fees
Mar 23 - Mar 24
Living the Dream Key West Style
A heated pool

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (29 reviews)
"Great spot nearby everything, clean inside with a nice pool area. "
United States
Brian S.
The price is CA $236
CA $573 total
includes taxes & fees
Mar 30 - Mar 31
Claude Monet Suite | Cozy Studio with Pool & Patio
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (425 reviews)
"Great place to stay. Away from the noise, but only a few blocks from everything. "
United States
Brad B.
The price is CA $280
CA $511 total
includes taxes & fees
Apr 5 - Apr 6
Steps from Duval, Pool on Site & Bikes Included!
Beach

Close to all & beach with your own full front porch ,full kitchen good rates

Close to all & beach with your own full front porch ,full kitchen good rates
Old Town Key West
9.6 out of 10, Exceptional, (243 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is CA $354
CA $664 total
includes taxes & fees
Mar 25 - Mar 26
Close to all & beach with your own full front porch ,full kitchen good rates
1 bedroom, free WiFi, bed sheets

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (43 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is CA $266
CA $684 total
includes taxes & fees
Mar 30 - Mar 31
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
On the beach

Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access
Beachside
8.6 out of 10, Excellent, (140 reviews)
"Beautiful property! Pool was phenomenal. There is a men’s and a Womens sauna separately. The common area greenery is beautiful. Thank you"
United States
Amanda G.
Comfortable Condo with Pool, Private Balcony, & Beach Access
Apartment

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is CA $821
CA $1,276 total
includes taxes & fees
Mar 24 - Mar 25
Grand Marina Suite by Brightwild Waterfront
A heated pool

Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (160 reviews)
"Ideal location and setting "
United States
Lori C.
The price is CA $350
CA $788 total
includes taxes & fees
Mar 25 - Mar 26
Hollinsed House Studio - Great Location!!
Outdoor pool

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, (29 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
The price is CA $409
CA $777 total
includes taxes & fees
Apr 12 - Apr 13
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Beach

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (210 reviews)
"Vacasa know what they're doing. Check-in/out is a snap and they hold your hand through every step. Key West is beautiful and the price was just right for us to enjoy all we desired. We had a GREAT TIME!"
United States
Yeshua's B.
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Key West Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"Room was so well appointed. Extremely clean, large bathroom. Comfortable balcony. We really enjoyed our stay here. We had a great view of the restaurant/pool/ marina. The pools were beautiful, elegant & well maintained. The marina was beautiful too, however the weather was not cooperating, so we didn’t use it. The transportation to/from Duval street was very reliable & comfortable. "
Marisa 4-night trip
Posted 6 hours ago
Oceans Edge Key West Resort, Hotel & Marina

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
November
March
CA $686
CA $506
Month
Price
January
CA $603
February
CA $493
March
CA $686
April
CA $506
May
CA $430
June
CA $382
July
CA $455
August
CA $372
September
CA $414
October
CA $608
November
CA $354
December
CA $519
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Key West. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Mel Fisher Maritime Museum, 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 entertainment choices and great live music. While you're in the area, you can also enjoy the scenic seaside and lively festivals.

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

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!: This Key West vacation home rental is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 Perfect Location, Private Heated Pool, Pristine Luxury Home! and HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!.

How many vacation rentals will I find in Key West?

With 1027 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?

Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center 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.