Key West Vacation Rentals

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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
$346 nightly
The price is $389
Mar 15 - Mar 16
Total with taxes and fees
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, (120 reviews)
"Convenient clean and a great vacation"
United States
Michelle N.
$425 nightly
The price is $472
Mar 12 - Mar 13
Total with taxes and fees
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, (121 reviews)
"Loved our stay here! "
United States
samantha s.
$388 nightly
The price is $430
Mar 18 - Mar 19
Total with taxes and fees
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 traveler
$303 nightly
The price is $336
Mar 10 - Mar 11
Total with taxes and fees
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, (24 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
$402 nightly
The price is $447
Apr 1 - Apr 2
Total with taxes and fees
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.
$385 nightly
The price is $427
Mar 24 - Mar 25
Total with taxes and fees
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.
$437 nightly
The price is $484
Mar 22 - Mar 23
Total with taxes and fees
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.
$406 nightly
The price is $451
Mar 13 - Mar 14
Total with taxes and fees
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.
$597 nightly
The price is $663
Mar 25 - Mar 26
Total with taxes and fees
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.
$597 nightly
The price is $663
Mar 24 - Mar 25
Total with taxes and fees
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.
$477 nightly
The price is $530
Mar 23 - Mar 24
Total with taxes and fees
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.
$410 nightly
The price is $455
Mar 26 - Mar 27
Total with taxes and fees
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.
$339 nightly
The price is $376
Mar 16 - Mar 17
Total with taxes and fees
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.
$440 nightly
The price is $488
Mar 11 - Mar 12
Total with taxes and fees
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
$505 nightly
The price is $561
Mar 25 - Mar 26
Total with taxes and fees
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.
$908 nightly
The price is $1,007
Mar 11 - Mar 12
Total with taxes and fees
Comfortable Condo with Pool, Private Balcony, & Beach Access
Apartment | 2 bedrooms

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
$786 nightly
The price is $885
Mar 11 - Mar 12
Total with taxes and fees
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, (159 reviews)
"Ideal location and setting "
United States
Lori C.
$527 nightly
The price is $585
Mar 25 - Mar 26
Total with taxes and fees
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
$531 nightly
The price is $589
Mar 24 - Mar 25
Total with taxes and fees
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)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
$495 nightly
The price is $550
Apr 3 - Apr 4
Total with taxes and fees
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.
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Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Didn’t start off well but got accommodated. Booked an ocean view room. When arrived the building didn’t have a working elevator. Had 2 85+ parents. They made some calls and got into a different building. "
Anthony James 8-night trip
Posted 2 hours ago
Beachside Resort & Residences

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$796
$722
Month
Price
January
$877
February
$945
March
$796
April
$722
May
$654
June
$673
July
$730
August
$635
September
$602
October
$718
November
$763
December
$854
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 $313 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 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?

Perfect Location, Private Heated Pool, Pristine Luxury Home!: This Key West vacation home rental is located in the city center and has an outdoor pool, a patio, and a barbecue grill 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Key West include SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage! 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?

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.