Key West Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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, (187 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
$275 nightly
The price is $310
Jun 8 - Jun 9
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
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
8.6 out of 10, Excellent, (52 reviews)
"Things ran smoorhly with booking and check-in. "
United States
Bev H.
$319 nightly
The price is $354
Jun 7 - Jun 8
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A heated pool

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (49 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
$319 nightly
The price is $354
Jun 4 - Jun 5
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
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, (435 reviews)
"Great location within walking distance to both ends of Duval. The bikes were nice as well and the unit was very clean. Enjoyed our stay."
United States
Jeff T.
$246 nightly
The price is $273
Jun 20 - Jun 21
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Exterior detail

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

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (104 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
$301 nightly
The price is $334
Jun 14 - Jun 15
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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, (36 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
$333 nightly
The price is $369
Jun 6 - Jun 7
Total with taxes and fees
Claude Monet Suite | Cozy Studio with Pool & Patio
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, (132 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
$283 nightly
The price is $313
Jun 5 - Jun 6
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
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, (45 reviews)
"A good value for the travel dollar."
United States
sandra j.
$453 nightly
The price is $503
Jun 4 - Jun 5
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
1 bedroom, WiFi

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (48 reviews)
"Host was responsive to all of our inquiries and needs"
United States
Ron O.
$370 nightly
The price is $411
Jun 14 - Jun 15
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs!
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (37 reviews)
"The location was fabulous, due to the hotel’s amenities. Ie the hourly transport to downtown.pools and restaurants. The accommodations were a bit dated but adequate. The host responded immediately to our request! "
United States
Leigh P.
$386 nightly
The price is $428
Jun 8 - Jun 9
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Property grounds

The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.6 out of 10, Exceptional, (5 reviews)
"Great trip"
United States
Doug P.
$440 nightly
The price is $488
Jun 8 - Jun 9
Total with taxes and fees
The Barbados | Private Balcony, Pool View!
Property grounds

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (31 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
$453 nightly
The price is $503
Jun 8 - Jun 9
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
$307 nightly
The price is $341
Jul 2 - Jul 3
Total with taxes and fees
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Exterior detail

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, (34 reviews)
"The property was cozy and a great location for walking."
United States
Elizabeth E.
$369 nightly
The price is $409
Jun 4 - Jun 5
Total with taxes and fees
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
A heated pool

Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (42 reviews)
"Very nice place to stay, close to many attractions. "
United States
Maria B.
$319 nightly
The price is $354
Jun 5 - Jun 6
Total with taxes and fees
Chagall's Corner | Newly Remodeled!
Outdoor dining

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (63 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
United States
Jennifer W.
$277 nightly
The price is $307
Jun 14 - Jun 15
Total with taxes and fees
Poolside Cottage #411
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, (36 reviews)
"Great location!!"
United States
Julie
$369 nightly
The price is $409
Jun 7 - Jun 8
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Marina

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Friendly host and unique location"
United States
Scott
$364 nightly
The price is $404
Jun 4 - Jun 5
Total with taxes and fees
Living the Dream Key West Style
Exterior detail

Sailor`s Cabin - Old Town - Walk to Duval !

Sailor`s Cabin - Old Town - Walk to Duval !
Old Town Key West
9.4 out of 10, Exceptional, (49 reviews)
"Great location, cute space"
United States
Owen
$272 nightly
The price is $303
Jun 24 - Jun 25
Total with taxes and fees
Sailor`s Cabin - Old Town - Walk to Duval !
House | 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
$523 nightly
The price is $589
Jun 7 - Jun 8
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Estuve con mi familia 4 días y la atención fue excelente. Todo está limpio siempre tuvimos agua caliente en los baños pero lo q más me gustó de q siempre pasaron a limpiar el cuarto todos fueron muy amables sin duda volvería a reservar aquí!!"
Antonia 4-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$574
$611
Month
Price
January
$924
February
$1,070
March
$997
April
$786
May
$667
June
$574
July
$611
August
$553
September
$522
October
$662
November
$699
December
$887
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 $273 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 entertainment choices. 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?

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!: This Key West vacation home rental is located in the city center and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Some other homes for rent in Key West include Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub! and EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!.

How many vacation rentals will I find in Key West?

With 1008 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 Florida Keys National Marine Sanctuary 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. You can also visit some other popular places in town, such as Duval Street and Florida Keys Beaches.

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.