Key West Vacation Rentals

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Vacation Rentals in Key West

Aqua Lodges at Hurricane Hole Marina
2 out of 5
5130 Overseas Hwy, Key West, FL, 33040
The price is $202 per night from Jun 23 to Jun 24
$202
per night
Jun 23 - Jun 24
Stay at this houseboat in Key West. Enjoy free WiFi, free parking, and a marina. Popular attractions Duval Street and Key West Tropical Forest and Botanical ...
9/10 Wonderful! (13 reviews)
Houseboat/Hotel Room
"Staying at the Aqua Lodge at the Hurricane Hole in Key West was a great experience. The facility has two separate beds, a sleep sofa, and a full kitchen. The location is very convenient but away from the hectic old town area. While staying there, we walked across Route 1 to the Key West Tropical ..."

Reviewed on May 21, 2023

Aqua Lodges at Hurricane Hole Marina
Coconut Mallory Resort And Marina By Kees Vacations
3 out of 5
1445 S Roosevelt Blvd, Key West, FL, 33040
Stay at this 3-star condo in Key West. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the spacious rooms in our reviews. ...
8.2/10 Very Good! (748 reviews)
"Will de stay here again. Room was very clean , great pool area."

Reviewed on May 27, 2023

Coconut Mallory Resort And Marina By Kees Vacations
Poinciana House in Key West
Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and onsite parking. Popular attractions Duval Street and Reworx are located nearby. Discover ...
Poinciana House in Key West

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Hyatt Residence Club Key West, Sunset Harbor
3.5 out of 5
200 Sunset Lane, Key West, FL, 33040
The price is $329 per night from Jun 5 to Jun 6
$329
per night
Jun 5 - Jun 6
Stay at this 3.5-star apartment in Key West. Enjoy onsite parking, an in-room DVD player, and concierge services. Our guests praise the pool and the helpful ...
8.2/10 Very Good! (201 reviews)
"Property is very well maintained and staff is excellent. How’re more should be done to disclose all of the xtra taxes and fees that are added to the bill when you are booking."

Reviewed on Dec 18, 2022

Hyatt Residence Club Key West, Sunset Harbor
Steps from Duval, Pool & Bikes $129-$299 Night!
The price is $99 per night from Jun 6 to Jun 7
$99
per night
Jun 6 - Jun 7
Stay at this apartment in Key West. Enjoy free WiFi, onsite parking, and an in-room DVD player. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (259 reviews)
Great place!
"Nice and clean nice pool Bicycles to use close to everything Ken went above and beyond will be coming again"

Reviewed on May 23, 2023

Steps from Duval, Pool & Bikes $129-$299 Night!
JAN. SPECIAL!<br>              JAN 21-28@209+<br>                <br><br><br>
Stay at this vacation home in Key West. Enjoy WiFi, onsite parking, and tennis courts. Popular attractions Duval Street and Key West Firehouse Museum are located ...
9.6/10 Exceptional! (127 reviews)
Location, location, location
"This property sits in the perfect spot for all that you desire to do. You’re only a shorty walk to the beaches, local Cuban sandwich shops, Duval St or the marina areas. The place meets every need and is perfect for a couple to experience all that Key West offers. It’s a wonderful place and the owner ..."

Reviewed on May 15, 2023

JAN. SPECIAL!<br> JAN 21-28@209+<br> <br><br><br>
Margarita - Bright Condo w/ Pool Access! Suite 305
The price is $212 per night from Jun 18 to Jun 19
$212
per night
Jun 18 - Jun 19
Stay at this condo in Key West. Enjoy WiFi, a fitness center, and onsite parking. Popular attractions Duval Street and Key West Art and Historical Society are ...
9.6/10 Exceptional! (6 reviews)
1 night stay
"Went to Key West for a ride with friends. Unit was clean and well kept. Look exactly like photos."

Reviewed on May 1, 2023

Margarita - Bright Condo w/ Pool Access! Suite 305
Quiet, Quaint, and Conveniently Located! New POOL!
The price is $149 per night from Jun 15 to Jun 16
$149
per night
Jun 15 - Jun 16
Stay at this apartment in Key West. Enjoy a water park, WiFi, and a patio. Our guests praise the quiet rooms and the family amenities in our reviews. Popular ...
8.8/10 Excellent! (231 reviews)
Clean, great location!
"Had a great time with my son. Clean and quiet. Great location-super easy access to all of the popular hangouts. Nice pool! Easy check in and check out process!"

Reviewed on May 30, 2023

Quiet, Quaint, and Conveniently Located! New POOL!
St Kitts - Airy & Close to Beach!
The price is $200 per night from Jun 21 to Jun 22
$200
per night
Jun 21 - Jun 22
Stay at this condo in Key West. Enjoy WiFi, onsite parking, and a garden. Popular attractions Duval Street and Key West Art and Historical Society are located ...
10/10 Exceptional! (3 reviews)
Key west
"Great time was fun to stay in Key West usually w are staying in Big Pine or in Marathon. Property managers were very responsive to any questions and even allowed an early check-in."

Reviewed on Apr 12, 2023

St Kitts - Airy & Close to Beach!
COCONUT PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
The price is $197 per night from Jun 1 to Jun 2
$197
per night
Jun 1 - Jun 2
Stay at this condo in Key West. Enjoy free WiFi, onsite parking, and concierge services. Popular attractions Duval Street and Key West Firehouse Museum are located ...
9.6/10 Exceptional! (13 reviews)
Fabulous Property!
"Everything was fabulous. Clean, close to restaurants/bars,"

Reviewed on Mar 21, 2023

COCONUT PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Cozy, Dog-Friendly Cottage with a Patio - Walk to Shops, Restaurants, & More!
Stay at this apartment in Key West. Enjoy a patio, a TV, and cable/satellite TV. Our guests praise the spacious rooms and the overall value in our reviews. Popular ...
8.8/10 Excellent! (54 reviews)
Awesome place
"Awesome place to stay. Everything is close. I never use my car , just walk ! I definitely come again here"

Reviewed on May 23, 2023

Cozy, Dog-Friendly Cottage with a Patio - Walk to Shops, Restaurants, & More!
Carey's Corner - Small Studio In Amazing Location!
The price is $125 per night from Jun 14 to Jun 15
$125
per night
Jun 14 - Jun 15
Stay at this apartment in Key West. Enjoy free WiFi, a garden, and a patio. Popular attractions Duval Street and MLK Community Pool & Community Center are located ...
9.4/10 Exceptional! (15 reviews)
"It is uniquely compact. The bed pushed tight in a corner was a bit inconvenient for the one person. All utilities worked flawlessly. The digital codes to access the building/room had a slight learning curve but easy after that. The balcony & chairs were nice!"

Reviewed on Apr 18, 2023

Carey's Corner - Small Studio In Amazing Location!
ARIA ~ Adults Only, Treetop Suite w/ Balcony & Shared Pool at Azul Mansion!
The price is $162 per night from Jun 5 to Jun 6
$162
per night
Jun 5 - Jun 6
Stay at this condo in Key West. Enjoy free WiFi, onsite parking, and concierge services. Popular attractions Duval Street and Key West Firehouse Museum are located ...
9.4/10 Exceptional! (39 reviews)
"Very u ique room, bathroom a bit uncomfortable when taking a shower, but nevertheless it was good"

Reviewed on Apr 28, 2023

ARIA ~ Adults Only, Treetop Suite w/ Balcony & Shared Pool at Azul Mansion!
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Stay at this condo in Key West. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the convenient parking in our reviews. ...
9.8/10 Exceptional! (94 reviews)
A slice of paradise..
"Beautiful property, excellent location. Loved the interior furnishings. Good air conditioner and the master bed was perfect! Great pillows! Master shower is very roomy and good. Loved the TV in living area..,good selection of channels. TV in master bedroom not so good. When I’m Key West, I will definitely ..."

Reviewed on May 22, 2023

**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
The price is $234 per night from Jun 14 to Jun 15
$234
per night
Jun 14 - Jun 15
Stay at this condo in Key West. Enjoy free WiFi, onsite parking, and concierge services. Popular attractions Duval Street and Key West Firehouse Museum are located ...
9.8/10 Exceptional! (14 reviews)
Awesome place with beautiful pool area
"The place was perfect for us and my fiancé loved it. We got engaged while on this Key West trip and found the accommodations within easy biking distance to everything we wanted to see. The cottage was clean and had what we needed for a 3 night stay. We enjoyed the pool area very much!"

Reviewed on Apr 18, 2023

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
The price is $203 per night from Jun 28 to Jun 29
$203
per night
Jun 28 - Jun 29
Stay at this condo in Key West. Enjoy free WiFi, concierge services, and tennis courts. Popular attractions Duval Street and San Carlos Institute - Casa Cuba ...
9.8/10 Exceptional! (13 reviews)
Perfect Little Getaway
"Within walking distance to all Duval Street has to offer. Room is very clean. Provided everything we needed: coffee maker, small refrigerator, iron, blow dryer & even bathrobes. Saltwater pool was lovely & clean as well. Only downside was parking if needed. Would definitely recommend."

Reviewed on May 6, 2023

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
Stay at this beach condo in Key West. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Duval Street and Smathers Beach are located ...
9.8/10 Exceptional! (46 reviews)
Just as listed
"Awesome"

Reviewed on May 14, 2023

**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
**COASTLINE COMFORT @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
Stay at this condo in Key West. Enjoy free WiFi, a picnic area, and barbecue grills. Popular attractions Duval Street and Key West Tropical Forest and Botanical ...
9.6/10 Exceptional! (43 reviews)
Great place to stay in Key West
"Everything went well…..great place to stay"

Reviewed on May 4, 2023

**COASTLINE COMFORT @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
**THE SMILING IBIS @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and onsite parking. Our guests praise the spacious rooms and the family amenities in ...
9.6/10 Exceptional! (73 reviews)
Excellent Trip!
"This house was fantastic, Dan from Last Key was a gracious host. We had an awesome time! Location was spot on, walking distance from anywhere we needed. Great property and service, much appreciated!!"

Reviewed on May 24, 2023

**THE SMILING IBIS @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
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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.

Key West Vacation Rental Travel Info

Number of vacation rentals
195
Popular accommodation
Key West private vacation homes
Known landmarks
Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park
International airport
Key West, FL (EYW-Key West Intl.)

Other types of properties in Key West you may be interested in

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Southernmost Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Oceans Edge Key West Resort, Hotel & Marina
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.

Unlock your dream Key West Vacation Rental

Live like a Conch (local) with a Key West vacation rental getaway

Head to a place of pastel houses and thick palm trees swaying in the salty air and put your bags down in your very own Key West vacation rental. Stroll down Duvall Street after a slice of Key Lime pie, find your new favorite rum bar, then join the flocks lining up to watch the sunset in Mallory Square. You can get busy doing nothing or take it easy doing plenty, before unwinding at your own slice of paradise—whether it’s a modern motel with ocean views, a cute townhouse in historic Old Town Key West, or a private vacation home hideaway on the waterfront.

Prices start at just $99 and go up to $329 a night for deluxe Key West vacation rentals—so there’s a property for every budget. Remember prices and availability are subject to change, and additional terms may apply.

Uncover your perfect vacation rental in Key West Florida

Our filters and map make it easy to narrow your Key West vacation rental search by price, location, and amenities. If you’re bringing along your four-legged pal, use the pet-friendly filter to find a getaway that welcomes your furry buddy. Check out this dog-friendly 2-bedroom condo with a west-facing private deck for snuggles at sunset. If you crave a cool dip after a day exploring, the pool filter shows you all the vacation rentals with pools. This studio apartment in Old Town Key West has a heated pool and includes bikes for getting around like a Conch. If the idea of waking up to the sound of lapping waves is pure heaven, use our map to find places to stay on the waterfront. This 3 bedroom, 4 bathroom waterfront vacation home comes with its own private dock so you can rent a boat and explore the local islands, too.

How to find Key West vacation rental deals

For some terrific vacation rental deals in Key West, enter your travel dates and hit search to discover some of the best vacation rentals in Key West, FL. You can then filter by price, rating, or location to find your ideal vacation spot. If you have flexible travel dates, try adjusting those to see different prices, or book your stay during , when it’s usually easier to find great cheap Key West vacation rentals compared to when bookings are popular, and prices can be higher.

Why choose a vacation rental in Key West FL with Expedia?

At Expedia, you can easily compare top vacation rentals in Key West all in one place, then simply click to book the best one for you. We’ve locked in low prices on a vast number of properties, many with buy now, pay later options. You also save money when you bundle your flight and rental car bookings. If you book a vacation rental in Key West with free cancellation, you can rest easy knowing if your plans change you won’t be out of pocket. So, let Expedia help you get away to your dream vacation rental in the USA’s southernmost city and feel a world away.

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 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?

3-25 to 4-1 SPEC 209+ 40 Disc





: This Key West vacation home rental is located in the city center and offers a patio, air-conditioning, and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Key West is Poinciana House in Key West.

How many vacation rentals will I find in Key West?

With 1391 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 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 Mallory Square.

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.

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