Key West Vacation Rentals

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Vacation Rentals in Key West

Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (241)
"I loved the location and the hotel as a whole, the only thing that I was not happy with was some mold on the bathroom floor. But the rest of the bathroom and room was impeccable."
The price is $255
includes taxes & fees
$230 per night
Jul 29 - Jul 30
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool & Bikes $129-$299 Night!
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (341)
"Ken’s place was perfect for our one night stay in Key West! I wish I would have stayed longer. I was looking forward to using the bikes, snorkeling and beach equipment. Unfortunately, we were unable to due to our flight being delayed and arriving late at night because of the global outage worldwide. I hated to leave and want to come back and visit really soon. I will definitely keep this place in mind when I decide to visit again!"
The price is $237
includes taxes & fees
$213 per night
Jul 29 - Jul 30
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
3.0 star property
8.8 out of 10, Excellent, (94)
"Ready to get into Key West Where to park was confusing at first"
The price is $268
includes taxes & fees
$238 per night
Aug 1 - Aug 2
Aqua Lodges at Hurricane Hole Marina
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (21)
"The cottage is in excelent conditions , we had a great time!"
Poolside Cottage #411
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.4 out of 10, Exceptional, (97)
"The property was beautiful and just as described online. We had a great time and would definitely stay here again!"
The price is $261
includes taxes & fees
$235 per night
Jul 28 - Jul 29
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Sun loungers, beach towels
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
9.2 out of 10, Wonderful, (233)
"Property was just as advertised. Enjoyed our stay!"
The price is $532
includes taxes & fees
$479 per night
Jul 29 - Jul 30
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
40'yacht in Paradise Awaits You!
Property grounds
40'yacht in Paradise Awaits You!
9.6 out of 10, Exceptional, (23)
"We had a really nice couple of days on this boat. We are older (over 60), and we weren't sure if it was going to be our thing. It was good though! The host was amazingly helpful. We loved the private beach and pool right around the corner. We have been to Key West a lot, so we didn't need to do all the tourist stuff. We mostly stayed on Stock Island. It was easy to get Ubers, so we didn't bother with a car or golf cart. If we were staying longer, we probably would have rented a golf cart. The...
40'yacht in Paradise Awaits You!
Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very Good, (794)
"We really enjoyed our stay. "
Coconut Mallory Resort And Marina By Kees Vacations
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
Outdoor pool
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.6 out of 10, Exceptional, (49)
"The house was perfect and the pool was even better! House was close to Duval St and all the fun. Home is your very own private oasis and very relaxing."
The price is $2,155
includes taxes & fees
$1,942 per night
Jul 28 - Jul 29
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Property grounds
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (12)
"I liked the idea of having the yacht for 4days and 3 nights very calming thanks blue ocean yacht charters 10/10 I’ll definitely recommend "
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Salvador's Studio by Brightwild | Heated Pool!
Pool
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, (21)
"We really enjoyed our stay here. The room is on the smaller side but the pool, location and customer service was amazing. Definitely worth going another time."
The price is $276
includes taxes & fees
$249 per night
Jul 29 - Jul 30
Salvador's Studio by Brightwild | Heated Pool!
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Beach
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
9.6 out of 10, Exceptional, (160)
"Love Key West"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Updated Studio with Heated Pool | Carey's Corner
Pool
Updated Studio with Heated Pool | Carey's Corner
9.6 out of 10, Exceptional, (20)
"Awesome location! The description is accurate and was perfect for the two of us as we explored Key West. Hosts were very responsive. We did not find the neighborhood sketchy as one review described. It was local which, for us, was far more interesting. Great access to everything! Would stay here again!"
The price is $283
includes taxes & fees
$255 per night
Jul 28 - Jul 29
Updated Studio with Heated Pool | Carey's Corner
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Fridge, microwave, oven, stovetop
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
9.0 out of 10, Wonderful, (189)
"It was a good place to stay. One street over from Duval, so not where all the noise was late at night. Internet was to be desired. Also, need more wash cloths & bath towels."
The price is $219
includes taxes & fees
$197 per night
Aug 1 - Aug 2
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Fridge, microwave, oven, stovetop
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (205)
"We were within walking distance of everything! The place was quiet and clean. We will definitely stay again next year!"
The price is $486
includes taxes & fees
$438 per night
Aug 9 - Aug 10
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
The Crystalmarine Suite – Rustic Luxury on the Sea
Interior
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is $694
includes taxes & fees
$625 per night
Jul 30 - Jul 31
The Crystalmarine Suite – Rustic Luxury on the Sea
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, (105)
"Recommended"
The price is $264
includes taxes & fees
$238 per night
Jul 28 - Jul 29
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, (103)
"I loved how close the property was to Duval st."
The price is $259
includes taxes & fees
$233 per night
Aug 1 - Aug 2
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aerial view
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
9.6 out of 10, Exceptional, (80)
"Great place for a group to hang out in Key West"
The price is $3,522
includes taxes & fees
$3,173 per night
Aug 1 - Aug 2
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Don't see what you're looking for?
See all available properties in Key West
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.

Price trends for vacation rentals in Key West

Less expensive
More expensive
Next month
May
March
$352
Month
Price
January
$501
February
$575
March
$576
April
$379
May
$307
June
$307
July
$307
August
$352
September
$319
October
$433
November
$429
December
$489
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.

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

Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1527)
"Absolutely beautiful property. The pools-grounds are beautifully maintained. The restaurant was very nice and the food was great. The restaurant staff were very helpful and accomadating with helping me surprise my nieve for her birthday. I brought in a cake from another bakwry and they stored and served it for me, which was awesome. Only problem i had was that out of 3 full days there- my room was only cleaned on the 1st day, which was disappointing. Otherwise, everything was fantastic!"
The price is $221
includes taxes & fees
$197 per night
Aug 11 - Aug 12
Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.4 out of 10, Very Good, (1987)
"Awesome property "
The price is $308
includes taxes & fees
$281 per night
Aug 18 - Aug 19
Southernmost Beach Resort
Havana Cabana at Key West
Outdoor pool, sun loungers
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1532)
"The staff is very nice and helpful! We would come again most definitely to this particular hotel!"
The price is $223
includes taxes & fees
$198 per night
Aug 18 - Aug 19
Havana Cabana at Key West
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.

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 $219 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.

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?

ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking: This Key West vacation home rental offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Key West include CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool! and LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!.

How many vacation rentals will I find in Key West?

With 1136 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.

Recent reviews of Key West properties
Expedia verified reviews

Havana Cabana at Key West

Havana Cabana at Key West

5/5 Excellent
"The staff is very nice and helpful! We would come again most definitely to this particular hotel!"
A verified traveler stayed at Havana Cabana at Key West
Posted 14 hours ago
Havana Cabana at Key West

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.)