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, (253)
"We enjoyed our stay and loved the fact that our studio came with a tub and partial harbor view. Room was just as described on booking site, and exceeded our expectations as I had come across some negative reviews. The only recommendations I have for improvements are please do deep cleaning on shower tiles as they were nearly black, just for hygienic reasons. We also would have enjoyed robes to change into when going/coming from the pool, and upgrading towels and pillows; also we could have used...
The price is $229
includes taxes & fees
$206 per night
Sep 3 - Sep 4
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Close to the Beach & Pool & Bikes Included!
Beach towels
Steps from Duval, Close to the Beach & Pool & Bikes Included!
9.6 out of 10, Exceptional, (345)
"Great spot. Close to all the bars, restaurants and shops."
The price is $237
includes taxes & fees
$213 per night
Sep 25 - Sep 26
Steps from Duval, Close to the Beach & Pool & Bikes Included!
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (22)
"Great stay, pool was very convenient. A little difficult fitting a full size pickup in designated parking spot when all units are filled. I would stay again."
The price is $294
includes taxes & fees
$265 per night
Sep 3 - Sep 4
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
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!
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
3.0 star property
8.8 out of 10, Excellent, (96)
"Ready to get into Key West Where to park was confusing at first"
The price is $260
includes taxes & fees
$231 per night
Sep 6 - Sep 7
Aqua Lodges at Hurricane Hole Marina
40'yacht in Paradise Awaits You!
Property grounds
40'yacht in Paradise Awaits You!
9.4 out of 10, Exceptional, (24)
"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!
Salvador's Studio by Brightwild | Heated Pool!
Pool
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, (25)
"My daughter and I enjoyed the quiet clean suite. The room was perfect for walking ti restaurants and shopping. With a bike it is close to Zachary beach. Host provided us with new towels and linens when asked. We will definitely stay there again."
The price is $276
includes taxes & fees
$249 per night
Sep 3 - Sep 4
Salvador's Studio by Brightwild | Heated Pool!
Key West Retreat $99.Spec.+extras some dates in Aug & Sept.
Interior
Key West Retreat $99.Spec.+extras some dates in Aug & Sept.
9.6 out of 10, Exceptional, (193)
"Small but big enough, clean and comfortable.parking was a bit of a challenge as there is no designated parking spot for the unit. But we got it worked out. Would stay again."
Key West Retreat $99.Spec.+extras some dates in Aug & Sept.
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 $278
includes taxes & fees
$250 per night
Sep 9 - Sep 10
Updated Studio with Heated Pool | Carey's Corner
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
9.4 out of 10, Exceptional, (106)
"This property was in the middle of Old Town, so about 5 minutes from everywhere you'd want to go. The property was well kept and stocked. We had such a nice and peaceful stay."
The price is $242
includes taxes & fees
$218 per night
Sep 3 - Sep 4
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite 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 $3,759
includes taxes & fees
$3,385 per night
Sep 3 - Sep 4
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (270)
"Condo was very nicely updated. Very cozy and in a Great location"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
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 $755
includes taxes & fees
$680 per night
Sep 12 - Sep 13
The Crystalmarine Suite – Rustic Luxury on the Sea
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, (208)
"Great location No tv in living room Called they could come but didn’t know when We couldn’t wait"
The price is $389
includes taxes & fees
$350 per night
Sep 8 - Sep 9
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
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, (194)
"Clean and cozy as described!"
The price is $259
includes taxes & fees
$233 per night
Sep 9 - Sep 10
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
The Caroline #2 | 2 Bed, 1 Bath
Pool
The Caroline #2 | 2 Bed, 1 Bath
9.2 out of 10, Wonderful, (9)
"the property is clean and they property mangers where very hell-full "
The Caroline #2 | 2 Bed, 1 Bath
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, (163)
"Love Key West"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
FONTANA ~ Adults Only, Pool Access King Suite in Azul Mansion!
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access King Suite in Azul Mansion!
9.4 out of 10, Exceptional, (101)
"Everything was absolutely perfect, I will definitely be rebooking again very soon. Preferably the same room."
The price is $243
includes taxes & fees
$219 per night
Sep 3 - Sep 4
FONTANA ~ Adults Only, Pool Access King Suite in Azul Mansion!
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
A heated pool
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
9.4 out of 10, Exceptional, (50)
"This was a beautiful place! The beach was a short walk across the street. The beds were comfortable and they had everything we needed for our stay. "
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
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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.
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Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
August
February
$342
$457
Month
Price
January
$507
February
$716
March
$465
April
$369
May
$325
June
$266
July
$283
August
$241
September
$342
October
$457
November
$442
December
$521
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

Margaritaville Beach House Key West
Beach nearby, white sand
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1778)
"Great stay - good value, perfect for us & our five year old. Stayed in a one room suite, pull out sofa was comfy & allowed us some space when our child slept. Kitchen had microwave, sink, and small fridge so we could eat in room. Restaurant has great kids’ menu & we ate there frequently (breakfast is the best!). Pool was super clean & well maintained. Just across from beautiful beach with calm waters & a big sandbar. "
The price is $306
includes taxes & fees
$272 per night
Sep 17 - Sep 18
Margaritaville Beach House Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, cabanas (surcharge), sun loungers
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.6 out of 10, Good, (1009)
"Excellent on every level. Staff were always pleasant, pool bar was convenient and reasonably priced for the area. 10/10 would stay again and recommend"
The price is $180
includes taxes & fees
$160 per night
Sep 8 - Sep 9
Hilton Garden Inn Key West / The Keys Collection
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2074)
"Very friendly service. "
The price is $308
includes taxes & fees
$281 per night
Sep 16 - Sep 17
Southernmost Beach Resort
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 $229 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?

Key West Retreat $99.Spec.+extras some dates in Aug & Sept. : 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. Some other homes for rent in Key West include ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking and Poolside Cottage #411.

How many vacation rentals will I find in Key West?

With 1171 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

Southernmost Beach Resort

Southernmost Beach Resort

5/5 Excellent
"Very friendly service. "
A verified traveler stayed at Southernmost Beach Resort
Posted 8 hours ago
Southernmost Beach Resort

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.)