Key West Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, 230 reviews
"We really enjoyed our stay and was perfect for a quick weekend trip. Parking across the street, (make sure to go in and get the card to help you park) very convenient location for everything. The staff is extremely friendly and welcoming, and the grounds are beautiful and well kept. Opt for a private balcony if possible. It was awesome being able to walk to everything and watch a cruise depart from the pool! Will be back and would recommend! Oh and bring earplugs for sleeping since you’re not...
The price is ¥43,418
¥52,346 total
includes taxes & fees
Jun 22 - Jun 23
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, 333 reviews
"Ken's place is awesome. Between the included use of two bikes to putt around town, the perfect location (close enough to walk to Duval, but still away from the craziness), the spotless room and bath, ice cold A/C unit, comfy bed, and well apportioned mini kotched...I can't imagine a better deal in Key West. My fiance and I had a blast for our week there. Ken was amazing as well in his communication and helpfulness with the area. Hope we can stay whenever our next trip to KW comes!"
The price is ¥15,406
¥37,135 total
includes taxes & fees
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is ¥33,614
¥57,016 total
includes taxes & fees
Jun 20 - Jun 21
Poolside Cottage #411
Save an average of 15% on thousands of hotels when you're signed in
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very Good, 789 reviews
"Great property on the water at the Marina . 2 salt water swimming pools and a nice hot tub . Best to rent bikes and go the Stock Island for lunch or dinner. Also can rent kayaks at Stock Island. "
Coconut Mallory Resort And Marina By Kees Vacations
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 88 reviews
"Everyone was extremely nice and helpful."
The price is ¥15,682
¥39,528 total
includes taxes & fees
Jun 12 - Jun 13
Aqua Lodges at Hurricane Hole Marina
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, 99 reviews
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is ¥19,645
¥44,299 total
includes taxes & fees
Jun 18 - Jun 19
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, 10 reviews
"The Yacht was beautiful. The marina was amazing. The marina and resort had excellent restaurants and bars. It was very cool to see all of the boats coming and going. It was an easy Uber ride to Key West and enjoy the fast pace life. Then it was wonderful to come back to the quiet of the marina. Would highly recommend a stay here."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is ¥25,257
¥49,501 total
includes taxes & fees
Jun 19 - Jun 20
Salvador's Studio by Brightwild | Heated Pool!
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 103 reviews
"Beautiful property in a great location. I would definitely stay again."
The price is ¥26,455
¥52,853 total
includes taxes & fees
Jun 26 - Jun 27
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
9.6 out of 10, Exceptional, 185 reviews
"The stay was excellent, a beautiful home with lovely touches to make you feel comfortable. Overall I gave the highest rating, but the TV didn’t work. The manager was attentive but still took a few days to resolve the issue. Also, pool guy arrived unannounced to service the pool, I would have preferred notice. As I said it was overall perfect in terms of location, cleanliness and charm, would recommend it!"
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
9.8 out of 10, Exceptional, 155 reviews
"A short walk from the busy docks, the property offered the unexpected pleasure of staying in our own peaceful and private garden enclave. The nature-inspired design of the pool and the lush tropical foliage invited lingering on the lounge chairs and the porch. The patch of grass, although artificial, made great terrain for water fights, a game of beachball soccer, and sunbathing on a towel. Inside, the home was spacious and charming, with island colors punctuating wonderful (original?) wood...
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is ¥31,746
¥69,738 total
includes taxes & fees
Jun 10 - Jun 11
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
The Cozy Little Cottage!
8.8 out of 10, Excellent, 3 reviews
"This cozy little cottage was exactly as advertised. The perfect little getaway for me and my spouse, cute decor, great location, quiet and inviting. Had absolutely zero problems. The AC was definitely a necessity and the little details like the origami folded towels was a nice touch! 10/10 would stay here again."
The price is ¥21,787
¥44,567 total
includes taxes & fees
Jun 9 - Jun 10
The Cozy Little Cottage!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is ¥20,268
¥45,000 total
includes taxes & fees
Jun 19 - Jun 20
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
9.4 out of 10, Exceptional, 88 reviews
"We had a wonderful time! Thoroughly enjoyed the pool every day! Perfect temp and no kids! We will be back for sure! "
The price is ¥18,986
¥43,361 total
includes taxes & fees
Jun 13 - Jun 14
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
40'yacht in Paradise Awaits You!
9.6 out of 10, Exceptional, 23 reviews
"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!
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, 262 reviews
"Very clean and well decorated and equipped. The owners are very helpful with anything that comes up. The pool is huge, and the ocean is right behind it providing your own little beach. Very relaxing. Would definitely stay here again."
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, 214 reviews
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
10.0 out of 10, Exceptional, 55 reviews
"Great location, clean, and quiet neighborhood close to everything"
The price is ¥27,908
¥60,261 total
includes taxes & fees
Jun 8 - Jun 9
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
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.

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

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, 1,538 reviews
"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other. "
The price is ¥26,068
¥38,390 total
includes taxes & fees
Jun 10 - Jun 11
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, 1,780 reviews
"Staff was very welcoming and accommodating to our needs like late checkout etc"
The price is ¥32,680
¥46,587 total
includes taxes & fees
Jun 27 - Jun 28
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
3.0 star property
7.8 out of 10, Good, 1,070 reviews
"Very convenient location and great shuttle service to Downtown. Also they provide bikes rental which is awesome to go around the island. The pool walls are very dirty, it needs to be deep clean. The room floor needs to be clean as well and the room towels are clean but they have a dirty color. "
The price is ¥27,284
¥35,081 total
includes taxes & fees
Jun 10 - Jun 11
Fairfield Inn and Suites by Marriott 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.

Search for holiday rentals in Key West on Expedia! You can easily find your home rentals, villas, holiday apartments in Key West using one of the methods below:

  • View our selection of featured holiday rentals in Key West
  • Use the map to find apartments and other holiday homes in the Key West neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Key West while they last

Look no further and take a look at our great range of rental properties in Key West!

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 entertainment choices and lively festivals. While you're in the area, you can also enjoy the scenic seaside and great live music.

What are some of the best vacation rentals in Key West?

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!: This Key West vacation home rental is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Key West include SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! and ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!.

How many vacation rentals will I find in Key West?

With 1110 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. You can also visit some other popular places in town, such as Duval Street and Dry Tortugas National Park.

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