Key West Vacation Rentals

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Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

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, (226)
"Great location, will visit again! "
The price is $309
$370 total
includes taxes & fees
May 20 - May 21
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, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is $99
$240 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is $239
$410 total
includes taxes & fees
May 5 - May 6
Aqua Lodges at Hurricane Hole Marina
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Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (14)
"This place was so quiet and comfortable and was the perfect stay for us in Key West. The hosts are top notch."
The price is $216
$369 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #411
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, (9)
"Sunset cruise was amazing around key west with captain lombardi"
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
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, (182)
"The area was close to Duval"
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Luxury 62' Yacht! In a Beautiful Resort
Outdoor pool, a heated pool
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, (6)
"Great property, staff was excellent and the captain was fantastic. We will be back !!!"
Luxury 62' Yacht! In a Beautiful Resort
52' Power Catamaran Yacht at Luxury Resort Marina
Outdoor dining
52' Power Catamaran Yacht at Luxury Resort Marina
10.0 out of 10, Exceptional, (11)
"We had a great time about Blue Jeans! Louie is an amazing host, as responsive as possible, also took us out for a cruise around Key West, AC works great! Easy Golf kart ride from the marina to down town key west. Pool at the marina was nice as well."
52' Power Catamaran Yacht at Luxury Resort Marina
Sailboat Getaway in Key West
Property grounds
Sailboat Getaway in Key West
10.0 out of 10, Exceptional, (2)
"From the moment i boarded it was so peaceful. I love that you are so close to everything, yet you feel your on an island. The host was amazing. I will be staying longer next time. Thanks again for everything."
The price is $149
$290 total
includes taxes & fees
May 5 - May 6
Sailboat Getaway in Key West
Duval Square in Key West
Pool
Duval Square in Key West
10.0 out of 10, Exceptional, (12)
"We stayed just a few days at this property and really enjoyed our stay. Everything was very clean. We didn't use the washer/dryer or dishwasher so I can't comment on those. The place is decorated to keep you in the vacation mood. Very easy to get to everything since it's right off Duval. Definitely would stay here again."
Duval Square in Key West
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Pool | 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, (257)
"This property and host exceeded all of our expectations. It was spacious, comfortable, and welcoming with its amazing kitchen, breezy rooms, and friendly neighbors. The hosts were a pleasure to work with and easy to reach whenever we wished to communicate with them. 10/10 would return to this property. I highly recommend it!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
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, (196)
"The inside was as advertised. Great location and the front porch was nice. The inside of the unit was clean."
The price is $59
$296 total
includes taxes & fees
May 13 - May 14
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
Pool
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
9.8 out of 10, Exceptional, (147)
"Host was an outstanding communicator. Check-in process was fully remote and seamless! Thank you, Victor Redd! (Also the Key Lime pie was a hit!). The property itself was great and has its own little private oasis with the pool and private beach. Our place didn’t have the ocean view, but we didn’t need to pay all the extra money per night for that because we spent our time at 1800 Atlantic either at the pool, at Smithers Beach right next door, or Sleeping! The rest of the time we spent enjoying...
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (22)
"So glad we stayed here! It is exactly what I was looking for. A unique way to visit Key West. It was nice to open the hatches and have a nice breeze and great view of the stars. He has a nice bathroom with shower in the car port. The host was great with communication and was really cool. Definitely recommend"
34’ Catamaran Sailboat
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
A heated pool
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
9.8 out of 10, Exceptional, (102)
"The front office team were very nice and accommodating. The home is perfect for a small group and located in the center of town and perfectly walkable. We will definitely be back!"
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
Robinson Crusoe Cottage
Pool
Robinson Crusoe Cottage
9.4 out of 10, Exceptional, (33)
"Cute and adorable. Absolutely. Clean and quiet. Not even close. I called ahead because my major concern was noise. The pool was six steps from my front door. Convenient yes but if other guests are using it and have a boombox going for 10 hours straight starting at 9 14hrs that’s not peaceful. The unit itself looked clean, but was actually filthy. It was not humid outside, but it was very humid in the unit. I emptied out a 2 gallon dehumidifier minimum three times a day. And it’s very small...
Robinson Crusoe Cottage
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!
9.2 out of 10, Wonderful, (88)
"We enjoyed our short stay. Wish we could have stayed longer. The cottages were conventionally located. Very easy to get around. Hosts were wonderful about communicating and pool was such an added bonus. Loved our stay. ❤️"
The price is $161
$326 total
includes taxes & fees
May 6 - May 7
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (226)
"Loved the 2 bedroom plan with privacy door and 2 entrances. The location was perfect, quiet but close to everything. We quickly discovered the included bikes were the best way to navigate the area. Definitely would stay again if in area."
The price is $302
$585 total
includes taxes & fees
May 6 - May 7
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
9.6 out of 10, Exceptional, (185)
"This was our third time staying at this location. It is as described and the location is fantastic."
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Bahama Village studio @ the Galleria!
Pool
Bahama Village studio @ the Galleria!
10.0 out of 10, Exceptional, (4)
"It was a good place to stay and reasonably proced"
The price is $244
$458 total
includes taxes & fees
May 5 - May 6
Bahama Village studio @ the Galleria!
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.

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.)

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$403
$388
Month
Price
January
$457
February
$565
March
$451
April
$379
May
$403
June
$388
July
$415
August
$346
September
$289
October
$393
November
$357
December
$456
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

Havana Cabana at Key West
Outdoor pool, sun loungers
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1440)
"The pool and courtyard was beautiful, food was delicious, bar and staff was very nice, great service. We enjoyed our stay."
The price is $279
$379 total
includes taxes & fees
May 22 - May 23
Havana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina
View from property
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1527)
"I would recommend oceans to everyone It’s clean, the staff goes above and beyond expectations, they are so pleasant and helpful. If I am lucky enough to return to key west I won’t think twice about booking there again."
The price is $223
$309 total
includes taxes & fees
May 12 - May 13
Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very Good, (1824)
"Great service"
The price is $374
$484 total
includes taxes & fees
May 27 - May 28
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 $59 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?

Poolside Cottage #411: This Key West vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a spa tub. Some other homes for rent in Key West include Duval Square in Key West and Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8.

How many vacation rentals will I find in Key West?

With 1062 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

Heron House Court - Adult Only

Heron House Court - Adult Only

5/5 Excellent
"I had a wonderful time! Roman was incredibly helpful, welcoming, and kind. The hotel is located in a great spot - it’s quiet but close enough to walk to anything you want to do. I was traveling alone and felt safe the whole time!"
A verified traveler stayed at Heron House Court - Adult Only
Posted 19 hours ago
Heron House Court - Adult Only