A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Key West vacation rentals

Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (190 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is CA $154
CA $412 total
includes taxes & fees
Jul 5 - Jul 6
Aqua Lodges at Hurricane Hole Marina
Exterior detail

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Great place to stay"
United States
walter l.
The price is CA $198
CA $466 total
includes taxes & fees
Jul 13 - Jul 14
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Exterior detail

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (105 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
The price is CA $147
CA $400 total
includes taxes & fees
Jul 5 - Jul 6
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A heated pool

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (51 reviews)
"Good location and value"
United States
Dan W.
The price is CA $164
CA $503 total
includes taxes & fees
Jul 7 - Jul 8
VanGogh Studio | Updated, Old Town, Heated Pool
Terrace/patio

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.8 out of 10, Exceptional, (45 reviews)
"The property is in a great location and we enjoyed our stay! It’s perfect for a small family!"
United States
Kristin S.
The price is CA $164
CA $589 total
includes taxes & fees
Jul 14 - Jul 15
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is CA $185
CA $458 total
includes taxes & fees
Jul 2 - Jul 3
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
A heated pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (54 reviews)
"Things ran smoorhly with booking and check-in. "
United States
Bev H.
The price is CA $164
CA $503 total
includes taxes & fees
Jul 7 - Jul 8
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"It was a great experience staying on against All Odds II.We had a challenge with the tv, but other than that great. We were able to use the hotel pool and shuttle which was a plus."
United States
Barbara C.
The price is CA $265
CA $601 total
includes taxes & fees
Jul 7 - Jul 8
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (440 reviews)
"Great location within walking distance to both ends of Duval. The bikes were nice as well and the unit was very clean. Enjoyed our stay."
United States
Jeff T.
The price is CA $203
CA $416 total
includes taxes & fees
Jul 20 - Jul 21
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (156 reviews)
"Everything was great proximity to music and food venues accommodations were superb fresh clean not worn not dated easy street parking supplies in room more than enoughHost accessible, and responsive for any communication"
United States
Robert H.
The price is CA $124
CA $506 total
includes taxes & fees
Jul 27 - Jul 28
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Exterior

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (37 reviews)
"Fantastic and cozy… and surprisingly right in the middle of Key West fun"
United States
Jay R.
The price is CA $209
CA $586 total
includes taxes & fees
Jul 5 - Jul 6
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Property grounds

The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
8.8 out of 10, Excellent, (41 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
The price is CA $255
CA $722 total
includes taxes & fees
Jul 5 - Jul 6
The Andros | Incredible Views w/ Shared Pool
Exterior detail

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Awesome location & very helpful host!"
United States
Jay M.
The price is CA $209
CA $586 total
includes taxes & fees
Jul 5 - Jul 6
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
A heated pool

Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (42 reviews)
"Very nice place to stay, close to many attractions. "
United States
Maria B.
The price is CA $164
CA $503 total
includes taxes & fees
Jul 7 - Jul 8
Chagall's Corner | Newly Remodeled!
A heated pool

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (36 reviews)
"We enjoyed staying at the place! Thank you. "
United States
Linda A.
The price is CA $194
CA $547 total
includes taxes & fees
Jul 5 - Jul 6
Claude Monet Suite | Cozy Studio with Pool & Patio
Outdoor dining

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (67 reviews)
"We had a wonderful stay. The house was very clean, the area was quiet and peaceful, and the pool was incredibly relaxing. We enjoyed it so much that we have already booked another stay."
United States
Tiara B.
The price is CA $263
CA $464 total
includes taxes & fees
Jul 29 - Jul 30
Poolside Cottage #411
Property grounds

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (31 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is CA $255
CA $725 total
includes taxes & fees
Jul 9 - Jul 10
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Terrace/patio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (61 reviews)
"As ex Key west’s, we were very specific in the location that we wanted to bi in. This property was perfect for us. The compound was calm and quiet as well as extremely well kept. The communication with the management company was seamless."
United States
Donald
OSPREY STUDIO @ The Colony-Sleeps up to 4
TV

Kingfish Keep | Lively Escape on Duval! Balcony!

Kingfish Keep | Lively Escape on Duval! Balcony!
Old Town Key West
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay!"
United States
Andrew M.
The price is CA $270
CA $734 total
includes taxes & fees
Jul 5 - Jul 6
Kingfish Keep | Lively Escape on Duval! Balcony!
Marina

Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (27 reviews)
"Location was perfect. The condo was very clean and all the little touches were much appreciated! Very pleasant stay. Communication with our host was excellent with quick responses. Next visit to Key West we definitely will be looking to stay here again. "
United States
Anonymous traveller
The price is CA $314
CA $724 total
includes taxes & fees
Jul 7 - Jul 8
Waterfront Condo Dock Pool Near Duval St
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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Top Key West Hotel Reviews

The Laureate Key West

The Laureate Key West

10/10 Excellent
"Our stay at the Laureate went very well! The suite we stayed in was clean and smelled good. Proper size for the four of us and never felt that we were on top of each other. One funny thing, I walked to Publix (about a 5-minute walk) to get some provisions. I came back with some frozen pizzas and then realized the unit does not have a stove. So I returned them for something else. The pool area was in good condition and we enjoyed the extra touches of bottled water, chilled towels, and table tennis. Front desk personnel were very prompt when we entered the lobby though had no other interaction with them. Would stay here again."
EDWIN 2-night trip
Posted 5 hours ago
The Laureate Key West

Find out more about Key West

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Key West. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Florida Keys Eco - Discovery Center, 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?

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!: This Key West vacation home rental is located in the city center and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Key West include LADY ADMIRAL ~Sweet cottage & guest house with private heated pool off Duval! and Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath.

How many vacation rentals will I find in Key West?

With 1008 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?

Florida Keys Eco - Discovery Center and Key West Shipwreck Museum 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 Florida Keys Beaches and Duval Street.

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.