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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Key West vacation rentals

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (198 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $128
CA $386 total
includes taxes & fees
Oct 5 - Oct 6
Aqua Lodges at Hurricane Hole Marina
A wooden signpost with city names and distances in miles.

2. 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, (457 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
The price is CA $165
CA $371 total
includes taxes & fees
Oct 19 - Oct 20
Steps from Duval, Pool on Site & Bikes Included!
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

3. NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay, location was great!"
United States
Taffy M.
The price is CA $166
CA $407 total
includes taxes & fees
Oct 6 - Oct 7
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

4. 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, (56 reviews)
"The room was exactly what we expected, clean, cozy and a good place to chill after a day of adventuring in Key West. The pool/hot tub was wonderful and I wish I had one at home we didn’t want to leave and can’t wait to be back!"
United States
Cody S.
The price is CA $153
CA $492 total
includes taxes & fees
Oct 20 - Oct 21
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

5. 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, (137 reviews)
"Great place to stay"
United States
walter l.
The price is CA $183
CA $443 total
includes taxes & fees
Oct 1 - Oct 2
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A compact bedroom with a bed, a small kitchenette, and a door leading to a bathroom.

6. Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (54 reviews)
"Great property. Walking Blocks away from the downtown action, yet far away to be quiet. Parking is very tough. If you don’t need to rent a car because you’re going to be hanging out in town the whole time, don’t bother. Uber and transportation are plentiful but again, the parking is very difficult to find free parking."
United States
Timothy
The price is CA $168
CA $594 total
includes taxes & fees
Oct 15 - Oct 16
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
A narrow brick pathway flanked by white buildings with potted plants and a bench.

7. 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)
"Me and my partner came here for my birthday weekend and really enjoyed this cozy place. Communication was on point and we were able to have an early check in upon request. The location was perfect!"
United States
Mariah H.
The price is CA $169
CA $532 total
includes taxes & fees
Oct 5 - Oct 6
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
A tropical garden pathway leading to a building with a yellow facade and green shutters.

8. 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, (112 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The studio and surroundings matched photos posted and provided a Key West atmosphere and experience. Walking to Key West activities and sites was feasible. Very happy with and positive addition to our Key West visit."
United States
Ken L.
The price is CA $220
CA $488 total
includes taxes & fees
Oct 8 - Oct 9
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A small, private entrance to a house with a brick pathway leading to a door.

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

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
"Great location!!"
United States
Julie
The price is CA $184
CA $553 total
includes taxes & fees
Oct 15 - Oct 16
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

10. VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (57 reviews)
"Nice clean apartment and good walking distance to Old Town restaurants and neighborhood."
United States
Justin R.
The price is CA $153
CA $492 total
includes taxes & fees
Oct 1 - Oct 2
VanGogh Studio | Updated, Old Town, Heated Pool
Exterior

11. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is CA $253
CA $416 total
includes taxes & fees
Oct 1 - Oct 2
Island View 1BR Residence With Balcony
A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

12. Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (76 reviews)
"Fantastic location"
United States
Jennifer
The price is CA $217
CA $716 total
includes taxes & fees
Oct 11 - Oct 12
Duval Delight | Recently Remodeled Condo on Duval!
A white colonial-style building with balconies, palm trees, and a street view.

13. LA CASA CUBANA @ Cuban Club Suites

LA CASA CUBANA @ Cuban Club Suites
Old Town Key West
9.6 out of 10, Exceptional, (75 reviews)
"Everything was terrific and as advertised! Thank you and would 100 stay here again! "
United States
Edmund
The price is CA $340
CA $832 total
includes taxes & fees
Oct 15 - Oct 16
LA CASA CUBANA @ Cuban Club Suites
A gated entrance with a number sign, a brick pathway, and potted plants.

14. Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Old Town Key West
9.4 out of 10, Exceptional, (96 reviews)
"Great location and peaceful relaxing courtyard and pool .would love to return here"
United States
stephanie w.
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
A modern living room with a grey sofa, wooden flooring, a ceiling fan, and framed artwork on the walls.

15. Kingfish Keep | Lively Escape on Duval! Balcony!

Kingfish Keep | Lively Escape on Duval! Balcony!
Old Town Key West
9.8 out of 10, Exceptional, (39 reviews)
"Great place to stay!"
United States
Andrew M.
The price is CA $231
CA $681 total
includes taxes & fees
Oct 4 - Oct 5
Kingfish Keep | Lively Escape on Duval! Balcony!
A Victorian-style building with a prominent tower, multiple balconies, and a red-tiled roof.

16. La Casa de Luna - 1 Bd/1B condo just off upper Duval

La Casa de Luna - 1 Bd/1B condo just off upper Duval
Old Town Key West
9.6 out of 10, Exceptional, (112 reviews)
"It was very nice and clean for 2 people and close to Duvall St."
United States
David
La Casa de Luna - 1 Bd/1B condo just off upper Duval
A house with a covered porch, a wooden deck, and a variety of plants.

17. Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
The price is CA $245
CA $840 total
includes taxes & fees
Oct 1 - Oct 2
Get your ISLAND STLYE on!
A gated entrance with a number 921 sign, a brick pathway, and potted plants.

18. Old Town Key West suite w/ pool & pet-friendly

Old Town Key West suite w/ pool & pet-friendly
Old Town Key West
9.4 out of 10, Exceptional, (71 reviews)
"Fantastic location, perfect for our girls trip!"
United States
Mandy S.
The price is CA $215
CA $686 total
includes taxes & fees
Oct 8 - Oct 9
Old Town Key West suite w/ pool & pet-friendly
A covered balcony with a view of a marina and waterfront.

19. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (39 reviews)
"We loved our stay! Beautiful room with a wonderful view. We loved how quiet and relaxing it was!"
United States
Jesse B.
The price is CA $190
CA $574 total
includes taxes & fees
Oct 15 - Oct 16
Waterfront Dock Pool Key West Near Duval
A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.

20. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
10.0 out of 10, Exceptional, (122 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is CA $230
CA $508 total
includes taxes & fees
Oct 6 - Oct 7
Studio Blu - Historic Key West Studio + Bikes
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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."
Krystal 1-night trip
Posted 3 hours ago
Parrot Key Hotel & Villas

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 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?

3-bedroom house boat in tranquil Key West with AC: This Key West vacation home rental offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. 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 Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking.

How many vacation rentals will I find in Key West?

With 1025 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 Florida Keys Beaches.

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.