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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$235 nightly
The price is $264
Aug 30 - Aug 31
Total with taxes and fees
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, (451 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
$205 nightly
The price is $228
Sep 7 - Sep 8
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

3. 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, (136 reviews)
"Great place to stay"
United States
walter l.
$268 nightly
The price is $297
Aug 30 - Aug 31
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
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)
"It was perfect. Tucked away from everything but enough distance to see everything and it has a pool to cool off."
United States
Elisabete D.
$317 nightly
The price is $352
Aug 30 - Aug 31
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A kitchen with a refrigerator, stove, and two bar stools.

5. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
9.0 out of 10, Wonderful, (198 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
$259 nightly
The price is $288
Aug 31 - Sep 1
Total with taxes and fees
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
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, (53 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
$363 nightly
The price is $402
Aug 30 - Aug 31
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

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

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (56 reviews)
"Nice clean apartment and good walking distance to Old Town restaurants and neighborhood."
United States
Justin R.
$309 nightly
The price is $343
Aug 30 - Aug 31
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
A small, private entrance to a house with a brick pathway leading to a door.

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

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (39 reviews)
"Fantastic and cozy… and surprisingly right in the middle of Key West fun"
United States
Jay R.
$351 nightly
The price is $389
Aug 30 - Aug 31
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

9. 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, (110 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 property was just as listed. Very clean, quiet, the pool was very refreshing! Great location, walkable to almost anything. Would highly recommend!"
United States
Chris & Sarah F.
$268 nightly
The price is $297
Aug 30 - Aug 31
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A narrow brick pathway flanked by white buildings with potted plants and a bench.

10. 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.
$338 nightly
The price is $375
Sep 6 - Sep 7
Total with taxes and fees
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
A modern living room with a grey sofa, wooden flooring, a ceiling fan, and framed artwork on the walls.

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

Kingfish Keep | Lively Escape on Duval! Balcony!
Old Town Key West
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay!"
United States
Andrew M.
$431 nightly
The price is $478
Aug 30 - Aug 31
Total with taxes and fees
Kingfish Keep | Lively Escape on Duval! Balcony!
A pathway leading to a house with a number '121' on the wall, surrounded by potted plants.

12. Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (122 reviews)
$303 nightly
The price is $336
Aug 31 - Sep 1
Total with taxes and fees
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
A two-story house with a white picket fence, a covered porch, and a small garden area with plants and a palm tree.

13. Sea Breeze - One Block from Duval Street

Sea Breeze - One Block from Duval Street
Old Town Key West
9.4 out of 10, Exceptional, (55 reviews)
"Great location. Clean house. Loved my stay here. "
United States
Alan K.
$471 nightly
The price is $523
Aug 30 - Aug 31
Total with taxes and fees
Sea Breeze - One Block from Duval Street
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

14. 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, (38 reviews)
"We had a great stay- The property is exactly as described. Location was convenient and easy to get around by foot or scooter. The neighborhood was quiet and parking was not a problem. We will definitely stay here again!"
United States
Sara F.
$340 nightly
The price is $377
Sep 1 - Sep 2
Total with taxes and fees
Claude Monet Suite | Cozy Studio with Pool & Patio
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

15. Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (45 reviews)
"Great pool. Wonderful location."
United States
Anonymous traveler
$317 nightly
The price is $352
Aug 30 - Aug 31
Total with taxes and fees
Chagall's Corner | Newly Remodeled!
A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

16. Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (73 reviews)
"Great stay"
United States
Lisa H.
$451 nightly
The price is $501
Aug 30 - Aug 31
Total with taxes and fees
Duval Delight | Recently Remodeled Condo on Duval!
A pool area with a pool, lounge chairs, and a building with a porch.

17. Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (162 reviews)
"Perfect location, nice spot for a long weekend getaway. "
United States
Charlene B.
$410 nightly
The price is $455
Aug 30 - Aug 31
Total with taxes and fees
Hollinsed House Studio - Great Location!!
A marina with boats docked, a clear sky, and a rainbow.

18. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (29 reviews)
"Great stay! Beautiful view. No complaints. Easy check in and great communication with owner. Thanks for a great trip!"
United States
Haley P.
$352 nightly
The price is $391
Sep 2 - Sep 3
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

19. 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, (34 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.
$438 nightly
The price is $486
Sep 1 - Sep 2
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

20. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
$439 nightly
The price is $487
Sep 1 - Sep 2
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Rooms were very clean. Bar was great"
Johann Reinhard 3-night trip
Posted less than an hour ago
Beachside Resort & Residences

Price trends for vacation rentals in Key West

Less expensive
More expensive
Next month
September
February
$522
Month
Price
January
$924
February
$1,070
March
$997
April
$786
May
$667
June
$574
July
$611
August
$553
September
$522
October
$662
November
$699
December
$887
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.

Find out more about Key West

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 $228 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.

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 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?

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 Sept. spec @ 125 lodg + extras. 8th to 17th and 21st til 30th. Great value. and TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!.

How many vacation rentals will I find in Key West?

With 1015 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.