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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Key West vacation rentals

A wooden signpost with city names and distances in miles.

1. 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, (458 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
The price is ￥15,530
￥37,776 total
includes taxes & fees
Oct 11 - Oct 12
Steps from Duval, Pool on Site & Bikes Included!
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

2. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (199 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is ￥18,418
￥47,879 total
includes taxes & fees
Oct 13 - Oct 14
Aqua Lodges at Hurricane Hole Marina
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

3. 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, (57 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 ￥17,066
￥54,267 total
includes taxes & fees
Oct 11 - Oct 12
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

4. 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, (138 reviews)
"Great place to stay"
United States
walter l.
The price is ￥21,055
￥50,581 total
includes taxes & fees
Oct 13 - Oct 14
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

5. 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)
"Great crew here. From the airport shuttle to constant communication to make sure we were happy. Would highly recommend for a great getaway! Very convenient to lots of places to have fun."
United States
Jesse M.
The price is ￥17,240
￥54,957 total
includes taxes & fees
Oct 25 - Oct 26
VanGogh Studio | Updated, Old Town, Heated Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

6. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.8 out of 10, Exceptional, (13 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
The price is ￥18,997
￥45,851 total
includes taxes & fees
Oct 12 - Oct 13
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
A hotel room with two beds, a ceiling fan, a TV, and a window with blinds.

7. Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Old Town Key West
9.8 out of 10, Exceptional, (48 reviews)
"Great location"
United States
Glen V.
The price is ￥18,807
￥65,543 total
includes taxes & fees
Oct 11 - Oct 12
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
A narrow brick pathway flanked by white buildings with potted plants and a bench.

8. 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 ￥18,759
￥58,998 total
includes taxes & fees
Oct 13 - Oct 14
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
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)
"Fantastic location. Super friendly and helpful host. Everything you need to escape to key west for a long weekend!"
United States
Jamie F.
The price is ￥20,549
￥61,624 total
includes taxes & fees
Oct 12 - Oct 13
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

10. Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (78 reviews)
"Fantastic location"
United States
Jennifer
The price is ￥24,206
￥78,994 total
includes taxes & fees
Oct 11 - Oct 12
Duval Delight | Recently Remodeled Condo on Duval!
A multi-level wooden house with a blue staircase and white railings.

11. Underwater Cabana at Custom House Inn | On Duval!

Underwater Cabana at Custom House Inn | On Duval!
Key West Historic District
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location, spacious room. Our second time staying at this venue."
United States
Colleen L.
The price is ￥24,031
￥71,337 total
includes taxes & fees
Oct 26 - Oct 27
Underwater Cabana at Custom House Inn | On Duval!
A dining area with a table, chairs, and a television mounted on the wall.

12. Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (162 reviews)
"Nice location, clean, & would stay there again"
United States
Karen L.
The price is ￥20,172
￥67,651 total
includes taxes & fees
Oct 14 - Oct 15
Hollinsed House Studio - Great Location!!
A modern living room with a grey sofa, wooden flooring, a ceiling fan, and framed artwork on the walls.

13. 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 ￥25,773
￥75,747 total
includes taxes & fees
Oct 15 - Oct 16
Kingfish Keep | Lively Escape on Duval! Balcony!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

14. 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, (113 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 ￥25,013
￥55,033 total
includes taxes & fees
Oct 20 - Oct 21
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A gated entrance with a number 921 sign, a brick pathway, and potted plants.

15. 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 ￥23,612
￥76,238 total
includes taxes & fees
Oct 14 - Oct 15
Old Town Key West suite w/ pool & pet-friendly
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
The price is ￥25,959
￥77,153 total
includes taxes & fees
Oct 14 - Oct 15
La Casa de Luna - 1 Bd/1B condo just off upper Duval
A white building with a front door, steps, and a mailbox.

17. Holly's Hideaway - Truman @ Duval | Charming Hideaway Near Duval!

Holly's Hideaway - Truman @ Duval | Charming Hideaway Near Duval!
Old Town Key West
9.6 out of 10, Exceptional, (54 reviews)
"Great place and very close to the action on Duval St. Would definitely stay again."
United States
Matthew H.
The price is ￥30,475
￥87,701 total
includes taxes & fees
Oct 11 - Oct 12
Holly's Hideaway - Truman @ Duval | Charming Hideaway Near Duval!
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

18. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (21 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is ￥27,514
￥78,476 total
includes taxes & fees
Oct 26 - Oct 27
The Grand Cayman | Beautifully Remodeled Key West!
A wooden deck with a large tree, outdoor seating, and a marina in the background.

19. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (37 reviews)
"Definitely would stay here again. Very smooth process. Property was perfect for our family of 5. We loved having access to the pool right at our doorstep. Very accurate photos and description. Excellent value for the money."
United States
Danielle D.
The price is ￥26,359
￥48,236 total
includes taxes & fees
Oct 18 - Oct 19
Poolside Cottage #412
Exterior

20. 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 ￥34,036
￥53,000 total
includes taxes & fees
Oct 11 - Oct 12
Island View 1BR Residence With Balcony
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

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

8/10 Good
"Fantastic location next to the marina, cruise ship docks and shopping. Hotel needs updating but the location more than makes up for that. Lolita’s Restaurant, on hotel property, is fantastic for really breathtaking sunset dining! Our bathroom was dirty when we checked in but the staff were quick to address and correct. The A/C was really loud and couldn’t quite keep up. Overall very nice resort and great location. Would gladly stay here again."
Michael 2-night trip
Posted 1 hour ago
Opal Key Resort & Marina, Key West

Find out more about Key West

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:

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

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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.