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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
$214 nightly
The price is $238
Oct 15 - Oct 16
Total with taxes and fees
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
$252 nightly
The price is $283
Oct 14 - Oct 15
Total with taxes and fees
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 functional. We loved the location and ease of getting everywhere. The pool was really nice. The only complaint is that the entire bathroom floods when you take a shower. We ended up using our flip flops to squeegee the water to the drain, because the drain is higher than the rest of the floor. Highly recommend providing a squeegee to help with flooding."
United States
Shawn
$310 nightly
The price is $344
Oct 14 - Oct 15
Total with taxes and fees
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.
$272 nightly
The price is $302
Oct 14 - Oct 15
Total with taxes and fees
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.
$311 nightly
The price is $345
Oct 25 - Oct 26
Total with taxes and fees
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.
$303 nightly
The price is $336
Oct 27 - Oct 28
Total with taxes and fees
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, (49 reviews)
"Great location"
United States
Glen V.
$375 nightly
The price is $416
Oct 21 - Oct 22
Total with taxes and fees
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.
$335 nightly
The price is $372
Oct 25 - Oct 26
Total with taxes and fees
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.
$349 nightly
The price is $388
Oct 14 - Oct 15
Total with taxes and fees
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
$452 nightly
The price is $502
Oct 15 - Oct 16
Total with taxes and fees
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.
$407 nightly
The price is $452
Oct 26 - Oct 27
Total with taxes and fees
Underwater Cabana at Custom House Inn | On Duval!
A living room with a sofa, two chairs, a coffee table, a TV, and a ceiling fan.

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.
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.
$431 nightly
The price is $478
Oct 15 - Oct 16
Total with taxes and fees
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.
$268 nightly
The price is $298
Oct 20 - Oct 21
Total with taxes and fees
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.
$431 nightly
The price is $479
Oct 14 - Oct 15
Total with taxes and fees
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
$434 nightly
The price is $482
Oct 14 - Oct 15
Total with taxes and fees
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.
$500 nightly
The price is $555
Oct 14 - Oct 15
Total with taxes and fees
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.
$447 nightly
The price is $497
Oct 26 - Oct 27
Total with taxes and fees
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)
"Wonderful stay. Thank you."
United States
shannon b.
$271 nightly
The price is $301
Oct 18 - Oct 19
Total with taxes and fees
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
$282 nightly
The price is $318
Oct 14 - Oct 15
Total with taxes and fees
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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Staff was great"
Robert A 3-night trip
Posted 10 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$662
$699
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 $219 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 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.