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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Key West vacation rentals

1. 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
$292 nightly
The price is $329
Oct 7 - Oct 8
Total with taxes and fees
Island View 1BR Residence With Balcony
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, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$255 nightly
The price is $287
Sep 7 - Sep 8
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
A dining area with a wooden table and teal chairs, a sofa with blue cushions, and a painting of a beach scene.

3. Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
$1,266 nightly
The price is $1,424
Sep 21 - Sep 22
Total with taxes and fees
Coconut Mallory Marina and Resort Condo
A modern house with a swimming pool, a balcony, and a well-maintained garden.

4. Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
$1,181 nightly
The price is $1,328
Sep 27 - Sep 28
Total with taxes and fees
Contra House Key West

5. Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
$268 nightly
The price is $302
Oct 7 - Oct 8
Total with taxes and fees
Resort View 1BR Suite
A beachside resort with a wooden deck, palm trees, and a sunset view.

6. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$490 nightly
The price is $551
Sep 28 - Sep 29
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

7. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
$468 nightly
The price is $527
Sep 8 - Sep 9
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
A dining area with a wooden table and chairs, a blue sofa, and a view of the outdoors through a glass door.

8. Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
$648 nightly
The price is $729
Sep 8 - Sep 9
Total with taxes and fees
Sunnyside Up by Brightwild Pool Parking
A balcony with a wicker sofa and a palm tree, overlooking a street with buildings and a CVS store.

9. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
$606 nightly
The price is $682
Sep 9 - Sep 10
Total with taxes and fees
Duval Dream Loft by Brightwild Right on Duval

10. Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1 review)
"The roosters crowing early morning was irritating "
United States
Catherine
$426 nightly
The price is $479
Oct 7 - Oct 8
Total with taxes and fees
Two Bedroom Residence With Balcony
A beach view with palm trees, a wooden pier, and a sunset over the water.

11. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious. Great view from room!"
United States
Jacqueline
$319 nightly
The price is $358
Oct 7 - Oct 8
Total with taxes and fees
Ocean Front 1BR Suite With Direct Beach Access

12. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
$296 nightly
The price is $333
Oct 7 - Oct 8
Total with taxes and fees
Ocean Front One Bedroom Residence
A white two-story house with a balcony and a swimming pool.

13. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,423 nightly
The price is $1,601
Sep 8 - Sep 9
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool

14. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
$288 nightly
The price is $324
Oct 7 - Oct 8
Total with taxes and fees
Resort View 1BR Suite With Direct Pool Access
A modern kitchen with a large island, built-in appliances, and pendant lighting.

15. Cloud Suite on Duval Luxury Condo Epic Location

Cloud Suite on Duval Luxury Condo Epic Location
2.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
"Great space, amazing location, could be a bit cleaner. "
Canada
Marcus
$738 nightly
The price is $830
Sep 8 - Sep 9
Total with taxes and fees
Cloud Suite on Duval Luxury Condo Epic Location
A white two-story house with a central archway and a paved driveway.

16. Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
$1,750 nightly
The price is $1,969
Sep 13 - Sep 14
Total with taxes and fees
Palmgale House in Key West
A modern kitchen with a large island, bar stools, and a view of the outdoors.

17. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
Raccoon Key
$2,243 nightly
The price is $2,523
Sep 13 - Sep 14
Total with taxes and fees
New Waterfront Home - Sunray House
A spacious living room with a large dining table, comfortable seating, and large windows offering a view of the outdoors.

18. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
$2,243 nightly
The price is $2,523
Sep 16 - Sep 17
Total with taxes and fees
Waterfront Luxury Home - Tidelands House
A modern kitchen with a large island, a built-in sink, and a dining area with a blue sofa and chairs.

19. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
$397 nightly
The price is $446
Sep 8 - Sep 9
Total with taxes and fees
Tortuga Suite Sparkling Pool Hot Tub

20. Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
$751 nightly
The price is $845
Oct 7 - Oct 8
Total with taxes and fees
Resort View 3BR Residence
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Property was beautiful, clean, and very well organized. Shuttle was free and convenient. It was also away from the crazy seaweed smell situation they have going on there during summer."
Mark 2-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$522
$662
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 ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking and 3-bedroom townhome in Key West with fitness room, WiFi.

How many vacation rentals will I find in Key West?

With 1019 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.