Key West Holiday Rentals

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Our top choices for Key West holiday rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is AU$455
includes taxes & fees
3 Mar - 4 Mar
Aqua Lodges at Hurricane Hole Marina

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (29 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is AU$732
includes taxes & fees
3 Mar - 4 Mar
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"Really enjoyed our stay. Location was great and the property was well kept."
United States
linda k.
The price is AU$669
includes taxes & fees
3 Mar - 4 Mar
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (210 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is AU$670
includes taxes & fees
25 Mar - 26 Mar
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

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, (120 reviews)
"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."
United States
Richard
The price is AU$620
includes taxes & fees
18 Mar - 19 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

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, (423 reviews)
"Great place to stay. Away from the noise, but only a few blocks from everything. "
United States
Brad B.
The price is AU$530
includes taxes & fees
4 Mar - 5 Mar
Steps from Duval, Pool on Site & Bikes Included!

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.6 out of 10, Excellent, (120 reviews)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is AU$625
includes taxes & fees
15 Mar - 16 Mar
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

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

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Super clean place to stay! Loved the location, it was everything we needed it to be for our trip"
United States
Kimberlie D.
The price is AU$769
includes taxes & fees
4 Mar - 5 Mar
Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Carey's Corner | Updated Studio with Heated Pool

Carey's Corner | Updated Studio with Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (37 reviews)
"The location was great. The room was very clean, and we loved the private, heated pool."
United States
Nikki R.
The price is AU$652
includes taxes & fees
4 Mar - 5 Mar
Carey's Corner | Updated Studio with Heated Pool

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
The price is AU$1,112
includes taxes & fees
4 Mar - 5 Mar
Grand Marina Suite by Brightwild Waterfront

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
9.8 out of 10, Exceptional, (48 reviews)
"Everything was excellent, awesome host, beautiful vacation!"
United States
Jodi M.
The price is AU$749
includes taxes & fees
8 Mar - 9 Mar
Living the Dream Key West Style

Green Room at the Grand Maloney

Green Room at the Grand Maloney
Key West Historic District
9.0 out of 10, Wonderful, (6 reviews)
"Check in was easy, place was clean and comfortable and awesome location! "
United States
Alyssah M.
The price is AU$872
includes taxes & fees
24 Mar - 25 Mar
Green Room at the Grand Maloney

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (243 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AU$674
includes taxes & fees
11 Mar - 12 Mar
Feb 3-10 $245 off the rates close beach full kitchen & patio

Dog-friendly suite with pool, hot tub, tennis & full kitchen

Dog-friendly suite with pool, hot tub, tennis & full kitchen
Key West
8.6 out of 10, Excellent, (123 reviews)
"We like this place, It was clean and quiet"
United States
Julie P.
The price is AU$835
includes taxes & fees
3 Mar - 4 Mar
Dog-friendly suite with pool, hot tub, tennis & full kitchen

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
10.0 out of 10, Exceptional, (36 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is AU$1,064
includes taxes & fees
8 Mar - 9 Mar
The Cat Island Suite | Charmingly Renovated w/ Pool

Dog-friendly condo with pool & hot tub - walk or bike to beach

Dog-friendly condo with pool & hot tub - walk or bike to beach
Key West
8.6 out of 10, Excellent, (92 reviews)
"We had a pleasant stay"
United States
Lisa H.
The price is AU$876
includes taxes & fees
3 Mar - 4 Mar
Dog-friendly condo with pool & hot tub - walk or bike to beach

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, (118 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AU$766
includes taxes & fees
12 Mar - 13 Mar
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.6 out of 10, Exceptional, (55 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is AU$1,020
includes taxes & fees
4 Mar - 5 Mar
OSPREY STUDIO @ The Colony-Sleeps up to 4

Prime Downtown Key West Spot - The Cozy Little Cottage!

Prime Downtown Key West Spot - The Cozy Little Cottage!
Old Town Key West
9.6 out of 10, Exceptional, (44 reviews)
"Enjoyed out stay - very convenient location."
United States
Karen W.
The price is AU$647
includes taxes & fees
25 Mar - 26 Mar
Prime Downtown Key West Spot - The Cozy Little Cottage!

Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (159 reviews)
"My husband and I enjoyed our stay at Harvey’s Haven. Location was probably the best in all our stays in Key West. Unit was very comfy and clean. We would definitely stay here again!"
United States
Kathleen B.
The price is AU$816
includes taxes & fees
25 Mar - 26 Mar
Hollinsed House Studio - Great Location!!
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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Find out more about Key West

Everything you need to know about Key West holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Key West holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Key West holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Key West holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Key West holiday rentals we have selected for you start as low as AU$446 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Key West rentals

At Expedia, we put the best Key West holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Key West?

Yes, there are holiday rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you're looking for a relaxing stay. Travellers 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 holiday rentals that Key West has to offer?

Perfect Location, Private Heated Pool, Pristine Luxury Home!: This highly rated holiday home rental in Key West is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Key West include SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage! and PAGITT HOUSE - 4/3.5 - OLD TOWN KEY WEST WITH POOL!.

How many holiday rentals will I find in Key West?

With 1035 Expedia holiday rentals, you're guaranteed 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 the family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are holiday rentals like in Key West?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Key West. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.