Key West Vacation Rentals

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Our top choices for Key West vacation rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (178 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is CA $298
CA $564 total
includes taxes & fees
Mar 15 - Mar 16
Aqua Lodges at Hurricane Hole Marina

Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8
Old Town Key West
9.2 out of 10, Wonderful, (23 reviews)
"Place is perfect"
United States
Ryan S.
The price is CA $272
CA $595 total
includes taxes & fees
Mar 2 - Mar 3
Balcony, Pool, & Near Duval - Curry House Room 8

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Key West
8.6 out of 10, Excellent, (143 reviews)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

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 CA $381
CA $743 total
includes taxes & fees
Mar 2 - Mar 3
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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, (421 reviews)
"Everything was excellent!"
United States
Susan L.
The price is CA $281
CA $512 total
includes taxes & fees
Mar 12 - Mar 13
Steps from Duval, Pool on Site & Bikes Included!

Close to all & beach with your own full front porch ,full kitchen good rates

Close to all & beach with your own full front porch ,full kitchen good rates
Old Town Key West
9.6 out of 10, Exceptional, (243 reviews)
"Great locationPlace looked like picsGreat host"
United States
derek a.
The price is CA $394
CA $715 total
includes taxes & fees
Mar 11 - Mar 12
Close to all & beach with your own full front porch ,full kitchen good rates

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is CA $2,189
CA $3,847 total
includes taxes & fees
Feb 24 - Feb 25
Waterfront Luxury Home - Tidelands House

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is CA $409
CA $821 total
includes taxes & fees
Feb 18 - Feb 19
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (44 reviews)
"Everything was excellent, awesome host, beautiful vacation!"
United States
Jodi M.
The price is CA $572
CA $725 total
includes taxes & fees
Feb 25 - Feb 26
Living the Dream Key West Style

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, (54 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.
OSPREY STUDIO @ The Colony-Sleeps up to 4

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is CA $631
CA $1,138 total
includes taxes & fees
Mar 8 - Mar 9
The Cat Island Suite | Charmingly Renovated w/ Pool

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, (119 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 CA $277
CA $557 total
includes taxes & fees
Feb 17 - Feb 18
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West
Stock Island
The price is CA $372
CA $662 total
includes taxes & fees
Feb 23 - Feb 24
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

Great Family Vacation Rental.

Great Family Vacation Rental.
Stock Island
8.8 out of 10, Excellent, (15 reviews)
"Enjoyed staying here super clean and well stocked!"
Canada
Kirsty E.
The price is CA $477
CA $855 total
includes taxes & fees
Mar 3 - Mar 4
Great Family Vacation Rental.

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveller
The price is CA $951
CA $2,109 total
includes taxes & fees
Feb 22 - Feb 23
Capmar House at Lunara Bay

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (122 reviews)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is CA $463
CA $905 total
includes taxes & fees
Feb 27 - Feb 28
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is CA $2,143
CA $3,796 total
includes taxes & fees
Feb 23 - Feb 24
The Fairhaven House at Solaire Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (19 reviews)
"The perfect House , everything was good "
United States
CARLOS G.
The price is CA $1,365
CA $2,679 total
includes taxes & fees
Mar 8 - Mar 9
The Seagate Estate at Lunara Bay

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 CA $328
CA $655 total
includes taxes & fees
Feb 18 - Feb 19
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Meadows
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the accommodations. "
United States
Timothy
The price is CA $543
CA $1,077 total
includes taxes & fees
Mar 3 - Mar 4
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
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

Find out more about Key West

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Key West. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West: This Key West vacation home rental offers an outdoor pool, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the garden in this rental home to help you unwind. Some other homes for rent in Key West include Amelia`s Hideaway - Hidden Key West Courtyard - Steps off Duval w Private Pool and Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach! .

How many vacation rentals will I find in Key West?

With 1041 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. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

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.