Default HTG hotel image

Key West Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Key West vacation rentals

Interior

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Annabel Lee Barn ~ A Getaway of Warmth & Charm!
Dubuque
10.0 out of 10, Exceptional, (21 reviews)
"We had a terrific stay. I would recommend this place. We will definitely be coming back."
United States
Nick N.
The price is ￥98,238
￥193,830 total
includes taxes & fees
Aug 9 - Aug 10
Annabel Lee Barn ~ A Getaway of Warmth & Charm!
Coffee/tea maker, fridge, microwave, oven

3bed 2bath nestled in cozy Grandview neighborhood (pet friendly!)

3bed 2bath nestled in cozy Grandview neighborhood (pet friendly!)
Dubuque
10.0 out of 10, Exceptional, (39 reviews)
"IMMACULATE HOME AND EXCEPTIONAL EXPERIENCE WOULD STAY AGAIN - LOVED IT!"
United States
Melissa G.
The price is ￥28,823
￥61,255 total
includes taxes & fees
Aug 25 - Aug 26
3bed 2bath nestled in cozy Grandview neighborhood (pet friendly!)
Property grounds

1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers

1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
East Dubuque
9.6 out of 10, Exceptional, (41 reviews)
"This was a quaint older home that had everything we needed. We were there for an event and just needed a place for the 5 of us to sleep and eat breakfast. This place fit the bill."
United States
Wendy D.
The price is ￥36,021
￥48,171 total
includes taxes & fees
Aug 2 - Aug 3
1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers
Outdoor dining

Charming 3-bedroom house in historic grandview neighborhoods

Charming 3-bedroom house in historic grandview neighborhoods
Dubuque
9.4 out of 10, Exceptional, (22 reviews)
"Place was just as shown in photos."
United States
Keri B.
The price is ￥27,762
￥59,884 total
includes taxes & fees
Aug 27 - Aug 28
Charming 3-bedroom house in historic grandview neighborhoods
Exterior detail

Impressive Private 2BR Suite w/Parking Univ Area

Impressive Private 2BR Suite w/Parking Univ Area
Dubuque
10.0 out of 10, Exceptional, (18 reviews)
"Had private (off the street) parking, walking distance to nice amenities. Very clean and thoughtful hosts of property. Nicest stay I've ever had traveling."
United States
Brett
The price is ￥18,501
￥37,042 total
includes taxes & fees
Aug 16 - Aug 17
Impressive Private 2BR Suite w/Parking Univ Area
Interior

166 Bluff Street townhouse

166 Bluff Street townhouse
Downtown Dubuque
10.0 out of 10, Exceptional, (85 reviews)
"Nice place. We enjoyed our stay. "
United States
JM B.
The price is ￥40,769
￥96,457 total
includes taxes & fees
Aug 25 - Aug 26
166 Bluff Street townhouse
Smart TV, fireplace

Drake House: The Loft (Private Hot Tub)

Drake House: The Loft (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (157 reviews)
"Parking was easily accessible. Place was cute, very cozy and squeeky clean. Check-in was super easy and well communicated. Would recommend and stay again."
United States
Mike J.
The price is ￥24,396
￥45,294 total
includes taxes & fees
Aug 17 - Aug 18
Drake House: The Loft (Private Hot Tub)
Terrace/patio

Dubuque's Front Porch~Historic Charmer~Walk Downtn

Dubuque's Front Porch~Historic Charmer~Walk Downtn
Dubuque
10.0 out of 10, Exceptional, (33 reviews)
"A beautiful well kept home, would stay again and recommend the stay."
Canada
Anonymous traveler
The price is ￥45,975
￥90,736 total
includes taxes & fees
Aug 25 - Aug 26
Dubuque's Front Porch~Historic Charmer~Walk Downtn
Terrace/patio

190 on Main #3

190 on Main #3
Downtown Dubuque
9.8 out of 10, Exceptional, (15 reviews)
"Great downtown location and comfortable, clean, and spacious place. "
United States
Mike C.
The price is ￥25,378
￥45,477 total
includes taxes & fees
Aug 2 - Aug 3
190 on Main #3
Outdoor dining

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

A MUST SEE! 2BR Lakefront Home w/ Boats & More!
East Dubuque
9.2 out of 10, Wonderful, (24 reviews)
"My husband and I had a nice stay!"
United States
Diane L.
The price is ￥19,648
￥36,440 total
includes taxes & fees
Aug 12 - Aug 13
A MUST SEE! 2BR Lakefront Home w/ Boats & More!
Property grounds

Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats

Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
East Dubuque
9.6 out of 10, Exceptional, (23 reviews)
"The place was clean, good AC, and location good for our plans. "
United States
Trana M.
The price is ￥19,648
￥36,786 total
includes taxes & fees
Aug 17 - Aug 18
Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
Smart TV, fireplace, DVD player

Drake House: City View (Private Hot Tub)

Drake House: City View (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (164 reviews)
"Great stay. Very relaxing place."
United States
Carie W.
The price is ￥24,396
￥47,495 total
includes taxes & fees
Aug 17 - Aug 18
Drake House: City View (Private Hot Tub)
Smart TV, fireplace, books

Amazing! 2 Bed Townhouse in the HEART of Dbq!

Amazing! 2 Bed Townhouse in the HEART of Dbq!
Dubuque
9.8 out of 10, Exceptional, (49 reviews)
"I can’t say enough-host,amenities,location… everything was perfect!"
United States
Maria C.
The price is ￥16,373
￥34,658 total
includes taxes & fees
Aug 13 - Aug 14
Amazing! 2 Bed Townhouse in the HEART of Dbq!
TV

115#202 / Charming Downtown Dubuque Apartment

115#202 / Charming Downtown Dubuque Apartment
Downtown Dubuque
10.0 out of 10, Exceptional, (45 reviews)
"Once again Ken’s place did not disappoint. We love staying at his places when we are in the area. "
United States
Grant H.
The price is ￥12,280
￥33,008 total
includes taxes & fees
Aug 16 - Aug 17
115#202 / Charming Downtown Dubuque Apartment
Outdoor dining

233 Main Street Penthouse

233 Main Street Penthouse
Downtown Dubuque
10.0 out of 10, Exceptional, (39 reviews)
"Excellent location and beautiful place with spacious accommodations. "
United States
Traci P.
The price is ￥34,220
￥87,838 total
includes taxes & fees
Aug 3 - Aug 4
233 Main Street Penthouse
Property grounds

Drake House- Fleur De Lis (Private hot tub)

Drake House- Fleur De Lis (Private hot tub)
Historic Millwork District
10.0 out of 10, Exceptional, (178 reviews)
"Great place to call home for a day or two. Lots of great restaurants nearby and Charlotte’s at the bottom of the stairs is a morning bonus!"
United States
Jason H.
The price is ￥20,483
￥39,446 total
includes taxes & fees
Aug 4 - Aug 5
Drake House- Fleur De Lis (Private hot tub)
TV, Netflix, Hulu, streaming services

Historic Downtown townhouse

Historic Downtown townhouse
Dubuque
10.0 out of 10, Exceptional, (108 reviews)
"Very nice, close to downtown, very clean and great for a short family vacay!"
United States
Kay A.
The price is ￥22,104
￥60,882 total
includes taxes & fees
Aug 10 - Aug 11
Historic Downtown townhouse
Smart TV, books

Neighborhood Townhome with Botanical Vibes

Neighborhood Townhome with Botanical Vibes
Dubuque
9.6 out of 10, Exceptional, (4 reviews)
"Absolutely perfect for our trip to Dubuque! Will book again. "
United States
Anonymous traveler
The price is ￥19,304
￥45,093 total
includes taxes & fees
Aug 2 - Aug 3
Neighborhood Townhome with Botanical Vibes
Property grounds

Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!

Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
Dubuque
9.8 out of 10, Exceptional, (32 reviews)
"Check in was easy and the place was very cozy and cute! "
United States
McKenna W.
The price is ￥14,736
￥20,172 total
includes taxes & fees
Aug 17 - Aug 18
Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
Private kitchen

Jackson Street Suites #1

Jackson Street Suites #1
Dubuque
10.0 out of 10, Exceptional, (1 review)
"n/a"
United States
Ian
The price is ￥19,893
￥46,304 total
includes taxes & fees
Jul 30 - Jul 31
Jackson Street Suites #1
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Key West Hotel Reviews

Stoney Creek Inn Galena

Stoney Creek Inn Galena

10/10 Excellent
"The stay was good."
Maureen 1-night trip
Posted 3 hours ago
Stoney Creek Inn Galena

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:

  • View our selection of featured holiday rentals in Key West
  • Use the map to find apartments and other holiday homes in the Key West neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Key West while they last

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

Frequently asked questions

Are there vacation rentals in Key West?

Yes, we offer vacation rentals near popular sights in Key West, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Key West?

1850 Cabin Home - Large Backyard- 22' Movie Screen-Family-Event - Travelers: This vacation home rental near Key West is located on a lake and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What can I see and do in Key West?

While exploring the area, visit family-friendly sights like National Mississippi River Museum and Aquarium, or get outside and enjoy nature at Crystal Lake Cave. In the larger area, you’ll find Mines of Spain State Recreation Area and University of Dubuque.

What are vacation rentals like in Key West?

Vacation rentals are private properties you can book for a few days or a quick weekend in Key West. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.