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Key West Vacation Rentals

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

Exterior

1. 1129#1- Market view studio/steps Millwork district

1129#1- Market view studio/steps Millwork district
Downtown Dubuque
9.6 out of 10, Exceptional, (49 reviews)
"Clean rooms, comfortable bed, excellent location, communicative host."
United States
Berta Y.
$126 nightly
The price is $141
Sep 27 - Sep 28
Total with taxes and fees
1129#1- Market view studio/steps Millwork district
Smart TV, fireplace, books

2. 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, (50 reviews)
"I can’t say enough-host,amenities,location… everything was perfect!"
United States
Maria C.
$186 nightly
The price is $208
Sep 9 - Sep 10
Total with taxes and fees
Amazing! 2 Bed Townhouse in the HEART of Dbq!
Smart TV

3. 1127 / Downtown Dubuque, first floor, free parking

1127 / Downtown Dubuque, first floor, free parking
Downtown Dubuque
10.0 out of 10, Exceptional, (15 reviews)
"It was a nice relaxing stay "
United States
Amber T.
$135 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
1127 / Downtown Dubuque, first floor, free parking
Interior

4. 1157#5-Urban Oasis: Steps from Millwork district

1157#5-Urban Oasis: Steps from Millwork district
Downtown Dubuque
10.0 out of 10, Exceptional, (42 reviews)
"Great stay, safe and clean, responsive / great host."
United States
Richard D.
$135 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
1157#5-Urban Oasis: Steps from Millwork district
Coffee/tea maker, fridge, microwave, oven

5. 1103#203 / Downtown Oasis: En-Suite Master

1103#203 / Downtown Oasis: En-Suite Master
Downtown Dubuque
10.0 out of 10, Exceptional, (31 reviews)
"Clean, pretty, convient. Loved it. Will stay again!"
United States
Shawna
$186 nightly
The price is $208
Sep 13 - Sep 14
Total with taxes and fees
1103#203 / Downtown Oasis: En-Suite Master
Coffee/tea maker, fridge, microwave, dishwasher

6. Private king suite DBQ

Private king suite DBQ
Dubuque
9.6 out of 10, Exceptional, (10 reviews)
"Very nice apartment and great location."
United States
Justin O.
$190 nightly
The price is $192
Sep 8 - Sep 9
Total with taxes and fees
Private king suite DBQ
Smart TV, fireplace

7. Drake House: The Loft (Private Hot Tub)

Drake House: The Loft (Private Hot Tub)
Historic Millwork District
10.0 out of 10, Exceptional, (159 reviews)
"Great rental property. Location and hot tub were ideal for a quick weekend away. "
United States
Timothy N.
$220 nightly
The price is $247
Sep 16 - Sep 17
Total with taxes and fees
Drake House: The Loft (Private Hot Tub)
Coffee/tea maker, fridge, microwave, oven

8. 1129#3 / Ken’s place-cute / Free Parking

1129#3 / Ken’s place-cute / Free Parking
Downtown Dubuque
9.4 out of 10, Exceptional, (15 reviews)
"Very well maintained and set up. "
United States
David B.
$128 nightly
The price is $143
Sep 13 - Sep 14
Total with taxes and fees
1129#3 / Ken’s place-cute / Free Parking
Interior

9. 1157#3 / Tiny studio, Great Location, Dubuque

1157#3 / Tiny studio, Great Location, Dubuque
Downtown Dubuque
9.2 out of 10, Wonderful, (14 reviews)
"Very nice property and very affordable. "
United States
Jennifer C.
$117 nightly
The price is $131
Sep 13 - Sep 14
Total with taxes and fees
1157#3 / Tiny studio, Great Location, Dubuque
TV

10. Cheerful home by Millwork District/Farmers Market

Cheerful home by Millwork District/Farmers Market
Historic Millwork District
9.6 out of 10, Exceptional, (35 reviews)
"We love staying near the Millwork District and Ken’s properties are always comfortable and beautifully decorated."
United States
Cele P.
$207 nightly
The price is $232
Sep 13 - Sep 14
Total with taxes and fees
Cheerful home by Millwork District/Farmers Market
TV

11. 115#202 / Charming Downtown Dubuque Apartment

115#202 / Charming Downtown Dubuque Apartment
Downtown Dubuque
10.0 out of 10, Exceptional, (48 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.
$197 nightly
The price is $221
Sep 13 - Sep 14
Total with taxes and fees
115#202 / Charming Downtown Dubuque Apartment
TV

12. 1129#4 / Prime Downtown Dubuque, Cozy Brick Charm

1129#4 / Prime Downtown Dubuque, Cozy Brick Charm
Downtown Dubuque
9.8 out of 10, Exceptional, (35 reviews)
"Great location! The rental had everything we needed. Very responsive host. Would definitely stay again!"
United States
Mariann
$160 nightly
The price is $179
Sep 13 - Sep 14
Total with taxes and fees
1129#4 / Prime Downtown Dubuque, Cozy Brick Charm
Exterior detail

13. 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
$186 nightly
The price is $208
Sep 22 - Sep 23
Total with taxes and fees
Impressive Private 2BR Suite w/Parking Univ Area
Property grounds

14. 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, (180 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.
$210 nightly
The price is $235
Sep 13 - Sep 14
Total with taxes and fees
Drake House- Fleur De Lis (Private hot tub)
Interior

15. 1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque

1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque
Downtown Dubuque
10.0 out of 10, Exceptional, (13 reviews)
"The property is conveniently located with food and entertainment close by, and the host provides all essentials, as well as thoughtful notes/labels to make it easier to feel at home."
United States
Amanda G.
$183 nightly
The price is $205
Sep 13 - Sep 14
Total with taxes and fees
1103#201-Charming 2-bedroom apartment with AC, WiFi in brilliant Dubuque
Coffee/tea maker, fridge, microwave, oven

16. Large & Private w/King Bed Great Location

Large & Private w/King Bed Great Location
Dubuque
9.6 out of 10, Exceptional, (10 reviews)
"A lovely, clean place in a great location."
United States
Karol B.
$165 nightly
The price is $185
Sep 14 - Sep 15
Total with taxes and fees
Large & Private w/King Bed Great Location
Property grounds

17. 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, (35 reviews)
"1 person staying 1 night... was perfect for me. Bed very comfy! Host very responsive! Would stay again. "
United States
Linda S.
$110 nightly
The price is $123
Sep 7 - Sep 8
Total with taxes and fees
Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
Coffee/tea maker, fridge, microwave, oven

18. JACUZZI SUITE 2 Queen Beds Private and Romantic!

JACUZZI SUITE 2 Queen Beds Private and Romantic!
Dubuque
9.8 out of 10, Exceptional, (30 reviews)
"Nice clean stay, close to amenities, comy beds, hosts that respond promptly."
United States
Cassie H.
$175 nightly
The price is $196
Sep 16 - Sep 17
Total with taxes and fees
JACUZZI SUITE 2 Queen Beds Private and Romantic!
Terrace/patio

19. The Emmett. Great downtown Dubuque location

The Emmett. Great downtown Dubuque location
Dubuque
9.8 out of 10, Exceptional, (91 reviews)
"Great place, would definitely stay again"
United States
Chess W.
$266 nightly
The price is $298
Sep 28 - Sep 29
Total with taxes and fees
The Emmett. Great downtown Dubuque location
Smart TV, fireplace, books

20. Elegant 2 BR With Stunning Kitchen Prime Location!

Elegant 2 BR With Stunning Kitchen Prime Location!
Dubuque
9.6 out of 10, Exceptional, (18 reviews)
"Great location "
United States
John C.
$185 nightly
The price is $207
Sep 9 - Sep 10
Total with taxes and fees
Elegant 2 BR With Stunning Kitchen Prime 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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Top Key West Hotel Reviews

Dubuque Inn & Suites

Dubuque Inn & Suites

8/10 Good
"Staff were very helpful. Limited breakfast."
Renee 1-night trip
Posted less than an hour ago
Dubuque Inn & Suites

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 $230 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.

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?

Cozy 1 Bedroom, 2 Bath Townhome in the Galena Territory: This vacation home rental near Key West is located next to a golf course and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and an arcade game room.

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 University of Dubuque and Five Flags Center.

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.