Key West Vacation Rentals

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Our top choices for Key West vacation rentals

The Eagle's View - Tiny Home 4

The Eagle's View - Tiny Home 4
Bellevue
9.8 out of 10, Exceptional, (9 reviews)
"Everything was as expected. Thanks for a great stay!"
United States
Kevin W.
The price is ¥22,426
¥37,638 total
includes taxes & fees
Apr 28 - Apr 29
The Eagle's View - Tiny Home 4

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
The Galena Territory
10.0 out of 10, Exceptional, (44 reviews)
"Host was great at communicating! Our stay was peaceful and comfortable."
United States
Michelle H.
The price is ¥13,146
¥39,270 total
includes taxes & fees
Apr 27 - Apr 28
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Mississippi River Cabin

Mississippi River Cabin
Bellevue
10.0 out of 10, Exceptional, (41 reviews)
"Great place"
United States
Greg G.
The price is ¥28,688
¥49,267 total
includes taxes & fees
May 6 - May 7
Mississippi River Cabin

Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails

Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails
The Galena Territory
10.0 out of 10, Exceptional, (53 reviews)
"My family and I had a great time in this property, it’s cozy, clean and well located."
United States
fernando
The price is ¥17,357
¥47,448 total
includes taxes & fees
Apr 26 - Apr 27
Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails

*Outdoor Pool Opens May 23* - 2 Kings - Golf View - Close to Lake & Trails

*Outdoor Pool Opens May 23* - 2 Kings - Golf View - Close to Lake & Trails
The Galena Territory
10.0 out of 10, Exceptional, (84 reviews)
"Super cute place to stay, packed with everything you need, in the Galena territory. Mellissa was responsive any time needed. Would stay here again! "
United States
Sara Z.
The price is ¥14,805
¥38,225 total
includes taxes & fees
Apr 26 - Apr 27
*Outdoor Pool Opens May 23* - 2 Kings - Golf View - Close to Lake & Trails

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena
The Galena Territory
9.8 out of 10, Exceptional, (30 reviews)
"My family and I enjoyed our stay in this property. It was as advertised."
United States
Erman
The price is ¥19,285
¥49,290 total
includes taxes & fees
Apr 27 - Apr 28
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access

Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access
The Galena Territory
10.0 out of 10, Exceptional, (26 reviews)
"Easy check-in, very clean, nicely updated, comfortable beds. "
United States
Rachel A J.
The price is ¥16,365
¥46,178 total
includes taxes & fees
Apr 26 - Apr 27
Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access

Drifter Cabin|Riverview+ Sauna+ Hot Tub+ Pickleball

Drifter Cabin|Riverview+ Sauna+ Hot Tub+ Pickleball
Bellevue
10.0 out of 10, Exceptional, (6 reviews)
"The hosts were very helpful. The cabin was very clean amd comfortable."
United States
Ryan C.
The price is ¥37,654
¥47,349 total
includes taxes & fees
Apr 29 - Apr 30
Drifter Cabin|Riverview+ Sauna+ Hot Tub+ Pickleball

115#202 / Charming Downtown Dubuque Apartment

115#202 / Charming Downtown Dubuque Apartment
Downtown Dubuque
10.0 out of 10, Exceptional, (41 reviews)
"The entire place was spotless and very nice. The location was perfect for downtown activities. I would highly recommend. The restaurant below is a must too! "
United States
Michele
The price is ¥11,978
¥30,409 total
includes taxes & fees
Apr 26 - Apr 27
115#202 / Charming Downtown Dubuque Apartment

Riverview Villa - Hot Tub - Beach - River Views

Riverview Villa - Hot Tub - Beach - River Views
Bellevue
10.0 out of 10, Exceptional, (12 reviews)
"Nice and clean! Great area for a quiet get away! "
United States
Brooke P.
The price is ¥27,550
¥47,672 total
includes taxes & fees
Apr 28 - Apr 29
Riverview Villa - Hot Tub - Beach - River Views

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

Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!
Dubuque
9.6 out of 10, Exceptional, (28 reviews)
"Check in was easy and the place was very cozy and cute! "
United States
McKenna W.
The price is ¥14,344
¥19,635 total
includes taxes & fees
May 25 - May 26
Private entrance/space. Peaceful getaway. Close to events. King bed. Amenities!

1129#1- Market view studio/steps Millwork district

1129#1- Market view studio/steps Millwork district
Downtown Dubuque
9.6 out of 10, Exceptional, (45 reviews)
"Great location, clean and had everything I needed."
United States
Christina B.
The price is ¥8,128
¥20,349 total
includes taxes & fees
Apr 26 - Apr 27
1129#1- Market view studio/steps Millwork district

Riverstone Villa #2 - Accessible Family Suite

Riverstone Villa #2 - Accessible Family Suite
Bellevue
10.0 out of 10, Exceptional, (6 reviews)
"The history of the building was very unique as well as very clean."
United States
Sarah
The price is ¥22,380
¥41,488 total
includes taxes & fees
May 7 - May 8
Riverstone Villa #2 - Accessible Family Suite

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
The Galena Territory
10.0 out of 10, Exceptional, (56 reviews)
"Beautiful townhome, great location and clean!"
United States
Dawn M.
The price is ¥15,323
¥41,530 total
includes taxes & fees
Apr 27 - Apr 28
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
The Galena Territory
10.0 out of 10, Exceptional, (148 reviews)
"Had a great time, perfect location, great setup for a family. "
United States
William R.
The price is ¥15,141
¥43,241 total
includes taxes & fees
Apr 27 - Apr 28
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Peaceful Galena Retreat with Scenic Views + Private Deck

Peaceful Galena Retreat with Scenic Views + Private Deck
The Galena Territory
9.8 out of 10, Exceptional, (76 reviews)
"Awesome place, close to everything that’s near and nice amen"
United States
Genaro
The price is ¥18,289
¥44,381 total
includes taxes & fees
Apr 27 - Apr 28
Peaceful Galena Retreat with Scenic Views + Private Deck

Galena Spring Escape - Hot Tub & Cozy Nights

Galena Spring Escape - Hot Tub & Cozy Nights
The Galena Territory
10.0 out of 10, Exceptional, (18 reviews)
"Nice property, good host will rent again."
United States
Anonymous traveler
The price is ¥26,122
¥76,958 total
includes taxes & fees
Apr 26 - Apr 27
Galena Spring Escape - Hot Tub & Cozy Nights

The River's Edge - Tiny Home 3

The River's Edge - Tiny Home 3
Bellevue
10.0 out of 10, Exceptional, (11 reviews)
"Had a wonderful time."
United States
Christina S.
The price is ¥24,261
¥40,739 total
includes taxes & fees
May 6 - May 7
The River's Edge - Tiny Home 3

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

A MUST SEE! 2BR Lakefront Home w/ Boats & More!
East Dubuque
9.4 out of 10, Exceptional, (19 reviews)
"Yes, I was very relaxing."
United States
Larry H.
The price is ¥19,126
¥35,303 total
includes taxes & fees
May 26 - May 27
A MUST SEE! 2BR Lakefront Home w/ Boats & More!
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

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:

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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 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.