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Browse Select Key West Vacation Homes

Our top choices for Key West vacation homes

Cheerful home by Millwork District/Farmers Market

2.0 star property
9.8 out of 10, Exceptional, (12)
"Fun weekend"
The price is CA $100
CA $281 total
includes taxes & fees
Sep 7 - Sep 8
Cheerful home by Millwork District/Farmers Market

Charming 3-bedroom house in historic grandview neighborhoods

2.0 star property
9.8 out of 10, Exceptional, (13)
"The property was cute and fit all of us well! We enjoyed our stay! "
The price is CA $164
CA $417 total
includes taxes & fees
Aug 21 - Aug 22
Charming 3-bedroom house in historic grandview neighborhoods

Ranch styled home, in a quiet neighborhood, totally remodeled in 2020.

9.8 out of 10, Exceptional, (101)
"Great place to stay. "
The price is CA $124
CA $288 total
includes taxes & fees
Aug 25 - Aug 26
Ranch styled home, in a quiet neighborhood, totally remodeled in 2020.

Annie's on Adair - NO Step Entry

10.0 out of 10, Exceptional, (1)
"3 middle-aged ladies met in Dubuque for a Galentine's Weekend (Feb 14-16). We arrived just before the snow really started coming done. Annie's on Adair was the perfect cozy spot to hang out. We cooked, we watched movies, and we played games. The cottage was immaculate and we lacked for nothing. It's the perfect get-away for small groups. (The host was diligent in keeping the sidewalk cleared of snow... Which was much appreciated!) We thoroughly enjoyed our time."
The price is CA $173
CA $383 total
includes taxes & fees
Aug 21 - Aug 22
Annie's on Adair - NO Step Entry

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

10.0 out of 10, Exceptional, (33)
" excellent condo"
The price is CA $136
CA $361 total
includes taxes & fees
Aug 26 - Aug 27
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Worry Free! / Fireplace / Clean + Quiet / Close to Indoor Pool, Trails, Town

9.8 out of 10, Exceptional, (21)
"Great end unit, private and very clean. Plenty of towels, pillows, toilet paper and coffee. 😁😁"
The price is CA $169
CA $426 total
includes taxes & fees
Sep 9 - Sep 10
Worry Free! / Fireplace / Clean + Quiet / Close to Indoor Pool, Trails, Town

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

10.0 out of 10, Exceptional, (51)
"The unit was clean, quiet, and the bed was comfortable. There were good walking options close by."
The price is CA $155
CA $383 total
includes taxes & fees
Aug 21 - Aug 22
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Barn-dominium living experience w/ park view, adjustable bed, 4-seasons room

10.0 out of 10, Exceptional, (1)
"We loved our stay at the Barn-dominium. We arrived late and Tim had a fire going in the fireplace for us upon arival. The place was the perfect size and the details that Tim put into it were amazing. By far the best Vrbo we have stayed at in Dubuque and we will continue to return to this place. The adjustable bed was very nice and we enjoyed all the unique lighting throughout the place. We wish we could have had the time to stay longer."
The price is CA $131
CA $257 total
includes taxes & fees
Aug 25 - Aug 26
Barn-dominium living experience w/ park view, adjustable bed, 4-seasons room

Oaklie's Bungalow - Charming Home in Dubuque

9.8 out of 10, Exceptional, (8)
"Perfect stay - visiting family and our son at Loras and this was the perfect spot! Loved it and would stay again!"
The price is CA $173
CA $383 total
includes taxes & fees
Aug 21 - Aug 22
Oaklie's Bungalow - Charming Home in Dubuque

115#303 / Vintage Meets Modern: Contemporary Loft

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay! Location was great for us. Very clean property. We will stay again next time we are in town. "
The price is CA $87
CA $236 total
includes taxes & fees
Aug 24 - Aug 25
115#303 / Vintage Meets Modern: Contemporary Loft

Private king suite DBQ

10.0 out of 10, Exceptional, (4)
"Property was as described. We enjoyed our stay very much. Very clean and comfortable. "
The price is CA $147
CA $265 total
includes taxes & fees
Aug 21 - Aug 22
Private king suite DBQ

Lighted Hot Tub w/Beautiful Sunset & 4 BD/2.5 Baths and very close to town.

2.0 star property
10.0 out of 10, Exceptional, (58)
"Beautiful home. Tons of space. Owners very helpful and excellent communication. Beds were very comfortable. View was awesome. Loved the grazing sheep."
The price is CA $485
CA $786 total
includes taxes & fees
Aug 24 - Aug 25
Lighted Hot Tub w/Beautiful Sunset & 4 BD/2.5 Baths and very close to town.

Pool Access, King Beds, Territory Amenities, Near Golf & on Lake Galena

10.0 out of 10, Exceptional, (18)
"We enjoyed our stay at this home, it is nicely updated with beautiful beds and furnishings. It's well laid out for many people to stay. We loved the Owner's Club for extra ammenities. We would stay here again! "
The price is CA $217
CA $532 total
includes taxes & fees
Aug 25 - Aug 26
Pool Access, King Beds, Territory Amenities, Near Golf & on Lake Galena

Lux Cozy Corner New Owner's Special 15% off

10.0 out of 10, Exceptional, (3)
"Great stay - great location!"
The price is CA $198
CA $475 total
includes taxes & fees
Aug 26 - Aug 27
Lux Cozy Corner New Owner's Special 15% off

Escape to Creekwood Pines - 2 King Beds, Near Golf, Dog-Friendly, Amenity Access

10.0 out of 10, Exceptional, (21)
"Loved our stay, if in the area again, would book same property!"
Escape to Creekwood Pines - 2 King Beds, Near Golf, Dog-Friendly, Amenity Access

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

10.0 out of 10, Exceptional, (38)
"Extremely clean and updated. Very comfortable beds, tv's where needed, good wifi and a/c with a nice view. Good communicaton with manager. We would definitely stay here again."
The price is CA $162
CA $421 total
includes taxes & fees
Aug 25 - Aug 26
Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenitty Access, Near Trails

Scenic Getaway – Cozy Stay Near Golf & Trails

10.0 out of 10, Exceptional, (61)
"Great location for 48 hrs"
The price is CA $173
CA $394 total
includes taxes & fees
Aug 25 - Aug 26
Scenic Getaway – Cozy Stay Near Golf & Trails

JACUZZI SUITE 2 Queen Beds Private and Romantic!

9.6 out of 10, Exceptional, (11)
"Very cozy and comfortable "
The price is CA $138
CA $288 total
includes taxes & fees
Aug 25 - Aug 26
JACUZZI SUITE 2 Queen Beds Private and Romantic!

Amazing! 2 Bed Townhouse in the HEART of Dbq!

10.0 out of 10, Exceptional, (30)
"Confortable and just what we needed. Also loved the coffee options!"
The price is CA $138
CA $286 total
includes taxes & fees
Aug 28 - Aug 29
Amazing! 2 Bed Townhouse in the HEART of Dbq!

2 bedroom newly remodeled townhouse

9.8 out of 10, Exceptional, (85)
"This property was very charming and the host went out of their way to accommodate our requests! "
The price is CA $146
CA $371 total
includes taxes & fees
Sep 15 - Sep 16
2 bedroom newly remodeled townhouse
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