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Find vacation rentals that suit your style
Our top choices for Key West condo rentals




1. Fall in Galena - 2 Kings & Golf Views
Fall in Galena - 2 Kings & Golf ViewsThe Galena Territory
10.0 out of 10, Exceptional, (103 reviews)
10/10
Exceptional
(103 reviews)
"Lovely, quiet place to stay"
"Lovely, quiet place to stay"Bethanie B.
$254 nightly
The price is $281
$281 total
Nov 11 - Nov 12
Total with taxes and fees




2. Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8
Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8The Galena Territory
10.0 out of 10, Exceptional, (63 reviews)
10/10
Exceptional
(63 reviews)
"This villa was beautiful, very clean, well-maintained and they thought of everything. The communication was above and beyond and we will definitely be back."
"This villa was beautiful, very clean, well-maintained and they thought of everything. The communication was above and beyond and we will definitely be back."Jennifer
$326 nightly
The price is $359
$359 total
Nov 15 - Nov 16
Total with taxes and fees




3. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · DeckThe Galena Territory
10.0 out of 10, Exceptional, (39 reviews)
10/10
Exceptional
(39 reviews)
"Very nice place"
"Very nice place"Richard B.
$275 nightly
The price is $304
$304 total
Nov 16 - Nov 17
Total with taxes and fees




4. 3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa
3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & SpaThe Galena Territory
10.0 out of 10, Exceptional, (56 reviews)
10/10
Exceptional
(56 reviews)
"Great location; Within a short walk to the Eagle Ridge Hotel and Restaurants. Will stay here again."
"Great location; Within a short walk to the Eagle Ridge Hotel and Restaurants. Will stay here again."Eric S.
$342 nightly
The price is $378
$378 total
Nov 8 - Nov 9
Total with taxes and fees




5. Newly renovated, dog friendly home. Easy checkout!
Newly renovated, dog friendly home. Easy checkout!The Galena Territory
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"This is one of our favorite rentals in the territory so far! Clean and comfortable, perfect for any length of stay. They’ve thought of everything to make you feel right at home. So many small details that just show how much they care about their property and their guests. Thank you very much for hosting such a lovely rental. We can’t wait to book again soon!"
"This is one of our favorite rentals in the territory so far! Clean and comfortable, perfect for any length of stay. They’ve thought of everything to make you feel right at home. So many small details that just show how much they care about their property and their guests. Thank you very much for hosting such a lovely rental. We can’t wait to book again soon!"Sara R.
$298 nightly
The price is $316
$316 total
Nov 8 - Nov 9
Total with taxes and fees




6. Elle & Becks Second Floor Suite
Elle & Becks Second Floor SuiteGalena Historic District
10.0 out of 10, Exceptional, (81 reviews)
10/10
Exceptional
(81 reviews)
"Very clean, lots of room, fully stocked kitchen with all the gadgets!"
"Very clean, lots of room, fully stocked kitchen with all the gadgets!"Carissa V.
$776 nightly
The price is $858
$858 total
Dec 1 - Dec 2
Total with taxes and fees
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.
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.
Top reviews in Key West




Hotel Julien Dubuque
Hotel Julien DubuqueDowntown Dubuque
10/10 Excellent
Great property!! My go to place every year.
Great property!! My go to place every year.
Donna




Hilton Garden Inn Dubuque Downtown
Hilton Garden Inn Dubuque DowntownDubuque
10/10 Excellent
Have been there before and just discovered this time that there is a park & trail on water behind hotel. Plus it is close to do a day trip over to Galena!
Have been there before and just discovered this time that there is a park & trail on water behind hotel. Plus it is close to do a day trip over to Galena!
Anonymous traveler




Best Western Plus Dubuque Hotel & Conference Center
Best Western Plus Dubuque Hotel & Conference CenterDubuque
10/10 Excellent
Property was very clean. Room was spacious. The hot breakfast was very good. Really nice pool area. There's also a pool table, foosball table, small game room for kids. Very convenient location. We would definitely stay again! Highly recommend.
Property was very clean. Room was spacious. The hot breakfast was very good. Really nice pool area. There's also a pool table, foosball table, small game room for kids. Very convenient location. We would definitely stay again! Highly recommend.
Sandi




Hampton Inn Dubuque
Hampton Inn DubuqueDubuque
10/10 Excellent
Nice place. Staff were friendly and efficient. Rooms were comfortable.
Nice place. Staff were friendly and efficient. Rooms were comfortable.
Anonymous traveler




The Key Hotel Dubuque, Tapestry Collection by Hilton
The Key Hotel Dubuque, Tapestry Collection by HiltonDubuque
10/10 Excellent
Great place very nice will stay again; poor cell signal in area.
Great place very nice will stay again; poor cell signal in area.
Robert




Holiday Inn Dubuque/Galena by IHG
Holiday Inn Dubuque/Galena by IHGDowntown Dubuque
10/10 Excellent
The front desk and shuttle service was excellent! Would highly recommend!!
The front desk and shuttle service was excellent! Would highly recommend!!
Gina




Country Inn & Suites by Radisson, Galena, IL
Country Inn & Suites by Radisson, Galena, ILGalena
10/10 Excellent
The property was comfortable and staff was very kind!
The property was comfortable and staff was very kind!
Dominique




Wyndham Garden Galena Hotel & Day Spa
Wyndham Garden Galena Hotel & Day SpaGalena
10/10 Excellent
The stay was good. We were celebrating our 27th wedding anniversary and wanted to be alone, away from the kids. There was only one small problem: we were in a room directly across from a couple with about five children; they would not stay in the rooms and spent a lot of time screaming and running up and down the hallways. No one seemed to care, and that was both nights between 11-11::30pm. We are elderly; afraid to go out of the room for fear of being knocked over by one of the children. I know...
The stay was good. We were celebrating our 27th wedding anniversary and wanted to be alone, away from the kids. There was only one small problem: we were in a room directly across from a couple with about five children; they would not stay in the rooms and spent a lot of time screaming and running up and down the hallways. No one seemed to care, and that was both nights between 11-11::30pm. We are elderly; afraid to go out of the room for fear of being knocked over by one of the children. I know...
Patricia




TownePlace Suites by Marriott Dubuque Downtown
TownePlace Suites by Marriott Dubuque DowntownHistoric Millwork District
10/10 Excellent
We needed to change hotels quick, as kids were along and they wanted a pool to swim in. A few surrounding hotels pool's were closed, and this one wasn't. Sure glad we got to stay here!! Super clean, kitchenettes in each room, ours had a full size fridge, 2-burner cook top, full size microhood, and lots of space! Hot breakfast was very good too. Great location by local brew houses and walking to many places. Easy access to hwy. Only issue were the trains at night that we didn't know about yet...
We needed to change hotels quick, as kids were along and they wanted a pool to swim in. A few surrounding hotels pool's were closed, and this one wasn't. Sure glad we got to stay here!! Super clean, kitchenettes in each room, ours had a full size fridge, 2-burner cook top, full size microhood, and lots of space! Hot breakfast was very good too. Great location by local brew houses and walking to many places. Easy access to hwy. Only issue were the trains at night that we didn't know about yet...
Megan




Irish Cottage Inn & Suites
Irish Cottage Inn & SuitesGalena
10/10 Excellent
Great place to stay if you are visiting the Galena area. Just east of town. The amenities and the on-site restaurant are great!
Great place to stay if you are visiting the Galena area. Just east of town. The amenities and the on-site restaurant are great!
Steven




Holiday Inn Express Hotel & Suites Dubuque by IHG
Holiday Inn Express Hotel & Suites Dubuque by IHGDubuque
10/10 Excellent
This hotel is so quiet. This is the second time we have stayed at this Holiday Inn Express and will stay again the next time we are in town.
This hotel is so quiet. This is the second time we have stayed at this Holiday Inn Express and will stay again the next time we are in town.
Eric




Lefevre Inn and Resort
Lefevre Inn and ResortGalena
10/10 Excellent
My husband and I celebrated our 30th Wedding Anniversary at Lefevre Inn and we couldn't have chosen a better place. The resort is small (only 11 rooms and a few cabins), so it is quiet and low-key. The location is wonderfully removed from downtown Galena, but still close enough to everything to make day trips easy and relaxed. Our room was perfectly located, on the second floor facing the woods and overlooking the pool. This room was truly the most peaceful place I have ever stayed!
The...
My husband and I celebrated our 30th Wedding Anniversary at Lefevre Inn and we couldn't have chosen a better place. The resort is small (only 11 rooms and a few cabins), so it is quiet and low-key. The location is wonderfully removed from downtown Galena, but still close enough to everything to make day trips easy and relaxed. Our room was perfectly located, on the second floor facing the woods and overlooking the pool. This room was truly the most peaceful place I have ever stayed!
The...
Kathleen




Country Inn & Suites by Radisson, Dubuque, IA
Country Inn & Suites by Radisson, Dubuque, IADubuque
10/10 Excellent
Has been renovated. Looked very clean and modern. They were working when we visited.
Has been renovated. Looked very clean and modern. They were working when we visited.
Anonymous traveler




American Inn and Suites
American Inn and SuitesPeosta
10/10 Excellent
It was as expected for the price. Good enough to sleep in - on the older side and in need of some work but clean beds, clean bathroom, friendly service.
It was as expected for the price. Good enough to sleep in - on the older side and in need of some work but clean beds, clean bathroom, friendly service.
Kara




Hotel Galena
Hotel GalenaGalena
10/10 Excellent
Beautiful old building, redone in contemporary style. Very comfortable and clean. Outdoor area has a private New Orleans courtyard vibe. Great location-we parked the car and walked to everything we wanted to do.
Beautiful old building, redone in contemporary style. Very comfortable and clean. Outdoor area has a private New Orleans courtyard vibe. Great location-we parked the car and walked to everything we wanted to do.
Jeffrey




Stoney Creek Inn Galena
Stoney Creek Inn GalenaGalena
10/10 Excellent
Lovely person at front desk carried luggage up for us since no elevator.
Lovely person at front desk carried luggage up for us since no elevator.
judy




Four Mounds Inn
Four Mounds InnDubuque
10/10 Excellent
This has to be the most incredible place on earth! Loved visiting with Candence while there and the 4 HUGE turkeys, beautiful buck, so many birds! Cozy & Roomy! Cant think of o e negative thing PERIOD! TOTALLY BLOWN AWAY! THANK YOU for everything you have done to preserve such an incredible place! My wife and I really loved it here! MAGICAL!!!!
This has to be the most incredible place on earth! Loved visiting with Candence while there and the 4 HUGE turkeys, beautiful buck, so many birds! Cozy & Roomy! Cant think of o e negative thing PERIOD! TOTALLY BLOWN AWAY! THANK YOU for everything you have done to preserve such an incredible place! My wife and I really loved it here! MAGICAL!!!!
Kenneth




Days Inn by Wyndham Dubuque
Days Inn by Wyndham DubuqueDubuque
10/10 Excellent
Love the outdoor pool
Love the outdoor pool
Connie




Aldrich Guest House
Aldrich Guest HouseGalena
10/10 Excellent
This was our first time staying at Aldrich Guest House, but we will definitely be back. Our hosts were very friendly and the breakfast was delicious! A short walk to the shops, the location was perfect. We really enjoyed our last minute getaway stay.
This was our first time staying at Aldrich Guest House, but we will definitely be back. Our hosts were very friendly and the breakfast was delicious! A short walk to the shops, the location was perfect. We really enjoyed our last minute getaway stay.
Sarah





