Key West Vacation Rentals

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Our top choices for Key West vacation homes

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

Ranch styled home, in a quiet neighborhood, totally remodeled in 2020.
Bellevue
9.6 out of 10, Exceptional, (117 reviews)
"Cozy and charming! Simple layout, beautifully decorated, and perfectly located near Potters Mill and downtown Bellevue. Highly recommend!"
United States
Nathan T.
The price is CA $112
CA $273 total
includes taxes & fees
Apr 20 - Apr 21
Ranch styled home, in a quiet neighborhood, totally remodeled in 2020.

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 CA $151
CA $412 total
includes taxes & fees
Apr 15 - Apr 16
Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails

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, (55 reviews)
"Golf View is a lovely townhouse, bright, very clean, fun/well appointed decor & easy to access. "
United States
Diane
The price is CA $164
CA $397 total
includes taxes & fees
Apr 27 - Apr 28
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

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, (28 reviews)
"We enjoyed our stay very much!"
United States
Jessica S.
The price is CA $167
CA $422 total
includes taxes & fees
Apr 15 - Apr 16
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

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, (43 reviews)
"Host was great at communicating! Our stay was peaceful and comfortable."
United States
Michelle H.
The price is CA $85
CA $310 total
includes taxes & fees
Apr 22 - Apr 23
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

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

Escape to Creekwood Pines - 2 King Beds, Near Golf, Dog-Friendly, 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 CA $152
CA $414 total
includes taxes & fees
Apr 15 - Apr 16
Escape to Creekwood Pines - 2 King Beds, Near Golf, Dog-Friendly, Amenity Access

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 traveller
The price is CA $226
CA $658 total
includes taxes & fees
Apr 15 - Apr 16
Galena Spring Escape - Hot Tub & Cozy Nights

JACUZZI SUITE 2 Queen Beds Private and Romantic!

JACUZZI SUITE 2 Queen Beds Private and Romantic!
Dubuque
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay, clean, everything we needed, and the host communication was excellent."
United States
Todd F.
The price is CA $138
CA $289 total
includes taxes & fees
Apr 15 - Apr 16
JACUZZI SUITE 2 Queen Beds Private and Romantic!

Hot Tub 2-bedroom 2 full bath all comforts of home in Galena countryside

Hot Tub 2-bedroom 2 full bath all comforts of home in Galena countryside
Galena
10.0 out of 10, Exceptional, (25 reviews)
"Cute and quiet space."
United States
Kenzi F.
The price is CA $284
CA $562 total
includes taxes & fees
Apr 15 - Apr 16
Hot Tub 2-bedroom 2 full bath all comforts of home in Galena countryside

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, (74 reviews)
"Very clean and beautiful views. "
United States
chandra m.
The price is CA $158
CA $380 total
includes taxes & fees
Apr 15 - Apr 16
Peaceful Galena Retreat with Scenic Views + Private Deck

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, (48 reviews)
"I can’t say enough-host,amenities,location… everything was perfect!"
United States
Maria C.
The price is CA $138
CA $289 total
includes taxes & fees
Apr 15 - Apr 16
Amazing! 2 Bed Townhouse in the HEART of Dbq!

Inviting & Bright Home | Hot Tub (New!) Fireplace, Sauna, Firepit, Pac-man!

Inviting & Bright Home | Hot Tub (New!) Fireplace, Sauna, Firepit, Pac-man!
The Galena Territory
9.8 out of 10, Exceptional, (80 reviews)
"Great stay!"
United States
Matt M.
The price is CA $233
CA $603 total
includes taxes & fees
Apr 15 - Apr 16
Inviting & Bright Home | Hot Tub (New!) Fireplace, Sauna, Firepit, Pac-man!

Spring Break in Galena | Spacious Lodge w/ Hot Tub + Resort Amenities

Spring Break in Galena | Spacious Lodge w/ Hot Tub + Resort Amenities
The Galena Territory
10.0 out of 10, Exceptional, (22 reviews)
"Two families and kids stayed here while enjoying snow skiing near by. "
United States
Shawn N.
The price is CA $244
CA $564 total
includes taxes & fees
Apr 15 - Apr 16
Spring Break in Galena | Spacious Lodge w/ Hot Tub + Resort Amenities

Cozy Escape | Golf Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly

Cozy Escape | Golf Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly
The Galena Territory
10.0 out of 10, Exceptional, (50 reviews)
"Simply, a great stay. Would stay here again."
United States
GORDON K. D.
The price is CA $184
CA $480 total
includes taxes & fees
Apr 15 - Apr 16
Cozy Escape | Golf Views | King Beds, Fireplace | Sleeps 8 & Dog Friendly

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
The Galena Territory
10.0 out of 10, Exceptional, (63 reviews)
"Great place. Clean, comfortable, well stocked with all necessities. Perfect place to stay for a long weekend getaway. Would stay here again. "
United States
David N.
The price is CA $171
CA $407 total
includes taxes & fees
Apr 26 - Apr 27
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

North Woods Inspired Lodge • Hot Tub + Fire Pit • Galena Territory Retreat

North Woods Inspired Lodge • Hot Tub + Fire Pit • Galena Territory Retreat
The Galena Territory
10.0 out of 10, Exceptional, (263 reviews)
"It was very well stocked with little extras and clean. The screened porch area is wonderful for relaxing as is the hot tub and fire pit area. We very much recommend the "Lodge". Our pup loved it too! Host Hannah was also very helpful and accommodating."
United States
MARK
The price is CA $342
CA $863 total
includes taxes & fees
Apr 15 - Apr 16
North Woods Inspired Lodge • Hot Tub + Fire Pit • Galena Territory Retreat

Valleywood Villa | 5 Ensuite Bedrooms | Hot Tub | Fireplace | Galena Territory

Valleywood Villa | 5 Ensuite Bedrooms | Hot Tub | Fireplace | Galena Territory
The Galena Territory
9.6 out of 10, Exceptional, (70 reviews)
"This property worked great for us. Kitchen was well stocked with everything we needed for cooking. Great space for large family gatherings."
United States
Shari W.
The price is CA $362
CA $854 total
includes taxes & fees
Apr 15 - Apr 16
Valleywood Villa | 5 Ensuite Bedrooms | Hot Tub | Fireplace | Galena Territory

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, (144 reviews)
"Had a great time, perfect location, great setup for a family. "
United States
William R.
The price is CA $158
CA $405 total
includes taxes & fees
Apr 19 - Apr 20
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Beautiful Bluebirds and Star Studded Skies Surround! EV Charge / Pet Friendly!

Beautiful Bluebirds and Star Studded Skies Surround! EV Charge / Pet Friendly!
The Galena Territory
10.0 out of 10, Exceptional, (19 reviews)
"House is very well equipped for a comfortable stay. "
United States
Vicki R.
The price is CA $311
CA $658 total
includes taxes & fees
Apr 15 - Apr 16
Beautiful Bluebirds and Star Studded Skies Surround! EV Charge / Pet Friendly!

Majestic & Relaxing Home w/ 3 Beds Pool Table Bar! Sleeps 8

Majestic & Relaxing Home w/ 3 Beds Pool Table Bar! Sleeps 8
Dubuque
9.8 out of 10, Exceptional, (9 reviews)
"Great place "
United States
Mike M.
The price is CA $165
CA $326 total
includes taxes & fees
Apr 20 - Apr 21
Majestic & Relaxing Home w/ 3 Beds Pool Table Bar! Sleeps 8
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

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Key West Vacation Homes information

Number of reviews
1,203
Accommodation
313 Vacation Homes
Lowest Price
CA $273
Highest Price
CA $863

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