Holiday Homes in Key West

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Featured Holiday Homes in Key West and around

Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

The price is €392
includes taxes & fees
23 Aug - 24 Aug
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

9.4 out of 10, Exceptional, (19)
"We had a wonderful birthday week!!!"
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio

9.0 out of 10, Wonderful, (170)
"This was a great location and easy place to stay. We were able to walk to many locations in Old Town. The new updates are a nice addition to this location. Fresh paint, refrigerator, A/C and the patio is a great place to relax. "
Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio

Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking

9.8 out of 10, Exceptional, (18)
"We had a great time in Key West. The location of this property was great, allowing us to walk pretty much everywhere we wanted to go. The unit was clean and provided all the basics we needed. Will definitely consider staying here again."
The price is €367
includes taxes & fees
31 Aug - 1 Sept
Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking

Poolside Cottage #411

9.8 out of 10, Exceptional, (51)
"Lovely home to stay in for a couple of nights on Key West"
Poolside Cottage #411

Poolside Cottage #412

9.2 out of 10, Wonderful, (25)
"The property and our place was really nice. Would definitely stay again. "
Poolside Cottage #412

Docked in Paradise

The price is €380
includes taxes & fees
23 Aug - 24 Aug
Docked in Paradise

Paradise found

9.8 out of 10, Exceptional, (27)
"Clean, quiet and great location near Key West. "
The price is €537
includes taxes & fees
17 Aug - 18 Aug
Paradise found

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

9.8 out of 10, Exceptional, (112)
"Very comfortable house in a great location. "
The price is €473
includes taxes & fees
18 Aug - 19 Aug
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (82)
"Perfect place to stay. Great location. "
The price is €517
includes taxes & fees
2 Sept - 3 Sept
Luxury two floor apartment in prime location of famous Duval Street

Sweet Caroline by Brightwild Pool Parking

2.0 star property
Sweet Caroline by Brightwild Pool Parking

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (1)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
The price is €419
includes taxes & fees
18 Aug - 19 Aug
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

New Rose Retreat - Pool Parking

2.0 star property
New Rose Retreat - Pool Parking

The Mesa House by Brightwild Close to Duval

2.0 star property
The Mesa House by Brightwild Close to Duval

Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location

9.0 out of 10, Wonderful, (180)
"Comfortable no frills 3 bedroom home. Close to great bars and restaurants. Would recommend for the location "
Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location

Atlantis House Suites

2.0 star property
10.0 out of 10, Exceptional, (1)
Atlantis House Suites

Capmar House by Brightwild Huge Home Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
The price is €1,706
includes taxes & fees
3 Sept - 4 Sept
Capmar House by Brightwild Huge Home Pool

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is €2,850
includes taxes & fees
3 Sept - 4 Sept
Waterfront Luxury Home - Tidelands House

Wahoo Way | Charming Hideaway On Duval Street!

9.0 out of 10, Wonderful, (16)
"Small place, but clean and everything needed for 2 people to stay I "
Wahoo Way | Charming Hideaway On Duval Street!

Poolside Paradise by Brightwild Heated Pool

2.0 star property
Poolside Paradise by Brightwild Heated Pool
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