Search Vacation Homes in Key West
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Key West vacation homes
1. Road's End | Prime Old Town Location! Updated Home w/ Pool
Road's End | Prime Old Town Location! Updated Home w/ PoolOld Town Key West
9.8 out of 10, Exceptional, (24 reviews)
"The property was very clean with an excellent location. "
Mike T.
The price is AED 521
AED 1,651 total
includes taxes & fees
26 Sep - 27 Sep
2. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (70 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
Jennifer W.
The price is AED 612
AED 1,090 total
includes taxes & fees
27 Sep - 28 Sep
3. Andros Suite | Perfect Location with Pool!
Andros Suite | Perfect Location with Pool!Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great little place 1 block off Duval. A nice quiet oasis from everything a street away. Moon Dog restaurant is around the block and was great for breakfast and dinner. Great kitchen! The mattress upstairs could use a firmer replacement IMHO…overall very good spot!"
Robert J.
The price is AED 521
AED 1,640 total
includes taxes & fees
27 Sep - 28 Sep
4. Casa Havana | Old Town Condo w/ Pool & Balcony
Casa Havana | Old Town Condo w/ Pool & BalconyOld Town Key West
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful location, clean, quiet. All around it was a great experience staying here!"
Kim T.
The price is AED 683
AED 2,265 total
includes taxes & fees
8 Oct - 9 Oct
5. Sea Esta Suite | Located On Iconic Duval w/ Pool
Sea Esta Suite | Located On Iconic Duval w/ PoolOld Town Key West
9.8 out of 10, Exceptional, (53 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
Rick H.
The price is AED 683
AED 2,697 total
includes taxes & fees
2 Oct - 3 Oct
6. Luxury two floor apartment in prime location of famous Duval Street
Luxury two floor apartment in prime location of famous Duval StreetOld Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"Great stay at a great location. Apartment was very clean. Enjoyed the balcony overlooking Duval St. "
Gregory L.
The price is AED 716
AED 2,052 total
includes taxes & fees
28 Sep - 29 Sep
7. Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendlOld Town Key West
8.8 out of 10, Excellent, (19 reviews)
"Great location!"
Kayla S.
8. One Bedroom Suite | Beachside Resort
One Bedroom Suite | Beachside ResortKey West
10.0 out of 10, Exceptional, (7 reviews)
"Great property, room was amazing!"
Daris Y.
The price is AED 547
AED 1,011 total
includes taxes & fees
27 Sep - 28 Sep
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.
Find vacation rentals that suit your style
Houseboats
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Key West Hotel Reviews
Beachside Resort & Residences
10/10 Excellent
Explore a world of travel with Expedia
- 4 Star Hotels in Casa Marina
- Condo Rentals in Cow Key
- 5 Star Hotels in Key West
- Highgate Independent Hotels in Key West
- Resorts in Little Torch Key
- Condo Rentals in Stock Island
- B&B in Cow Key
- Kimpton Hotels in Bahama Village
- Independent Hotels in Bahama Village
- B&B in Key West
- B&B in Cudjoe Key
- Rv Parks in Cudjoe Key
- 5 Star Hotels in Dredgers Key
- Hotels near Audubon House and Tropical Gardens
- Vacation Homes in Ramrod Key
- Luxury Hotels in Key West Historic District
- Guest Houses in Ramrod Key
- 4 Star Hotels in Key West
- 2 Star Hotels in Casa Marina
- Resorts in Sugarloaf Key
- Hotels with Bars in Bahama Village
- Rv Parks in Summerland Key
- Village Hotels in Key West
- 2 Star Hotels in Key West
- B&B in Raccoon Key
- Motels in Cudjoe Key
- Houseboats in Dredgers Key
- Houseboats in Stock Island
- Vacation Homes in Little Torch Key
- Inns in Cow Key
- Vacation Homes in Cow Key
- Hostels in Key West
- 3 Star Hotels in Key West
- Apartments in Big Pine Key
- 3 Star Hotels in Casa Marina
- Marriott Hotels & Resorts in Key West Historic District
- Hotels near Key West Firehouse Museum
- Apartments in Raccoon Key
- Cottages in Raccoon Key
- Boutique Hotels in Key West
- Hotel Wedding Venues Hotels in Key West
- Lindner Hotels in Key West
- Cabin Rentals in Fleming Key
- Motels in Key West
- Guest Houses in Cudjoe Key
- Resorts in Stock Island
- Hotels near The Unitarian Universalist Fellowship of Key West
- Hotels with Early Check-in in Key West
- Houseboats in Raccoon Key
- Kimpton Hotels in Key West Historic District
- Apartments in Dredgers Key
- Design Hotels in Key West
- Marriott Hotels & Resorts in Key West
- Hotels with smoking rooms in Key West
- Aparthotels in Key West
- Motels in Ramrod Key
- Flights from Victoria Falls (VFA) to Key West (EYW)
- Flights from Lazaro Cardenas (LZC) to Key West (EYW)
- Flights from Toulon (TLN) to Key West (EYW)
- Flights from Minot (MOT) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)
- Flights from Santiago (SCL) to Key West (EYW)
- Flights from Dayton (DAY) to Key West (EYW)
- Flights from Manassas (MNZ) to Key West (EYW)
- Flights from Putao (PBU) to Key West (EYW)
- Flights from Bardstown (BRY) to Key West (EYW)
- Flights from Duluth (DLH) to Key West (EYW)
- Flights from Louisville (LOU) to Key West (EYW)
- Flights from Blacksburg (BCB) to Key West (EYW)
- Flights from Rio de Janeiro (GIG) to Key West (EYW)
- Flights from Huntington (HTS) to Key West (EYW)
- Flights from Olbia (OLB) to Key West (EYW)
- Flights from Elko (EKO) to Key West (EYW)
- Flights from Truk (TKK) to Key West (EYW)
- Flights from Longview (GGG) to Key West (EYW)
- Flights from Santa Rosa (STS) to Key West (EYW)
- Flights from Orange (OAG) to Key West (EYW)
- Flights from Tashkent (TAS) to Key West (EYW)
- Flights from Koror (ROR) to Key West (EYW)
- Flights from DuBois (DUJ) to Key West (EYW)
- Flights from Grand Island (GRI) to Key West (EYW)
- Flights from Youngstown (YNG) to Key West (EYW)
- Flights from Seward (SWD) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Tel Aviv (TLV) to Key West (EYW)
- Flights from The Valley (AXA) to Key West (EYW)
- Flights from Upland (CCB) to Key West (EYW)
- Flights from Lannion (LAI) to Key West (EYW)
- Flights from Brownsville (BRO) to Key West (EYW)
- Flights from Rockford (RFD) to Key West (EYW)
- Flights from Chico (CIC) to Key West (EYW)
- Flights from Orlando (SFB) to Key West (EYW)
- Flights from St. Cloud (STC) to Key West (EYW)
- Flights from Marietta (MGE) to Key West (EYW)
- Flights from Clemson (CEU) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Great Harbour Cay (GHC) to Key West (EYW)
- Flights from Shreveport (SHV) to Key West (EYW)