Holiday Homes in Key West
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Our top choices for Key West holiday 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 €394
includes taxes & fees
26 Sept - 27 Sept
2. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (69 reviews)
"We stayed here for our honeymoon and it was perfect. The place was clean and well appointed. The pool right outside was huge and we spent lots of time there. Highly recommend!"
DeAnna Z.
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 €400
includes taxes & fees
27 Sept - 28 Sept
4. 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 €643
includes taxes & fees
22 Sept - 23 Sept
5. 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 €543
includes taxes & fees
25 Sept - 26 Sept
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.
7. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (37 reviews)
"Very pleasant and generally a nice quiet community. "
Julia M.
The price is €275
includes taxes & fees
18 Oct - 19 Oct
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.
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
Southernmost Beach Resort and Guesthouses
10/10 Excellent
Find out more about Key West
Key West Holiday Homes information
Number of reviews | 673 |
|---|---|
Accommodation | 914 Holiday Homes |
Lowest Price | €275 |
Highest Price | €977 |
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- Duval Street
- Ernest Hemingway Home and Museum
- Visit Fleming Key
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Bahama Village
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- Key West Holidays
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- Mallory Square
- Museum of Art & History at the Custom House
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- San Carlos Institute - Casa Cuba
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