Holiday Homes in Fleming Key
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 Fleming Key holiday homes
1. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (37 reviews)
"Wonderful stay. Thank you."
shannon b.
The price is AU$416
includes taxes & fees
9 Nov - 10 Nov
2. Casa Havana | Old Town Condo w/ Pool & Balcony
Casa Havana | Old Town Condo w/ Pool & BalconyOld Town Key West
9.2 out of 10, Wonderful, (12 reviews)
"Wonderful location, clean, quiet. All around it was a great experience staying here!"
Kim T.
The price is AU$1,090
includes taxes & fees
15 Nov - 16 Nov
3. 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
9.6 out of 10, Exceptional, (28 reviews)
"Charming, clean accommodations in a conveniently located area of Key West for walking to sites and renting bicycles"
BARBARA Y.
The price is AU$617
includes taxes & fees
15 Nov - 16 Nov
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, (58 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
Rick H.
The price is AU$1,034
includes taxes & fees
4 Nov - 5 Nov
5. Andros Suite | Perfect Location with Pool!
Andros Suite | Perfect Location with Pool!Old Town Key West
10.0 out of 10, Exceptional, (5 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.
6. Slice of Paradise
Slice of ParadiseStock Island
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, what we expected, host responded promptly and accurately, pool was great."
Cathy S.
The price is AU$1,019
includes taxes & fees
2 Dec - 3 Dec
7. Waterlane House at Lunara Bay
Waterlane House at Lunara BayRaccoon Key
9.8 out of 10, Exceptional, (38 reviews)
"Everything was great"
Justin S.
8. 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, (104 reviews)
"Great stay at a great location. Apartment was very clean. Enjoyed the balcony overlooking Duval St. "
Gregory L.
The price is AU$1,003
includes taxes & fees
16 Nov - 17 Nov
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 holiday rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Fleming Key Hotel Reviews
Southernmost Beach Resort and Guesthouses
8/10 Good
Find out more about Fleming Key
Fleming Key Holiday Homes information
Number of reviews | 560 |
|---|---|
Accommodation | 795 Holiday Homes |
Lowest Price | AU$416 |
Highest Price | AU$5,164 |
Explore a world of travel with Expedia
- Hotels near Duval Street
- Kcb~Aqua Vista~ Luxury Waterfront w Pool & Dock!
- B&B in Key West
- Key West Historic District Hotels
- Accor Hotels in Key West
- All Inclusive Hotels in Key West
- Almond Tree Inn Hotel
- Kona Kai Oasis
- Best Western Hibiscus Motel
- Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
- Casa Marina Cottage+ private pool+walk to Duvall st.
- Old TOWN
- Motel 6 Hotels in Key West
- Noah's Retreat
- Palm Isle
- Speakeasy Inn – Adults Only
- The Grand Turk
- Southernmost House
- May SPEC 10-15 & 25-30@ 169 LOD. per ngt. + extras 30$ off a ngt.\n\n\n
- Key West Hotels
- Houseboats in Key West
- Parmer's Resort
- Grouper House
- Dock
- Piece of Paradise located at Hawks Cay in Duck Key
- The Conch House Renovated 3bed/2bath Canal
- Marathon Hotels
- New Town Hotels
- Scuba Diving Hotels in Ramrod Key
- Salty Kisses in Cudjoe Key
- Southern Exposure in Cudjoe Key #49
- Flights to Florida Keys Marathon
- Flights to Key West
- Flights from Key West Intl.
- Flights from Florida Keys Marathon
- Flights from Auburn (AUO) to Key West (EYW)
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Denpasar (DPS) to Key West (EYW)
- Flights from Destin (DSI) to Key West (EYW)
- Flights from Danbury (DXR) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Genoa (GOA) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Johannesburg (JNB) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from New York (LGA) to Marathon (MTH)
- Flights from London (LHR) to Key West (EYW)
- Flights from La Paz (LPB) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from Smyrna (MQY) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Zagreb (ZAG) to Key West (EYW)