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Holiday Homes in Fleming Key

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Our top choices for Fleming Key holiday homes

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
United States
Tom H.
The price is NZ$1,079
includes taxes & fees
7 July - 8 July
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is NZ$1,261
includes taxes & fees
7 July - 8 July
Starlight Serenity - Hideaway w Stunning Views

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is NZ$1,046
includes taxes & fees
1 July - 2 July
Paradise found

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great property, room was amazing!"
United States
Daris Y.
The price is NZ$588
includes taxes & fees
7 July - 8 July
One Bedroom Suite | Beachside Resort

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
Feb 3-10 $245 off the rates close beach full kitchen & patio

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
Poolside Cottage #412

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (16 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is NZ$839
includes taxes & fees
24 July - 25 July
Road's End | Prime Old Town Location! Updated Home w/ Pool

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (23 reviews)
"Great place nice and clean easy access to the pool short drive to the beach"
United States
Nathan W.
The price is NZ$1,688
includes taxes & fees
7 July - 8 July
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway
Sugarloaf Key
10.0 out of 10, Exceptional, (11 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is NZ$2,827
includes taxes & fees
29 June - 30 June
Private and Exclusive Beach Getaway

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (66 reviews)
"We had a wonderful stay. The house was very clean, the area was quiet and peaceful, and the pool was incredibly relaxing. We enjoyed it so much that we have already booked another stay."
United States
Tiara B.
Poolside Cottage #411

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (28 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
The price is NZ$3,619
includes taxes & fees
7 July - 8 July
Evershore Estate at Lunara Bay | Wellness Home

Waterlane House at Lunara Bay

Waterlane House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great!"
United States
Elaine O.
Waterlane House at Lunara Bay

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (30 reviews)
"Great host!"
United States
Mario C.
The price is NZ$3,477
includes taxes & fees
14 July - 15 July
Spindrift House at Lunara Bay

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
The price is NZ$3,360
includes taxes & fees
29 June - 30 June
Capmar House at Lunara Bay

Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (44 reviews)
"Great communication….we have stayed here several times and will be back! "
United States
james f.
The price is NZ$3,133
includes taxes & fees
29 June - 30 June
Aquaria House at Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (25 reviews)
"Host was very welcoming and flexible. "
United States
Chad C.
The price is NZ$3,334
includes taxes & fees
14 July - 15 July
The Seagate Estate at Lunara Bay

Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (47 reviews)
"Great stay! "
United States
Colleen S.
The price is NZ$1,384
includes taxes & fees
28 June - 29 June
Sea Esta Suite | Located On Iconic Duval w/ Pool

Casa Havana | Old Town Condo w/ Pool & Balcony

Casa Havana | Old Town Condo w/ Pool & Balcony
Old Town Key West
9.0 out of 10, Wonderful, (6 reviews)
"The property is very old, run down, furniture needs to be replaced, entire interior and trim needs to be repainted, paint chipped off of the majority of trim and molding, significant number of ants in both bedroom bathrooms, mattresses need to be replaced as they are soft and worn out, and not least of all, the property manager has hidden the thermostat underneath an alarm cover, seemingly to prevent guests from lowering the temperature."
United States
John B.
The price is NZ$1,235
includes taxes & fees
15 July - 16 July
Casa Havana | Old Town Condo w/ Pool & Balcony

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
10.0 out of 10, Exceptional, (6 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
The price is NZ$1,283
includes taxes & fees
12 July - 13 July
Spacious 3-bedroom townhome on Stock Island with resort style pool.

Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (42 reviews)
"Had to book here last minute due to first booking being canceled night before check-in! What a great experience this was. Host was very easy to deal with and would respond back very quickly. Even willing to let is get in a little early due to our situation. Glad we booked here! ALSO the house and property are great! Very well maintained and clean! "
United States
Matt P.
The price is NZ$4,831
includes taxes & fees
29 June - 30 June
Suncoast House at Lunara Bay
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 Fleming Key Hotel Reviews

Find out more about Fleming Key

Fleming Key Holiday Homes information

Number of reviews
453
Accommodation
773 Holiday Homes
Lowest Price
NZ$588
Highest Price
NZ$4,831

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