Holiday Homes in Fleming Key

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Our top choices for Fleming Key holiday homes

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is NZ$991
includes taxes & fees
2 June - 3 June
Paradise found

Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is NZ$1,954
includes taxes & fees
10 May - 11 May
Private and Exclusive Florida Keys Getaway

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is NZ$2,393
includes taxes & fees
20 May - 21 May
Springtide House at Lunara Bay

Mirador House at Lunara Bay

Mirador House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (35 reviews)
"Great trip! The kids loved the pool and we really enjoyed biking around Key West. Fun to have our boat there too! Thanks for the great memories! "
United States
Andrea M.
The price is NZ$2,674
includes taxes & fees
20 May - 21 May
Mirador House at Lunara Bay

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is NZ$2,548
includes taxes & fees
21 May - 22 May
Capmar House by Brightwild Huge Home Pool

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$1,201
includes taxes & fees
14 May - 15 May
Starlight Serenity - Hideaway with Stunning Views

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (23 reviews)
"Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return."
United States
Austin S.
The price is NZ$2,184
includes taxes & fees
13 May - 14 May
The Seagate Estate at Lunara Bay

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, (22 reviews)
"Loved the quiet, well equipped, easy ride to all the activity in Key West. Enjoyed the French bakery and Italian restaurants within walking distance. Would most definitely return to this private townhouse....Thank you!"
United States
David M.
The price is NZ$1,613
includes taxes & fees
12 May - 13 May
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (8 reviews)
"Great place for our family of 5 A little off the beaten path which is exactly what we wanted Great host who answered all our questions promptly Sunrise and sunsets here were magnificent Great fishing off the dock as well"
United States
Brian K.
The price is NZ$2,801
includes taxes & fees
2 June - 3 June
The Hemingway - Beach Houses Key West

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (13 reviews)
"The host was wonderfully responsive in the months leading up to our trip, and very helpful. The house was beautiful and exactly as pictured. Before we arrived, the host reached out and offered to pick up a grocery order from Publix for us - so nice!Any issues we experienced were minor and addressed in a timely manner. Key West was a ton of fun, even during a cold snap! Overall a wonderful stay!"
United States
ROHITA R.
The price is NZ$3,225
includes taxes & fees
20 May - 21 May
Altair House at Lunara Bay

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is NZ$3,328
includes taxes & fees
17 May - 18 May
The Shellstone House at Solaire Lunara Bay

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Everything you need for a great stay!!"
United States
Karen D.
Poolside Cottage #412

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, (5 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
The price is NZ$1,156
includes taxes & fees
20 May - 21 May
Spacious 3-bedroom townhome on Stock Island with resort style pool.

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, (248 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
Feb 3-10 $245 off the rates close beach full kitchen & patio

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is NZ$1,485
includes taxes & fees
14 May - 15 May
Starlight Serenity - Hideaway w Stunning Views

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (30 reviews)
"Easy checkin and checkout. Host quickly responded to any questions. Home was comfortable and provided an enjoyable and safe place to celebrate a birthday with girlfriends. "
United States
Debbie C.
The price is NZ$2,167
includes taxes & fees
10 May - 11 May
Spindrift House at Lunara Bay

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (18 reviews)
"Very clean."
United States
Wendy R.
Shared Pool & Near Duval - Curry House Room 9

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (27 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$2,167
includes taxes & fees
10 May - 11 May
Evershore Estate at Lunara Bay | Wellness Home

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, (14 reviews)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
Road's End | Prime Old Town Location! Updated Home w/ 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$2,445
includes taxes & fees
10 May - 11 May
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
590
Accommodation
736 Holiday Homes
Lowest Price
NZ$991
Highest Price
NZ$3,328

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