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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Fleming Key vacation homes

House | 8 bedrooms, Internet

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is AED 7,163
AED 11,827 total
includes taxes & fees
1 Feb - 2 Feb
The Fairhaven House at Solaire Lunara Bay
Interior

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is AED 5,858
AED 10,785 total
includes taxes & fees
27 Jan - 28 Jan
The Shellstone House at Solaire Lunara Bay
Pool

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (19 reviews)
"The perfect House , everything was good "
United States
CARLOS G.
The price is AED 2,935
AED 6,279 total
includes taxes & fees
3 Feb - 4 Feb
The Seagate Estate at Lunara Bay
Pool

Mirador House at Lunara Bay

Mirador House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (34 reviews)
"Fantastic property! Fantastic hosts! Fantastic pool! Would highly recommend staying here, we had an amazing time. "
United States
Claudia S.
The price is AED 9,219
AED 14,870 total
includes taxes & fees
26 Feb - 27 Feb
Mirador House at Lunara Bay
Outdoor dining

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (28 reviews)
"Everything you need for a great stay!!"
United States
Karen D.
The price is AED 826
AED 1,379 total
includes taxes & fees
3 Feb - 4 Feb
Poolside Cottage #412
Fridge, microwave, oven, stovetop

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (12 reviews)
"Great house. Large space, everything you need is there. "
United States
CRIMSON A.
The price is AED 3,838
AED 8,354 total
includes taxes & fees
2 Feb - 3 Feb
Altair House at Lunara Bay
Interior

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (184 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is AED 942
AED 1,754 total
includes taxes & fees
1 Feb - 2 Feb
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Interior

Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"The house was beautiful! The management team handling the house were extraordinary, they were so kind, responsive and friendly which made everything just perfect. I highly recommend this place and commend all of the staff from managers, to service people, pool, trash etc. Thank you all!!’"
United States
Eileen Z.
The price is AED 5,491
AED 10,681 total
includes taxes & fees
27 Jan - 28 Jan
Tidelands House at Lunara Bay
Fridge, microwave, oven, stovetop

Crestwood House at Lunara Bay

Crestwood House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again."
United States
Vicki L.
The price is AED 6,880
AED 12,209 total
includes taxes & fees
25 Feb - 26 Feb
Crestwood House at Lunara Bay
Interior

The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Very comfortable house, plenty of room, lovely pool, everything was very clean and pleasant."
United States
Allison H.
The price is AED 4,389
AED 9,287 total
includes taxes & fees
27 Jan - 28 Jan
The Joyrise House at Solaire Lunara Bay
Interior

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is AED 7,891
AED 12,646 total
includes taxes & fees
5 Feb - 6 Feb
Waterfront Luxury Home - Tidelands House
Pool

The Dreamside House at Lunara Bay

The Dreamside House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (3 reviews)
"Size was perfect. Beautiful back yard. Great that there was a bathroom for every bedroom. "
United States
Kristin E.
The price is AED 9,807
AED 16,149 total
includes taxes & fees
25 Feb - 26 Feb
The Dreamside House at Lunara Bay
Terrace/patio

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
The price is AED 940
AED 2,444 total
includes taxes & fees
28 Jan - 29 Jan
Starlight Serenity - Hideaway with Stunning Views
Pool

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
The price is AED 3,616
AED 6,947 total
includes taxes & fees
17 Feb - 18 Feb
The Hemingway - Beach Houses Key West
Exterior

The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"This was a great house for a holiday getaway. The kitchen was well equipped with plenty of dishes as well as extra accessories that we don't always see like the crock pot, the beverage cooler and the extra kerig upstairs. Lots of pool towels and the ice machines upstairs and down made a huge difference. Although we came as a family, the extra room and the fact that each bedroom had its own bathroom makes this house fantastic for any group. The only thing we could think of to make it better would...
United States
Darlene M.
The price is AED 5,858
AED 11,149 total
includes taxes & fees
27 Jan - 28 Jan
The Starboard House at Solaire Lunara Bay
Fridge, microwave, oven, stovetop

The Greenmoor House at Lunara Bay

The Greenmoor House at Lunara Bay
Raccoon Key
The price is AED 4,389
AED 9,287 total
includes taxes & fees
27 Jan - 28 Jan
The Greenmoor House at Lunara Bay
Pool

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 AED 3,010
AED 6,041 total
includes taxes & fees
20 Feb - 21 Feb
Private and Exclusive Florida Keys Getaway
Pool

Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (41 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
The price is AED 3,655
AED 7,820 total
includes taxes & fees
2 Feb - 3 Feb
Suncoast House at Lunara Bay
TV, stereo, offices

Floralee House at Lunara Bay

Floralee House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (8 reviews)
"Amazing house! Spacious, great pool, & good location "
United States
Paige G.
The price is AED 3,302
AED 7,677 total
includes taxes & fees
27 Jan - 28 Jan
Floralee House at Lunara Bay
Fridge, microwave, oven, stovetop

Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
The price is AED 3,302
AED 7,427 total
includes taxes & fees
27 Jan - 28 Jan
Catchlight 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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great location! Great staff! Parked the rental car & took trolley shuttle & taxis everywhere we needed to go."
Robin 2-night trip
Posted 21 hours ago
Hyatt Vacation Club at Windward Pointe, Key West