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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Fleming Key vacation homes

House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Vacation Home in Summerland Key

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
The price is AED 1,399
AED 2,846 total
includes taxes & fees
21 Jan - 22 Jan
Starlight Serenity - Hideaway w Stunning Views
Pool
Palm - Beach Houses Key West

Vacation Home in Upper Sugarloaf Key

Palm - Beach Houses Key West
10.0 out of 10, Exceptional, (14)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is AED 4,020
AED 7,136 total
includes taxes & fees
14 Jan - 15 Jan
Palm - Beach Houses Key West
Interior
The Shellstone House at Solaire Lunara Bay

Vacation Home in Raccoon Key

The Shellstone House at Solaire Lunara Bay
10.0 out of 10, Exceptional, (2)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is AED 5,506
AED 10,381 total
includes taxes & fees
12 Jan - 13 Jan
The Shellstone House at Solaire Lunara Bay
Outdoor dining
Poolside Cottage #411

Vacation Home in Key West

Poolside Cottage #411
9.8 out of 10, Exceptional, (53)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is AED 1,061
AED 1,687 total
includes taxes & fees
21 Jan - 22 Jan
Poolside Cottage #411
3 bedrooms, WiFi, bed sheets, wheelchair access
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

Vacation Home in Stock Island

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West
2.0 star property
The price is AED 1,005
AED 1,473 total
includes taxes & fees
11 Jan - 12 Jan
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West
Interior
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Vacation Home in Old Town Key West

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
9.0 out of 10, Wonderful, (181)
"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 1,047
AED 1,887 total
includes taxes & fees
24 Jan - 25 Jan
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Outdoor dining
Poolside Cottage #412

Vacation Home in Key West

Poolside Cottage #412
9.2 out of 10, Wonderful, (28)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
The price is AED 833
AED 1,390 total
includes taxes & fees
15 Jan - 16 Jan
Poolside Cottage #412
Fridge, microwave, oven, stovetop
Altair House at Lunara Bay

Vacation Home in Raccoon Key

Altair House at Lunara Bay
9.8 out of 10, Exceptional, (12)
"Great house. Large space, everything you need is there. "
United States
CRIMSON A.
The price is AED 3,302
AED 7,655 total
includes taxes & fees
12 Jan - 13 Jan
Altair House at Lunara Bay
Interior
Tidelands House at Lunara Bay

Vacation Home in Raccoon Key

Tidelands House at Lunara Bay
The price is AED 5,139
AED 10,207 total
includes taxes & fees
12 Jan - 13 Jan
Tidelands House at Lunara Bay
Interior
Waterfront Luxury Home - Tidelands House

Vacation Home in Raccoon Key

Waterfront Luxury Home - Tidelands House
2.0 star property
The price is AED 6,237
AED 10,719 total
includes taxes & fees
12 Jan - 13 Jan
Waterfront Luxury Home - Tidelands House
Fridge, microwave, oven, stovetop
Larkshine House at Lunara Bay

Vacation Home in Raccoon Key

Larkshine House at Lunara Bay
2.0 star property
10.0 out of 10, Exceptional, (8)
"well maintained, clean, easy to access"
United States
Raj P.
The price is AED 4,771
AED 9,290 total
includes taxes & fees
12 Jan - 13 Jan
Larkshine House at Lunara Bay
Pool
The Dreamside House at Lunara Bay

Vacation Home in Raccoon Key

The Dreamside House at Lunara Bay
10.0 out of 10, Exceptional, (2)
"This was a beautiful property and was everything I expected. Staff took great care making sure it was ready for us."
United States
Tony H.
The price is AED 5,139
AED 10,089 total
includes taxes & fees
12 Jan - 13 Jan
The Dreamside House at Lunara Bay
Fridge, microwave, oven, stovetop
Crestwood House at Lunara Bay

Vacation Home in Raccoon Key

Crestwood House at Lunara Bay
10.0 out of 10, Exceptional, (1)
"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 3,302
AED 7,446 total
includes taxes & fees
12 Jan - 13 Jan
Crestwood House at Lunara Bay
Pool
The Sunray Home at Lunara Bay

Vacation Home in Raccoon Key

The Sunray Home at Lunara Bay
10.0 out of 10, Exceptional, (2)
"Amazing"
United States
Byron D.
The price is AED 5,139
AED 9,843 total
includes taxes & fees
12 Jan - 13 Jan
The Sunray Home at Lunara Bay
Pool
The Fairhaven House at Solaire Lunara Bay

Vacation Home in Raccoon Key

The Fairhaven House at Solaire Lunara Bay
10.0 out of 10, Exceptional, (1)
"The place was wonderful. Brand new construction and very luxurious. The Host provided excellent communication. "
United States
Robert B.
The price is AED 5,506
AED 10,671 total
includes taxes & fees
12 Jan - 13 Jan
The Fairhaven House at Solaire Lunara Bay
TV, stereo, offices
Floralee House at Lunara Bay

Vacation Home in Raccoon Key

Floralee House at Lunara Bay
2.0 star property
9.8 out of 10, Exceptional, (8)
"Amazing house! Spacious, great pool, & good location "
United States
Paige G.
The price is AED 3,302
AED 7,453 total
includes taxes & fees
12 Jan - 13 Jan
Floralee House at Lunara Bay
Fridge, microwave, oven, stovetop
Catchlight House at Lunara Bay

Vacation Home in Raccoon Key

Catchlight House at Lunara Bay
2.0 star property
9.8 out of 10, Exceptional, (6)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
The price is AED 3,838
AED 8,284 total
includes taxes & fees
21 Jan - 22 Jan
Catchlight House at Lunara Bay
A heated pool
1 Block to Duval St | Banana's Foster Guesthouse

Vacation Home in Key West Historic District

1 Block to Duval St | Banana's Foster Guesthouse
10.0 out of 10, Exceptional, (6)
"Amazing! Lots of space. Great location!"
United States
Robin O.
The price is AED 10,817
AED 19,523 total
includes taxes & fees
20 Jan - 21 Jan
1 Block to Duval St | Banana's Foster Guesthouse
Property grounds
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Vacation Home in Stock Island

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
9.8 out of 10, Exceptional, (117)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is AED 1,157
AED 2,370 total
includes taxes & fees
11 Jan - 12 Jan
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"The 3 rooms were nice and clean. Staff was beyond friendly. WORKING HOT TUB! Pool was warm and large in size."
John 2-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection