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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Fleming Key condo rentals

Pool
Grand Marina Suite - Poolside & Waterfront Condo

Condo in Stock Island

Grand Marina Suite - Poolside & Waterfront Condo
9.6 out of 10, Exceptional, (30)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is AED 1,704
AED 2,454 total
includes taxes & fees
26 Jan - 27 January 2026
Grand Marina Suite - Poolside & Waterfront Condo
Property grounds
The Barbados at Sunrise Suites - Balcony & Pool

Condo in Key West

The Barbados at Sunrise Suites - Balcony & Pool
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is AED 951
AED 2,250 total
includes taxes & fees
5 Jan - 6 January 2026
The Barbados at Sunrise Suites - Balcony & Pool
Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Condo in Key West

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (206)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Pool
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Condo in Meadows

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
10.0 out of 10, Exceptional, (25)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is AED 1,928
AED 3,492 total
includes taxes & fees
21 Jan - 22 January 2026
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
A heated pool
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Condo in Beachside

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beach
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Condo in Key West

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is AED 1,341
AED 2,402 total
includes taxes & fees
19 Jan - 20 January 2026
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Beach nearby
Poolside Suite with Direct Pool Access

Condo in Key West

Poolside Suite with Direct Pool Access
10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
The price is AED 1,297
AED 1,946 total
includes taxes & fees
4 Jan - 5 January 2026
Poolside Suite with Direct Pool Access
Pool
The Grenada at Sunrise Suites - Shared Pool

Condo in Naval Air Station Key West

The Grenada at Sunrise Suites - Shared Pool
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AED 1,076
AED 2,353 total
includes taxes & fees
5 Jan - 6 January 2026
The Grenada at Sunrise Suites - Shared Pool
Beach nearby
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Condo in Old Town Key West

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is AED 657
AED 1,389 total
includes taxes & fees
8 Jan - 9 January 2026
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Exterior
Coconut Mallory Marina and Resort Condo

Condo in Key West

Coconut Mallory Marina and Resort Condo
3.0 star property
The price is AED 3,633
AED 4,822 total
includes taxes & fees
2 Jan - 3 January 2026
Coconut Mallory Marina and Resort Condo
Beach nearby
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Condo in Old Town Key West

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
9.6 out of 10, Exceptional, (98)
"Very clean and private. We enjoyed our time and would return."
United States
Janine W.
The price is AED 768
AED 1,528 total
includes taxes & fees
6 Jan - 7 January 2026
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Condo in Key West

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is AED 540
AED 1,378 total
includes taxes & fees
11 Jan - 12 January 2026
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
A heated pool
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Condo in Old Town Key West

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
8.6 out of 10, Excellent, (34)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
The price is AED 896
AED 1,750 total
includes taxes & fees
2 Jan - 3 January 2026
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Beach nearby
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

Condo in Old Town Key West

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
9.2 out of 10, Wonderful, (21)
"Great location, clean and quiet"
United States
dennis d.
The price is AED 793
AED 1,561 total
includes taxes & fees
14 Jan - 15 January 2026
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
A heated pool
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Condo in Beachside

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
9.0 out of 10, Wonderful, (104)
"Very clean and beds are so comfortable. "
United States
Donny G.
The price is AED 2,083
AED 4,114 total
includes taxes & fees
26 Jan - 27 January 2026
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Pool
The Tortuga at Sunrise Suites - Balcony & Pool

Condo in Key West

The Tortuga at Sunrise Suites - Balcony & Pool
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is AED 1,289
AED 2,670 total
includes taxes & fees
29 Jan - 30 January 2026
The Tortuga at Sunrise Suites - Balcony & Pool
A heated pool
The Lighthouse Group Suite

Condo in Old Town Key West

The Lighthouse Group Suite
2.5 star property
8.0 out of 10, Very Good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
The price is AED 8,326
AED 10,065 total
includes taxes & fees
4 Jan - 5 January 2026
The Lighthouse Group Suite
Pool
Duval Street Suites on Duval Free Parking and heated Pool

Condo in Old Town Key West

Duval Street Suites on Duval Free Parking and heated Pool
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
The price is AED 937
AED 1,175 total
includes taxes & fees
12 Jan - 13 January 2026
Duval Street Suites on Duval Free Parking and heated Pool
Marina
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

Condo in Meadows

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
10.0 out of 10, Exceptional, (2)
"Absolutely wonderful. Everyone was so helpful and the property is fantastic. We had the best time. "
United States
Collette B.
The price is AED 1,543
AED 2,996 total
includes taxes & fees
9 Jan - 10 January 2026
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
Sport court
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Condo in Key West

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is AED 1,570
AED 2,311 total
includes taxes & fees
4 Jan - 5 January 2026
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
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 Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"The bed was so comfortable and the room was nice and clean! "
Yolanda 1-night trip
Posted 2 days ago
Hyatt Vacation Club at Beach House, Key West

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