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Our top choices for Fleming Key condo rentals

8.8 out of 10, Excellent, (205)
"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.
The price is €353
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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.
The price is €1,604
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is €604
includes taxes & fees
8 Jan - 9 Jan 2026
Grand Marina Suite - Poolside & Waterfront Condo
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is €541
includes taxes & fees
5 Jan - 6 Jan 2026
The Barbados at Sunrise Suites - Balcony & Pool
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
The price is €565
includes taxes & fees
17 Jan - 18 Jan 2026
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is €571
includes taxes & fees
19 Jan - 20 Jan 2026
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
3.0 star property
8.2 out of 10, Very good, (821)
"The staff goes above and beyond very, very warm and nice people"
United States
erik
Coconut Mallory Resort And Marina By Kees Vacations

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 €555
includes taxes & fees
7 Jan - 8 Jan 2026
The Grenada at Sunrise Suites - Shared Pool
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is €398
includes taxes & fees
8 Jan - 9 Jan 2026
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
9.0 out of 10, Wonderful, (2)
"I had the pleasure of bringing my family down to the keys for their visit. The place was beautifully located and the view is picturesque. The condo itself was easy to check into & truly beautiful. Vaulted ceilings, spacious sleeping quarters and large tub made the stay an exquisite experience. I very much look forward to a future visit & highly recommend."
United States
Luis R.
The price is €1,114
includes taxes & fees
4 Jan - 5 Jan 2026
Pool View 3BR Residence | Beachside Resort
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is €347
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
The price is €623
includes taxes & fees
15 Jan - 16 Jan 2026
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
2.0 star property
The price is €310
includes taxes & fees
10 Jan - 11 Jan 2026
Prime Downtown Location - Truman Little Cottage
9.0 out of 10, Wonderful, (29)
"A nice and clean place to come back"
United States
Yudersi S.
The price is €350
includes taxes & fees
24 Dec - 25 Dec
Carey’s Corner | Updated Studio with Heated 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 €624
includes taxes & fees
12 Jan - 13 Jan 2026
The Tortuga at Sunrise Suites - Balcony & Pool
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
The price is €280
includes taxes & fees
12 Jan - 13 Jan 2026
Duval Street Suites on Duval Free Parking and heated Pool

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 €2,500
includes taxes & fees
1 Jan - 2 Jan 2026
The Lighthouse Group Suite
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 €453
includes taxes & fees
6 Jan - 7 Jan 2026
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Condo in Old Town Key West

Rooftop Penthouse
9.8 out of 10, Exceptional, (49)
"wonderful place!!"
United States
Libby S.
Rooftop Penthouse
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is €576
includes taxes & fees
4 Jan - 5 Jan 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

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
1,447
Accommodation
436 Condo Rentals
Lowest Price
€280
Highest Price
€2,500

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