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Our top choices for Fleming Key condo rentals

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
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 NZ$714
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
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 NZ$3,192
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is NZ$1,200
includes taxes & fees
8 Jan - 9 Jan 2026
Grand Marina Suite - Poolside & Waterfront Condo

The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool
Key West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is NZ$1,067
includes taxes & fees
5 Jan - 6 Jan 2026
The Barbados at Sunrise Suites - Balcony & Pool

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Key West
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
The price is NZ$1,119
includes taxes & fees
17 Jan - 18 Jan 2026
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
Key West
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

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is NZ$1,084
includes taxes & fees
7 Jan - 8 Jan 2026
The Grenada at Sunrise Suites - Shared Pool

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is NZ$790
includes taxes & fees
8 Jan - 9 Jan 2026
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Pool View 3BR Residence | Beachside Resort

Pool View 3BR Residence | Beachside Resort
Key West
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 NZ$2,208
includes taxes & fees
4 Jan - 5 Jan 2026
Pool View 3BR Residence | Beachside Resort

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is NZ$692
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Meadows
9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
The price is NZ$1,243
includes taxes & fees
15 Jan - 16 Jan 2026
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Prime Downtown Location - Truman Little Cottage

Prime Downtown Location - Truman Little Cottage
2.0 star property
Old Town Key West
Prime Downtown Location - Truman Little Cottage

Carey’s Corner | Updated Studio with Heated Pool

Carey’s Corner | Updated Studio with Heated Pool
Old Town Key West
9.0 out of 10, Wonderful, (29)
"A nice and clean place to come back"
United States
Yudersi S.
The price is NZ$623
includes taxes & fees
24 Dec - 25 Dec
Carey’s Corner | Updated Studio with Heated Pool

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
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 NZ$1,245
includes taxes & fees
12 Jan - 13 Jan 2026
The Tortuga at Sunrise Suites - Balcony & Pool

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
The price is NZ$619
includes taxes & fees
5 Jan - 6 Jan 2026
Duval Street Suites on Duval Free Parking and heated Pool

The Lighthouse Group Suite

The Lighthouse Group Suite
2.5 star property
Old Town Key West
8.0 out of 10, Very good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
The price is NZ$4,756
includes taxes & fees
1 Jan - 2 Jan 2026
The Lighthouse Group Suite

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
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 NZ$902
includes taxes & fees
13 Jan - 14 Jan 2026
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Rooftop Penthouse

Rooftop Penthouse
Old Town Key West
9.8 out of 10, Exceptional, (49)
"wonderful place!!"
United States
Libby S.
The price is NZ$2,085
includes taxes & fees
5 Jan - 6 Jan 2026
Rooftop Penthouse

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is NZ$1,147
includes taxes & fees
5 Jan - 6 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
NZ$619
Highest Price
NZ$4,756

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