Search and Rent Fleming Key Condos

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Fleming Key condo rentals

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, (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.
$367 nightly
The price is $407
Jan 11 - Jan 12, 2026
Total with taxes and fees
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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.
$1,672 nightly
The price is $1,831
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Pool
Grand Marina Suite - Poolside & Waterfront Condo

Condo in Stock Island

Grand Marina Suite - Poolside & Waterfront Condo
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
$621 nightly
The price is $689
Jan 8 - Jan 9, 2026
Total with taxes and fees
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.
$557 nightly
The price is $618
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Barbados at Sunrise Suites - Balcony & Pool
Beach
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Condo in Key West

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
$582 nightly
The price is $646
Jan 22 - Jan 23, 2026
Total with taxes and fees
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
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.
$589 nightly
The price is $656
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations

Condo in Key West

Coconut Mallory Resort And Marina By Kees Vacations
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
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.
$566 nightly
The price is $628
Jan 7 - Jan 8, 2026
Total with taxes and fees
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
$409 nightly
The price is $454
Jan 7 - Jan 8, 2026
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Pool
Pool View 3BR Residence | Beachside Resort

Condo in Key West

Pool View 3BR Residence | Beachside Resort
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.
$1,123 nightly
The price is $1,246
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pool View 3BR Residence | Beachside Resort
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.
$358 nightly
The price is $398
Jan 11 - Jan 12, 2026
Total with taxes and fees
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Marina
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Condo in Meadows

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
$642 nightly
The price is $714
Jan 15 - Jan 16, 2026
Total with taxes and fees
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
A heated pool
Carey’s Corner | Updated Studio with Heated Pool

Condo in Old Town Key West

Carey’s Corner | Updated Studio with Heated Pool
9.0 out of 10, Wonderful, (29)
"A nice and clean place to come back"
United States
Yudersi S.
$328 nightly
The price is $361
Dec 24 - Dec 25
Total with taxes and fees
Carey’s Corner | Updated Studio with Heated Pool
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.
$657 nightly
The price is $730
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
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.
$292 nightly
The price is $324
Jan 12 - Jan 13, 2026
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated 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.
$2,492 nightly
The price is $2,756
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Lighthouse Group Suite
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.
$466 nightly
The price is $517
Jan 6 - Jan 7, 2026
Total with taxes and fees
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
2 bedrooms, blackout drapes, iron/ironing board, free WiFi
Rooftop Penthouse

Condo in Old Town Key West

Rooftop Penthouse
9.8 out of 10, Exceptional, (49)
"wonderful place!!"
United States
Libby S.
$1,101 nightly
The price is $1,211
Jan 3 - Jan 4, 2026
Total with taxes and fees
Rooftop Penthouse
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.
$595 nightly
The price is $661
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay."
Ashwin 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
1,447
Accommodation
436 Condo Rentals
Lowest Price
$324
Highest Price
$2,756

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