Apartments in Fleming Key for Rent

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Jan 2 - Jan 4
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In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Fleming Key apartments

Outdoor dining
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Stock Island
10.0 out of 10, Exceptional, (37)
"Checkin couldn't be easier. The place looks new and the furniture is comfortable. It had everything we needed. Located on stock island, it's a short drive to key west. There are plenty of good restaurants close by and cvs is a mile away."
United States
Timothy K.
$848 nightly
The price is $941
Jan 19 - Jan 20, 2026
Total with taxes and fees
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Apartment | 2 bedrooms, Internet
The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
$546 nightly
The price is $615
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
Property grounds
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Key West
10.0 out of 10, Exceptional, (24)
"This property is beautiful and the location is great as well. We will be back!"
United States
Patricia K.
$565 nightly
The price is $622
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Property grounds
The Cat Island Suite | Beautifully Renovated w/ Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!

The Cat Island Suite | Beautifully Renovated w/ Pool!
Key West
9.8 out of 10, Exceptional, (30)
"I stayed at this property for 3 nights and it was wonderful super clean and very comfortableJust minutes away from all the attractions and far away from the crowds. Really quiet at night A I really recommend this property "
United States
domingo d.
$633 nightly
The price is $696
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Cat Island Suite | Beautifully Renovated w/ Pool!
Property grounds
The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (27)
"Very clean, quite peaceful. We enjoyed our stay and will be staying again. The pool was very clean and peaceful. Easy drive to all restaurants and attractions."
United States
Sherry L.
$633 nightly
The price is $696
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool
Exterior detail
Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8

Balcony, Pool, & Near Duval - Curry House Room 8
Old Town Key West
9.2 out of 10, Wonderful, (22)
"Place is perfect"
United States
Ryan S.
$378 nightly
The price is $420
Jan 5 - Jan 6, 2026
Total with taxes and fees
Balcony, Pool, & Near Duval - Curry House Room 8
Beach towels
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (414)
"We loved it here! Not very far from Duval street. "
United States
Keghan J.
$337 nightly
The price is $374
Jan 3 - Jan 4, 2026
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Terrace/patio
Honeymoon Palm Suite near Higgs Beach

Honeymoon Palm Suite near Higgs Beach

Honeymoon Palm Suite near Higgs Beach
2.0 star property
Beachside
10.0 out of 10, Exceptional, (2)
"We loved the place, very well situated, close to the beach, very clean, we loved the details. We will definitely come back."
United States
Carlos
$532 nightly
The price is $584
Jan 6 - Jan 7, 2026
Total with taxes and fees
Honeymoon Palm Suite near Higgs Beach
Exterior
Classic Queen, Pet Friendly - Curry Mansion Inn

Classic Queen, Pet Friendly - Curry Mansion Inn

Classic Queen, Pet Friendly - Curry Mansion Inn
Key West Historic District
10.0 out of 10, Exceptional, (3)
"Extremely convenient and walking distance to everything. If you like historic properties, you will love it"
United States
Don M.
$396 nightly
The price is $439
Jan 12 - Jan 13, 2026
Total with taxes and fees
Classic Queen, Pet Friendly - Curry Mansion Inn
Property grounds
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Old Town Key West
9.8 out of 10, Exceptional, (19)
"my stay was prett"
United States
Amanda M.
$361 nightly
The price is $397
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Exterior
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Old Town Key West
9.8 out of 10, Exceptional, (16)
"Really enjoyed our stay. Location was great and the property was well kept."
United States
linda k.
$363 nightly
The price is $399
Jan 6 - Jan 7, 2026
Total with taxes and fees
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Apartment | 2 bedrooms, Internet
The Trinidad by Brightwild Pool View Parking

The Trinidad by Brightwild Pool View Parking

The Trinidad by Brightwild Pool View Parking
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
$729 nightly
The price is $821
Jan 10 - Jan 11, 2026
Total with taxes and fees
The Trinidad by Brightwild Pool View Parking
Pool
Heated Pool, Epic Location - Sugar Pie Suite

Heated Pool, Epic Location - Sugar Pie Suite

Heated Pool, Epic Location - Sugar Pie Suite
Key West Historic District
9.2 out of 10, Wonderful, (17)
"Location was terrific. It was clean and well maintained. The pool was surprisingly not hot even with the extreme heat. Would stay again in the future. "
United States
Jeffrey W.
$396 nightly
The price is $440
Jan 4 - Jan 5, 2026
Total with taxes and fees
Heated Pool, Epic Location - Sugar Pie Suite
A heated pool
Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Old Town Key West
9.4 out of 10, Exceptional, (26)
"Great spot nearby everything, clean inside with a nice pool area. "
United States
Brian S.
$420 nightly
The price is $461
Jan 3 - Jan 4, 2026
Total with taxes and fees
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Property grounds
Sky Suites Retreat - Balcony Overlooking Duval

Sky Suites Retreat - Balcony Overlooking Duval

Sky Suites Retreat - Balcony Overlooking Duval
Old Town Key West
10.0 out of 10, Exceptional, (15)
"Great location, great property "
United States
john m.
$1,946 nightly
The price is $2,159
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sky Suites Retreat - Balcony Overlooking Duval
Pool
Bahama Village studio @ the Galleria!

Bahama Village studio @ the Galleria!

Bahama Village studio @ the Galleria!
Old Town Key West
9.2 out of 10, Wonderful, (15)
"The property was exactly what we needed for an overnight stay in Key West. The location gave us easy access to all the attractions."
United States
Joel and Kristina R.
$405 nightly
The price is $450
Dec 25 - Dec 26
Total with taxes and fees
Bahama Village studio @ the Galleria!
Property grounds
The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
10.0 out of 10, Exceptional, (31)
"Comfortable condo in a great location. Pet friendly, which is a great plus!"
United States
Chrislyn R.
$667 nightly
The price is $734
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool
A heated pool
VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (37)
"The room was perfect for the two of us. The property was clean, and well maintained. Very quiet and lots of privacy. The location was great. Duval Street was within a couple minute walking distance. We will definitely be back!"
United States
Nicole P.
$450 nightly
The price is $495
Jan 3 - Jan 4, 2026
Total with taxes and fees
VanGogh Studio | Updated, Old Town, Heated Pool
Interior
Bunk Room at the Grand Maloney

Bunk Room at the Grand Maloney

Bunk Room at the Grand Maloney
Key West Historic District
9.6 out of 10, Exceptional, (16)
"Great location! Was the perfect spot for a quick weekend trip. I would definitely come back. "
United States
brian k.
$405 nightly
The price is $450
Jan 7 - Jan 8, 2026
Total with taxes and fees
Bunk Room at the Grand Maloney
Interior
Red Room at the Grand Maloney

Red Room at the Grand Maloney

Red Room at the Grand Maloney
Key West Historic District
9.6 out of 10, Exceptional, (11)
"Enjoyed our stay. Room was comfortable, location convenient walking distance to most areas.Area can be a little noisy at times but it is Key West. Room could use a TV & mini fridge."
United States
Thomas M.
$420 nightly
The price is $466
Jan 3 - Jan 4, 2026
Total with taxes and fees
Red Room at the Grand Maloney
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 Apartments information

Number of reviews
700
Accommodation
230 Apartments
Lowest Price
$374
Highest Price
$2,159

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