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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Fleming Key condo rentals

A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

1. NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay, location was great!"
United States
Taffy M.
$257 nightly
The price is $285
Sep 26 - Sep 27
Total with taxes and fees
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

2. 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
9.6 out of 10, Exceptional, (112 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The studio and surroundings matched photos posted and provided a Key West atmosphere and experience. Walking to Key West activities and sites was feasible. Very happy with and positive addition to our Key West visit."
United States
Ken L.
$269 nightly
The price is $299
Sep 27 - Sep 28
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

3. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (137 reviews)
"Great place to stay"
United States
walter l.
$284 nightly
The price is $315
Sep 29 - Sep 30
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

4. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (29 reviews)
"Great stay! Beautiful view. No complaints. Easy check in and great communication with owner. Thanks for a great trip!"
United States
Haley P.
$346 nightly
The price is $386
Sep 30 - Oct 1
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

5. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
$192 nightly
The price is $213
Sep 29 - Sep 30
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!

6. Turtle Nest Condo + Pool / 2nd Floor

Turtle Nest Condo + Pool / 2nd Floor
Key West Historic District
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay and cant wait to come back!"
United States
Jamie
$247 nightly
The price is $274
Sep 29 - Sep 30
Total with taxes and fees
Turtle Nest Condo + Pool / 2nd Floor

7. Waterfront Condo Dock Pool Downtown Near Duval

Waterfront Condo Dock Pool Downtown Near Duval
Meadows
9.6 out of 10, Exceptional, (29 reviews)
"Wow, this was one of the best short term rentals we've done. Well appointed, extremely clean, convenient location, and everything pretty much top of the line."
United States
John L.
$359 nightly
The price is $399
Sep 28 - Sep 29
Total with taxes and fees
Waterfront Condo Dock Pool Downtown Near Duval
A narrow pathway flanked by white picket fences and a tree with pink flowers.

8. OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (157 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
United States
Michael R.
$349 nightly
The price is $389
Oct 6 - Oct 7
Total with taxes and fees
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
A white wooden porch with two rocking chairs, a blue door, and a number 1501 sign.

9. The Elizabeth Suite | 1 bedroom condo, shared pool

The Elizabeth Suite | 1 bedroom condo, shared pool
Key West Historic District
9.6 out of 10, Exceptional, (11 reviews)
"The location was excellent with walking distance to all the activities. We especially enjoyed relaxing at the pool. Would love to stay there again."
United States
Steven U.
$456 nightly
The price is $494
Sep 26 - Sep 27
Total with taxes and fees
The Elizabeth Suite | 1 bedroom condo, shared pool
A spacious living room with a large window overlooking a scenic view, a ceiling fan, and a modern white coffee table.

10. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (38 reviews)
"We loved our stay! Beautiful room with a wonderful view. We loved how quiet and relaxing it was!"
United States
Jesse B.
$372 nightly
The price is $414
Oct 13 - Oct 14
Total with taxes and fees
Waterfront Dock Pool Key West Near Duval
A modern living room with a sofa, coffee table, and a painting of a beach scene.

11. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (8 reviews)
"Beautifully decorated and great location. The condo was clean, comfortable, quiet and well stocked. Would recommend and definitely stay there again!"
United States
Linda W.
$451 nightly
The price is $501
Sep 26 - Sep 27
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool
A beach with clear turquoise water, a sandy shore, and a few people swimming.

12. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Old Town Key West
9.8 out of 10, Exceptional, (53 reviews)
"The apartment is good size and comfortable but the location is fantastic.walking distance to all of old town bars and restaurants. Three blocks to southernmost point. We walked to everything definitely would love to come back here and totally recommend"
United States
Joseph
$427 nightly
The price is $476
Oct 6 - Oct 7
Total with taxes and fees
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
A dining area with a table and chairs, a kitchen with appliances, and a window with blinds.

13. Sky Loft - Steps from Duval Street & Shared Pool

Sky Loft - Steps from Duval Street & Shared Pool
Old Town Key West
9.6 out of 10, Exceptional, (28 reviews)
"Nice place with a great location. Ceilings are a little low for taller people."
United States
Andrew C.
$425 nightly
The price is $472
Sep 28 - Sep 29
Total with taxes and fees
Sky Loft - Steps from Duval Street & Shared Pool
A two-story building with a white picket fence in front, surrounded by palm trees.

14. Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
Old Town Key West
9.4 out of 10, Exceptional, (3 reviews)
"Great location to everything we wanted to do. Made it easy to just walk around and not have to drive and figure out where to park."
United States
Mike S.
$337 nightly
The price is $374
Sep 29 - Sep 30
Total with taxes and fees
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
A wooden house with a porch, a staircase leading to the entrance, and a sign indicating a 'Royal Palm Suite'.

15. ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (91 reviews)
"Wonderful place to stay. Checking and parking was easy, pool was comfortable and the room was exactly as shown in the pictures! We would definitely stay again!!"
United States
Julie
$418 nightly
The price is $465
Oct 13 - Oct 14
Total with taxes and fees
ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

16. SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (114 reviews)
"Wonderful experience"
United States
Bernado
$341 nightly
The price is $378
Sep 27 - Sep 28
Total with taxes and fees
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
A covered outdoor area with a dining table and chairs, a ceiling fan, and a blue sofa.

17. La Casa de Luces 2 Bed condo off Duval

La Casa de Luces 2 Bed condo off Duval
Old Town Key West
9.4 out of 10, Exceptional, (147 reviews)
"Great location"
United States
Scott M.
La Casa de Luces 2 Bed condo off Duval
A brick pathway leading to a white staircase with a covered area above.

18. SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (17 reviews)
"Great property in a great location right on Duval next to an incredible Rum bar. Highly recommend"
United States
darren s.
$262 nightly
The price is $291
Sep 28 - Sep 29
Total with taxes and fees
SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

19. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.8 out of 10, Exceptional, (9 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
$665 nightly
The price is $739
Sep 27 - Sep 28
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

20. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.8 out of 10, Exceptional, (12 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
$260 nightly
The price is $289
Sep 29 - Sep 30
Total with taxes and fees
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"
Tracy 7-night trip
Posted 3 hours ago
Hampton Inn Key West FL

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
473
Accommodation
428 Condo Rentals
Lowest Price
$213
Highest Price
$739

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