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Search Condos Rentals in Fleming Key from CA $303

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
The price is CA $164
CA $403 total
includes taxes & fees
Oct 2 - Oct 3
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.
The price is CA $168
CA $427 total
includes taxes & fees
Sep 29 - Sep 30
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.
The price is CA $182
CA $445 total
includes taxes & fees
Sep 29 - Sep 30
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A modern living room with a teal sofa, white chairs, a dining table, and artwork on the walls.

4. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.4 out of 10, Exceptional, (48 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
The price is CA $202
CA $588 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Dock Pool Condo Near Duval St Pet OK

5. 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
The price is CA $140
CA $394 total
includes taxes & fees
Sep 29 - Sep 30
Turtle Nest Condo + Pool / 2nd Floor
A gated entrance with a number sign, a brick pathway, and potted plants.

6. Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Old Town Key West
9.4 out of 10, Exceptional, (96 reviews)
"Great location and peaceful relaxing courtyard and pool .would love to return here"
United States
stephanie w.
The price is CA $210
CA $666 total
includes taxes & fees
Sep 29 - Sep 30
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

7. 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.
The price is CA $113
CA $303 total
includes taxes & fees
Sep 29 - Sep 30
Hidden Key West Cottage - Walk to Duval !!!
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and a thatched-roof structure.

8. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (39 reviews)
"We loved our stay! Beautiful room with a wonderful view. We loved how quiet and relaxing it was!"
United States
Jesse B.
The price is CA $213
CA $602 total
includes taxes & fees
Oct 13 - Oct 14
Waterfront Dock Pool Key West Near Duval
A Victorian-style building with a prominent tower, multiple balconies, and a red-tiled roof.

9. La Casa de Luna - 1 Bd/1B condo just off upper Duval

La Casa de Luna - 1 Bd/1B condo just off upper Duval
Old Town Key West
9.6 out of 10, Exceptional, (112 reviews)
"It was very nice and clean for 2 people and close to Duvall St."
United States
David
The price is CA $210
CA $666 total
includes taxes & fees
Sep 29 - Sep 30
La Casa de Luna - 1 Bd/1B condo just off upper Duval
A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.

10. 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.
The price is CA $201
CA $573 total
includes taxes & fees
Oct 6 - Oct 7
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
A white colonial-style building with balconies, palm trees, and a street view.

11. LA CASA CUBANA @ Cuban Club Suites

LA CASA CUBANA @ Cuban Club Suites
Old Town Key West
9.6 out of 10, Exceptional, (75 reviews)
"Everything was terrific and as advertised! Thank you and would 100 stay here again! "
United States
Edmund
The price is CA $223
CA $681 total
includes taxes & fees
Sep 29 - Sep 30
LA CASA CUBANA @ Cuban Club Suites
A gated entrance with a number 921 sign, a brick pathway, and potted plants.

12. Old Town Key West suite w/ pool & pet-friendly

Old Town Key West suite w/ pool & pet-friendly
Old Town Key West
9.4 out of 10, Exceptional, (71 reviews)
"Fantastic location, perfect for our girls trip!"
United States
Mandy S.
The price is CA $210
CA $685 total
includes taxes & fees
Sep 29 - Sep 30
Old Town Key West suite w/ pool & pet-friendly
A living room with two sofas, a coffee table, and a view of a pool through glass doors.

13. Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations

Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
Key West Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and welcoming home, and the tranquil back yard area made it feel that much more special. "
United States
Gregory K.
The price is CA $210
CA $666 total
includes taxes & fees
Sep 29 - Sep 30
Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
A white wooden porch with two rocking chairs, a blue door, and a number 1501 sign.

14. 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.
The price is CA $359
CA $701 total
includes taxes & fees
Sep 29 - Sep 30
The Elizabeth Suite | 1 bedroom condo, shared pool
A beach with clear turquoise water, a sandy shore, and a distant ship.

15. 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
The price is CA $303
CA $706 total
includes taxes & fees
Oct 6 - Oct 7
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
A two-story building with a white picket fence in front, surrounded by palm trees.

16. 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.
The price is CA $270
CA $523 total
includes taxes & fees
Sep 29 - Sep 30
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
A two-story building with a white picket fence, surrounded by lush greenery and palm trees.

17. 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.
The price is CA $307
CA $659 total
includes taxes & fees
Sep 29 - Sep 30
Sky Loft - Steps from Duval Street & Shared Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

18. 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
The price is CA $197
CA $535 total
includes taxes & fees
Sep 29 - Sep 30
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
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.
The price is CA $215
CA $1,062 total
includes taxes & fees
Oct 1 - Oct 2
Atlantic Parrot | Oceanfront Condo w/ Pool
A coastal hotel with multiple-story buildings, palm trees, and a well-maintained garden.

20. Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (32 reviews)
"Had a great time at this property. The location was perfect and the ability to park onsite was great. "
United States
Andrea N.
The price is CA $318
CA $1,031 total
includes taxes & fees
Sep 29 - Sep 30
Gated Parking, Heated Pool - Villa Positano
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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Great stay! The breakfast was excellent, and the staff was very friendly and attentive. The room was clean and comfortable. Everything was very nice overall."
Fan 2-night trip
Posted 6 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
507
Accommodation
413 Condo Rentals
Lowest Price
CA $303
Highest Price
CA $1,062

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