Default HTG hotel image

Search Condos Rentals in Fleming Key from CA $357

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Fleming Key condo rentals

A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

1. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
The price is CA $223
CA $1,017 total
includes taxes & fees
Nov 10 - Nov 11
Atlantic Parrot | Oceanfront Condo w/ Pool
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

2. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
The price is CA $219
CA $600 total
includes taxes & fees
Nov 2 - Nov 3
Waterfront Dock Pool Key West Near Duval
A swimming pool surrounded by lush greenery, with lounge chairs and a covered seating area.

3. 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, (122 reviews)
"The adorable studio room was very comfortable and nicely decorated. I haven’t slept that well in a long time! Love the communal pool as well. I would definitely return"
United States
Jocelyne M.
The price is CA $247
CA $525 total
includes taxes & fees
Nov 9 - Nov 10
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

4. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.6 out of 10, Exceptional, (7 reviews)
"Smooth process, clean room and not noisy at all"
United States
Stephen N.
The price is CA $161
CA $394 total
includes taxes & fees
Nov 2 - Nov 3
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

5. 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, (115 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: We enjoyed our stay. The pool was nice and the ice and water machine were a great surprise! Location convenient for us. Would stay again!"
United States
Shannon C.
The price is CA $254
CA $533 total
includes taxes & fees
Dec 1 - Dec 2
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A balcony with a table and chairs, overlooking a marina with boats and a clear sky.

6. Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Meadows
9.8 out of 10, Exceptional, (41 reviews)
"Very comfortable, good location, beds were great! "
United States
Karen N.
The price is CA $188
CA $566 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

7. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is CA $256
CA $687 total
includes taxes & fees
Nov 29 - Nov 30
The Grand Cayman | Beautifully Remodeled Key West!
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

8. 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, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is CA $254
CA $685 total
includes taxes & fees
Nov 9 - Nov 10
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A marina with boats docked, a clear sky, and a rainbow.

9. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
The price is CA $249
CA $639 total
includes taxes & fees
Nov 2 - Nov 3
Waterfront Condo Dock Pool Near Duval St
A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water.

10. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
The price is CA $140
CA $436 total
includes taxes & fees
Nov 3 - Nov 4
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A modern kitchen with a central island, bar stools, and pendant lighting.

11. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
The price is CA $256
CA $687 total
includes taxes & fees
Nov 9 - Nov 10
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

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

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 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 $182
CA $357 total
includes taxes & fees
Nov 2 - Nov 3
Hidden Key West Cottage - Walk to Duval !!!
A sailboat anchors in turquoise waters along a palm-lined sandy resort beach.

13. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D
Key West
10.0 out of 10, Exceptional, (1 review)
"The service was great. The apartment was very good and clean. Ricky was very attentive and helpful. We had a great time."
United States
Charles
The price is CA $165
CA $539 total
includes taxes & fees
Nov 11 - Nov 12
2BR suite | Pool | Hot Tub | Tennis | W/D
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

14. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is CA $254
CA $685 total
includes taxes & fees
Nov 29 - Nov 30
The Cat Island Suite | Charmingly Renovated w/ Pool
A beachside resort with a wooden deck, palm trees, and a sunset view.

15. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is CA $419
CA $877 total
includes taxes & fees
Nov 2 - Nov 3
Grand Marina Suite - Poolside & Waterfront Condo
A two-story building with a blue facade, white balcony railings, and a white picket fence.

16. 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)
"Perfect place, close enough to that action in Duval but just far enough to be out of it when you wanted."
United States
Mac J.
The price is CA $331
CA $680 total
includes taxes & fees
Nov 2 - Nov 3
Sky Loft - Steps from Duval Street & Shared Pool
A beach with clear turquoise water, a sandy shore, and a distant ship.

17. 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)
"Nice location, easy walk to southern side of KW. Very clean and great AC."
United States
Ralph M.
The price is CA $312
CA $683 total
includes taxes & fees
Nov 29 - Nov 30
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
A tropical garden pathway leading to a building with a yellow facade and green shutters.

18. 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, (139 reviews)
"Great place to stay"
United States
walter l.
The price is CA $264
CA $546 total
includes taxes & fees
Nov 19 - Nov 20
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A two-story building with a white picket fence in front, surrounded by palm trees.

19. 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
9.6 out of 10, Exceptional, (5 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 $311
CA $524 total
includes taxes & fees
Nov 2 - Nov 3
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.

20. 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, (158 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 $282
CA $677 total
includes taxes & fees
Nov 9 - Nov 10
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Key Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Love"
Crystal 3-night trip
Posted 5 hours ago
Margaritaville Beach House Key West

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
736
Accommodation
405 Condo Rentals
Lowest Price
CA $357
Highest Price
CA $1,017

Frequently asked questions

Why book your condo in Fleming Key with Expedia?
Expedia will help you find your ideal condo in Fleming Key. On the lookout for an upmarket stay? Make use of our filters to search for properties that have a 5-star rating. If you have a fixed budget, select how much you want to spend and then check out our incredible deals. We'll help you find a suitable stay whatever your plans or bank balance.
How can I find cheap condos in Fleming Key?
A wonderful way to uncover cheap condos in Fleming Key is with Expedia's filter tool. Narrow down your search results by amenities, star rating and budget to secure excellent rates in a couple of clicks.

Explore a world of travel with Expedia