Default HTG hotel image

Search and Rent Fleming Key Condos

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fleming Key condo rentals

1. 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
9.6 out of 10, Exceptional, (18 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
$292 nightly
The price is $325
Nov 24 - Nov 25
Total with taxes and fees
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

2. Waterfront Condo Dock Pool Downtown Near Duval

Waterfront Condo Dock Pool Downtown Near Duval
Meadows
9.6 out of 10, Exceptional, (30 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.
$354 nightly
The price is $394
Dec 3 - Dec 4
Total with taxes and fees
Waterfront Condo Dock Pool Downtown Near Duval

3. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (12 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.
$634 nightly
The price is $709
Nov 18 - Nov 19
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool

4. 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.
$428 nightly
The price is $478
Nov 29 - Nov 30
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!

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)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
$324 nightly
The price is $360
Dec 1 - Dec 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

6. 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.
$301 nightly
The price is $335
Nov 10 - Nov 11
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

7. 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.
$284 nightly
The price is $311
Nov 23 - Nov 24
Total with taxes and fees
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

8. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
$424 nightly
The price is $474
Nov 15 - Nov 16
Total with taxes and fees
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

9. 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.
$425 nightly
The price is $476
Nov 10 - Nov 11
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

10. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
$440 nightly
The price is $489
Dec 1 - Dec 2
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool

11. 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.
$254 nightly
The price is $284
Nov 17 - Nov 18
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!

12. 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.
$425 nightly
The price is $476
Nov 10 - Nov 11
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool

13. 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)
"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: Great property, location! Exceptionally clean"
United States
A guest from Kendall Park, NJ
$304 nightly
The price is $338
Dec 1 - Dec 2
Total with taxes and fees
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

14. 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.
$452 nightly
The price is $503
Nov 16 - Nov 17
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St

15. Waterfront Condo + Pool Downtown + Boat Slip

Waterfront Condo + Pool Downtown + Boat Slip
Meadows
9.4 out of 10, Exceptional, (20 reviews)
"The place was fantastic and the hosts easy to communicate with. Will definitely be back!"
United States
Michelle A.
$353 nightly
The price is $392
Dec 2 - Dec 3
Total with taxes and fees
Waterfront Condo + Pool Downtown + Boat Slip

16. 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)
"Great little place! Would highly recommend."
United States
Janet C.
$426 nightly
The price is $477
Nov 29 - Nov 30
Total with taxes and fees
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

17. Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (34 reviews)
"Had a great time at this property. The location was perfect and the ability to park onsite was great. "
United States
Andrea N.
$640 nightly
The price is $712
Nov 17 - Nov 18
Total with taxes and fees
Gated Parking, Heated Pool - Villa Positano

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, (20 reviews)
"Great location, super nice room......"
United States
Russell B.
$282 nightly
The price is $314
Nov 10 - Nov 11
Total with taxes and fees
SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

19. 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
$403 nightly
The price is $451
Nov 15 - Nov 16
Total with taxes and fees
Turtle Nest Condo + Pool / 2nd Floor

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

COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (115 reviews)
"We've been going to Key West for years and this was our first stay in this area of town. Great location. Very quiet and private. All the guests were nice and the pool was a nice respite."
United States
Tracy S.
$394 nightly
The price is $438
Dec 1 - Dec 2
Total with taxes and fees
COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fleming Key Hotel Reviews

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
616
Accommodation
405 Condo Rentals
Lowest Price
$284
Highest Price
$712

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