Search and Rent Fleming Key Condos

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Condo Rentals in Fleming Key

CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
Terrace/patio

CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!

9.0 out of 10, Wonderful, (18)
"Would definitely stay again or recommend "
$285 nightly
The price is $316
Jul 7 - Jul 8
Total includes taxes and fees
CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (814)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Fridge, microwave, coffee/tea maker

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (115)
"Excellent location, walkable to Duval Street. We were able to park on-site and walk to everything. We would definitely stay here again."
$225 nightly
The price is $250
Jul 1 - Jul 2
Total includes taxes and fees
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Fridge, microwave, coffee/tea maker, dining tables

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (137)
"We loved everything about it, the place was spotless and although the Havana room is quite small, we didn't spend much time there. Walkable to Duval Street and just a very pleasant property."
$221 nightly
The price is $245
Jun 29 - Jun 30
Total includes taxes and fees
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Terrace/patio

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.0 out of 10, Wonderful, (10)
"Great time staying there "
$222 nightly
The price is $246
Jul 2 - Jul 3
Total includes taxes and fees
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
A heated pool

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (173)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (177)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.8 out of 10, Excellent, (18)
"Property as described in listing, enjoyed our stay! Would def stay again! "
$255 nightly
The price is $281
Jul 1 - Jul 2
Total includes taxes and fees
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (21)
"The unit is awesome - perfect location on Duval St, very comfortable beds, plenty of space. Will definitely be back!"
$480 nightly
The price is $528
Jul 1 - Jul 2
Total includes taxes and fees
Duval Delight | Recently Remodeled Condo on Duval!
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Fridge, microwave, coffee/tea maker

CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!

9.6 out of 10, Exceptional, (131)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
$222 nightly
The price is $246
Jul 9 - Jul 10
Total includes taxes and fees
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Outdoor dining

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.6 out of 10, Exceptional, (87)
"We really enjoyed the property. "
$238 nightly
The price is $264
Jul 2 - Jul 3
Total includes taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Terrace/patio

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (16)
"Great place"
$222 nightly
The price is $246
Jun 30 - Jul 1
Total includes taxes and fees
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
BOOKING SMOKING HOT 2025 DEALS NOW!
Exterior

BOOKING SMOKING HOT 2025 DEALS NOW!

9.4 out of 10, Exceptional, (200)
"wonderful place to stay"
BOOKING SMOKING HOT 2025 DEALS NOW!
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
Terrace/patio

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

8.8 out of 10, Excellent, (16)
"Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay. "
$222 nightly
The price is $246
Jun 29 - Jun 30
Total includes taxes and fees
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
A heated pool

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (40)
"Property was well maintained and nice folks in the community. Recommend highly!"
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
Property grounds

COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

9.6 out of 10, Exceptional, (82)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
$249 nightly
The price is $276
Jun 29 - Jun 30
Total includes taxes and fees
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
A heated pool

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (70)
"Very lush and beautiful. We loved the location of area and of our room, the Julie. Very private and pool right outside our door. Everything we needed was there. Parlor was lovely and nice place to hang other than your room. Front porch with rocking chairs were the cherry on top. Lovely vacation stay. "
$286 nightly
The price is $317
Jul 1 - Jul 2
Total includes taxes and fees
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Fridge, coffee/tea maker

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (135)
"The property was exactly as listed. Great location, well kept, clean, and easy to check into. I don’t even know how I’d improve upon the experience, it was great. Parking on site was great as well! "
$225 nightly
The price is $250
Jun 27 - Jun 28
Total includes taxes and fees
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Pool

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (205)
"The place is beautiful and every convenience thought of. Would definitely stay here Asian! "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
Terrace/patio

SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!

9.4 out of 10, Exceptional, (12)
"Perfect place to stay. Love the charm of the old house/ mansion and the updated modern conviences. Within walking distance of Duval Street and other attractions. The extras of breakfast food, soda, wine, beer, were a pleasant aurora. "
$221 nightly
The price is $245
Jun 29 - Jun 30
Total includes taxes and fees
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared 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
Sign in
Sign up, it's free

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.