Search Fleming Key Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Condo Rentals in Fleming Key

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

9.8 out of 10, Exceptional, (154)
"Great place"
The price is AU$378
includes taxes & fees
24 Aug - 25 Aug
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Comfortable Condo with Pool, Private Balcony, & Beach Access

8.6 out of 10, Excellent, (134)
"Nice area, location, and wonderful apartment!"
The price is AU$920
includes taxes & fees
1 Sept - 2 Sept
Comfortable Condo with Pool, Private Balcony, & Beach Access

Parking, Pool, & Pet Friendly - The Grenada Suite

8.6 out of 10, Excellent, (11)
"The room was ad adverted, clean, quiet property, will stay again."
The price is AU$785
includes taxes & fees
1 Sept - 2 Sept
Parking, Pool, & Pet Friendly - The Grenada Suite

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

8.8 out of 10, Excellent, (200)
"Perfect for our 3 nights in Key West"
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

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

9.4 out of 10, Exceptional, (90)
"We really enjoyed the property. "
The price is AU$395
includes taxes & fees
19 Aug - 20 Aug
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Two Bedroom Residence

9.4 out of 10, Exceptional, (6)
"Incredible place to stay!!"
The price is AU$854
includes taxes & fees
1 Sept - 2 Sept
Two Bedroom Residence

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

9.4 out of 10, Exceptional, (11)
"Great time staying there "
The price is AU$353
includes taxes & fees
19 Aug - 20 Aug
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

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

9.8 out of 10, Exceptional, (98)
"Great location, quiet, relaxing pool, beautifully landscaped, perfect sized room, clean. Enjoyed our time here!"
The price is AU$412
includes taxes & fees
2 Sept - 3 Sept
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

8.8 out of 10, Excellent, (117)
"Clean comfortable and plenty of room. "
The price is AU$518
includes taxes & fees
31 Aug - 1 Sept
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

9.0 out of 10, Wonderful, (102)
"Very clean and beds are so comfortable. "
The price is AU$1,031
includes taxes & fees
8 Sept - 9 Sept
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

10.0 out of 10, Exceptional, (21)
"My husband and I stayed at this property for our anniversary week. "
The price is AU$621
includes taxes & fees
27 Aug - 28 Aug
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

9.0 out of 10, Wonderful, (120)
"Very nice place to stay. We really enjoyed our visit. Would recommend for anyone visiting Key West. "
The price is AU$490
includes taxes & fees
19 Aug - 20 Aug
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

9.8 out of 10, Exceptional, (78)
"Amazing place"
The price is AU$522
includes taxes & fees
1 Sept - 2 Sept
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

Free Parking, Pool, & Pet Friendly - The Trinidad

9.2 out of 10, Wonderful, (35)
"Nice "
The price is AU$783
includes taxes & fees
19 Aug - 20 Aug
Free Parking, Pool, & Pet Friendly - The Trinidad

Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

9.2 out of 10, Wonderful, (156)
"Close to Smathers Beach and just a short drive to Duval Street!"
The price is AU$568
includes taxes & fees
1 Sept - 2 Sept
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (89)
"We loved the place; the secluded pool between the vegetation, the room and little extras made this stay above our expectations!"
The price is AU$698
includes taxes & fees
31 Aug - 1 Sept
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

8.6 out of 10, Excellent, (138)
"I love this place friendly and quiet.Close to the town.Farmacy,CVS,Denny’s Rest."
The price is AU$570
includes taxes & fees
25 Aug - 26 Aug
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Private Parking & Waterfront - Grand Marina Suite

9.2 out of 10, Wonderful, (15)
"The property is incredibly clean. The whole area was very calm and relaxing."
The price is AU$719
includes taxes & fees
19 Aug - 20 Aug
Private Parking & Waterfront - Grand Marina Suite

Dog-friendly condo with pool & hot tub - walk or bike to beach

8.6 out of 10, Excellent, (88)
"Great location, great price, good choice"
The price is AU$848
includes taxes & fees
1 Sept - 2 Sept
Dog-friendly condo with pool & hot tub - walk or bike to beach

Coconut Mallory Marina and Resort Condo

3.0 star property
The price is AU$1,239
includes taxes & fees
31 Aug - 1 Sept
Coconut Mallory Marina and Resort Condo
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