Search Condo Rentals in Fleming Key

  • 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
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Fleming Key condo rentals

Property grounds

The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"Very nice!"
United States
Karen K.
The price is HK$1,698
HK$4,206 total
includes taxes & fees
31 Mar - 1 Apr
The Barbados | Private Balcony, Pool View!
Exterior detail

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, (129 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is HK$1,659
HK$3,275 total
includes taxes & fees
29 Mar - 30 Mar
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (42 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is HK$1,934
HK$4,567 total
includes taxes & fees
16 Apr - 17 Apr
The Cat Island Suite | Charmingly Renovated w/ Pool
TV

Stay at SUNRISE SUITES 203!

Stay at SUNRISE SUITES 203!
Key West
9.2 out of 10, Wonderful, (122 reviews)
"First day was very pleasant really enjoyed staying at the condo AC was cold everything worked well had a wonderful time"
United States
Mike R.
The price is HK$2,286
HK$5,069 total
includes taxes & fees
31 Mar - 1 Apr
Stay at SUNRISE SUITES 203!
Exterior detail

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, (102 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
The price is HK$2,166
HK$3,915 total
includes taxes & fees
5 Apr - 6 Apr
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is HK$3,634
HK$6,493 total
includes taxes & fees
28 Apr - 29 Apr
Grand Marina Suite - Poolside & Waterfront Condo
Smart TV

Castaway Cove: 2/2 Condo near the beach with shared pool and hot tub

Castaway Cove: 2/2 Condo near the beach with shared pool and hot tub
Key West
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay in Key West. The property was clean and modern and very nice. We will stay here again in the future."
United States
Jack H.
The price is HK$3,133
HK$5,107 total
includes taxes & fees
30 Mar - 31 Mar
Castaway Cove: 2/2 Condo near the beach with shared pool and hot tub
Property grounds

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (27 reviews)
"This property is beautiful and the location is great as well. We will be back!"
United States
Patricia K.
The price is HK$1,936
HK$4,516 total
includes taxes & fees
5 Apr - 6 Apr
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Property grounds

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28 reviews)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is HK$2,060
HK$4,848 total
includes taxes & fees
12 Apr - 13 Apr
The Tortuga at Sunrise Suites - Balcony & Pool
Marina

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Meadows
9.6 out of 10, Exceptional, (25 reviews)
"Really enjoyed the accommodations. "
United States
Timothy
The price is HK$3,169
HK$6,251 total
includes taxes & fees
12 Apr - 13 Apr
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Property grounds

The Trinidad at Sunrise Suites - Shared Pool

The Trinidad at Sunrise Suites - Shared Pool
Key West
9.0 out of 10, Wonderful, (41 reviews)
"We enjoyed the comfortable floor plan for two couples and the convenient parking. The condo is in need of some updating and repairs but was clean with comfortable beds. "
United States
Shawna H.
The price is HK$2,381
HK$5,233 total
includes taxes & fees
14 Apr - 15 Apr
The Trinidad at Sunrise Suites - Shared Pool
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is HK$2,733
HK$7,832 total
includes taxes & fees
20 Apr - 21 Apr
Atlantic Parrot | Oceanfront Condo w/ Pool
Fridge, microwave, oven, stovetop

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Meadows
9.4 out of 10, Exceptional, (18 reviews)
"Great location"
United States
Angie j.
The price is HK$3,062
HK$6,047 total
includes taxes & fees
27 Apr - 28 Apr
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Property grounds

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (12 reviews)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is HK$2,551
HK$5,446 total
includes taxes & fees
13 Apr - 14 Apr
The Grenada at Sunrise Suites - Shared Pool
Exterior detail

Prime Downtown Location - Truman Little Cottage

Prime Downtown Location - Truman Little Cottage
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
The price is HK$1,722
HK$3,042 total
includes taxes & fees
30 Mar - 31 Mar
Prime Downtown Location - Truman Little Cottage
Exterior detail

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, (91 reviews)
"Excellent location for the week. We walked everywhere and it was quiet and tucked away from noise and traffic. "
United States
Kimberly B.
The price is HK$3,156
HK$6,033 total
includes taxes & fees
3 Apr - 4 Apr
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Exterior

LA CASA CUBANA @ Cuban Club Suites

LA CASA CUBANA @ Cuban Club Suites
Old Town Key West
9.6 out of 10, Exceptional, (73 reviews)
"Great place."
United States
Chad F.
The price is HK$2,245
HK$4,878 total
includes taxes & fees
27 Apr - 28 Apr
LA CASA CUBANA @ Cuban Club Suites
Living area

The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.4 out of 10, Exceptional, (3 reviews)
"The property host was very helpful and accommodating!"
United States
bdfox11
The price is HK$1,830
HK$4,369 total
includes taxes & fees
29 Mar - 30 Mar
The Saint Kitts Suite | Breathtaking View, Heated Pool
Exterior

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, (107 reviews)
"Communication with the host/ office was awesome. It was a great location right off duval street. We would definitely recommend this VRBO to anyone! "
United States
Kaela E.
The price is HK$2,288
HK$4,965 total
includes taxes & fees
13 Apr - 14 Apr
La Casa de Luna - 1 Bd/1B condo just off upper Duval
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

Pier House Resort & Spa

Pier House Resort & Spa

6/10 Okay
"Beach was small, overcrowded, no beds available around pool but resort fees still charged although we didn't use any of them"
Haley 3-night trip
Posted 10 hours ago
Pier House Resort & Spa

Find out more about Fleming Key

Fleming Key Condo Rentals information

Number of reviews
797
Accommodation
436 Condo Rentals
Lowest Price
HK$3,042
Highest Price
HK$7,832

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