Fleming Key Holiday Rentals

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Our top choices for Fleming Key holiday rentals

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is AU$755
includes taxes & fees
13 Apr - 14 Apr
Ocean Front One Bedroom Residence

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is AU$483
includes taxes & fees
3 May - 4 May
Aqua Lodges at Hurricane Hole Marina

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is AU$1,305
includes taxes & fees
19 Apr - 20 Apr
Lighthouse Suites Collection

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is AU$2,392
includes taxes & fees
5 May - 6 May
Contra House Key West

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
The price is AU$1,142
includes taxes & fees
15 Apr - 16 Apr
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is AU$663
includes taxes & fees
12 Apr - 13 Apr
Resort View 1BR Suite With Direct Pool Access

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is AU$1,002
includes taxes & fees
14 Apr - 15 Apr
Starlight Serenity - Hideaway w Stunning Views

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is AU$715
includes taxes & fees
10 May - 11 May
Mesa House Uno by Brightwild Perfect Location

Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is AU$893
includes taxes & fees
30 Apr - 1 May
Tortuga Suite Sparkling Pool Hot Tub

Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is AU$680
includes taxes & fees
11 May - 12 May
Island View 1BR Residence With Balcony

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is AU$1,063
includes taxes & fees
4 May - 5 May
Poolside Suite by Brightwild Pvt Pool Parking

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
The price is AU$892
includes taxes & fees
12 Apr - 13 Apr
New Coastal Rose - Bright Loft With High Ceilings

Sky Suite on Duval by Brightwild Condo w Balcony

Sky Suite on Duval by Brightwild Condo w Balcony
2.0 star property
Old Town Key West
The price is AU$1,254
includes taxes & fees
4 May - 5 May
Sky Suite on Duval by Brightwild Condo w Balcony

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is AU$970
includes taxes & fees
12 Apr - 13 Apr
Grand Marina Suite by Brightwild Waterfront

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is AU$722
includes taxes & fees
10 May - 11 May
The Bartlum Luxury Studio In Prime Location

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is AU$1,194
includes taxes & fees
15 Apr - 16 Apr
Sea Breeze by Brightwild Off-street Parking

Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is AU$1,223
includes taxes & fees
13 Apr - 14 Apr
Ocean Front 2BR Residence

Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is AU$1,424
includes taxes & fees
13 Apr - 14 Apr
Resort View 3BR Residence

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is AU$731
includes taxes & fees
14 Apr - 15 Apr
The Grenada Suite Pool View Private Balcony

The Trinidad by Brightwild Pool View Parking

The Trinidad by Brightwild Pool View Parking
2.0 star property
Key West
10.0 out of 10, Exceptional, (1 review)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
The price is AU$705
includes taxes & fees
14 Apr - 15 Apr
The Trinidad by Brightwild Pool View Parking
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.
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Top Fleming Key Hotel Reviews

Find out more about Fleming Key

Everything you need to know about Fleming Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming Key holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Fleming Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fleming Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Key holiday rentals we have selected for you start as low as AU$421 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Fleming Key rentals

At Expedia, we put the best Fleming Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fleming Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.