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Our top choices for Fleming Key holiday rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (190 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ฿3,434
฿9,424 total
includes taxes & fees
7 Jul - 8 Jul
Aqua Lodges at Hurricane Hole Marina

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 ฿11,955
฿21,511 total
includes taxes & fees
6 Jul - 7 Jul
Grand Marina Suite by Brightwild Waterfront

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is ฿15,493
฿38,102 total
includes taxes & fees
12 Jul - 13 Jul
Lighthouse Suites Collection

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is ฿31,285
฿48,466 total
includes taxes & fees
7 Jul - 8 Jul
Contra House Key West

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is ฿32,814
฿43,551 total
includes taxes & fees
10 Jul - 11 Jul
Coconut Mallory Marina and Resort Condo

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 ฿9,307
฿13,448 total
includes taxes & fees
6 Jul - 7 Jul
Island View 1BR Residence With Balcony

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is ฿10,331
฿23,324 total
includes taxes & fees
8 Jul - 9 Jul
Starlight Serenity - Hideaway w Stunning Views

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 ฿9,307
฿13,448 total
includes taxes & fees
6 Jul - 7 Jul
Resort View 1BR Suite With Direct Pool Access

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 ฿10,290
฿21,150 total
includes taxes & fees
12 Jul - 13 Jul
The Grenada Suite Pool View Private Balcony

New The Cottage at James House

New The Cottage at James House
2.0 star property
Key West Historic District
8.0 out of 10, Very good, (2 reviews)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
The price is ฿8,610
฿13,941 total
includes taxes & fees
6 Jul - 7 Jul
New The Cottage at James House

New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking
2.0 star property
Key West Historic District
The price is ฿9,060
฿15,937 total
includes taxes & fees
8 Jul - 9 Jul
New Rose Petal Petite Suite - Pool Parking

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 ฿9,142
฿16,667 total
includes taxes & fees
6 Jul - 7 Jul
The Bartlum Luxury Studio In Prime Location

Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is ฿11,561
฿22,580 total
includes taxes & fees
3 Aug - 4 Aug
Tortuga Suite Sparkling Pool Hot Tub

Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
The price is ฿7,831
฿15,830 total
includes taxes & fees
7 Jul - 8 Jul
Banana Split by Brightwild Pool Grill

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is ฿39,317
฿67,633 total
includes taxes & fees
9 Jul - 10 Jul
Capmar House by Brightwild Huge Home Pool

Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
2.5 star property
Raccoon Key
The price is ฿42,269
฿79,464 total
includes taxes & fees
22 Jul - 23 Jul
Brand New Catchlight House With Private Pool

Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
2.5 star property
Old Town Key West
2.0 out of 10, (1 review)
"My boyfriend and I booked this for our first anniversary together and I cannot stress enough to not book this listing. There was trash from people before us, back door was broken to get to the pool, air conditioning didn’t work (it was so hot inside that the glass was all fogged up it was like a sauna), and the blow dryer in the bathroom SHOCKED ME when I tried to plug it in, my boyfriend heard the sound of the shock loudly from two rooms away. Horrifying to say the least and when I reached out...
United States
Julia
The price is ฿9,594
฿17,175 total
includes taxes & fees
13 Jul - 14 Jul
Poolside Retreat by Brightwild Cottage w Pool

Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
Raccoon Key
The price is ฿39,317
฿67,633 total
includes taxes & fees
7 Jul - 8 Jul
Evershore House Pool Parking Dock

Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
2.0 star property
Raccoon Key
The price is ฿39,317
฿67,633 total
includes taxes & fees
6 Jul - 7 Jul
Seagate House by Brightwild Waterfront w Dock

Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is ฿9,307
฿13,448 total
includes taxes & fees
6 Jul - 7 Jul
Resort View 1BR Suite
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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