Search Fleming Key Cottage Accommodations

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in Fleming Key

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1650)
"Cute place with friendly staff and tropical vibes. "
The price is AU$504
includes taxes & fees
26 Jan - 27 Jan
Havana Cabana at Key West - Adults Only

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2240)
"Fun activities at pool, blackjack, karaoke, trivia . Liqour , beer and wine tastings ."
The price is AU$939
includes taxes & fees
21 Jan - 22 Jan
Southernmost Beach Resort

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1766)
"The property was nice BUT the location was not the best as far as near town and most activities. There was a free shuttle to one location near town. And not inexpensive. Food wise excellent but one very common breakfast item- if you want- 2 eggs, home fries, toast and a protein nope you have to order a la cart. "
The price is AU$702
includes taxes & fees
26 Jan - 27 Jan
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1548)
"Nice facility but neighborhood felt unsafe "
The price is AU$570
includes taxes & fees
29 Jan - 30 Jan
Oceans Edge Key West Resort, Hotel & Marina

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Beautiful views of the harbour from the balcony. Decor of the room was modern industrial look that gives you the feel of a high-end hotel feel. Room had great amenities like plug points next to the bed & USB plug in lamp shade, good coffee machine, mini fridge, ironing board, umbrella etc Nice bath robes and complementary bathroom products, including shower cap. Towels were clean and soft. Bed was huge and comfortable. Good air-conditioning & it wasn’t noisy. Not much around the area but you...
The price is AU$573
includes taxes & fees
27 Jan - 28 Jan
The Perry Hotel & Marina Key West

Ibis Bay Beach Resort

2.5 star property
8.0 out of 10, Very good, (1722)
"The shuttle is super convenient and the included breakfast isca nice touch. Rooms are basic and the property is well kept, so a good experience overall."
The price is AU$492
includes taxes & fees
22 Jan - 23 Jan
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

4.0 star property
8.8 out of 10, Excellent, (1009)
"Staff was very friendly and very helpful. The grounds were very well. Kept would definitely stay here again."
The price is AU$598
includes taxes & fees
21 Jan - 22 Jan
Parrot Key Hotel & Villas

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1009)
"What you expect from a Hilton property. Well done"
The price is AU$512
includes taxes & fees
26 Jan - 27 Jan
Hilton Garden Inn Key West / The Keys Collection

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1007)
"Didn’t like the new hidden fees that weren’t there before and the no microwave "
The price is AU$538
includes taxes & fees
26 Jan - 27 Jan
The Gates Hotel Key West Newly Renovated

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1005)
"This is a very interesting property. We stayed in one of the bungalows though there are other types of rooms available. It is an old property, but recently refurbished/renovated. The room was small but well appointed and had a nice bathroom with a tiled walk-in shower. There is a nice full service outdoor bar adjacent to the kitchen area. A very nice breakfast is included with the reservation. There is free WiFi which is pretty good. The biggest downside to Winslow’s is the satellite tv. There...
The price is AU$792
includes taxes & fees
27 Jan - 28 Jan
Winslow's Bungalows - Key West Historic Inns

24 North Hotel Key West - Newly Renovated

4.0 star property
7.4 out of 10, Good, (1396)
"Very good to stay"
The price is AU$473
includes taxes & fees
26 Jan - 27 Jan
24 North Hotel Key West - Newly Renovated

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1005)
"Cool"
The price is AU$398
includes taxes & fees
22 Jan - 23 Jan
NYAH Key West - Adults Only

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1008)
"We had a great time! We were even given an upgrade. It was an amazing trip!"
The price is AU$825
includes taxes & fees
29 Jan - 30 Jan
Opal Key Resort & Marina, Key West

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Was convenient yet quiet. Staff checked on you regularly. Beautiful surroundings. Was centrally located walkable to all major things to do. "
The price is AU$1,234
includes taxes & fees
21 Jan - 22 Jan
Pier House Resort & Spa

Seashell Motel & Key West Hostel

1.5 star property
7.8 out of 10, Good, (1005)
"Time for ME, doing what I Want, my pace, my needs"
The price is AU$258
includes taxes & fees
21 Jan - 22 Jan
Seashell Motel & Key West Hostel

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1006)
"Good nice place, friendly. But to expensive "
The price is AU$1,008
includes taxes & fees
27 Jan - 28 Jan
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (854)
"They charged me abunch of extra for I have no idea why "
The price is AU$1,097
includes taxes & fees
26 Jan - 27 Jan
The Reach Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1005)
"Friendly and helpful staff, all amenities available as described when hotel was booked. I would recommend this place to anyone and would stay there again "
The price is AU$565
includes taxes & fees
26 Jan - 27 Jan
DoubleTree Resort by Hilton Grand Key - Key West

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1009)
"Very nice hotel, close to everything!"
The price is AU$947
includes taxes & fees
28 Jan - 29 Jan
The Marker Key West Harbor Resort

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1007)
"This was my 1st time at this property and I can’t say enough good things. Our room had a balcony facing the port so we got to see the cruise ships coming and going. We also were able to see every sunset without leaving our room. The property is very clean and well maintained. We had an excellent breakfast at the Hot Tin Roof restaurant overlooking the pool, ocean and Sun Set Key. We will definitely be back. "
The price is AU$1,034
includes taxes & fees
27 Jan - 28 Jan
Ocean Key Resort - A Noble House Resort
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.
Don't see what you're looking for?
See all available properties in Fleming Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (112)
"We loved staying on the houseboat."
The price is AU$471
includes taxes & fees
24 Jan - 25 Jan
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (361)
"Fun little place with a great pool. Ken was very helpful in all aspects. Highly recommended. Be aware its a small place but very comfortable."
The price is AU$558
includes taxes & fees
3 Feb - 4 Feb
Steps from Duval, Pool on Site & Bikes Included!

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (30)
"We had a wonderful time. It is an older, smaller boat but we enjoyed it. There is a port a pot in the cabin but there is a huge shower and bathroom under the carport. We were able to fish right off the boat. Frank will answer texts pretty quickly. "
34’ Catamaran Sailboat
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.