Search Fleming Key Cottage Accommodations

Start date: Check-in selected.
To Date
End date: Check-out
    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 Cottages in Fleming Key

Our top choices for Fleming Key cottages

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is AU$490
includes taxes & fees
21 Sept - 22 Sept
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (162)
"Very nice cottage. Good location, clean and quiet. "
Conch Republic Consul General's Cottage.-Historic District

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (136)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (6)
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (123)
"Great time. Would stay again. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (24)
"Amazing place and location to everything. Will definitely book this property again."
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

9.8 out of 10, Exceptional, (20)
"Will stay here again "
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

9.8 out of 10, Exceptional, (23)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

9.8 out of 10, Exceptional, (19)
"Place was a perfect location and was so cute."
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (19)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

10.0 out of 10, Exceptional, (223)
"Wonderful time nice rental. Really clean and well appointed "
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

10.0 out of 10, Exceptional, (142)
"great location wish we could use pool!!! lovely stay"
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

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

3.0 star property
10.0 out of 10, Exceptional, (4)
"Our second time staying here. Great location. Everything you would need for a couple. Clean,comfortable. Will rent again if available next year."
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

9.2 out of 10, Wonderful, (74)
"Communication was awesome. Having a shared washer/dryer was a plus. The pool was lovely. "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 star property
8.0 out of 10, Very good, (2)
"The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. "
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

~ROBINSON CRUSOE COTTAGE~ Delight in island vibes in this home with a pool.

10.0 out of 10, Exceptional, (3)
"The cottage was just as advertised, beautiful, private, easy to all attractions, food, biking!! Loved it!"
~ROBINSON CRUSOE COTTAGE~ Delight in island vibes in this home with a pool.

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

3.0 star property
9.0 out of 10, Wonderful, (4)
"Perfect location, lovely place. I got COVID so had to leave two days after arrival. Bummer!"
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Find your zen at HIDDEN TREASURE

3.0 star property
8.8 out of 10, Excellent, (10)
"Great place to stay! "
Find your zen at HIDDEN TREASURE

Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)

10.0 out of 10, Exceptional, (7)
"Property was clean, and staff were nice and helpful. Good location too"
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
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

Find out more about Fleming Key

Find out more about Fleming Key

Fleming Key Cottages information

Number of reviews
833
Accommodation
85 Cottages
Lowest Price
AU$490
Highest Price
AU$490

Explore a world of travel with Expedia

Explore a world of travel with Expedia