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Cottages in Fleming Key

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

The price is ¥39,619
¥77,528 total
includes taxes & fees
Jul 5 - Jul 6
Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (125)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

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

9.6 out of 10, Exceptional, (14)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
The price is ¥11,151
¥44,294 total
includes taxes & fees
Jun 19 - Jun 20
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

10.0 out of 10, Exceptional, (15)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
The price is ¥10,114
¥42,880 total
includes taxes & fees
Jun 18 - Jun 19
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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

9.6 out of 10, Exceptional, (19)
"The beds were very comfortable and soft. The bodega right next to our room was perfect for anything you might need or want. We will definitely be back. "
The price is ¥14,522
¥48,279 total
includes taxes & fees
Jun 24 - Jun 25
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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!

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
The price is ¥14,522
¥48,279 total
includes taxes & fees
Jun 26 - Jun 27
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

10.0 out of 10, Exceptional, (15)
"Awesome little hideout! You feel like the only one on the island when you step in this quaint cottage! Great place to stay! "
The price is ¥11,151
¥44,294 total
includes taxes & fees
Jun 19 - Jun 20
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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

9.4 out of 10, Exceptional, (15)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
The price is ¥11,151
¥44,294 total
includes taxes & fees
Jun 17 - Jun 18
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (159)
"The carriage house is comfortably furnished; kitchen has nothing lacking; pool and grounds are cozy and well maintained. Perfect location and easy to get to sights and beaches. "
Conch Republic Consul General's Cottage.-Historic District

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

9.2 out of 10, Wonderful, (74)
"Really nice property just as the photos had everything we needed, great surroundings with character the pool area was perfect and well kept a very relaxing and friendly environment . The attached history to the Conch Republic was very interesting and maintained. Communications with Roberta were again very easy and in a timely & friendly manner Easy walk to Duval st and other attractions. All in all a great place to stay and would highly recommend "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

10.0 out of 10, Exceptional, (6)
"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: We had a wonderful stay at the Hibiscus Cottage. It has obviously had a recent renovation but did not lose the look and feel of an old conch house. Comfortable furnishings and a surprisingly large master with an en-suite bath that would rival that...
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

Find your zen at HIDDEN TREASURE

3.0 star property
9.6 out of 10, Exceptional, (7)
"Wonderful location for walking to everything the island has to offer. "
Find your zen at HIDDEN TREASURE

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

3.0 star property
10.0 out of 10, Exceptional, (3)
"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!

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (193)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Uptown quiet cottage close to beaches, restaurant & shopping.

10.0 out of 10, Exceptional, (4)
"Eva was a great host, making sure we had everything we needed. Provided bikes for getting around-just a 4-ish mile ride downtown. A pool out our patio door surrounded by palm trees. Close to beaches. We totally enjoyed our stay here and would definitely stay again if we return to Key West!"
Uptown quiet cottage close to beaches, restaurant & shopping.

Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"My husband and I loved our stay at Linger Longer. We hadeverything we needed for a top notch vacation. Beds and couch were very comfortable. The pool was great. We were able to relax and unwind."
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (5)
"First timers and would definitely come back!! "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

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
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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