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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 60 Cottages in Fleming Key with updated reviews, rates, and availability.

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
Exterior 002

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 star property
9.2 out of 10, Wonderful, (37)
"We loved our stay here. It was quiet and serene. Great location. We were able to walk or bike easily to everything we wanted to do."
The price is SAR 1,402
SAR 3,394 total
includes taxes & fees
25 Feb - 26 Feb
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Main Entrance off Street - Peaceful and Quiet!

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

10.0 out of 10, Exceptional, (111)
"It was really important for my group to be able to walk to the majority of the food and things. It was a great spot to do that from. Our only regret is we did not come during a time of year when the weather was touch warmer. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Exterior 001

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.6 out of 10, Exceptional, (38)
"Great property & location!"
The price is SAR 1,347
SAR 3,291 total
includes taxes & fees
4 Feb - 5 Feb
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Aerial view

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

10.0 out of 10, Exceptional, (11)
"Super cute bungalow surrounded by a beautiful lake. The location was perfect for us and super convenient to Key West! The staff was very friendly and very helpful. After hours check-in was very smooth. We will stay there again when we are in the area!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Miscellaneous

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"We arrived to a spotless cabana! The bed was perfect! Just awesome accommodations that I would definitely book again!!! Highly recommend- it was close to Key West but quiet and relaxing. And our pet stayed with us."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Old Town Cottage House in Old Town Key West!
Living area

Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (216)
"Very clean. Could use some updating such as fresh paint. "
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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

9.2 out of 10, Wonderful, (5)
"It was a good sized and roomy unit for Key West, with a "beach house" vibe to it. Nice to have the kitchenette, although we didn't use it except for a second sink and counter for personal needs. A 30 minute walk or 5 Uber to Mallory Square. A block and a half from a small beach and an easy walk to Higgs Beach. The room was very clean except when I went to find the outlet behind the bed which is where the dust bunnies were hiding. I'm sure the host would have had it swept if we mentioned it, but...
The price is SAR 972
SAR 1,949 total
includes taxes & fees
3 Feb - 4 Feb
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Conch Republic Consul General's Cottage.-Historic District
Conch Republic Style Swimming Pool.

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (151)
"My aunts, mom and I had a great stay. The rooms were spacious, allowing plenty of space for the 5 of us to spread out. Roberta and the owner were very kind. I am hoping to get my husband to come back for a visit with me. "
Conch Republic Consul General's Cottage.-Historic District
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
DARLING OF DUVAL is a 2-story guest cottage on a large private estate...

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

10.0 out of 10, Exceptional, (125)
"The Cottage is lovely. Communication was seamless and Charlie at Last Key Realty was incredibly helpful arranging a seaplane trip to Fort Jefferson and a golf cart for Xmas light viewing. Private, quiet and the perfect location off Duvall. Thank you for a wonderful weekend. "
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Exterior

Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)

9.8 out of 10, Exceptional, (12)
"Great spot. Very quiet and clean. "
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Front of Cottage

Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

10.0 out of 10, Exceptional, (185)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Exterior

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

10.0 out of 10, Exceptional, (5)
"Took my grandmother on her bucket list trip. Great location and set up for myself, my mom and grandmother!"
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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

10.0 out of 10, Exceptional, (3)
"Love how hidden away these little bungalows are yet still close to all the things. Beds were so comfortable, kitchenette and full size fridge were a money saver, and we definitely used the hot tubs every night! "
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Margarita Cottage ~ Popular island retreat
001

Margarita Cottage ~ Popular island retreat

2.0 star property
9.6 out of 10, Exceptional, (37)
"Loved our stay at the Margarita Cottage. Walked all over Key West from very central location. Heated Pool was a plus - even for a mid December dip!"
The price is SAR 784
SAR 2,609 total
includes taxes & fees
13 Feb - 14 Feb
Margarita Cottage ~ Popular island retreat
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Chick-a-Pea Cottage has an amazing pool with waterfall!

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

10.0 out of 10, Exceptional, (210)
"The cottage was perfect for our group of six. Plenty of comfortable living space, a dining table that sat six and the perfect little pool for backyard fun. The pictures are accurate depictions of the cottage as well . You can't beat the location, just a few steps away from Duval. We also loved being on the quieter side of town, knowing the crowds and shenanigans were just a short ten minutes walk away. Would 100% stay here again. "
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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

10.0 out of 10, Exceptional, (3)
"In town for a destination wedding, the location of this VRBO was perfect! Close to the Reach and Duval Street was an easy walk. 10 minutes to the airport and we parked our golf cart right out front. "
The price is SAR 972
SAR 1,949 total
includes taxes & fees
3 Feb - 4 Feb
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
OSPREY STUDIO @ The Colony-Sleeps up to 4
Osprey @ Colony

OSPREY STUDIO @ The Colony-Sleeps up to 4

2.0 star property
9.4 out of 10, Exceptional, (51)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
OSPREY STUDIO @ The Colony-Sleeps up to 4
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
Outdoor dining

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

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!
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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Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina
Exterior

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (114)
"Great getaway, yet very close to Key West. It is about a 5-10 minute drive from property to Duval Street."
The price is SAR 1,077
SAR 1,739 total
includes taxes & fees
9 Feb - 10 Feb
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (289)
"I had a great experience with my family!"
Hyatt Vacation Club at Sunset Harbor, Key West
Coconut Mallory Resort And Marina By Kees Vacations
Exterior

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (803)
"Great location, clean, and good customer service. wish they had fishing rods and more to do around the property, and the AC didn't keep the upstairs cool, very hot up there at night. overall, happy about the stay."
Coconut Mallory Resort And Marina By Kees Vacations
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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