Search Cottages in Fleming Key

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (120)
"Cute little cottage perfect for my wife and I. Location is ideal for those who want to be in the heart of old town , only a block from Duval and within a stone’s throw of several great places to get drinks or food. The home is older , but was clean and comfortable. We had to reach out to the owners for two small issues which were addressed very quickly. "
Heart of Downtown Key West Cottage With Off-Street Parking
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

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

9.2 out of 10, Wonderful, (12)
"This place was perfect for a getaway in Key West. The location was close to many great restaurants and attractions. The room was spacious and comfortable and had everything we needed. It was spotless. Communication was excellent. I highly recommend, I would definitely stay there again."
The price is HK$810
HK$2,404 total
includes taxes & fees
29 Apr - 30 Apr
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

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

10.0 out of 10, Exceptional, (118)
"Clean, perfect location in Old Town Key West. The property manager was so accommodating and quickly got back to me with answers to my questions. Would definitely stay there again. "
The price is HK$3,491
HK$5,903 total
includes taxes & fees
12 May - 13 May
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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

9.6 out of 10, Exceptional, (11)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is HK$1,054
HK$2,711 total
includes taxes & fees
4 May - 5 May
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
HIDDEN OASIS 3 blocks from Duval
TV

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.4 out of 10, Exceptional, (86)
"Great location, loved the pool and outdoor patio"
The price is HK$2,175
HK$6,167 total
includes taxes & fees
8 May - 9 May
HIDDEN OASIS 3 blocks from Duval
Get your ISLAND STLYE on!
Exterior

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (79)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
The price is HK$2,435
HK$6,491 total
includes taxes & fees
24 May - 25 May
Get your ISLAND STLYE on!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

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

9.8 out of 10, Exceptional, (9)
"Wonderful location, communication & overall experience "
The price is HK$887
HK$2,513 total
includes taxes & fees
30 Apr - 1 May
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Conch Republic Consul General's Cottage.-Historic District
Pool

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (155)
"This property is in a great spot. Easy access to anywhere in KeyWest. Super clean will stay here again. "
Conch Republic Consul General's Cottage.-Historic District
One Bedroom Cottage House in Old Town Key West by the Hemingway House.
Fridge, microwave, oven, stovetop

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

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

10.0 out of 10, Exceptional, (1)
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Exterior

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)
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (11)
"This property was exactly what we had hoped for. It was close to the water and trolley stop, which made it very easy to get around and see the sights. The property was clean and nicely landscaped and although we were close to the activities it felt very private and secluded when we were on property.The management staff was extremely helpful and responsive. Street parking on-site was a little pricey (6.00/hr), so we parked at the rental office a few miles away and the staff shuttled us around....
The price is HK$1,054
HK$2,711 total
includes taxes & fees
4 May - 5 May
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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)
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at this quaint property. It was walkable to many area attractions including Hemingway House and Zachary Taylor State Park. The property was clean and had what we needed for the two nights we were visiting. "
The price is HK$810
HK$2,404 total
includes taxes & fees
28 Apr - 29 Apr
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
Pool

A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW

9.4 out of 10, Exceptional, (9)
"Well kept"
A Stones Throw Away from Duval - Downtown -Caroline's Cottage KW
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio

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

9.6 out of 10, Exceptional, (13)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
The price is HK$1,054
HK$2,719 total
includes taxes & fees
5 May - 6 May
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
Fridge, microwave, oven, stovetop

BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!

10.0 out of 10, Exceptional, (3)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
A heated pool

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

10.0 out of 10, Exceptional, (216)
"Can't say enough good things about Chick-A-Pea cottage! The property/home is beautiful inside & out and is wonderfully and conveniently located. There were 5 of us and it was so roomy! Comfortable beds & linens! It was super clean, stocked with essentials and the outdoor area is fantastic! Property management went above & beyond in helpfulness and friendliness! 10/10 and we hope to be back & stay again!"
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Old Town Key West Cottage 3bed/2bath
Fridge, microwave, oven, stovetop

Old Town Key West Cottage 3bed/2bath

10.0 out of 10, Exceptional, (1)
"We had an incredible stay in this house! We were very comfortable and constantly in contact with the host, who was always very communicative and helpful when we needed something. The location is perfect, just meters from the main street of Key West. The house was in perfect conditions and it’s just like the pictures! I 100% recommende it ☺️"
Old Town Key West Cottage 3bed/2bath
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
Interior

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
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
Private kitchen

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (131)
"Really enjoyed the stay. All our “neighbors” were respectful of each other The boat house was clean The manatees stole the show!"
The price is HK$756
HK$2,152 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (293)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is HK$2,552
HK$3,089 total
includes taxes & fees
4 May - 5 May
Hyatt Vacation Club at Sunset Harbor, Key West
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
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.