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Compare 92 Cottages in Key West with updated reviews, rates, and availability.

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (200)
"A very cozy little cottage in the heart of everything in Key West. In walking distance of everything, although bikes, golf carts and scooters are a great way to get around too. The front porch was nice to relax and sit on to finish out the day. Inside it was very clean, and had everything we needed for a short stay."
The price is AED 977
AED 2,139 total
includes taxes & fees
24 Jun - 25 Jun
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Main Entrance off Street - Peaceful and Quiet!
Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (98)
"Walking close to Duval. On street parking can be tough but this block is NOT pay to park! Good to know."
The price is AED 1,837
AED 3,027 total
includes taxes & fees
13 Jun - 14 Jun
Southernmost Retreat: 2 Blocks from Duval in Old Town.
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, (118)
"Loved this property! Will definitely be staying here again! Location. Location! Location!!"
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
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Living area
Old Town Cottage House in Old Town Key West!
Old Town Cottage House in Old Town Key West!
Lots of sitting including lounge chairs and table and chair sets
Conch Republic Consul General's Cottage.-Pool-No Contact Check-In
9.2 out of 10, Wonderful, (66)
"We really enjoyed our stay here. There was ample space, especially for a couple. The location is excellent, close to Duval St., beach, or southernmost area. We rang in the new year while staying here and the access is easy, well lit, and off street parking for one vehicle. The kitchen was stocked with what you’d need to prepare a meal, full size fridge is a plus, and microwave and stove. The only thing to point out is the shower is cramped and I’m a tall guy. The shower worked great and had...
Conch Republic Consul General's Cottage.-Pool-No Contact Check-In
Living area
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)
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Conch Republic Style Swimming Pool.
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (137)
"The house has a lot of potential but very dated. First two days AC was broke and the fan in the master bedroom had no pull chain. Too hot for no air flow. The master bed was so old it squeaked every time you moved. Also mattress was too firm. The positives were the property cat and the location."
Conch Republic Consul General's Cottage.-Historic District
Interior
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
4.5 star property
10.0 out of 10, Exceptional, (3)
"The unit had fun and stylish decor. Bed was comfy and I’m picky. The steeps are a challenge- always forgetting there is one more step. Was concerned about the noise in the back from a restaurant or bar- but when doors closed you can’t hear it. And there is no noise later in the evening. One suggestion- some nightlights for the night for Safety. We will be back. Great experience "
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Quaint front porch
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
10.0 out of 10, Exceptional, (1)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
Welcome to Pineapple Cottage!
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
9.8 out of 10, Exceptional, (12)
"Overall great. Loved location. Friendly locals enhanced experience. Only complaint was with mid stay clean that was required. Suggestions for mid clean- Should be different in some ways than final clean - - - - I’d set time on coffee pot so could set up night before and have coffee ready in am. Was unplugged during clean. Making me have to reset time again. Blender/toaster set out on counter to use without having to get down on floor to retrieve them from small cabinet between stove...
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Living area
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Extremely clean, quiet and spacious. The friendly. staff and location to the water made the five day girl’s trip so fun. Thanks. "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
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, (195)
"This beautifully decorated property is centrally located but feels secluded. The beds are incredibly comfortable and the pool was perfect for relaxing. It was perfect for our girls' weekend. The property manager was attentive and helpful. We would definitely stay here again."
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Pool
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
3.5 star property
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
9.0 out of 10, Wonderful, (164)
"Lovely home! Fabulous location near the dog beach and restaurants on the beach! Convenient f oh r exploring the island!"
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
Front of Cottage
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
10.0 out of 10, Exceptional, (169)
"Spacious, close to the beach, restaurants, shops and bars. We’d love to return."
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Kitchen
New Conch cottage, with heated pool, walking distance to downtown Key West.
8.0 out of 10, Very Good, (1)
"This semi detached 1BR/1 Bath home is perfectly situated in the best kept secret for long stays in Key West - the White Street Gallery District. White Street is the most amenity rich street in Key West. From it's beautiful pier to the south right up to it's north end, White Street offers just about everything you would ever need. This home is located across from Bayview Park, which hosts numerous events throughout the year. There are basketball courts as well as tennis courts and childrens...
New Conch cottage, with heated pool, walking distance to downtown Key West.
Pool
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
3.0 star property
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
French doors to deck
Maryann's Place - Large Monthly Studio (New Listing)
9.0 out of 10, Wonderful, (4)
"I drove down with my vehicle for one month in March for a "work"-cation - primarily me, then my father visited the final week. The property is nestled in a quiet, suburban neighborhood, with a relatively short walk to Higgs Beach (south shore) and a longer walk to downtown/Duval Street. The property is clean, well-maintained, and had all essentials (toilet paper, paper towels, sponges, dish soap, salt/pepper, pots/pans, etc.) initially stocked as described. Technically on shared property, you...
Maryann's Place - Large Monthly Studio (New Listing)
Front of Varela Dreaming
Quaint Pool Cottage in Old Town Key West Great value
10.0 out of 10, Exceptional, (4)
"Great little house. Walking distance to pretty much all of old town area. Has a nice pool to relax in. HUGE bathroom. Bedrooms are nice sized. Washer/dryer is a huge plus for long stays. The only thing - wish it was closer to the beach…"
Quaint Pool Cottage in Old Town Key West Great value
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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.

Other property types in Key West

Pool
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is AED 364
AED 880 total
includes taxes & fees
30 May - 31 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (228)
"Perfect location - not to far of a walk from Duval Street and the action but tucked away just enough to be able to have some peace!"
The price is AED 1,088
AED 1,284 total
includes taxes & fees
20 Jun - 21 Jun
Hyatt Vacation Club at Sunset Harbor, Key West
Pool
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is AED 793
AED 1,357 total
includes taxes & fees
28 May - 29 May
Poolside Cottage #411
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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