Search Cottages in Key West

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Featured Cottages in Key West and around

Exterior
**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…
Beach nearby
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 €782
includes taxes & fees
13 Jun - 14 Jun
Southernmost Retreat: 2 Blocks from Duval in Old Town.
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
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Interior
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!
Pool
~ 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!
Beach nearby, beach towels
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
10.0 out of 10, Exceptional, (168)
"This was our 4th trip to Key West and our 2nd stay at this property. We had 6 adults (age 59 - 89) both times and it really did fit our needs. Great location for everything (bars, coffee shops, restaurants and shopping) we like to do and go as we don't spend a lot of time staying at the property except to take a break and rest. This property is relaxing and quite and love sitting on the decks in the morning having coffee, reading and listening to the roosters."
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
A heated pool
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
Fridge, microwave, oven, stovetop
Uptown quiet cottage close to beaches, restaurant & shopping.
10.0 out of 10, Exceptional, (2)
"Friendly courteous communicative host. Clean comfortable location away from the noise and hustle of Duvall but easy bike to Duvall. The bed was very nice!"
Uptown quiet cottage close to beaches, restaurant & shopping.
Interior
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
3.0 star property
10.0 out of 10, Exceptional, (1)
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Interior
Amelia Home by Avantstay In Historic Old Town w/ Pool
3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing, much more than we expected. We loved the pool area and the landscaping, both were maintained beautifully. The whole place was clean as a whistle!"
Amelia Home by Avantstay In Historic Old Town w/ Pool
Fridge, microwave, oven, stovetop
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (199)
"Beautiful home, well equipped and close to everything. The bed was comfortable and the cottage was very clean. You can’t go wrong with this lovely place."
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Pool
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (136)
"Really enjoyed our stay and in a great location!"
Conch Republic Consul General's Cottage.-Historic District
Property grounds
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
Beach
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!"
The price is €447
includes taxes & fees
23 May - 24 May
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
Exterior
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)
Outdoor pool, a heated pool
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.
Property grounds
Old Town Cottage House in Old Town Key West!
Old Town Cottage House in Old Town Key West!
Interior
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
3.0 star property
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Pool
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
Interior
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!
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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

Outdoor dining
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 €348
includes taxes & fees
28 May - 29 May
Poolside Cottage #411
Beach towels
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 €226
includes taxes & fees
20 May - 21 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Sun-loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is €544
includes taxes & fees
16 Jun - 17 Jun
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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.

Key West Cottages information

Number of reviews
770
Accommodation
91 Cottages
Lowest Price
€782
Highest Price
€782

Recent Reviews in Key West
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