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Browse Select Key West Cottages

Fridge, microwave, oven, stovetop
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (198)
"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
Exterior
Old Town Cottage House in Old Town Key West!
Old Town Cottage House in Old Town Key West!
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…
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Pool
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
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
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (135)
"Really enjoyed our stay and in a great location!"
Conch Republic Consul General's Cottage.-Historic District
Beach nearby
Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (97)
"The home was a great option vs three hotel bookings, centrally located we walked to all adventures on Duvall St, stayed for one night for cinco de mayo, beds were great showers etc all good"
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
Pool
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
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!
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!
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 CA $165
CA $646 total
includes taxes & fees
May 23 - May 24
Tranquil Dog-friendly Getaway with Shared Pool, WiFi, & AC - Snowbirds Welcome
Beach nearby, beach towels
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
10.0 out of 10, Exceptional, (167)
"Perfect location, super clean, plenty of towels, etc. can’t wait to come back! Two very minor changes I would suggest would be adding softer pillows to swap out with the super firm ones & upgrade the coffee pot to a Keurig…I very much recommend this beautiful cottage!"
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
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.
Interior
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
Outdoor dining
Conch Out Cottage super close to Duval Street Entertainment area
Conch Out Cottage super close to Duval Street Entertainment area
Property grounds
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)
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
Interior
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
3.0 star property
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
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See all available properties in Key West
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

Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (329)
"First off the communication with Ken was amazing. Always got back to me right away. The property was very clean and just what was needed. Location. Was amazing and having the bikes was awesome. We rode them all over. Would definitely rent here again."
The price is CA $135
CA $328 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Outdoor pool
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (227)
"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 CA $363
CA $439 total
includes taxes & fees
May 15 - May 16
Hyatt Vacation Club at Sunset Harbor, 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 CA $295
CA $501 total
includes taxes & fees
May 14 - May 15
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.