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Compare 93 Cottages in Key West with updated reviews, rates, and availability.

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, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is AED 591
AED 1,603 total
includes taxes & fees
26 Nov - 27 Nov
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Southernmost Retreat: 2 Blocks from Duval in Old Town.
Main Entrance off Street - Peaceful and Quiet!
Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (106)
"Key West after fantasy week we had a great time manager always got right back to us"
The price is AED 1,837
AED 3,027 total
includes taxes & fees
24 Nov - 25 Nov
Southernmost Retreat: 2 Blocks from Duval in Old Town.
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, (149)
"Very clean and well equipped kitchen although we didn’t cook! Quiet neighborhood but not far from everything! Pool was very nice and relaxing!"
Conch Republic Consul General's Cottage.-Historic District
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, (179)
"The property is great location. Nice and clean. We really enjoyed stay. Pillows would be the only negative feedback. Need some softer ones."
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Lots of sitting including lounge chairs and table and chair sets
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
9.2 out of 10, Wonderful, (69)
"This quaint little bungalow has everything you need. We walked about 21 miles overall during our 8 day stay but we were able to see so many amazing things. We went fishing, went on a sunset cruise, walked to several of the museums. We were Awed by the rich history. I think we actually ate our way through Key West and still had a few meals in the bungalow. Oh did I mention the almost private pool. We loved that, after a long day walking we would come back and soak in the pool for a while. We...
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
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!
~ 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, (206)
"The house was perfect in every way for us….. 2 married couples. The communication with property manager was beyond superb. Although a few steps from Duval, was a very quiet location. Highly recommend. "
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
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!
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
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)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
OSPREY STUDIO @ The Colony-Sleeps up to 4
Osprey @ Colony
OSPREY STUDIO @ The Colony-Sleeps up to 4
2.0 star property
9.6 out of 10, Exceptional, (48)
"Great experience. Will recommend. "
OSPREY STUDIO @ The Colony-Sleeps up to 4
Find your zen at HIDDEN TREASURE
Hidden Treasure @ Colony
Find your zen at HIDDEN TREASURE
3.0 star property
Find your zen at HIDDEN TREASURE
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Royal Poinciana @ Conch Cottages view from street
ROYAL POINCIANA COTTAGE - Quaint Old Town location
2.0 star property
9.4 out of 10, Exceptional, (35)
"Exactly what we wanted! Lush tropical setting close to everything but quiet. We will be back"
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Exterior
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
3.0 star property
9.0 out of 10, Wonderful, (4)
"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
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
Quaint front porch
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
10.0 out of 10, Exceptional, (2)
BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village!
**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, (123)
"Loved our stay! So close to everything downtown. Parked the car and walked to everything. Property was very clean and spacious. We will be back for sure."
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
Colorful cottage w/shared pool, central AC, washer/dryer
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Welcome to Pineapple Cottage!
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
9.8 out of 10, Exceptional, (13)
"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!
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
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, (3)
"Loved the separateness of the two bedrooms and two baths. Was beginning to be a little dated but actually loved the nostalgia. Beds were sooo comfortable, didn’t want to leave! lol discovered a good place to eat the night before we left, right down the street. Snatchers beach was within walking distance. Would stay again."
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
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
Maryann's Place - Large Monthly Studio (New Listing)
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)
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 Key West

Aqua Lodges at Hurricane Hole Marina
Exterior
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AED 493
AED 1,060 total
includes taxes & fees
3 Dec - 4 Dec
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, (280)
"Good thanks "
The price is AED 1,098
AED 1,317 total
includes taxes & fees
3 Dec - 4 Dec
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Pool
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is AED 364
AED 876 total
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
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.

Frequently asked questions

How much do cottages in Key West cost?
Expect to pay between AED 591 and AED 591 per night for cottages in Key West. Whatever your budget, an excellent stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Key West?
Key West offers multiple cottages with a total average guest review rating of 9.5. Simonton Court Cottages is a great option if you like a natural setting and an easy-breezy pace. Visitors staying at this 3.5-star stay can enjoy conveniences such as a garden and WiFi. Simonton Court Cottages is another popular pick. This 3.5-star cottage offers WiFi and pet-friendly facilities.
How many cottages are there in Key West?
Pack your suitcase and choose from 93 cottages in Key West. Dreaming of a place where you can dive into nature and forget the world? Expedia will help you find your ideal stay in just a click or two.
Why book your cottage in Key West with Expedia?
We think that vacays should be a piece of cake, so if you’re on the lookout for cottages in Key West at a competitive price, Expedia has got your back. Save those pennies and pick a thrifty option far from the rush of the city, or splurge on a 5-star cottage to really pamper your favorite people.
How can I find cheap cottages in Key West?
With Expedia’s convenient filter tool, sourcing cheap cottages in Key West couldn’t be easier. To discover properties that’ll make your wallet smile, refine your search by amenities, budget and star rating.