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Featured Cottages in Key West and around

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

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

10.0 out of 10, Exceptional, (2)
The price is €444
includes taxes & fees
8 Jan - 9 Jan
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Cottage House in Old Town Key West!
Exterior detail

Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

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

The price is €444
includes taxes & fees
8 Jan - 9 Jan
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
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, (2)
The price is €444
includes taxes & fees
14 Jan - 15 Jan
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

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

The price is €419
includes taxes & fees
9 Jan - 10 Jan
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, (150)
"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
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby

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

10.0 out of 10, Exceptional, (108)
"Our 3 bedroom, 2 bathroom bungalow accommodated the 5 of us perfectly. Kitchen had all that we needed, space to sit outside, and so close to the action on Duval St. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.
ROYAL POINCIANA COTTAGE - Quaint Old Town location
A heated pool

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.4 out of 10, Exceptional, (36)
"Exactly what we wanted! Lush tropical setting close to everything but quiet. We will be back"
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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

The price is €444
includes taxes & fees
13 Jan - 14 Jan
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Fridge, microwave, oven, stovetop

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 €701
includes taxes & fees
6 Jan - 7 Jan
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Dining

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
Interior

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
Iron/ironing board, free WiFi, bed sheets

OSPREY STUDIO @ The Colony-Sleeps up to 4

2.0 star property
9.6 out of 10, Exceptional, (50)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
OSPREY STUDIO @ The Colony-Sleeps up to 4
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
Outdoor dining

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 star property
9.2 out of 10, Wonderful, (36)
"We loved our stay here. It was quiet and serene. Great location. We were able to walk or bike easily to everything we wanted to do."
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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

10.0 out of 10, Exceptional, (2)
The price is €419
includes taxes & fees
9 Jan - 10 Jan
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Margarita Cottage ~ Popular island retreat
Pool

Margarita Cottage ~ Popular island retreat

2.0 star property
9.6 out of 10, Exceptional, (37)
"Loved our stay at the Margarita Cottage. Walked all over Key West from very central location. Heated Pool was a plus - even for a mid December dip!"
Margarita Cottage ~ Popular island retreat
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Interior

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!
Fridge, microwave, oven, stovetop

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…
Exterior

**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

10.0 out of 10, Exceptional, (125)
"Best location in Key West. Steps from Duvall Street and a short block from Ricks, Sloppy Joes, and Irish Kevins, but really quiet location. Quality in everything from the walk in showers to sub zero fridge. No real kitchen but equipped to make coffee and pastries. View is beautiful and owners were very nice. Will definitely book this property again. Last Key properties were excellent to work with too. Kudos to Nancy. She was very helpful. "
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Colorful cottage w/shared pool, central AC, washer/dryer
Pool

Colorful cottage w/shared pool, central AC, washer/dryer

Colorful cottage w/shared pool, central AC, washer/dryer
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
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (108)
"Family had a great time "
The price is €361
includes taxes & fees
7 Jan - 8 Jan
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (287)
"Excellent property ! "
The price is €467
includes taxes & fees
7 Jan - 8 Jan
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (359)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is €251
includes taxes & fees
9 Jan - 10 Jan
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 €701 and €701 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 9.2. 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 98 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.
Are there any family-friendly cottages in Key West?
Many travellers needing a family-friendly cottage in Key West choose Simonton Court Cottages. With a 3.5-star rating and amenities such as housekeeping services and WiFi, it’ll feel like your home away from home. Another superb option for families who crave a break close to nature is Casa Manana Key West Monthly: 2 Br. Clothes washing facilities and a king bed help make this 3-star cottage a comfortable base for your Key West getaway. Once you’ve checked in and unpacked, there are tons of family-friendly attractions to visit in and around Key West. Smathers Beach and South Beach are two of our top picks.
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 favourite 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.
What is there to do in Key West near my cottage?
You’ll find loads of awesome things to put on your itinerary in Key West. Make tracks to big attractions like Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach. Clarence S. Higgs Memorial Beach Park, Key West Aquarium and Boca Chica Nude Beach are other must-see’s.