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Key West, FL cottages
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110 Best cottages in Key West, FL

Our Favorite Family-Friendly Cottages in Key West, FL

Finding the perfect cottage makes all the difference for a comfortable and memorable family trip to Key West, FL.

Hidden Oasis 3 Blocks From Duval - Key West, FL
9.6 101 reviews

Hidden Oasis 3 Blocks From Duval

cottage, Key West
This Key West cottage is just a short walk from Duval Street and the Key West Cemetery, offering easy access to the island's main attractions. It's rated excellent by previous guests and is perfect for a relaxing getaway.
The cottage has one bedroom and one bathroom with a floor area of 510 square feet, comfortably accommodating up to four guests. It offers a full kitchen, laundry facilities, cable TV, a private patio with a barbecue area, and access to a shared pool.

Best Key West, FL cottages with a garden

~Royal Poinciana Cottage~ Come And Indulge Yourself In Some Kw Sunshine! - Key West, FL
8.6 8 reviews

~Royal Poinciana Cottage~ Come And Indulge Yourself In Some Kw Sunshine!

cottage, Key West
This pet-friendly Key West cottage, located in Old Town, is a short walk from Saint Mary Star of the Sea Church and the Key West Firehouse Museum, offering easy access to beaches and attractions like the Ernest Hemingway Home and Museum.
The one-bathroom rental boasts a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, a private porch, and access to a shared pool; it comfortably sleeps two guests and includes on-site barbecue facilities.
Find Your Zen At Hidden Treasure - Key West, FL
9.2 21 reviews

Find Your Zen At Hidden Treasure

cottage, Key West
This charming Key West cottage is conveniently located within walking distance of Duval Street and Key West Cemetery, offering easy access to the island's vibrant nightlife and historical attractions. The two-bedroom, two-bathroom home provides 690 square feet of comfortable living space, accommodating up to 6 guests.
The cottage features a fully equipped kitchen, a private garden, a shared pool, and a spa, making it a perfect choice for families or groups seeking a relaxing and enjoyable vacation experience.
~Conch Cottages~ Enjoy Your Next Island Vacation With Friends Right Here! - Key West, FL
10 6 reviews

~Conch Cottages~ Enjoy Your Next Island Vacation With Friends Right Here!

cottage, Key West
Conch Cottages, in Key West's Old Town, are conveniently located within walking or biking distance of Duval Street and Mallory Square.
Robinson Crusoe Cottage, one of three private rentals, offers a one-bedroom, three-bathroom unit sleeping up to eight guests, featuring a full kitchen (no dishwasher), private porch, air conditioning, and access to a shared pool (November-April, fee applies).

Frequently Asked Questions about cottages in Key West, FL

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Top-Rated Cottages with a Hot Tub in Key West, FL

Whether you prefer a jacuzzi or a hot tub, these Key West, FL cottages are designed for a private soak after a day by the water.

Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub - Key West, FL
9.8 182 reviews

Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub

cottage, Key West
Conch Cottage is located in Key West's Historic District, just a short walk from the beach and popular attractions like the Ernest Hemingway Home and Museum. Guests consistently rate this charming cottage as excellent for its comfortable accommodations and convenient location.
The cottage comfortably sleeps two guests in a single bedroom and bathroom. Enjoy the fully equipped kitchen, private outdoor oasis with a hot tub, and access to a nearby community center with a pool overlooking the Atlantic Ocean.
Darling Of Duval At Old Town - Key West, FL
9.7 196 reviews

Darling Of Duval At Old Town

apartment, Key West
This Key West cottage is located in the Historic District, just a 10-minute walk from the Observation Tower, Duval Street, and Mallory Square. It has excellent ratings for location, cleanliness, and user experience. The 800-square-foot cottage has two bedrooms and two bathrooms, accommodating up to four guests. Enjoy a fully equipped kitchen, a private patio, a spa tub, and a garden, all in a quiet and peaceful setting.

Neighborhoods and points of interest in Key West, FL

Explore Dog-Friendly Cottages in Key West, FL

A quality pet-friendly cottage in Key West, FL offers dog-friendly facilities for a stress-free stay near the water.

~Conch Cottages~ Enjoy Your Next Island Vacation With Friends Right Here! - Key West, FL
10 6 reviews

~Conch Cottages~ Enjoy Your Next Island Vacation With Friends Right Here!

cottage, Key West
Conch Cottages, in Key West's Old Town, are conveniently located within walking or biking distance of Duval Street and Mallory Square.
Robinson Crusoe Cottage, one of three private rentals, offers a one-bedroom, three-bathroom unit sleeping up to eight guests, featuring a full kitchen (no dishwasher), private porch, air conditioning, and access to a shared pool (November-April, fee applies).
~Margarita Cottage~ Bask In Sunshine And Lounge By Your Pool In Paradise. - Key West, FL
9.6 15 reviews

~Margarita Cottage~ Bask In Sunshine And Lounge By Your Pool In Paradise.

cottage, Key West
Margarita Cottage, a Key West rental located in Historic Old Town, is within walking distance of Duval Street, Mallory Square, and El Siboney Cuban Restaurant.
This pet-friendly (one dog up to 25 lbs) one-bedroom cottage offers a private porch, outdoor grill, shared pool (seasonal heating available for a fee), and a fully equipped kitchen (microwave, refrigerator; no dishwasher) accommodating two guests.
Colony Sunset- Bright And Airy Cottage In The Heart Of Old Town Key West - Key West, FL
9.8 118 reviews

Colony Sunset- Bright And Airy Cottage In The Heart Of Old Town Key West

cottage, Key West
This charming Key West cottage is located in The Colony, a gated community just steps from Duval Street, offering a peaceful retreat while still being close to the action. Guests rave about the cottage's excellent rating, highlighting its comfortable and relaxing atmosphere.
The cottage offers 530 square feet of living space, featuring one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a private deck, a shared pool, and a fully equipped kitchen with a sit-down bar, perfect for enjoying meals and relaxing after a day of exploring Key West.
Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub - Key West, FL
9.8 182 reviews

Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub

cottage, Key West
Conch Cottage is located in Key West's Historic District, just a short walk from the beach and popular attractions like the Ernest Hemingway Home and Museum. Guests consistently rate this charming cottage as excellent for its comfortable accommodations and convenient location.
The cottage comfortably sleeps two guests in a single bedroom and bathroom. Enjoy the fully equipped kitchen, private outdoor oasis with a hot tub, and access to a nearby community center with a pool overlooking the Atlantic Ocean.
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