Key West Vacation Rentals

Rentals in category: Cottage

Here is a rare opportunity to stay in a cottage steeped in history in the Old Town historic district of Key West, Florida.  Studio, 1-bedroom or 2-bedroom with all the basic conveniences  to make your visit to Key West one that you will remember for years to come.  Conveniently located near historic sites, bars, restaurants and art galleries that make Key West the unique destination it is today.

  • Show On Map
13 Properties Returned
Page: 1 of 1  

Page Navigation

13 Properties Returned
1 of 1 Pages
Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 4
Type of property: Cottage
Area: Old Town

VARELA COTTAGE (monthly rental): A true Conch cutie snuggled in Old Town. Varela Cottage is a 1 bedroom 1 bath cottage with an additional sleeping area in the loft. Located in a well-established local neighborhood, the open-floor plan of this home and private jacuzzi in the lushly landscaped backyard beckon you to our Island paradise.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

KEY WEST GINGER HOUSE: An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants blooming in our tropical paradise. Featuring 2 bedrooms and 2 full baths with a private jacuzzi in the garden. Soothe your muscles after a full day of partying downtown.


Call For Availability and Pricing
2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

GREEN ORCHID (monthly rental): Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch Cottage experience situated on a narrow lane in one of the last historic Old Town neighborhoods. Inside you'll live with all the modern conveniences and furnishings; outside you'll feel you've been transported to years gone by.


Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 2
Type of property: Cottage
Area: Old Town

IBIS (monthly rental): Ibis is a wonderful 1 bedroom 1 bath home that shares the pool and laundry facilities in The Colony Suites compound. Just a couple of blocks to Duval Street, walking distance to restaurants, shopping and attractions of Old Town Key West. Live like a local and find out why we call Key West our island paradise.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

NAUTICAL DREAMS (monthly rental): Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom 2 bath home, in a small compound of 8 cottages, opens from each bedroom and the living room onto a grand private deck with ample space for entertaining or relaxing with a book. Walking through this well-established local neighborhood is an added bonus.


Call For Availability and Pricing
Studio
1 Bath
Sleeps 2
Type of property: Cottage
Area: Old Town

OSPREY: This quaint cottage is located in The Colony Suites, a charming and secluded Key West style compound nestled in the heart of historic Old Town Key West, just 2 blocks from Duval Street. Compact and well-appointed, it is perfect for two people who want to relax, swim and walk around Duval Street, day after day.


Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 4
Type of property: Cottage
Area: Old Town

SUNNY DAYS - Monthly rental Key West, beautifully maintained while retaining its original style and structure. Dade County pine is throughout the property, lots of French doors and windows to bring in the sunshine, and lots of privacy within the cottage grounds and within the compound community. 


Call For Availability and Pricing
1 Bedroom
2 Baths
Sleeps 2
Type of property: Cottage
Area: Old Town

SUNNY VIEW (monthly rental): Adorable, affordable, and a great location! Sunny View is the perfect escape for a couple looking to get away from it all in Paradise. A sweet 1 bedroom cottage with bricked backyard, a perfect spot for your morning cafe con leche. Convenient to downtown and shopping. Live like a local on Key West time.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...


Call For Availability and Pricing
1 Bedroom
1½ Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

TRANQUILITY: This charming split level cottage offers 1 bedroom 1 full bath upstairs with sleeper sofa and half-bath downstairs. Cozy furnishings, soothing colors and modern conveniences make this the perfect spot for your visit to Key West. Stay in the heart of Old Town and walk to all there is to see on our island Paradise.


Call For Availability and Pricing
1 Bedroom
2 Baths
Sleeps 2
Type of property: Cottage
Area: Old Town

COCONUT COTTAGE (monthly rental): Adorable, affordable, and near all the action?.... you bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise… Located in a quiet neighborhood of Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest your head in our island city.


Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 3
Type of property: Cottage
Area: Old Town

William's Loft (Monthly Rental)
Located in Old Town in a small, quiet compound of cottages sits William's Loft in one of Key West's most desirable neighborhoods. A secluded compound surrounded by lush tropical foliage make this the idyllic escape. The cottage is exactly as you envision in Key West with distressed wood floors and Dade County Pine plus all the modern amenities of home.


Call For Availability and Pricing
3 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised in Key West, for more than 4 generations.  Ethel Bowe-Thomas purchased the house in the 1930's, raised her family there, planted the massive poinciana tree that offers shade in the backyard, and now her family wants to share it with you.  A unique opportunity to experience life in Key West through the eyes of a Conch.