Key West Cottage: Long-Term or Short-Term Rentals
Minimum 28-day reservation | Available May 2027 onward!
Standard Rate: $3,800/mo. Plus utilities.
Special Offer: $3,595/mo. plus utilities (Maximum stay of 3 months)
Refundable Security Deposit: $1,500.00
(Note: First month's rent, last month's rent, and security deposit are due upfront for long-term rentals).
Property Overview:
Rebuilt in 2005, this unique, fully furnished cottage home is nestled in the heart of Old Town Key West. Ideal for couples, this cozy retreat features a loft with a queen bed overlooking the living room, cathedral ceilings, hardwood floors, and a spiral staircase inspired by the historic Key West Lighthouse, which can be seen directly from the front porch. Enjoy a comfortable lifestyle just steps away from the vibrant atmosphere of Duval Street, the Southernmost Point, and the Hemingway House.
Premium Amenities:
Heated semi-private pool access
Front and back porches with outdoor decks
Private entrance
Fully furnished (furniture and internet included)
Short-term and vacation rentals are available, with rates adjusted for local taxes. For more details and to secure your reservation, please email us promptly!
HOUSE RULES: NO PETS / NO SMOKING
Monthly, or 3 months. Minimum 28 days required.
818 Whitehead St
Key West, FL 33040
Apartment building
1-2 beds
In-unit laundry (W/D)
Available units
This building may have units for rent or for sale. Select a unit to contact.
What's special
Cathedral ceilingsPrivate entranceHeated semi-private pool accessHardwood floors
Facts, features & policies
Building amenities
Other
- Swimming pool
Unit features
Appliances
- Dishwasher
- Dryer
- Freezer
- Microwave oven
- Oven
- Range
- Refrigerator
- Washer
- Washer/dryer hookups
Flooring
- Hardwood
Neighborhood: Bahama Village
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
 / 100
Walker's ParadiseTransit Score®
 / 100
Some TransitBike Score®
 / 100
Very BikeableNearby schools in Key West
Gerald Adams Elementary School
Grades PK-5 • 4.1 miles4/10
GreatSchools® Rating
Test Score Rating
3/10Student Progress Rating
4/10Key West High School
Grades 9-12 • 1.6 miles4/10
GreatSchools® Rating
Test Score Rating
4/10College Readiness Rating
5/10Student Progress Rating
2/10Monroe Virtual Instruction Program
Grades K-12 • 0.9 milesN/A
GreatSchools® Rating
Living in Key West
- Beach AccessResidents enjoy easy access to stunning beaches, perfect for sunbathing, swimming, and water sports.
- Community VibeThe close-knit community fosters a welcoming atmosphere, with local events and activities that bring residents together.
- Dining SceneThe diverse culinary landscape features an array of restaurants, from casual eateries to upscale dining, showcasing the flavors of the Florida Keys.
- Nightlife HubThe vibrant nightlife offers an eclectic mix of bars, clubs, and live music venues that keep the energy alive well into the night.
Nestled in the heart of Key West, the 33040 zip code offers a vibrant coastal lifestyle characterized by warm, tropical weather and scenic ocean views. With a median rent of approximately $3,200, residents can enjoy a rich blend of arts, culture, and culinary delights, featuring local favorites like fresh seafood and Caribbean cuisine. The area boasts iconic landmarks such as the Ernest Hemingway Home and Museum and beautiful beaches, while the lively nightlife scene comes alive with bars and live music venues. Family-friendly amenities, including parks and community events, make this neighborhood a welcoming space for everyone, while pet-friendly options abound, ensuring furry companions are included in the fun.
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Frequently asked questions
What is the walk score of 818 Whitehead St?
818 Whitehead St has a walk score of 95, it's a walker's paradise.
What is the transit score of 818 Whitehead St?
818 Whitehead St has a transit score of 28, it has some transit.
What schools are assigned to 818 Whitehead St?
The schools assigned to 818 Whitehead St include Gerald Adams Elementary School, Key West High School, and Monroe Virtual Instruction Program.
Does 818 Whitehead St have in-unit laundry?
Yes, 818 Whitehead St has in-unit laundry for some or all of the units and washer/dryer hookups available.
What neighborhood is 818 Whitehead St in?
818 Whitehead St is in the Bahama Village neighborhood in Key West, FL.
