A Comfortable Routine
Prepare meals, work remotely, relax between outings, and enjoy having a familiar home base.
Key West Monthly Rentals
Furnished Stays of 28 Nights or Longer
Key West Monthly Rentals
Find a furnished Key West home or condo for a 28-night vacation, winter escape, snowbird stay, remote-work retreat, or extended island getaway.
More Than a Quick Getaway
Settle Into Life in Key West
Key West monthly rentals provide a furnished home base for guests staying 28 nights or longer. Unpack, establish a comfortable routine, and experience the island without squeezing everything into a short itinerary.
Available homes and condos may include kitchens, laundry access, Wi-Fi, outdoor areas, pools, parking, and pet-friendly options. Amenities and minimum stays vary by property.
Find Your Island Home Base
Browse Key West Monthly Rental Availability
Explore available rentals and review each property for location, minimum stay, amenities, parking, pet policies, and booking details.
Looking for More Monthly Options?
Browse monthly rentals throughout Key West, Key Largo, Islamorada, Marathon, and other Florida Keys destinations.
View All Florida Keys Monthly Rentals
Why Stay in Key West for a Month?
A longer stay gives you more time for everyday comforts, spontaneous adventures, and experiencing Key West at your own pace.
More Time to Explore
Enjoy landmarks, boating, dining, neighborhoods, and the Lower Keys without rushing through your itinerary.
A Winter Escape
Trade colder weather for tropical scenery, outdoor activities, sunshine, and extra time near the water.
Space for Real Life
Separate bedrooms, kitchens, laundry, and outdoor living areas become even more valuable during longer visits.
Choosing Your Location
Find the Right Key West Setting
Location can shape your entire month-long experience. Think about walkability, parking, outdoor space, waterfront access, and how you want to spend your everyday time.
Walkable Central Key West
Ideal when restaurants, shopping, historic streets, entertainment, and the seaport are priorities.
Quieter Residential Areas
Consider a residential setting for additional space, parking, outdoor areas, or a calmer daily atmosphere.
Waterfront and Marina Access
Boaters should review dockage, trailer parking, marina access, and property-specific water access before booking.
What to Look for in an Extended-Stay Rental
The right amenities can make a noticeable difference when your vacation lasts several weeks instead of several days.
Kitchen and Dining Space
Review appliances, cookware, dining space, storage, and other kitchen details in each listing.
Laundry Access
In-unit or convenient laundry access can make a 28-night or multi-month stay much easier.
Wi-Fi and Workspace
Remote workers should review internet details and whether the home offers a comfortable place to work.
Parking
Parking varies by property, so consider whether you will walk, bike, use rideshare services, or keep a vehicle.
Outdoor Living
Pools, patios, balconies, porches, grills, and yards can provide valuable extra living space.
Pet Policies
Pet-friendly options may be available, but fees, size limits, quantities, and property rules vary.
Local Knowledge and Direct Support
Why Book Directly With Seven Keys?
Book with a team that knows the properties and can help with the practical details of a longer Key West stay.
Property-Specific Answers
Ask about parking, amenities, pets, workspaces, accessibility, location, and minimum-stay requirements.
Local Vacation-Rental Support
Receive assistance from a team familiar with Key West and extended island stays.
Clear Booking Information
Review availability, rates, fees, payment details, rental terms, and cancellation information before reserving.
Before Booking a Key West Monthly Rental
A few details are especially important when choosing a home for several weeks or longer.
Confirm the Minimum Stay
Some homes require 28 nights, while others may have different minimums based on location or season.
Review Rental Terms
Check rates, taxes, fees, deposits, payment schedules, cancellation terms, and house rules.
Check the Location
Consider walkability, parking, transportation, nearby services, and travel time to favorite activities.
Plan Ahead for Winter
Popular winter dates can become limited, especially when you need specific amenities or locations.
Ask About Multi-Month Stays
Longer reservations may be possible when dates and property availability align.
Review the Full Listing
Photos, amenity lists, maps, descriptions, and policies can help you choose the right extended-stay home.
Key West Monthly Rental FAQs
Answers to common questions about 28-night and extended stays in Key West.
How long is a Key West monthly rental?
Many monthly vacation rentals require stays of at least 28 nights. The exact minimum can vary by property, neighborhood, association rules, season, and travel dates.
Are Key West monthly rentals furnished?
Yes. These are furnished vacation rentals. Furniture, kitchens, laundry access, Wi-Fi, parking, outdoor areas, and other amenities vary by property.
Are monthly vacation rentals the same as annual rentals?
No. Monthly vacation rentals are furnished accommodations booked for defined guest stays rather than traditional unfurnished annual leases.
When should I reserve a winter monthly rental?
Winter is a popular time for extended Key West stays. Guests with specific dates, locations, or amenity needs should begin searching early.
Can I work remotely from a Key West monthly rental?
Many properties include Wi-Fi, but internet details and workspace arrangements vary by rental.
Are pet-friendly monthly rentals available?
Pet-friendly options may be available. Pet types, size limits, fees, quantities, and other requirements vary by property.
Is parking included with a monthly rental?
Parking availability and restrictions vary considerably in Key West. Confirm the details for the individual property before booking.
Can I book a Key West rental for more than one month?
Multi-month stays may be possible depending on the property, existing reservations, seasonal availability, and rental terms.
Where can I find monthly rentals outside Key West?
Visit the Florida Keys monthly rentals page to explore extended-stay options throughout the Keys.
Reviewed by the Seven Keys Vacations team
Seven Keys Vacations manages vacation rentals throughout Key West and the Florida Keys and assists guests with property-specific questions about monthly and extended stays.
Last reviewed: August 2026
Stay Longer in Key West
Find Your Key West Monthly Rental
Browse furnished rentals for 28-night stays, winter escapes, snowbird visits, remote work, and extended Key West vacations.
