Looking for a quiet cottage stay in Key West? Uncover a curated selection of quaint countryside properties and seaside escapes offering comfort and local charm. Compare verified listings to plan your next peaceful getaway.
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
241 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
9 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Exceptional
2 reviews
AC, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio
Exceptional
2 reviews
AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
182 reviews
AC, Dryer, Hot Tub, Kitchen, Laundry, Microwave, No Smoking, TV, Washer
Exceptional
79 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
AC, Internet, Living Area, Microwave, No Smoking, Pool, TV
Superb
12 reviews
AC, Internet, Living Area, Microwave, No Smoking, Pool, TV
Exceptional
6 reviews
AC, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, Pool
Exceptional
209 reviews
AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
159 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
44 reviews
AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Exceptional
16 reviews
AC, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, TV
Exceptional
163 reviews
AC, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio
Exceptional
148 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
1 reviews
AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking
Exceptional
101 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Superb
21 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
84 reviews
AC, Internet, Kitchen, Microwave, No Smoking, Pool, TV
Superb
61 reviews
AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Key West.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our cottage rentals stand out?
Every cottage rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best cottage rentals in Key West are:
There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Key West
You can explore 58 verified cottage rentals in Key West. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.
Cottage rental prices in Key West vary based on the season, location, and amenities offered. Rates typically start from around $185 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.
Many cottages in Key West feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.
Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 22 listings in Key West welcome pets, making it easier to plan a comfortable stay with your companion.
For busy seasons such as summer holidays or long weekends, it's a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.
Cottages in Key West are known for their comfort and charm, often including amenities such as Wellness Facilities, Kitchen, and Bedding/Linens. These features help create a relaxing and home-like atmosphere for guests.
Yes, many cottages in Key West are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.