Find the best cottages in Key West - We found 135 exact matches
About Key West Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Key West, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 135 options available in Key West on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Key West, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Key West today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Key West Rental Cottages
What are the top rated Cottage Rentals in Key West?
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:
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
- ~CONCH COTTAGES~ Enjoy your next island vacation with friends right here!
- Old Town Key West Compound with Pool, Parking and Privacy One Block Off Duval!
- Old Town Key West Cottage 3bed/2bath
- Old Town cottage
- Old Town home a short walk to Duval/Couples Oasis
- CONCH COTTAGE: Old Town - Hot Tub - 1 Block from Duval - 1BD/1BA RealKeyWest
- Ann Street Cottage: A bright and airy home near Duval Street
- The Dancing Rooster: 2 Blocks from Duval in Old Town.
How much does it cost to rent a cottage in Key West?
The average cost for a cottage rental in Key West is $546 per night. Vacation Cottage has a wide list of great cottages near Key West that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Key West that allow pets?
Yes, here are the top cottage rentals in Key West that allow you to bring your pet:
- ~GARDENIA COTTAGE~ Adults Only cottage near Duval with shared pool
- Pilar Cottage - Harbor Walk Hideaways
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
- ~FLAMINGO COTTAGE~ Adults Only cottage near Duval with shared pool
See all pet-friendly vacation rentals in Key West on Vacation Cottage
Do you have any rental cottages in Key West that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Key West to find one that works for you.
Are there quality cottages in Key West that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are Over 135 private swimming pools or cottages with indoor pools in the Key West area along with other great amenities.
Do any cottages in Key West have hot tubs?
About 135 cottages in Key West boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Key West on Vacation CottageAre there luxury cottages in Key West?
Yes, there are luxury cottages in Key West. Find more luxury, lakefront, winter, & last-minute cottage rentals near Key West.
