Key West Cottage Rentals & Holiday Homes
Find the best cottages in Key West - We found 132 exact matches
About Key West Cottage Rentals on Online Reservations
For travelers searching for a comfortable and luxurious cottage rental, lake house retreat, or summer home resort in Key West, Online Reservations has you covered. Consider a cottage rental or holiday home and enjoy more flexibility than a hotel. With over 132 cottages, lake houses, and summer home retreats in Key West listed on Online Reservations, we can help you find the perfect place to stay.
Make your next vacation one to remember in a breathtakingly picturesque cottage rental in Key West featuring top-notch amenities, including swimming pools, fitness centers, Wi-Fi, luxury suites, fully-equipped kitchens, and more. Find incredible outdoor online reservation, lake houses, and summer home retreats at unbeatable prices. Don't wait any longer to start planning your next trip to Key West and book your accommodation in minutes on our website.
Book for a short-term trip, or find a long-term seasonal cottage rental, lake house or summer home for any of your favorite travel destinations. Compare cottages, lake houses, summer homes and more with Online Reservations. Stay close to nature with Online Reservations.
Cottage Rentals: Explore Top Destinations
- Cottage Rentals in Adirondack Region
- Cottage Rentals in Asheville
- Cottage Rentals in Bass Lake
- Cottage Rentals in Beavers Bend Resort Park
- Big Bear Cottage Rentals
- Big Sur Cottage Rentals
- Blue Ridge Cottage Rentals
- Boone Cottage Rentals
- Branson Cottage Rentals
- Broken Bow Cottage Rentals
- Brown County Cottage Rentals
- Bryson City Cottage Rentals
- Buffalo National River Cottage Rentals
- Cape Cod Cottage Rentals
- Chincoteague Cottage Rentals
Explore More
- Beach Home Rentals
- Business Travel
- Cabin Rentals
- Cheap Hotels
- Family Rentals
- Group Travel
- Holiday Home Rentals
- Hotels with Suites
- Luxury Rentals
- Monthly Stays
- Oceanfront Vacation Rentals
- Pet Friendly Vacation Rentals
- Vacation Rentals with Pools
- Resort Rentals in Key West
- Short Term Stays
- Ski Chalet Rentals
- Summer Rentals
- Sustainable Travel
- Timeshare Rentals
- Unique Vacation Rentals
- Vacation Rentals
- Villa Rentals
- Winter Rentals
Frequently Asked Questions About Key West Rental Cottages
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
- Heart of Downtown Key West Cottage With Off-Street Parking
- "Tranquility " At Ann Street Gardens Steps From Duval
- Ann Street Tranquility: A cozy and peaceful cottage
- TROPICAL COTTAGE by RENT KEY WEST VACATIONS - Quiet & gated. Pool/Deck/Pet frien
- ~ COPA CABANA ~ Classic Key West cottage just a stone’s throw from the water.
- CORAZON: Old Town MONTHLY - Private Pool - LARGE 2BD/2.5BA - RealKeyWest
- LAST MINUTE AVAILABILITY! architect designed OASIS in OLD TOWNE on a quiet lane!
- Quaint Conch House Located In Historic Bahama Village.
- Andrews Inn & Garden Cottages
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
- PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
- Prime Downtown Key West Spot - The Cozy Little Cottage
See all pet-friendly vacation rentals in Key West on Online Reservations
