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All Nightly Rentals

Key West Hideaways offers nightly vacation rentals throughout the Key West area. Many of our properties are in close proximity to the downtown area while others offer a short walk to the beach or are right on the open water with a spectacular view. We have rentals to accommodate any budget and any size group. If you need more assistance with choosing a rental please call us at 305-296-9090.

1 Bedroom Nightly Rentals

Looking for a romantic getaway in Key West? Consider one of our vacation rentals for you and your partner. Located throughout the Old Town section and most are just a short walk or bike ride to attractions, beaches, great restaurants and bars. We offer help with booking tours and can make suggestions on things to do while you are here in Key West. Contact one of our reservation specialists!

2 Bedroom Nightly Rentals

Our 2 bedroom nightly rentals offer room to spread out. Situated mostly in Old Town Key West, our rentals are close to it all. Some may be a short walk to the beach while others are just a short stroll from Duval Street, the main hub of our downtown area. You will find our rentals to be well appointed with all the amenities you need for your stay. Book with us today!

3 Bedroom Nightly Rentals

Key West Hideaways has some of the most gorgeous 3 Bedroom vacation homes on the island available for you and your family or group. Many have a pool or hot tub and we also have pet friendly rentals too so inquire with us!

4+ Bedroom Nightly Rentals

We offer well appointed Key West vacation homes by the night so you can be flexible in your stay on our island. Our larger vacation rentals are made to accommodate larger groups. Perfect for weddings, family reunions or for a group of friends reuniting in Key West! Ask about our other group rentals that are available too!

Pet Friendly

We agree that you should be able to bring Fido along on your journey to Key West. We have many of our vacation rentals that are pet friendly. Please be sure to let us know who you are bringing and how much they weigh. We allow dogs and cats in select rentals and a pet fee may apply.

Group Vacation Rentals

Key West Hideaways offers several of our properties that can host large groups for a special occasion. We have several compounds with gated entry, pool and comfortable accommodations for large groups in one house or in several smaller cottages. If you need help arranging a vacation rental for a large group in Key West please call us at 305-296-9090.

Monthly Vacation Rentals

Our monthly Key West vacation Rentals are perfect if youre looking for a home away from home during your stay here in the beautiful Keys. Choose from one bedroom cottages to our larger, more spacious four-bedroom rentals, perfect for groups or large families.