Old Town Key West rentals with pool

We found 1,270 rentals with pool — enter your dates for availability

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Old Town Key West?
Enjoy privacy, space and the chance to take a dip whenever you like at one of our 1,270 holiday rentals with a pool in Old Town Key West. Stay in this neighbourhood and you'll be on the doorstep of interesting sights like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach.
How much does it cost to stay in a holiday rental with a pool in Old Town Key West?
If you want to make some savings on your holiday rental with a pool, Bookabach's filters are here to help. After finishing your initial search, narrow down your results according to your preferences, including location, price and features and amenities. We've got properties in Old Town Key West for every budget and need, so take advantage of our filters to find your dream stay.
When is the best time to book a holiday rental with a pool in Old Town Key West?
January is the most popular month to secure a holiday rental with a pool in Old Town Key West. But the best time to stay depends on personal preferences. Besides the weather, also consider if you prefer to travel in the peak season or when it's less crowded.
What holiday rentals with a pool in Old Town Key West have nice views?
When looking for your holiday rental with a pool in Old Town Key West, make use of our "Location" filter. This will help you narrow down the types of areas you want to stay in, whether that's away from the hustle and bustle or somewhere central. Book your favourite and be sure to bring your swimwear.
Can I book a cabin with a pool in Old Town Key West?
Grab your swimming gear and look forward to some splashing great times during your Old Town Key West trip. Booking a cabin with a pool will add another level of fun to your holiday, whether it's private or shared, indoor or outdoor. Select our "Pool" filter to search for stays that offer this perk.
Are there holiday rentals with a private pool in Old Town Key West?
Choose a holiday rental with a private pool in Old Town Key West and go for a refreshing morning swim or late-night dip — or whenever you're in the mood! You can keep your kids easily entertained, and you'll never have to worry about sharing with anyone else. Use our "Private pool" filter to find your perfect holiday home.
What are the top things to do in Old Town Key West?
Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach are among the many top things to do around Old Town Key West with the family. If you're thinking about staying in this sought-after neighbourhood, Bookabach can help you find a holiday home rental where you can share special moments with the ones you love.
Why should I book my holiday rental with a pool with Bookabach?
No sharing your space, no awkward experiences with strangers. When you pick a Bookabach holiday rental with a pool, you'll get the whole place to yourself to splash around. Need to cancel or change your itinerary? Our flexible cancellation policies let you book your rental house with peace of mind.