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Key West Pickle Ball resorts & Vacation Rentals

Find Vacation Rentals in or near Key West

Book your next vacation with PickleTrip™ and discover the best vacation rentals in Key West. With a wide range of options to choose from, including luxury homes, villas, resorts, condos, cabins, cottages, and pet-friendly rentals, PickleTrip has something for every pickleball enthusiast and traveler.

Enjoy top amenities such as top-notch pickleball courts or nearby facilities, indoor and outdoor swimming pools, Wi-Fi, hot tubs, and self-catering options. PickleTrip™ makes it easy to find and compare vacation rentals from different websites, helping you find the best deals in Key West . Prices start from as low as US $ 158 per night for luxury rentals and US $ 158 per night for affordable condos.

Browse through a variety of vacation rental providers such as Booking.com, Airbnb, VRBO, Trip.com, HomeToGo, Expedia, and many more, all in one place on PickleTrip™. Filter your search by date and start planning your dream vacation in Key West today.

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Frequently Asked Questions About Key West Vacation Rentals

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 Vacation Rentals in Key West:

There are many large, family-friendly vacation homes available in Key West; however, here are the most popular family rentals listed on our site:
Yes, there are 3275 self-catering vacation homes in Key West that have hot tubs, swimming pools, & other amenities.
There are more than 3275 luxury villas and vacation homes in or near Key West. Filter by price to compare find the most expensive places to stay on PickleTrip.
Yes, there are 3275 pet friendly vacation homes and places to stays that are available in or near Key West that you may consider.