Find Hotels with a Swim-up Bar in Key West, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from Key West Hotels with a Swim-up Bar and compare room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

Are there any family-friendly hotels with swim-up bars in Key West?
Pack the swimsuits and book the crew in to Santa Maria Suites. This 4-star option comes with a nearby beach, a swimming pool and a swim-up bar to keep the grown-ups entertained. Another awesome family-friendly hotel in Key West is Hyatt Residence Club Key West, Windward Pointe. A swimming pool and childcare services help make this 3.5-star property a traveler favorite. Float up to the bar for happy hour drinks — and a deserved time out from the kids. After checking in and chilling out together in your home away from home, it’s time to head out and explore the sights. Smathers Beach and South Beach are some of the best family-friendly attractions in Key West.
Why book your hotel with a swim-up bar in Key West with Expedia?
Expedia makes it easy to find your ideal hotel with a swim-up bar in Key West. Seeking a luxury escape where you can sip and swim in style? Find your way to the filters to search for properties with a 5-star rating. If you’re on a budget, choose how much you’d like to spend and then browse our incredible deals. We’ll help you find the perfect place with a swim-up bar whatever your style of travel or plans.
How can I find cheap hotels with a swim-up bar in Key West?
With Expedia’s handy filters, searching for cheap hotels with swim-up bars in Key West couldn’t be simpler. Just tailor your search results by amenities, star rating and budget to view the best deals. After another hot money-saving tip? Join Expedia Rewards for access to member discounts. Then start dreaming about sipping exotic cocktails in your swimsuit.
What is there to do in Key West near my hotel with a swim-up bar?
There are loads of terrific things that’ll fill up your itinerary in Key West. Check out renowned attractions like Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. Higgs Beach, Boca Chica Nude Beach and Key West Aquarium also lure many visitors.