Search for Cheap Deals on
Hotels with Pools in Winter Haven

Check Last Minute Winter Haven Hotel Deals

Tonight Mar 29 - Mar 30This weekend Mar 29 - Mar 31

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured Winter Haven Hotels with a Pool

Economy Suites
Economy Suites
2 out of 5
1901 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
Stay at this motel in Winter Haven. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions LEGOLAND® Florida and Baytree Golf Club are located ...
Economy Suites
Econo Lodge Winter Haven Chain Of Lakes
Econo Lodge Winter Haven Chain Of Lakes
2 out of 5
5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Winter Haven. Enjoy free parking, breakfast, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Econo Lodge Winter Haven Chain Of Lakes
Lake Roy Beach Inn
Lake Roy Beach Inn
2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
Stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and a terrace. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lake Roy Beach Inn
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
Howard Johnson by Wyndham Winter Haven FL
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Winter Haven
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Rodeway Inn & Suites Winter Haven Chain Of Lakes
2 out of 5
1911 Cypress Gardens Blvd, Winter Haven, FL
Stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Baytree Golf ...
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
Stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Winter Haven, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Pools in Winter Haven

There’s one surefire way to make a splash on your last-minute trip to Winter Haven—book a hotel with a pool for your stay. Because if you really want your getaway to be “laps” and bounds better than an average vacay, Winter Haven hotels with pools will get you there. It’ll be gold medals all around for your vacation planning skills.

Dive into the Deep End of Savings

When you’re eyeing hotels with private pools for your last-minute Winter Haven getaway, you may think you’ll have to blow your entire budget on a spectacular spot. But thanks to Hotwire Hot Rate hotel deals, you don’t have to backstroke away from a killer place and settle for just any cheap hotels with pools to save some cash. Even if you’re really looking to get fancy with a capital “F” and soak up some views from hotels with rooftop pools, we’ve got you covered like sunscreen.

Swimming in Good Times in Winter Haven

Picture yourself in the lap of luxury after a long day of vacationing your heart out, relaxing to the absolute max at one of the best hotels with indoor pools in Winter Haven. No, this isn’t some farfetched daydream—there’s no better way to book the hotel with a pool beyond your expectations for way less coin than snagging a Hotwire Hot Rate hotel deal. The only question left: Ready to cannonball into your perfect Winter Haven adventure?

Frequently Asked Questions About Hotels With Pools

How to get last-minute deals on hotels with pools in Winter Haven?

When it comes to planning your getaway, you probably have one thing on your mind—scoring cheap hotels in Winter Haven with indoor pools. But only the best will do for you, including last-minute deals on an incredible hotel with a pool. When you book a Hotwire Hot Rate hotel deal, you won’t have to cut into your swimsuit budget, even if you reserve at the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier. We’re talking as low as $80 kind of deals. You’re in there like swimwear.

What hotels in Winter Haven have pools?

With 39,394 hotels in Winter Haven, you’re sure to find your perfect match on Hotwire. Especially when you can count on finding some of the best hotels in Winter Haven with pools ready for booking with Hotwire Hot Rate deals. Getting 4-star hotels at 2-star prices? Now that’s a deal to dive into.

How can I find hotels with pools in Winter Haven?

Booking hotels with pools in Winter Haven couldn’t be easier. Start by searching for hotels in Winter Haven, make sure you check off “pool” under amenities, then peruse those sparkling deals. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact hotel until after you’ve reserved, but rest assured that you’re about to get the toast of the town for a breadcrumb budget.

Is it safe to travel to Winter Haven during the coronavirus (COVID-19) crisis?

With all of the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Winter Haven right now. When booking your last-minute getaway to Winter Haven, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.