Find Hotels with a Pool in Winter Haven, FL

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Check availability on Winter Haven Hotels with a Pool

Our top choices for Winter Haven hotels with a pool

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (202 reviews)
$256 nightly
The price is $287
May 2 - May 3
Total with taxes and fees
LEGOLAND Beach Retreat

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Shimmering blue waters await at this family-friendly hotel with pool loungers and workout options.
$99 nightly
The price is $111
Apr 26 - Apr 27
Total with taxes and fees
Hampton Inn Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (320 reviews)
  • cleanliness
    Refresh yourself in the seasonal outdoor pool during warm months while staying minutes from LEGOLAND® Florida.
$163 nightly
The price is $183
May 3 - May 4
Total with taxes and fees
Home2 Suites By Hilton Winter Haven

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,003 reviews)
  • cleanliness
    Lakeside pool paradise awaits with serene water views and complimentary loungers for ultimate relaxation.
$99 nightly
The price is $111
May 10 - May 11
Total with taxes and fees
Lake Roy Beach Inn

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1,213 reviews)
  • cleanliness
    Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
$147 nightly
The price is $165
Apr 19 - Apr 20
Total with taxes and fees
Best Western Plus Winter Haven Inn & Suites 

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (751 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
$147 nightly
The price is $165
Apr 20 - Apr 21
Total with taxes and fees
Staybridge Suites Winter Haven Auburndale by IHG

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
Winter Haven
10.0 out of 10, Exceptional, (52 reviews)
$318 nightly
The price is $351
Apr 20 - Apr 21
Total with taxes and fees
Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
$122 nightly
The price is $137
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Winter Haven by IHG

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,011 reviews)
  • cleanliness
    Splash into fun with sun loungers and umbrellas at this hotel's relaxing outdoor pool.
$102 nightly
The price is $114
Apr 20 - Apr 21
Total with taxes and fees
Howard Johnson by Wyndham Winter Haven FL

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (191 reviews)
  • cleanliness
    Lakeside retreat with refreshing outdoor pool boasts loungers, umbrellas, and garden terrace for sunny Florida escapes.
$75 nightly
The price is $84
Apr 20 - Apr 21
Total with taxes and fees
Lake Ida Beach Resort
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.

Choose what matters most at hotels with a pool in Winter Haven

Hotels with pools and free breakfast in Winter Haven

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.

Top Winter Haven Hotel Reviews

Frequently asked questions

How much does a hotel with outdoor pool in Winter Haven cost?
Enjoy staying in a hotel in Winter Haven with an outdoor pool. You can find a great deal from $84 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Chain Of Wakes?
Staybridge Suites Winter Haven Auburndale by IHG is a delightful 3-star option for families seeking an outdoor pool experience near Chain Of Wakes. With an impressive traveller rating of 9.8, this hotel not only features a refreshing outdoor pool but also offers sun loungers for relaxation. Guests rave about the friendly and helpful staff, as well as the spacious and clean rooms. To start your day off right, enjoy their excellent complimentary breakfast, which includes a variety of options.

Another fantastic choice is the Best Western Plus Winter Haven Inn & Suites, rated 9.6 by visitors. This 3.5-star hotel boasts an inviting outdoor pool, along with comfortable sun loungers for lounging after a swim. Guests appreciate the clean and comfortable rooms, and the friendly staff is often highlighted in reviews. Additionally, the hotel's complimentary full breakfast and convenient location make it a great option for families looking to explore the area.

For those who prefer a more modern atmosphere, Courtyard by Marriott Winter Haven is a solid 3-star choice, receiving a great rating of 9.4. This hotel features an outdoor pool with a lovely lake view, great for a relaxing swim after a day of adventure. Guests enjoy spacious and clean accommodations, along with the convenience of free WiFi and self-parking.

Home2 Suites By Hilton Winter Haven, also rated 9.4, is another excellent option, providing free breakfast on weekends and self-parking. Families will appreciate the suite-style rooms that offer extra space, ideal for a comfortable stay.

Lastly, the Hampton Inn Winter Haven, with a traveller rating of 9.0, features an outdoor pool and free breakfast options, ensuring a pleasant stay. Guests often praise the friendly staff and the good location, making it a convenient base for exploring nearby attractions.
Is it cheaper to book flights and a Winter Haven hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Winter Haven hotel with a pool with Expedia?
Before booking your Winter Haven hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Winter Haven for you.

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