Where to stay in Lakeland - Winter Haven

Downtown Lakeland

If you're spending some time in Downtown Lakeland, RP Funding Center and Lake Mirror are top sights worth seeing.

Lake Hollingsworth

If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing.

Lakeland Highlands

When in Lakeland Highlands, you can plan a visit to Family Fun Center and The Club at Eaglebrooke, some noteworthy sights in the nearby area.

South Lake Morton

If you're looking for some top things to see and do in South Lake Morton and surrounding area, you can visit Lake Mirror and RP Funding Center.

Beautiful Florida wooden boardwalk near a body of water

Dixieland

While there might not be top attractions in Dixieland, you can explore the larger area and discover places like RP Funding Center and Polk Museum of Art.

Lakeland, FL, USA - 06 10 2024: Beautiful Hollis botanic garden and lake landscape in Lakeland Florida

Parker Street

Though Parker Street might not have many top sights, you can venture to the surrounding area to see attractions like Lake Mirror and Bryant Stadium.

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

P10,120

P14,767 total

May 14 - May 15

includes taxes & fees

Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...

8/10 Very Good! (9,784 reviews)

Love it! Great stay for families

Reviewed on May 7, 2026

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL

P7,489

P11,841 total

May 13 - May 14

includes taxes & fees

Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...

8.8/10 Excellent! (3,606 reviews)

Awesome!

Reviewed on May 6, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

P9,139

P12,674 total

May 12 - May 13

includes taxes & fees

Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

8.8/10 Excellent! (2,871 reviews)

👍👍👍👍👍

Reviewed on May 7, 2026

See all 45,081 properties in Lakeland - 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.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

8000 Fins Up Circle Kissimmee FL

Book a stay at this spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL

Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...

9.6/10 Exceptional! (2,209 reviews)

Clean and roomy. Loved that our room looked over pond. Quiet property

Reviewed on May 6, 2026

Encantada Resort Vacation Townhomes by IDILIQ

3070-B Secret Lake Drive Kissimmee FL

Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney's Animal Kingdom® ...

8.4/10 Very Good! (1,439 reviews)

The pool was gross and didn’t step foot in it. The place was not cleaned, couch and carpet looked like it had not been cleaned in years. Place had roaches and ants on lower floors. Bed sheeting had some sort of mites/tiny bugs . The pool and onsite cabana and clubhouse close too early sunset and ...

Reviewed on Apr 26, 2026

See all properties in Lakeland - 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.

Popular places to visit

LEGOLAND® Florida

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

A Lockheed XFV plane outside the Sun n Fun Florida Air Museum at Lakeland

Sun N Fun Air Museum

You can spend time browsing the exhibits at Sun N Fun Air Museum during your trip to Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Wooton park on lake Dora in Tavares, Florida

Lakeside Village

You can search for that perfect souvenir at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Dinosaur World

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

Chain of Lakes Park

Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Bok Tower Gardens

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.