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Lake Mirror in downtown Lakeland with a fountain, wading birds on the grass and the city skyline behind

Orlando & Kissimmee · 269 licensed rentals

Lakeland & Winter Haven vacation rentals

Photo: Trevorrrrvalent · CC BY 4.0

Polk County sits halfway between Orlando and Tampa on I-4, and it is lake country: Lakeland alone has dozens of named lakes inside the city. Downtown Lakeland wraps around Lake Mirror, the swans on Lake Morton are a local fixture, and Florida Southern College holds the largest single-site collection of Frank Lloyd Wright buildings anywhere. The Detroit Tigers have held spring training in Lakeland for decades.

Winter Haven, about 25 minutes east, is built around its Chain of Lakes, linked by canals for boating, and is home to LEGOLAND Florida, which opened on the old Cypress Gardens grounds. Rentals across both cities are mostly single-family and lakefront homes, often roomier for the money than near the big parks, which suits LEGOLAND families, spring training trips and anyone splitting time between Orlando and the Gulf coast.

Things to do near your rental

  • LEGOLAND Florida and its botanical gardens in Winter Haven
  • Lake Mirror and Lake Morton in downtown Lakeland
  • Frank Lloyd Wright buildings at Florida Southern College
  • Boating on the Winter Haven Chain of Lakes

Licensed by the state of Florida

269 Lakeland vacation rentals

Every listing starts from an active state license. Owners who claim their listing add photos, rates and a direct booking link, and appear first.

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    Lakeland rental questions

    Is it worth staying in Winter Haven for LEGOLAND?

    If LEGOLAND is the main event, yes. Homes in Winter Haven are typically 10 to 20 minutes from the park, compared with 45 minutes or more from Kissimmee or Orlando, and that matters with small children and nap schedules. Davenport is a good middle ground if the trip also includes the Orlando parks.