Compare temporary rentals in Winter Haven from 100+ providers!

This Winter Haven vacation home, located 10 minutes from LEGOLAND Florida, 40 minutes from Walt Disney World, and 45 minutes from Busch Gardens Tampa Bay, offers convenient access to major theme parks and attractions. This three-bedroom, two-bathroom house sleeps six, features a community pool, dog park, and walking trails, and includes amenities such as Wi-Fi, air conditioning, and heating.

This Winter Haven lake house boasts a direct Lake Connie waterfront location with a private dock, a short drive from LEGOLAND® Florida Resort and 32 miles from Walt Disney World.
The 3-bedroom, 2-bathroom vacation rental sleeps six, features a fully equipped kitchen, private hot tub, screened patio, keyless entry, on-site laundry, and allows well-behaved pets (fee applies).

This Winter Haven lakefront rental boasts direct access to Lake Mirror and a private dock, ideal for water sports enthusiasts.
The 3-bedroom, 2-bathroom apartment features a 22x22 foot covered patio, a heated swim spa (14x8 feet), paddle boards, kayaks, outdoor TVs, and a fully equipped kitchen; it comfortably sleeps 9 guests.

This two-bedroom, two-bathroom lakefront apartment in Winter Haven offers direct access to the Chain of Lakes, perfect for boating and watersports.
The 7-guest unit features a fully equipped kitchen, washer/dryer, free parking, and kayaks, boats, and jet skis are readily available for guest use.

Epic Lakeside Resort – 2 Homes sits on the Chain of Lakes in Winter Haven, Florida, minutes from Legoland Florida and local amenities.
This waterfront property offers two homes with eight bedrooms, six bathrooms, and space for sixteen guests, boasting four private docks, two pools, three hot tubs, chef's kitchens with Bosch appliances, game rooms, and a discounted pontoon boat rental.

This Cypress Gardens apartment is just a short 5-minute drive from Legoland and a 45-minute drive from all major Orlando attractions. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
The apartment comfortably accommodates up to 6 guests with 3 bedrooms and 2 bathrooms. Enjoy a fully equipped kitchen, a private patio, a community pool, a washer and dryer, and entertainment options like multiple TVs, a streaming device, and games.

This five-bedroom Winter Haven vacation home, minutes from Cypress Gardens and a 7-8 minute drive from LEGOLAND Florida, offers easy access to area attractions and water sports.
This 1910-square-foot rental boasts a private pool, a charcoal BBQ, sleeps 10-12 guests comfortably, and includes amenities such as a full kitchen, multiple bathrooms, and Smart TV.

This 4-bedroom, 2-bathroom apartment is located in a family-friendly neighborhood near Inwood, Florida, just a short drive from popular attractions like Legoland, Disney World, and golf courses. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This home comfortably accommodates up to 9 guests and features a large screened sunroom perfect for relaxing. The apartment includes a fully equipped kitchen, a washer and dryer, free parking, and internet access, ensuring a comfortable and convenient stay.

This 5-bedroom, 3-bathroom Winter Haven vacation home is conveniently located less than a mile from Winter Haven Hospital and Rotary Park, and within three miles of Indigo's Family Fun Center.
This 3,380-square-foot house offers a private balcony, fully equipped kitchen with refrigerator and dishwasher, free WiFi, and sleeps up to 10 guests, perfect for family getaways near local attractions.

Chain of Lakes Cottage in Winter Haven offers a peaceful retreat near Legoland Florida (6.1 miles) and historic railroad stations.
This 800-square-foot house features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating one guest and providing free Wi-Fi.

This 3-bedroom, 2-bathroom home is located in Winter Haven, Florida, just a short drive from grocery stores, parks, shopping, and major theme parks like LEGOLAND and Peppa Pig. The apartment is perfect for families and pet owners, offering a fully fenced backyard for outdoor enjoyment. This comfortable home sleeps up to eight guests and features a fully equipped kitchen, modern amenities like a smart TV and washer/dryer, and a safe and secure environment with a keypad entry door and monitored smoke alarm. Enjoy the Florida sunshine in the private backyard, cook meals in the well-stocked kitchen, and relax in the comfortable living spaces.

This apartment is located in the secure, gated Southern Dunes Golf & Country Club in Haines City, approximately 25 miles from Walt Disney World.
This rental offers a private screened-in pool, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, and parking for up to 6 guests.

This Winter Haven home is conveniently located a 4-minute drive from Indigo's Family Fun Center and Sertoma Park, offering easy access to LEGOLAND Florida and other area attractions.
This 3-bedroom, 2-bathroom house sleeps 6 guests and features a fully equipped kitchen with microwave and dishwasher, in-house Wi-Fi, a smart TV, washer/dryer, and proximity to Circle B Bar Reserve and Chain of Lakes Park.