Vacation Rentals in Winter Haven, FL

This 2-bedroom duplex in Winter Haven is situated in a quiet residential area, just 10 minutes by car from LEGOLAND.
This 61-square-meter apartment accommodates up to four guests, featuring a custom LEGO-themed interior, an interactive building station, a private garden with a swing, a full kitchen, and in-unit laundry.

This Winter Haven apartment is conveniently located less than 1.6km from Rotary Park and Winter Haven Hospital, and under 4.8km from Winter Haven Women's Hospital and Indigo's Family Fun Center.
This 50 square metre, two-bedroom flat sleeps two guests and boasts a furnished kitchen, private balcony, free Wi-Fi, on-site parking, and a shared playground.

This apartment is conveniently located in Winter Haven, just 6.4 kilometres from Legoland and 2.2 kilometres from Winter Haven Hospital. The property has received excellent ratings for user experience, location, and cleanliness.
The home has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It offers a range of amenities, including a garden, parking, Wi-Fi, air conditioning, and a kitchen with a fridge, making it ideal for a comfortable and enjoyable stay.

This LEGO-themed holiday home is located in Cypress Gardens, a mere 5 minutes from LEGOLAND and within walking distance of various eateries.
This spacious 5-bedroom, 3-bathroom villa accommodates up to 12 guests, boasting a private swimming pool, mini-golf, a pool table, and a BBQ bar, with major Orlando attractions like Disney World and Universal Studios accessible within 30-40 kilometres.

This one-bedroom flat offers a prime Winter Haven location, situated a mere 700 metres from Winter Haven Hospital and 900 metres from Downtown, with LEGOLAND® Florida Resort just 8 kilometres away.
Spanning 102 square metres, this apartment accommodates up to two guests with a queen bed, on-site laundry, and a desk for remote work, all equipped with air conditioning and heating.

This Winter Haven residence is located in a tranquil, tree-lined area near the Chain of Lakes, offering easy access to downtown eateries (1.6 kilometres), Legoland Florida Resort (8 kilometres), and is a 45-kilometre drive from Walt Disney World.
This spacious 276 square metre single-storey flat accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a detached pool house suite, a screened-in lanai, a fenced garden with a patio and grill, a foosball table, Smart TVs, a dedicated workspace, and ample parking including a carport.

This lakeside apartment in Eagle Lake, Florida, a century-old manor near Grand Hotel and Bok Tower Gardens, offers easy access to LEGOLAND Florida and other family attractions.
The 149-square-metre (1600 sq ft) property features one bedroom, two bathrooms, and sleeps three, boasting a 50-foot screened porch overlooking Eagle Lake, a private garden, and parking, alongside kitchen appliances including a fridge, microwave, and dishwasher.

This studio apartment is located on the second floor of a repurposed doctor's office in Haines City, just 10km from LEGOLAND® Florida and Indigo's Family Fun Center, offering a quiet and unique stay with a touch of history. The apartment provides a comfortable and modern feel with stylish decor, perfect for a couple seeking a peaceful retreat.
The accommodation has a private balcony overlooking tall trees, ideal for enjoying a relaxing moment. Guests can also enjoy the convenience of a fully equipped kitchen with a fridge and microwave oven, as well as air conditioning and free Wi-Fi.

Peaceful Lakeside Retreat, a three-bedroom house in Winter Haven, Florida, enjoys a tranquil lakeside location 9.3km from Legoland Florida and approximately 18km from several railway stations.
This 172 square metre property boasts two living rooms, a fully equipped kitchen, a terrace, garden, spa, parking, and accommodates up to 17 guests, offering excellent value for families or large groups.

This Haines City studio apartment, situated on the ground floor of a converted doctor's surgery, offers easy access to ChampionsGate and Southern Dunes golf courses, and is approximately a 30-minute drive from the Everglades Headwaters National Wildlife Refuge.
The self-contained apartment sleeps two guests, features a microwave, air conditioning, parking, and Wi-Fi, and includes a private balcony overlooking trees; nearby attractions include Jump Florida Skydiving and Chain of Lakes Park.

This Haines City holiday home is situated a 15-minute walk from Southern Dunes Golf Club and Country Club and 5 kilometres from Ember Dog Park.
The 143-square-metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a private pool, fully equipped kitchen, and in-house laundry facilities.

This Haines City holiday home is located within the prestigious Southern Dunes Golf & Country Club community, approximately 1.6km from a Walmart Supercentre and various restaurants, and a 32-48km drive from major theme parks such as Walt Disney World Resort and Legoland Florida.
The three-bedroom property, sleeping up to six guests, boasts a private pool with a cage and alarm, offering waterfront views, alongside access to resort amenities including tennis courts, a children's play area, and a clubhouse with a restaurant and bar; a fully equipped kitchen with granite worktops and stainless-steel appliances is also included.

This three-bedroom, two-bathroom house in Winter Haven is situated opposite Polk College, less than a few kilometres from Legoland Florida, Walmart, and the historic downtown area.
Sleeping up to nine guests, this property boasts a private swimming pool, excellent user ratings, and is within easy reach of various restaurants and shopping facilities.

This Winter Haven flat offers convenient access, located 9.6 kilometres from Legoland and Peppa Pig Park, with major Orlando attractions and airports approximately one hour away.
This family-friendly accommodation features three bedrooms, two bathrooms, and sleeps up to seven guests, boasting a fully equipped kitchen, air conditioning, Wi-Fi, and parking for two vehicles, with pets welcome for an additional fee.

This cedarwood cottage is situated in a peaceful residential neighbourhood in Cypress Gardens, just 6 kilometres from Legoland and within 6 kilometres of numerous restaurants and shops including Publix, Starbucks and Walmart. The one-bedroom cabin offers a private fenced-in area with a picnic table and firepit, a landscaped courtyard with a small fish pond and a spacious feel despite its 42 square metre size.

This Winter Haven holiday home is situated less than 5km from Auburndale City Park, the Cindy Hummed Tennis Centre, and Lake Conine, with Lions Park and Inman Park within 10km, offering easy access to local recreational facilities.
The three-bedroom, three-bathroom property sleeps four guests and includes a fully equipped kitchen with fridge and dishwasher, a private garden, terrace, in-house laundry, and free Wi-Fi.