Holiday rentals in Eagle Lake

Eagle Haven Lake House

Plan a trip to Central Florida and let relaxation greet you at the door of this newly renovated lovely waterfront vacation rental located in Eagle Lake. The 4-bedroom, 2-bathroom house is complete with all the comforts of home including a fully equipped kitchen with quartz counter tops, a modern living space. Step outside to enjoy a meal on the deck overlooking the lake and enjoy beautiful sunsets. Make an easy 15-minute trip to Legoland or Orlando for a day trip to Disney or Universal Studios.

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Extra large home! Bring Your Boat & all the Toys!

Bring your boat, skis, fishin’ pole, or any other water toys! We supply ping pong, corn hole, bicycles and other toys! Directly across from Lake Howard boat ramp and 10 minutes from LegoLand! Enjoy this spacious, well-equipped 2300 sf home that has everything you need to enjoy your stay in Winter Haven, aka Chain of Lakes City, a quaint downtown with free parking-- and just a skip away from Disney and Universal. This getaway is an above-average accommodation both in style and comfort!

House on Eagle Lake - The Ultimate Family Getaway

Relax in this 3 bed/2 beth getaway across from Eagle Lake, with stunning lake views! The home comfortably sleeps 7 people. Enjoy an open floor plan, spacious kitchen and livingroom. A massive walk-in shower in the master suite with a king bed. The second bedroom is also a King. Third bedroom is a full size bed with twin trundle. The outdoor patio features a hammock, BBQ grill, and space to unwind. Perfect for families, with plenty of games and room to make memories! Come be our Guests!

Newly remodeled House 3BR/2BA

Centrally located in Winter Haven, FL and within minutes to Legoland. Only a 45-60 minute drive to local theme parks Disney and Busch Gardens. West/East Coast Florida Beaches are only a 90 minute drive. This newly remodeled 3/2 is a very spacious and accommodating home to any family wanting to get away on a peaceful vacation or weekend retreat. Quiet neighborhood with no HOA and within walking distance to several downtown restaurants, grocery stores, and shopping establishments.

4BR Fun Stay | Alaskan King | 6 Beds Near Parks

✨ Rest, Work & Play in a Spacious 4BR Home with 6 beds, including an Alaskan King bed! ✨ Stay at this fully furnished 4-bedroom, 2-bath retreat filled with cozy vibes—ideal for families, professionals, and traveling nurses. 📍 Central location just 12 minutes from Legoland, Peppa Pig Park, Sea Life, fine dining & shopping! 🎲 Entertainment includes board games, karaoke, foosball, pool, kids’ playhouse & an activity table. 💼 Fast WiFi + curated comfort = the perfect Florida getaway!

Roe Family Lake House (Lake Mcleod)

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

4/2 House near Legoland w Optional Heated Pool

Relax with the whole family at this peaceful home in Winter Haven 5mins to Legoland and the new Peppa Pig theme park, perfect for your next family vacation! Right across the street from lake Ned park with lake View from the front porch and office, bring your small water toys as there is a public boat ramp across the street. There are many restaurants as well as a Publix grocery store all within 2 miles from the home! Downtown winter haven is a short 10 minute commute.

Charming Lakeside Cottage

Escape to our cozy lakeside cottage, featuring a dock that’s perfect for watching sunrises, fishing, and launching your kayak. The property is on Lake Howard, which is part of the Winter Haven Chain of Lakes. Inside, you’ll find a fully equipped kitchen and comfortable living space for unwinding. Located just a short drive from the excitement of Legoland and Disney World, you can easily explore the area’s attractions while having a peaceful haven to return to.

30 minutes to Disney and Universal Studios

Conveniently located between Orlando and Tampa Bay, Vanderlake provides the perfect getaway for a relaxing weekend with the family. Egrets, sand cranes and ducks make their way through our yard everyday, so enjoy the view of wildlife and aquatic life that love to swim by. A spacious kitchen, paddle boards, an outdoor lanai with a grill and an open concept living space is calling your name! Come stay a while and relax with us! We would love to have you!

2 - Ships Ahoy Bungalow 2 bed/2 bath - Unit 17

Florida’s lakes and biggest attractions are calling you and your family to stay at this vacation rental in Winter Haven! From Legoland and Disney World to the famous Chain of Lakes and golf courses galore, this charming home in Cypress Inlet is minutes from it all. Take your boat out on Lake Eloise, through a private canal right outside the home, or take the kiddos to SeaWorld, a short drive away, before returning to this 2-bedroom 2-bath home.