Holiday rentals in Eagle Lake

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Top-rated holiday rentals in Eagle Lake

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Guest favourite

An open-plan living area features a blue couch set against a light wall, complemented by a patterned area rug. A dining table and four chairs are situated nearby, with a glimpse of the kitchen visible in the background.

Home in Winter Haven

4.94 out of 5 average rating, 363 reviews

Spacious 3 Bed, 2 Bath Home Near Legoland

Enjoy family vacation in this fresh, clean 3-bedroom, 2-bathroom home. With keyless entry and a private fenced backyard, you'll have everything you need for a comfortable stay. 4 mi to Legoland 1 mi to downtown 1 mi AdventHealth Fieldhouse center Locally owned & operated As residents of Winter Haven, we're passionate about sharing our community with you and always ready to assist you with any questions or requests during your stay. Book your stay today & discover the charm of Winter Haven!

Top guest favourite

An open living space features large windows framing a scenic view of the lake. Contemporary furniture includes a gray sofa and accent chairs in red and blue. A high-top bar with seating separates the living area from the kitchen, creating a bright and inviting atmosphere.

Home in Eagle Lake

5 out of 5 average rating, 53 reviews

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.

Top guest favourite

A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.

Flat in Winter Haven

4.98 out of 5 average rating, 177 reviews

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!

Top guest favourite

Three thoroughbred horses graze peacefully on a lush green pasture. The area is surrounded by tall trees, providing shade and a natural backdrop. A glimpse of a trailer can be seen in the background, indicating the farm's working environment.

Guest suite in Winter Haven

4.96 out of 5 average rating, 310 reviews

Horse Farm on a Beautiful Lake

Small Thoroughbred Race Horse Farm on a beautiful lake. The dock has plenty of benches for fishing, picnicking, or just dreaming. There is a Swimming pool right out your door. Please note there is no barrier around pool and all children (anyone under age of 18)must be supervised at all times. Guests must swim at their own risk. You may see horses in the paddocks. The pool deck overlooks the lake for hanging out or quiet time. Please note price is for studio (sleeps 3 or more with sofa beds)

Superhost

A spacious bedroom features a king-sized bed dressed with soft linens. Light streams through the wooden blinds of a window. A desk and chair are positioned against one wall, and sliding barn doors lead to an ensuite bathroom, visible in the background.

Home in Eagle Lake

4.88 out of 5 average rating, 33 reviews

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!

Guest favourite

A charming single-story home is set in a spacious outdoor area, featuring a wide driveway leading to a covered porch. The front yard is framed by lush greenery, with a large tree providing shade to the house and the surrounding landscape.

Home in Cypress Gardens

4.88 out of 5 average rating, 113 reviews

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.

Superhost

Home in Eagle Lake

5 out of 5 average rating, 5 reviews

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!

Top guest favourite

A large outdoor space features a private pool surrounded by loungers in blue and a shaded dining area. A patio table with chairs is placed in the foreground, while a safety fence encloses the pool area, providing a secure environment.

Home in Winter Haven

4.98 out of 5 average rating, 116 reviews

Kid-friendly Home w/ Pool & BBQ

Enjoy a delightful stay in our Renovated 3BD house for your Winter Haven trip. The unit is equipped with dryer, washer, Wi-Fi, fully equipped kitchen, baby proofed, and BBQ to make your stay comfortable. Enjoy the private pool, free parking, and large patio. Our house is 20 mins away from LEGOLAND and 50 mins away from Disney Parks and attractions. Discover Winter Haven’s chain of lakes with all the water sports and its surroundings in the best way. We look forward to hosting you!

Guest favourite

A serene lakeside view is observed, featuring gently swaying palm trees on the left and a wooden dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and a clear blue sky.

Home in Cypress Gardens

4.96 out of 5 average rating, 115 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. This is a mother-in-law suite that is connected to the main home. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. Dog welcome with prior approval and pet fee. Boat parking at dock. Boat rental available at Central Florida Water Sports. Private entry with keyless touchpad.

Top guest favourite

A view of the blue lake house is presented with a well-manicured lawn leading up to it. The house is framed by mature trees, providing shade. A wooden walkway extends toward the entrance, while the serene lake is visible in the background.

Cottage in Eagle Lake

4.99 out of 5 average rating, 304 reviews

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!

Guest favourite

A spacious room features a queen size bed with a neatly arranged white blanket. Light tiles enhance the bright atmosphere, while a barn-style door leads to a private bathroom. A small kitchenette area with dark cabinetry and a modern sink is visible in the background.

Guest house in Winter Haven

4.82 out of 5 average rating, 288 reviews

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!

Top guest favourite

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

Home in Winter Haven

4.92 out of 5 average rating, 215 reviews

Legoland Lakehouse Canoe & Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.