Holiday rentals in Dundee

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Hidden Gem is a peaceful and unique getaway perfect for up to 6 guests looking to relax with family and friends. Soak in the hot tub, fire up the grill, rest in the hammock, and gather around the fire pit under the stars. Located less than a mile from Lake Pierce, you can bring your boat or kayaks for a fun day on the water, with nearby lakes and state parks to explore. Just 20 mins to LEGOLAND and 50 mins to Disney, it's the perfect nature escape with easy access to Central Florida attractions.

Adult-Only Retreat w/ Pool & Spa | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

New Modern Guest House! Great location. Smoke-Free

New, modern, well located Guest House, with private entrance for your complete privacy; we are 3 minutes away from Port 27, 10 min away from Legoland, 40 min out from the major Parks and one hour from Bush Garden Tampa. One bedroom, one bathroom, living room with kitchenette (No Stove), Hotel Style Suite. Up to 4 guest, room with a queen bed and a sofa bed in the living area. Wi-fi included. Parking for one car. Is a quiet and comfy guest house separated by a door from the rest of the house

Legoland or Work Retreat w/ Games & Massage Chair

Enjoy the perfect blend of relaxation and entertainment in this completely renovated home. Whether unwinding in the leather reclining sofas, enjoying the massage chair, sipping coffee on the enclosed deck, or gathering around the outdoor bonfire, this home offers a cozy escape for families and friends. We have a beautiful kitchen with drip and Kurig coffee provided. A Webber grill + wood pizza over! We have a large game barn with retro video games, putt putt, basketball, darts, and foosball.

*This must be THE PLACE FL*

Your place away from home! Have fun with the whole family at this unique and stylish place. You'll have everything you need to relax and recharge. It is located less than 10 mins away from Legoland, restaurants and convenience stores. This house offer 3 BR and 2 full BA as well as a fully-equipped kitchen. All bedrooms include TV, dresser, closet and memory foam mattress. The Master bedroom has a queen bed, and the other two bedrooms have full size beds. There is wifi and parking available.

Comfy and shady retreat near Legoland, Bok Tower

Relax with the whole family at this peaceful place to stay. Quiet privacy on a dead-end street with few neighbors. The feel of the country yet close to large attractions like Bok Tower and LEGOLAND. Have a bite to eat and enjoy live music and wild alligators at Cherry Pocket Restaurant 1 mile away. Enjoy your mornings and evenings on the large shaded front porch under the live oak trees. Space for kids to play. Bring your boat, trailer, or RV; plenty of parking. Boat ramp close by.

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.

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.

Lake View, Game Room, 10 min Legoland

Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor games designed w/ family fun in mind! Only 3 min to charming downtown Winter Haven shopping & restaurants, 10 min to Legoland, 30 min to historic downtown Lakeland, & conveniently located between Tampa & Orlando (45 min to Disney & just 60 min to Tampa). We can't wait for you to enjoy the beautiful lakes of Winter Haven at The Elby!

Lakefront | Heated Pool, Dock, Kayaks & EV Charger

Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making memories at our gorgeous Mediterranean home! No detail has been missed with a gorgeous patio, outdoor kitchen and heated pool to share with family & friends! The kitchen is full of natural light with three skylights that stream in the Florida sunshine! There is a fabulous patio door that opens to bring the outside in!

Renovated Lakefront Luxury retreat by Legoland

Wake up to stunning lake views in this beautifully renovated 3BR/2BA home. Enjoy an open-concept layout, chef’s kitchen, cozy fireplace, and a covered deck overlooking the water. Fish, kayak, or unwind under the stars on your private lakefront lot. Close to Disney, Busch Gardens, Legoland, and the new Port 27 waterfront entertainment area—this peaceful retreat blends modern luxury with Florida serenity.

The Haven House

Escape to the heart of Central Florida! Our stylish home is just minutes from Legoland Florida Resort, 42 miles from Walt Disney World, and about an hour from Universal Orlando Resort, SeaWorld, and Busch Gardens. Explore Winter Haven’s beautiful Chain of Lakes, then relax and unwind in a home designed for comfort. We can’t wait to host you!