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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 Getaway w/ Mermaid Pool | 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.

Classic Cottage in country setting

Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

Tranquil Golf Themed Getaway with Lake View!

This stylish 2-bedroom, 2-bathroom condo is a dream retreat for golf lovers. Thoughtfully decorated with a refined golf theme, it features elegant green accents, framed course prints, and subtle touches inspired by the fairway. The open living area flows to a private patio overlooking lush landscapes and lake view, perfect for relaxing after a round. Modern finishes, a fully equipped kitchen, and comfortable bedrooms make this the ideal blend of sport, style, and sophistication.

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.

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

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.

Relaxing Lakefront Escape • Pool + 150” Theater

Spacious Lake Mabel retreat with a private pool, massive 150-inch movie theater screen, and peaceful lake views with lake access nearby. Just 14 minutes from LEGOLAND, this 2,000 sq ft home is perfect for families or groups. Enjoy fishing, a fenced yard, strength training area, shared laundry room, open living spaces, and a fully stocked kitchen in a quiet lakeside setting. Perfect for relaxing pool days and unforgettable movie nights.

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.