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Sunshine Oasis Guest Suite

Sunshine Oasis Guest Suite, the perfect getaway in the heart of FL! Nestled in a quiet neighborhood, our 550 sq ft Studio guest room offers comfort & convenience with a private front porch & grill. Centrally located, queen bed, daybed, trundle, kitchenette w/ small fridge, microwave, toaster oven/air fryer, hot plate & coffee maker. The rural-feel outdoor setting with cats, chickens & relaxing windchimes also has access to the pool, shared with the homeowner. We prefer no pets, but can allow.

Escape Comfort Property

Cozy vacation home located in the heart of Central Fl., 5 minutes from Legoland Florida and 26 minutes from the beautiful Bok Tower Gardens, supermarkets, restaurants, lakes, and natural attractions Main features: • 3 spacious bedrooms and 2 full bathrooms • Fully equipped kitchen • Living room with Smart TV and Wi-Fi • Private backyard with a kids’ play area, pool and BBQ zone • Free parking • Air conditioning and washer/dryer • Pool table, hockey & soccer Book now and enjoy!

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)

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.

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.

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Welcome to Tulum House! Discover true family bliss at our 3-bedroom lakeside retreat in Winter Haven. Dive into the private pool, fire up the grill for a family feast, and unwind in this Tulum-inspired luxury abode. With a wealth of family-friendly activities nearby, from Legoland to lakeside strolls, this safe and quiet neighborhood is your gateway to cherished quality time. Create unforgettable memories in this blissful home for years to come. All major stores 5 minutes away

Florida Oasis w/ Pool near LEGOLAND

We have added a modern twist to the design of this 1950's home with all the modern appliances and finishes. This home is nestled in-between 2 lakes among the Winter Haven Chain of Lakes! The backyard is a Florida Oasis of a great pool and pool deck with plenty of fun available with games for you and the kids, or just enjoy laying peacefully in the sun! 2.5 mile drive from Legoland 3.5 mile drive from Downtown Winter Haven with great restaurants and small town unique shops.

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 miles from Legoland 1 mile from downtown Locally owned & operated As residents of Winter Haven, we're passionate about sharing our community with you. We're always ready to assist you with any questions or requests during your stay. Book your stay today and discover the charm of Winter Haven!

Pet Friendly Lake House Near Legoland with Kayaks

Lake Silver Retreat III is a home with options ~ you can rent it as a 3 bedroom or a 5 bedroom (some holidays exclusions)! If you're ready for some Lake with a New Dock & Lego fun - Lake Silver Retreat in the Heart of the City will take your breath away! One moment you are surrounded by shops and restaurants and the next, you have found yourself nestled in this cozy retreat that is tucked away beneath the trees and close enough to touch the water of Lake Silver.

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.

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.

Cute & Cozy in Winter Haven, Florida

The guesthouse Cute & Cozy is private yet adjacent to the main house (owner lives) and has its own entrance. Located in central Florida, between Orlando and Tampa; 3 miles from Legoland, 5-10 minute walk from shopping and restaurants on Cypress Gardens Blvd. The Cute & Cozy is also in a great location from Florida's amazing beaches, just under 2 hours east or west. Maybe an hour drive to Disney, SeaWorld and Universal (depends traffic)