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Bright Winter Haven Waterfront Home on Lake Jessie

Newly renovated and spacious home on Lake Jessie is the best of Winter Haven's Chain of Lakes. The home is well equipped, so you can relax and have a fun vacation. Perfect for extended families, large groups, or retreats. Waterski/barefoot/wakeboard, fish, kayak or SUP from your back door. Nearby slalom courses for waterskiers, plus a seaplane base! Watch the sunrise from your private dock or patio. Bring your boat or rent one locally. 20 minutes to Legoland, 30-45 minutes to Disney & Universal.

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Luxury Oasis: 5BR/5BA Home, Private Pool

Champions Gate Grandeur: Luxurious 5-Bedroom Pool Home in a Premium Resort 🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 5-bedroom, 5-bathroom home, accommodating up to 12 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking

MARBELLA beautiful residential complex

Diviértete con toda la familia en este alojamiento Have fun with the whole family in this accommodation with style and a lot of comfort for your vacations, located in the center of kissimme just 15 minutes from the most fun parks of Disney world, restaurants, shops, recreational parks and much more in one place, the community has a swimming pool, picnic area, Gin, lake, free parking, 24 hour security and much more you will not regret choosing this beautiful quiet and crowded place

Tuscana Resort,Disney a 17 minutos

Welcome to Disney's Tuscana Resort at the exclusive Champion Gate Resort.Modern apartment offerings Luxury & Comfort enjoy a refreshing pool,Relax in the hot tub,stay fit in the gym,sip delicious cocktails and beverages at the Tiki bar,enjoy some delicious and flavorful dining at the restaurant open late! shops and attractions within walking distance! Attractions like Disney World are only 7 miles away! The perfect family getaway unforgettable memories and fun.

Spacious Pool Home w/ 2 Masters, Games Room

Mickey’s Holiday Home has everything you could want in a vacation rental home. You'll love the feeling of spaciousness in this home, the two master suites, the pool and spa, the privacy, the quiet neighborhood, and the wonderful view from the pool deck. It's also close to Disney and other Orlando attractions, restaurants and shops. As you enter the home, you find yourself in the spacious living room which features comfortable seating and a large flat screen TV.

Family & Pet-Friendly Pool Home | Near Disney

Enjoy a relaxing stay in a quiet Davenport neighborhood, conveniently located approximately 20–25 minutes from Walt Disney World and within easy driving distance of Orlando’s popular theme parks, attractions, shopping, and dining. This 3-bedroom vacation home offers the space and comfort you need for a memorable Florida getaway, featuring a private pool, cozy living room, fully equipped kitchen, comfortable bedrooms, and parking for multiple vehicles.

Our Camp at Lake Cannon · Beach · Dock · 7 Beds

Lakefront home on Lake Cannon — private dock, private beach, and a big yard on Winter Haven's Chain of Lakes. 7 beds: a king master plus a bunk room (two full-over-full bunks + a twin trundle). Great for work crews, monthly stays, small groups, and anglers who want space, truck/trailer parking, and quick lake access. 3 paddleboards included, sunsets off the dock, full kitchen, washer/dryer, fast wifi, self check-in. Monthly & extended stays welcome.

8Bds Windsor At Westside

🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 8-bedroom, 6-bathroom home, accommodating up to 18 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

Brand-new home with Reunion Village amenities

This home features 3 bedrooms and 2 bathrooms with an open-concept layout, including a fully equipped kitchen, dining area, and spacious living room perfect for family gatherings. Enjoy the ping pong table and kids' play area for added fun. The community offers a variety of amenities, including seven pools, a fitness center, playgrounds, gift shop and access to resort restaurants. Just a few minutes from Disney.

Great Value 3BR Villa w/ Private Pool & Game Room

Elegant 3BR Villa with Private Pool & Game Room in Emerald Island Resort Welcome to your dream vacation home! This luxurious 3-bedroom, 2-bathroom villa is located in the prestigious Emerald Island Resort in Kissimmee. Perfect for families and large groups, this spacious home offers top-notch amenities and a prime location just minutes from Disney World and other top attractions.

Modern 3BR Near Disney|Private Pool&Ensuite Luxury

Just minutes from Disney!!! Relax in this 3 bedroom, 3 bath townhouse with your Own private pool. Cook in a full kitchen, unwind in ensuite bedrooms, and enjoy Windsor Palms resort perks: community pool, spa, movie theater, and sports courts. Perfect for families or friends looking for comfort, fun, and a true home away from home near Orlando’s top attractions!