Fitness-friendly holiday rentals in Winter Garden

Luxury 2BR | Pool, Gym, Near Disney

2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Garden, this beautifully designed 2-bedroom, 2-bath apartment offers the perfect blend of modern luxury and small-town charm — just 20 minutes from Walt Disney World and Orlando’s top attractions. Located on the iconic Plant Street, you’ll be minutes away from historic downtown Winter Garden, home to popular restaurants, boutiques, coffee shops, and the famous West Orange Trail.

Pool, Gym, Parking Access - Lakeside Haven Stay

Located in Windermere, our Waterfront Retreat combines suburban tranquility with proximity to Orlando's buzz. This quiet getaway offers serene lake views around the property, a private balcony, modern comforts in a cozy queen bedroom with a smart TV, and a kitchen equipped with a dishwasher for your culinary exploits. Enjoy added conveniences like in-unit laundry and exclusive access to a resort-style pool and gym. Perfect for those looking for a peaceful escape near the city's top attractions.

5BR Mario& Princess Peach•Pool•Theater•Free Resort

Escape to an unforgettable Disney Adventure, just 9 miles from Walt Disney World! Perfect for Mario Bros, Moana & Princess Peach fans. Enjoy themed rooms, cozy bedding, and a private pool. Indulge in movie nights in our Mario Bros theater! Bring the whole family, including pets, and make magical memories. 9 miles to Walt Disney World 🎢 16 miles to Sea World 19 miles to Universal 27 miles to MCO (Orlando International Airport) Join Us for an Unforgettable Disney Adventure! Learn More Below!

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

2BR Modern Pet-Friendly Condo 6 mins from Disney

This stunning 2-bedroom condo is located in the Palisades Condominiums. Situated in Winter Garden, you'll be just a 6 min drive from Walt Disney World. The condo has beautiful hardwood floors, a newly renovated spacious kitchen, and plenty of natural light. Featuring one King sized bedroom (with a large en suite bathroom), and one Queen sized bedroom, it can host up to 4 guests at a time. Free on site parking and high speed internet access included!

17420 4BR Townhouse Heated Pool near Disney

Relax in Our BRAND NEW Spacious Townhouse in the Eco-Family-Friendly Hidden Forest Resort near Disney World, Orlando Florida! Welcome to our beautiful HOME in this Clermont neighborhood, conveniently located to visit all the major restaurants, super stores and shopping outlets. Featuring 4 bedrooms, 6 beds, 3 bathrooms, fully equipped kitchen, we can comfortably accommodate up to 9 guests. Enjoy the Clubhouse Amenities, including a pool and gym.

Lush Green Retreat 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Pool & Jacuzzi+Cinema+Games+Fire Pit | Near Disney

Your perfect Disney getaway starts here ✨ Enjoy a private heated saltwater pool & jacuzzi, outdoor cinema for movie nights, and a fully equipped game room for all ages. Professionally cleaned, regularly maintained, and fast support during your stay. Relax by the fire pit, enjoy cozy evenings, and start your mornings with fresh coffee. Located just minutes from Disney, this spacious home is perfect to relax, recharge, and create lasting memories.

Family-Friendly Condo with Pool & Sauna

Upstay presents this bright and pet-friendly 3-bedroom condo at Palisades, just 10 minutes from top Orlando attractions. Features include a fully equipped kitchen with dishwasher, in-suite laundry, large private patios, and high-speed WiFi. Sleeps 6 with a king room and 2 queens. Guests enjoy access to a pool, sauna, fitness center, and games room—perfect for a fun and relaxing Florida getaway.