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Fitness-friendly vacation rentals in Winter Garden

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Winter Garden

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Superhost
Apartment in Winter Garden
5 out of 5 average rating, 5 reviews

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.

Guest favorite
Apartment in Windermere
4.98 out of 5 average rating, 55 reviews

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.

Guest favorite
Home in Kissimmee
4.98 out of 5 average rating, 189 reviews

*Modern Luxury Reunion Oasis | Pool, Spa & Cinema

Wow-factor luxury meets unforgettable family fun, just minutes to Disney, at this show-stopping home in the exclusive Reunion Resort. Step outside to a massive 2,400-sq-ft southwest-facing pool deck with outdoor kitchen, private pool, overflow spa, and no rear neighbors—perfect for all-day sun and sunset swims. Inside: private movie theater, billiards game room, and spectacular Star Wars & Frozen II theme bedrooms with tube slide, plus Xbox and PlayStation for nonstop entertainment.

Guest favorite
A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.
Villa in Kissimmee
4.93 out of 5 average rating, 110 reviews

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.

Top guest favorite
Apartment in Kissimmee
4.99 out of 5 average rating, 155 reviews

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!

Top guest favorite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando
4.95 out of 5 average rating, 178 reviews

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 :)

Superhost
The modern townhouse exterior features a light-colored facade with stone accents. Lush landscaping surrounds the entrance, complemented by palm trees on either side. Large windows allow natural light to illuminate the interior, creating an inviting appearance in the bright atmosphere.
Townhouse in Clermont
4.83 out of 5 average rating, 147 reviews

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.

Top guest favorite
A welcoming living area features a dark brown sofa adorned with decorative pillows in warm tones. Greenery decorates the wall behind the sofa, complemented by a modern lamp. A nearby circular table and chair set add to the inviting space, with natural light filtering through a window.
Apartment in Kissimmee
4.9 out of 5 average rating, 132 reviews

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

Guest favorite
Condo in Horizon West
4.79 out of 5 average rating, 19 reviews

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.

Guest favorite
Condo in Horizon West
4.96 out of 5 average rating, 26 reviews

Upstay Modern 2BR Condo Near Disney

Presented by Upstay, this spacious 2-bedroom condo is just 10 minutes from Disney and sleeps up to 6 guests. It features a King room and a second bedroom with two Queen beds — both with smart TVs and private access to a screened-in balcony. Enjoy free parking and full access to resort amenities, including an outdoor pool, sauna, fitness center, and more. Perfect for families or group getaways!

Top guest favorite
A wooden pier extends towards a gazebo, surrounded by calm waters reflecting shades of orange and purple from a vibrant sunset. The structure is bordered by wooden railings, enhancing the serene atmosphere of the setting.
Hotel room in Orlando
4.95 out of 5 average rating, 100 reviews

Modern Rock Star Suite

Located at the gates of Walt Disney World, this modern Rockstar Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Restaurants, Shopping and many more. Wonderful lake / pool view with sunrise. Enjoy!

Top guest favorite
An outdoor seating area features a spacious sectional sofa with plush cushions and a matching coffee table. Relaxation is enhanced by a shaded canopy overhead, with greenery visible in the background, providing a calming and inviting space for gatherings.
Townhouse in Kissimmee
4.8 out of 5 average rating, 167 reviews

4 Bd/4.5 Ba Sleeps 8! Magic Village Views (3069R)

• Community: Magic Village Views • 4 Bedroom/4.5 Bathroom/Sleeps 8 • Disney (6.1 mi) SeaWorld (10.9 mi) Legoland (30.6 mi) • Convention Center (5.3 mi) Universal Studios (14.7 mi) • Location: Rockefeller Way, Kissimmee FL 34747

Popular amenities for Winter Garden fitness-friendly rentals

Quick stats about vacation rentals that are fitness-friendly in Winter Garden

  • Total vacation rentals

    Explore 10 vacation rentals in Winter Garden

  • Nightly prices starting at

    Winter Garden vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Winter Garden vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Garden rentals

  • 4.7 Average rating

    Winter Garden stays receive an average rating of 4.7 out of 5 from guests