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Fitness-friendly holiday 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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Top guest favourite
Flat 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.

Top guest favourite
Aerial view of the resort displaying a large, inviting swimming pool surrounded by palm trees and lounge chairs. Water slides are visible next to the pool area. The clubhouse is nearby, with additional greenery and a water feature enhancing the landscape.
Townhouse in Kissimmee
4.97 out of 5 average rating, 262 reviews

4M Disney! Private spa, Wi-Fi, Coffee/Tea

Welcome to our personal vacation home! Spacious townhouse located in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games and tiki bar with food and beverage, arcade games in the Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

Guest favourite
Home in Kissimmee
4.98 out of 5 average rating, 187 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.

Top guest favourite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Flat in Kissimmee
4.99 out of 5 average rating, 147 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 favourite
Apartment in Kissimmee
5 out of 5 average rating, 105 reviews

Cozy Condo at Secret Lake near Disney

Step into our freshly remodeled, cozy 3-bedroom condo—designed with families in mind and just minutes from the enchantment of Disney! Nestled in a quiet, semi-forested area, it offers the perfect retreat to relax and recharge after a fun-filled day at the parks. Enjoy all the modern comforts in a beautifully updated space with stylish touches throughout. Unwind by the resort-style pool, fire up a meal at the charcoal BBQ picnic areas, or lounge under shaded umbrellas.

Superhost
Flat in Kissimmee
4.82 out of 5 average rating, 482 reviews

Spacious 2BR Apt in Resort 10 min from Disney

Featuring comfortable, family-friendly amenities, this property provides relaxation in a peaceful, wooded setting while being close to all the major area theme parks. Enjoy the outdoor swimming pool or stay active at the fitness center and tennis courts. Families will appreciate the playground and children's pool. Additional conveniences such as a bar, free Wi-Fi, and free parking ensure this property is your home away from home near Orlando's famous theme parks.

Guest favourite
Apartment in Winter Garden
4.94 out of 5 average rating, 47 reviews

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!

Top guest favourite
A bright living area is featured, showcasing a spacious sectional sofa adorned with colorful cushions. The accent wall is painted in a deep blue, and decorative woven pieces are displayed. A small round coffee table sits in front of a traditional-style rug, creating a cozy ambiance.
Flat in Kissimmee
4.97 out of 5 average rating, 105 reviews

Tranquil Azure Haven 10 Min to Parks Pets Friendly

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 favourite
Home in Clermont
4.83 out of 5 average rating, 12 reviews

Heated Pool & Jacuzzi + Cinema | 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.

Superhost
Apartment in Winter Garden
4.75 out of 5 average rating, 16 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.

Top guest favourite
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!

Superhost
A spacious studio room features a king bed with decorative bedding and a leather sofa. Natural light filters through the sheer balcony curtains, and a wooden desk with a chair is positioned near the window. The warm-toned walls complement the patterned carpet.
Flat
4.8 out of 5 average rating, 484 reviews

Westgate Lakes+Spa Studio Sleeps 4

Offering a 493 sq foot studio with a King Bed Queen Sleeper Sofa, & Kitchenette in Westgate Lakes Resort & Spa. Ideally located close to the Orlando area attractions and with amazing on site amenities Westgate Lakes & Spa is a fabulous place to stay.

Popular amenities for fitness-friendly rentals in Winter Garden

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

  • Total holiday rentals

    Explore 10 holiday rentals in Winter Garden

  • Nightly prices starting at

    Winter Garden holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Winter Garden holiday rentals include wifi 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