
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.

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.

*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.

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 :)

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

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.

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!

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!

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
Fitness-friendly apartment rentals

3BD Family Resort near Disney & Parks!

Cozy Apartment Close to Disney

Westgate Lakes+Spa Studio Sleeps 4

2-Bedroom Renovated Lakeside Condo Near Disney

Carmen Romantic Studio W/Private Beautiful Terrace

Modern Condo: 10 Min to Disney + Fireworks Views!

6-303 Legacy Dunes, Heated Pool, FreeWifi/Parking

Your Gateway to Adventure and Relaxation
Fitness-friendly condo rentals

Waterpark View, MickeyTheme 3BR Near Disney 1039

Classy Disney Themed Condo with FREE shuttle!

Beautiful Beach Style Condo minutes from Disney

Resort Style Sunshine Oasis near Theme Parks

Lakefront Resort Studio -5 min to Universal

Modern Lake view Condo 1 mile from Disney

Chic Disney Resort Condo • Pool Access Near Parks

Cozy Condo at Secret Lake near Disney
Fitness-friendly house rentals

Luxury and Perfect Family Vacay 3 min from Disney!

Modern 4bdr Storey Lake w/themed rooms near disney

Waterfront Wizarding Near Universal's Harry Potter

Jacuzzi 3BR Villa near Disney, resort amenities

Luxury Encore Pool Spa Pets Game Rm Theater Gym

* Luxury Pool * Hot Tub * 86 Inch TV *

Windsor Orlando Private Arcades,Theater,Pool-Spa

Lux Disney Villa | Pool, Theater/games | Sleeps 22
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
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- Fitness-friendly rentals Orange County
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- Fitness-friendly rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports





