Fitness-friendly vacation rentals in Winter Garden

Find and book unique fitness-friendly rentals on Airbnb

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 ﺩ.ﺇ 184 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

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 favorite
Condo in Kissimmee
4.91 out of 5 average rating, 175 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

Guest favorite
A resort-style pool area features a spacious swimming pool surrounded by lounge chairs. The building offers large windows and a welcoming entrance, complemented by palm trees and tropical landscaping. Umbrellas provide shade over the seating, creating a relaxing outdoor retreat.
Apartment in Windermere
4.96 out of 5 average rating, 56 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 favorite
A stylish living area features a large, gray sectional sofa accompanied by two teal chairs. A coffee table with decorative items is centered on a soft area rug. Natural light enters through two large windows, complemented by flowing curtains. A wall adorned with tropical leaves adds a vibrant touch.
Apartment in Winter Garden
4.96 out of 5 average rating, 56 reviews

Emerald Grove - Close to 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 steps away from historic downtown Winter Garden, home to popular restaurants, boutiques, coffee shops, and the famous West Orange Trail.

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, 112 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 overflow 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.

Superhost
Apartment in Kissimmee
4.99 out of 5 average rating, 160 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 serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.
Home in Orlando
4.91 out of 5 average rating, 173 reviews

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

Superhost
Home in Clermont
5 out of 5 average rating, 3 reviews

Game room, pool & hot tub - near Disney

Welcome to this fun-filled Orlando area pool home - perfect for families and groups ready to make the most of everything Florida has to offer! 🛏 Sleeps 10 | 4 bedrooms | 5 beds | 2 baths 🏊 Private pool & hot tub + BBQ patio & outdoor dining 🎮 Game room w/ arcade, pool table, ping pong & TVs 🎢 19 mins to Disney, 26 mins to Universal & Margaritaville 👨‍👩‍👧 Family-ready w/ pack 'n play, high chair & children's dinnerware 🐾 Pets welcome (approval required)

Guest favorite
A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.
Home in Kissimmee
4.95 out of 5 average rating, 217 reviews

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.

Guest favorite
Condo in Horizon West
4.95 out of 5 average rating, 55 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!

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, 150 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.

Guest favorite
Home in Clermont
4.9 out of 5 average rating, 20 reviews

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.

Guest favorite
Apartment in Meadow Woods
4.97 out of 5 average rating, 102 reviews

Close to Parks Retreat with KingBed & Pet-Friendly

Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

Popular amenities for Winter Garden fitness-friendly rentals