Fitness-friendly holiday rentals in Winter Park

Find and book unique fitness-friendly accommodation on Airbnb

Top-rated fitness-friendly rentals in Winter Park

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

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Top Guest favourite
A cozy living area features comfortable seating and a flat-screen TV, complemented by light streaming in through white blinds. A well-equipped kitchen is visible in the background, and an inviting bedroom with a king bed is seen alongside a detached private sauna, surrounded by lush greenery.
Cottage in Orlando
4.94 out of 5 average rating, 153 reviews

Mills Lakeside

Beautiful over-sized private 1 bedroom cottage, overlooking the lake. We are close to several other lakes and dog friendly parks to explore. Comfort was our number one focus when choosing furniture, and there is even a king sleep number mattress in the bedroom. The kitchen is fully equipped with a dining area, living area, desk/office space, washer, dryer, flat screen TV, wifi, cable TV with HBO, Netflix & Amazon. Light breakfast & snacks. Please note there is an additional charge to use pool.

Guest favourite
A spacious living area is showcased with a comfortable gray sofa and a round coffee table placed on a light blue area rug. Modern wall art adorns the walls, and a dining table with four chairs is visible in the background. Natural light fills the space, highlighting the vaulted ceilings.
Condo in Ventura
4.84 out of 5 average rating, 123 reviews

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

Top Guest favourite
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, 164 reviews

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Oct-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 ☞65in Smart TV with Netflix in TV room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Pool Lounge Floats ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

Top Guest favourite
An open living area features a modern design with a spacious layout. A comfortable sofa with accent pillows and a coffee table is set in front of a large window. The adjacent kitchen is equipped with sleek cabinetry and modern appliances, complemented by a dining space visible in the background.
Apartment in Kissimmee
4.93 out of 5 average rating, 103 reviews

3180-207 Resort Pool View Disney Universal Orlando

Brand New Bohemian & Chic 2bedroom /2bath fully equipped apartment . Pool View for up to 6 guests. Located in the family friendly Storey Lake Resort minutes from Disney. The open floor plan blends kitchen, dining, living room with 70"TV & Relax Room. Master suite has a King bed & 65"TV. Second bedroom has a Queen & Twin bed w/ Smart TV. Close to outlet malls & retail stores. FREE Water Park & Amenities: POOLS, KIDS SPLASH ZONE, WATER SLIDES, LAZY RIVER, GYM, TIKI-BAR, ICE CREAM SHOP & More.

Guest favourite
An open living space is showcased with modern furnishings, including a white sectional sofa, a sleek coffee table, and a dining area. Natural light filters through large windows, and a wall-mounted TV displays a streaming service. Polished tiles and potted plants enhance the contemporary aesthetic.
Townhouse in Clermont
4.92 out of 5 average rating, 203 reviews

Close to Disney! Modern home w/ private pool.

Located in a quiet eco-friendly community surrounded by nature, this two-floor end row townhouse offers close proximity to Disney Animal Kingdom (10 miles) and Walmart Supercenter (2 miles) as well as a huge number of dining options. After long days at theme parks or sight seeing, this home will help you take the stress away with its cozy soaking pool and relaxing nature view. Each bedroom has own bathroom! Please see the pictures and captions as well as continue reading below to learn more!

Top Guest favourite
A living area features original hardwood flooring, showcasing a comfortable seating arrangement. A large map decorates one wall, while a 50-inch TV is mounted above a modern console. Natural light enters through a nearby window, enhancing the cozy ambiance of the space.
Cottage in Winter Park
4.95 out of 5 average rating, 430 reviews

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

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.
Apartment in Kissimmee
4.99 out of 5 average rating, 122 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
A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.
Condo in South Eola
4.97 out of 5 average rating, 159 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

Rooftop Deck with Skyline Views - Free Downtown Parking - Free EV Charging - Fast WiFi Lots to love about this condo! We are just four blocks from Lake Eola. Plenty of great restaurants and nightlife options close, yet we are just far enough from the noise and traffic of downtown to enjoy some quiet too. Walk to Grocery Store (Publix), Fine Dining, Bars, Clubs, Performing Arts Center, Lake Eola Farmer's Market, Kia Center Concerts and Sporting Events and more!!!

Guest favourite
A spacious living area is complemented by a modern kitchen featuring white cabinetry and stainless-steel appliances. A dark sectional sofa with decorative pillows faces the kitchen island, which is paired with two sleek bar stools. Large windows allows ample natural light.
Apartment in Orlando
4.92 out of 5 average rating, 119 reviews

Cozy Zen DT Orlando Apartment - Free Parking

Welcome to Downtown Orlando, the City Beautiful! Enjoy the space of this peaceful, high rise apartment with a beautiful sunset view. Perfect for a weekend stay with nightclubs, bars, concert venues, arenas/stadiums and many restaurants nearby. - KIA Center (7 min) - Dr. Phillips Center (6 min) - Camping World Stadium/EDC Tinker Field (7 min) - Central Florida Fairgrounds (10 min) - Orlando City Soccer Stadium (5 min) - Universal Studios (16 min)

Top Guest favourite
A spacious terrace features comfortable lounge chairs with blue cushions and a stylish hanging chair. A small table accompanies two chairs, providing a perfect spot for relaxation. An umbrella offers shade, while the expansive view overlooks the surrounding area, enhancing the outdoor experience.
Condo in Orlando
4.86 out of 5 average rating, 522 reviews

Lakefront Studio •Private Terrace• near Universal

Modern, spacious, and serene, this studio offers beautiful lake and pool views from your own private terrace—perfect for unwinding after a day of adventure. Ideally located just off International Drive, you’ll be close to Orlando’s top attractions, dining, and shopping. Enjoy unbeatable convenience with Universal Studios/Epic Universe only 5 minutes away and Disney Parks just 15 minutes away. No deposit required and no extra fees.

Guest favourite
A bright dining area is equipped with a white table and six clear chairs. Overhead, a modern pendant light provides illumination. The table is set with dishes and cutlery, complemented by small potted plants on the center. Mirrored wall panels create a sense of space.
Townhouse in Clermont
4.97 out of 5 average rating, 148 reviews

Luxury 3 bdr townhome 12 miles to Disney

Relax and enjoy a peaceful vacation with family and friends at our beautiful Contact Free Check In townhome . This exceptional 3 bedroom, 3 bathroom with private pool, townhome is splendid for families or groups up to 8 guests. Located in Clermont FL, with just short drive away from Magic Kingdom, Epcot, Animal Kingdom, Hollywood Studios, Disney Springs, Universal Studios, Sea World, and more.

Guest favourite
The resort's heated outdoor swimming pool is surrounded by lush greenery and palm trees. Lounge chairs are arranged by the poolside, complemented by colorful umbrellas. A spacious clubhouse can be seen in the background, emphasizing the inviting environment of the complex.
Condo in Kissimmee
4.91 out of 5 average rating, 182 reviews

1-103 Legacy Dunes, Heated Pool, Gym, Free Wi-Fi

One Bedroom Apartment 1 King Sized Bed 1 Queen Sized Sofa Sleeper Bed Sleeps up to 4 guests One Full Bathroom First Floor Unit, No Stairs Fully Equipped Kitchen Screened Patio Free Washer and Dryer Roku TV's Heated Outdoor Swimming Pool Game Room Gym and Fitness Center Children's Playground Several lakes and Fountains Free Wi-Fi Free parking Gated Community with Security

Popular amenities for Winter Park fitness-friendly rentals

When is the best time to visit Winter Park?

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Avg. price$255 AUD$237 AUD$279 AUD$283 AUD$251 AUD$175 AUD$175 AUD$237 AUD$230 AUD$298 AUD$257 AUD$281 AUD
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Quick stats about holiday rentals that are fitness-friendly in Winter Park

  • Total holiday rentals

    Explore 60 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Park rentals

  • 4.7 Average rating

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

  • Nearby attractions

    Winter Park's top spots, include Orlando Science Center, Harry P. Leu Gardens, and Orlando Museum of Art

Destinations to explore