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.

%{current} / %{total}1 / 1
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, 157 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 shaded lounging area features comfortable seating and a glass-top table, set with refreshments. In the background, a large pool glistens under the sun, surrounded by palm trees and various seating options, including cabanas and sun loungers.
Townhouse in Kissimmee
4.83 out of 5 average rating, 212 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Guest favourite
A large community pool is surrounded by lounge chairs and shaded umbrellas, with clear blue water reflecting the sky. Fenced areas and palm trees offer a serene environment, while a peaceful lake can be seen in the background, completing the setting.
Condo in Ventura
4.84 out of 5 average rating, 125 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!

Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 107 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.

Top Guest favourite
A well-lit pool area is featured, showcasing a curved swimming pool with clear blue water. Surrounding amenities include several lounge chairs and palm trees. The building in the background contains multiple balconies, reflecting warm light from the interior.
Condo in Orlando
4.89 out of 5 average rating, 263 reviews

Maria Luz Studio-Huge Terrace/Universal area.

We are sure that you will fall in love with our STUDIO!! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub inside the bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area. FREE PARKING. -Universal Studio 8 minutes by car -Disney park’s 10 to 15 minutes by car. Airport 15 minutes by car. -Seaworld Park’s 8 minutes.

Guest favourite
A modern keypad lock is installed on a door, featuring illuminated numbers for easy access. Blurred in the background, a vibrant green plant adds a touch of nature to the entryway, enhancing the welcoming ambiance of the space.
Guest suite in Kissimmee
4.93 out of 5 average rating, 188 reviews

It's too much like a elegant mini-hotel (7)

It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

Top Guest favourite
Cottage in Winter Park
4.95 out of 5 average rating, 438 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
Apartment in Kissimmee
4.99 out of 5 average rating, 138 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!

Guest favourite
A bright living area features large windows offering expansive views of greenery. A gray sofa is complemented by two vibrant blue chairs. A round table is positioned between the chairs, while a contemporary rug adds texture to the cement flooring.
Condo in South Eola
4.97 out of 5 average rating, 161 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
Apartment in Orlando
4.93 out of 5 average rating, 124 reviews

DT Orlando 1/1 Sunset View - 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 cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.
Apartment in Orlando
4.99 out of 5 average rating, 102 reviews

Lake View Penthouse

"By far the nicest unit in all of Vista Cay." - Hannah, Past(and future) guest. Vista Cay Resort Community is across the street from Universal's new EPIC park, 1 block from International Drive and the Convention Center. Your condo is a rare waterfront Penthouse unit. The largest floorplan(2,000 sq. ft. vs 1,200 sq. ft.) with the highest ceilings (9" 10"). Fully renovated in 2023 to the highest standards. Please add us to your Favorites.

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, 532 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.

Popular amenities for Winter Park fitness-friendly rentals

When is the best time to visit Winter Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$242 AUD$225 AUD$264 AUD$268 AUD$237 AUD$165 AUD$165 AUD$225 AUD$218 AUD$168 AUD$206 AUD$254 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,690 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

    40 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, Wifi 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