Fitness-friendly vacation rentals in Winter Park

Find and book unique fitness-friendly rentals 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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Guest favorite

Condo in Orlando

4.88 out of 5 average rating, 328 reviews

FantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 6 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Sep 23 – 30

R2,061 ZAR per night

Guest favorite

Condo in Orlando

4.82 out of 5 average rating, 397 reviews

Modern Studio with Private Terrace near Universal

Modern studio, renovated, intimate, relaxing and quiet with spectacular lake and pool views from a private large terrace.Perfectly located for the best possible Orlando vacation experience! It is just off International Drive close to Major Attractions, Dining and Shopping. Located minutes from Universal Studios and Disney Parks .You can watch the PARK’S FIREWORKS every night from the private terrace.We offer round-trip SHUTTLE SERVICES to the Parks!Outdoor heated pool,24hr security. FREE PARKING

Oct 4 – 11

R3,029 ZAR per night

Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 140 reviews

Runaway Beach Resort Pet Friendly: Magic Kingdom

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

Nov 5 – 12

R2,555 ZAR per night

Guest favorite

Guest suite in Orlando

4.98 out of 5 average rating, 254 reviews

Private En Suite W/ Office- Central Location!

Cute ensuite bungalow w/ office located in the heart of Orlando- perfect base for exploring the city. 2 rooms, bathroom, kitchenette. Snacks/coffee/tea and little touches make the place feel like home. Quiet and clean next to a church steeple on dead end street. Separate office room w/ spin bike, resistance band, and desk. Blackout curtains + white noise machine. Responsive host lives in main home sharing a living room wall w/ a water fall noise barrier. Indoor guest area is entirely private.

Oct 19 – 26

R1,592 ZAR per night

Guest favorite

Condo in Orlando

4.87 out of 5 average rating, 200 reviews

Airbnb's Choice- Best at Blue Heron- Stunning View

"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

Jun 9 – 16

R2,631 ZAR per night

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 300 reviews

Entire tiny cottage close to Disney - Bitty Bliss

If you've ever wanted to experience a Tiny House, this is the one! Bitty Bliss is side by side our other cottage Bitty Bungalow. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new linens! Privately owned. No resort fees or parking fees. Smoke free, pet free. One bedroom, queen bed, Super comfy queen sleeper in living area. This is one of our best cottages. Cottage sleeps four! New Gym and REC Room in Office.

Oct 7 – 14

R1,661 ZAR per night

Guest favorite

Tiny home in Orlando

4.88 out of 5 average rating, 369 reviews

The View - Waterfront Tiny Home

The View is a one of a kind tiny home- modern style mixed with comfortable textures and an unforgettable view of the lake. You won’t want to get out of bed with a view like this! This house features large picture windows, a comfortable living room, and a large private deck to make your stay a memorable one. Your tiny house stay won’t be a tiny experience...relax and unwind, enjoy sunrise yoga by the lake, and use our amenities to fish, kayak, and explore the natural beauty of Orlando!

Apr 9 – 16

R3,021 ZAR per night

Guest favorite

Cottage in Winter Park

4.95 out of 5 average rating, 346 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!

Jul 2 – 9

R3,769 ZAR per night

Guest favorite

Cottage in Orlando

4.98 out of 5 average rating, 105 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 dedicated dining area, living area, desk/office space, washer, dryer, flat screen TV. wifi, cable TV with HBO, Showtime, Netflix & Amazon. Light breakfast & snacks.

Oct 2 – 9

R3,735 ZAR per night

Superhost

Apartment in Orlando

4.82 out of 5 average rating, 172 reviews

Piccolo/Studio HUGE PRIVATE TERRACE ❤️❤️

Beautiful Studio with a large PRIVATE TERRACE/King side bed. Enjoy the jacuzzi bathtub!!! Our Studio is located one block from the International Dr. Orlando City. In the center of everything!!! Universal Studios Area. Washing video/YouTube https:/youtube.com/shorts/5XslwElr158?feature=share The resort has 2 open swimming pool and 1 swimming pool with a closed roof, with tempered water. This property IS NOT RECOMMENDED FOR CHILDREN, BABY’S or Pets.

Dec 12 – 19

R2,388 ZAR per night

Superhost

Apartment in Maitland

4.82 out of 5 average rating, 265 reviews

At Mine | Elegant Double Suite in North Orlando

Experience ultimate comfort at our Maitland, FL hotel, ideally located just north of Downtown Orlando. we're the area's largest hotel. Enjoy the convenience and luxury of plush bedding, modern furnishings, and upscale Grohe showers in your room. Relax by our outdoor pool, keep fit in the 24-hour gym, and access the Genesis Health Club. With over 15,000 square feet of event space, secure parking, and free Wi-Fi, we've got you covered.

Jun 7 – 14

R1,572 ZAR per night

Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 422 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Mar 26 – Apr 2

R1,933 ZAR per night