Fitness-friendly vacation rentals in Winter Park

Find and book unique fitness-friendly accommodations 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 favourite

Condo in Orlando

4.89 out of 5 average rating, 327 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

Nov. 9 – 16

$225 CAD per night

Guest favourite

Condo in Orlando

4.82 out of 5 average rating, 396 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

Nov. 27 – Dec. 4

$290 CAD per night

Guest favourite

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. 2 – 9

$138 CAD per night

Guest favourite

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.

Jul. 27 – Aug. 3

$233 CAD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 299 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.

Sep. 17 – 24

$149 CAD per night

Guest favourite

Tiny homes 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!

Feb. 1 – 8

$255 CAD per night

Guest favourite

Cottage in Winter Park

4.95 out of 5 average rating, 342 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. 3 – 10

$313 CAD per night

Guest favourite

Cottage in Orlando

4.97 out of 5 average rating, 104 reviews

Lake House

Beautiful 2 bedroom 2 bathroom cottage overlooking lake. Close to several other lakes & dog friendly parks. Comfort was the number one reason when choosing the furniture & mattress. Kitchen is fully equipped with regular coffee maker, keurig, toaster, microwave, cook top oven, refrigerator, washer, dryer and flat screen TV. Free wifi, cable TV, HBO max, showtime, Amazon Prime & Neflix. You have one off street parking spot. Snacks & light breakfast provided.

Jan. 21 – 28

$385 CAD per night

Guest favourite

Apartment in Orlando

4.82 out of 5 average rating, 171 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

$206 CAD per night

Superhost

Apartment in Maitland

4.81 out of 5 average rating, 262 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.

May 3 – 10

$100 CAD per night

Superhost

Vacation home in Orlando

4.85 out of 5 average rating, 101 reviews

Pink Secrets Hideaway (All Pink Studio w/ Terrace)

**Photos updated 4/1/23 ***Please read the entire description*** Located at Enclave Suites in the heart of Orlando’s dining, attractions, shopping and entertainment! This place is designed for a pink lovers dream with pink at every angle. Come enjoy a relaxing night in or a girls night out at this lovely place! Don't forget to snap photos of yourself inside while you enjoy your vacation! There are several backdrops for you to do so!

Jan. 3 – 10

$235 CAD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 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.

Feb. 28 – Mar. 7

$190 CAD per night