
Fitness-friendly vacation rentals in Winter Park
Find and book unique fitness-friendly rentals on Airbnb
Quick stats about vacation rentals that are fitness-friendly in Winter Park

Total vacation rentals
Explore 60 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at G$6,272 GYD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation 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
Top-rated fitness-friendly rentals in Winter Park
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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.

Modern Lake view Condo 1 mile from Disney
You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

Enchanted Villa with Lake View 6-Bedroom in Resort
In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

2-Bedroom Renovated Lakeside Condo Near Disney
This large lakeside renovated (July 2023) condo is close to all theme parks and is a short walk to restaurants and an outlet mall. Enjoy our two main pools (with tiki bar and hot tub) and poolside recliners. Condo includes: large private balcony; laundry; two full bathrooms; master king bed/ensuite; second bedroom with XL twin beds and a bunk bed nook for kids; 55-inch Samsung smart TV in living area and Amazon Fire TVs in each bedroom. Bunkbeds are for children only (ages 12 and under).

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!

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!

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

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!!!

Spacious 2BR Apt in Resort 10 min from Disney
Featuring comfortable, family-friendly amenities, this property provides relaxation in a peaceful, wooded setting while being close to all the major area theme parks. Enjoy the outdoor swimming pool or stay active at the fitness center and tennis courts. Families will appreciate the playground and children's pool. Additional conveniences such as a bar, free Wi-Fi, and free parking ensure this property is your home away from home near Orlando's famous theme parks.

DTO Sunset View Free Parking-15 Min From Universal
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)

2/2 PentHouse Downtown Orlando
This fully furnished 2/2 Penthouse, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedrooms come with King beds. Our kitchen comes with pots, pans, plates and silverware, and has a FREE Nespresso for your morning wake up! We have our laundry machines in-house and yes, you can use them.

2Bedroom Haven Close to Parks KingBed PetFriendly
Welcome to our Modern 2-Bedroom, 2-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. Sleeps 8 people! The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.
Popular amenities for Winter Park fitness-friendly rentals
Fitness-friendly apartment rentals

2 Bd/ 2 Ba Sleeps 6! Storey Lake (3191-405)

Cozy Apartment Close to Disney

Epic stay at Vista Cay!

BEST Views~2B2B~Universal~Disney

Beach Heaven minutes from Disney

Top-Floor Lakeview Condo at Vista Cay Resort

Carmen Romantic Studio W/Private Beautiful Terrace

3161-401 Resort Lake View Disney Universal Orlando
Fitness-friendly condo rentals

A luxurious living just 15 min/Disney!

Lovely ❤️ Beach style Apt near Disney & Universal

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Magically Close to Disney- Serene LakeView Condo

Vista Cay 3 Bedrooms Theme Parks Convention Center

Lakefront Studio •Private Terrace• near Universal

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

[Lake View, Modern Decor, 1 Mile to Disney!]
Fitness-friendly house rentals

Cozy Getaway | Game Garage + Fenced Backyard +more

Game Room/HeatedPool/Piano Upscale Waterfront Home

Comfy Family Villa|5min->Disney!

"Vista Lago"Hotel Amenities/lake view,private pool

Disney/Epic Home•Heated Pool/Spa•Arcade•Gated•4BR

Stunning 6BR Lakeview at Storey Lake Disney - 2929

Sunny Family Fun Home @ Disney and Universal!

* Luxury Pool * Hot Tub * 86 Inch TV *
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,261 GYD | G$36,797 GYD | G$39,097 GYD | G$39,724 GYD | G$35,125 GYD | G$24,462 GYD | G$24,462 GYD | G$33,243 GYD | G$32,198 GYD | G$24,880 GYD | G$30,525 GYD | G$37,634 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
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- Family-friendly rentals Winter Park
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- Rentals with a hot tub Winter Park
- Apartment rentals Winter Park
- Fitness-friendly rentals Orange County
- Fitness-friendly rentals Florida
- Fitness-friendly rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Ocean Center
- Orlando / Kissimmee KOA
- Discovery Cove
- Daytona Beach Bandshell
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- Things to do Winter Park
- Things to do Orange County
- Nature and outdoors Orange County
- Art and culture Orange County
- Food and drink Orange County
- Sports activities Orange County
- Things to do Florida
- Tours Florida
- Sports activities Florida
- Sightseeing Florida
- Wellness Florida
- Food and drink Florida
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- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
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