
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 ﺩ.ﺇ 110 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.

10 min to Winter Park, Games, Gym, King bd, Coffee
Modern 3‑bed, 2 bath family retreat less than 30 minutes to Disney & Universal, 8 min to chic Winter Park. Spread out in the open‑plan living/dining, cook in the chef’s kitchen, binge board games or 1,000+ LEGO bricks, curl up with books, or crush a workout in the garage gym (rower, rack, bench, free weights). King suite + kids bunk w/ slide + queen sofa. Backyard play‑park, trampoline, swings, grill & shaded picnic. Fast Wi‑Fi, smart TV, espresso bar, parking. Ideal for families & work‑cations.

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.

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

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Fully Private 2B/2BA Home Near DT Orl & WP
Privacy, Comfort & Convenience is what this spacious 2-bedroom, 2- full bath townhome offers. It sleeps up to 6 guests (inl air bed). Enjoy a fully equipped spacious kitchen & dining area. Relax in the paved patio backyard. Located in a safe, quiet, walkable family-friendly neighborhood. You are 5 min. of College Park shops restaurants/shops, Dubsdread golf course, 10 min. from downtown Orlando, 25 min. to Universal Studios, 30 min. to Orlando International Airport, & 30 min. to Disney.

Cozy Getaway | Game Garage + Fenced Backyard +more
Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!

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!

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!!!

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.

Charming 2/1 Condo on a Lake in Winter Park
Prime location in Winter Park Florida. Walk to major restaurants and in walking distance of Publix, Trader Joe’s, Movie Theatre’s. Less than a mile from downtown historic Winter Park. Nestled on a Lake where you can Kayak or just sit and soak in the sunset views. This 800 sq ft. condo is a hidden gem. With a 30 day minimum we are set up for a home away from home. Perfect for single professionals or couples that just want to get away.
Popular amenities for Winter Park fitness-friendly rentals
Fitness-friendly apartment rentals

Beautiful 2 Bed 2 Bath Condo

Epic stay at Vista Cay!

BEST Views~2B2B~Universal~Disney

Carmen Romantic Studio W/Private Beautiful Terrace

Wizard-Themed Condo Near Universal

Cozy Condo Only 6 Minutes From Disney World

Welcome to The Comfy Cozy Place

Modern Luxury Stay | 20 min to Disney
Fitness-friendly condo rentals

Classy Disney Themed Condo with FREE shuttle!

Luxury Condo On I-Drive & One Mile from Universal

Stylish Condo 20 mins to Disney/King Bed

NUEVO APTO CON PARQUE DE AGUA Y CERCA DE DISNEY

Location,Location 3bd 2bth near parks conv.ct/Int.

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

Westgate Palace Resort 2 bedroom

Modern Lake view Condo 1 mile from Disney
Fitness-friendly house rentals

*Disney Home* Heated Priv Pool/Spa 7beds, Arcade!

Amazing 8Bdrms-5Bath/Game room/Pool

Spectacular Lake View - Game Room- Close to Disney

Cozy family home w/ heated pool 15 min. to Disney

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

Luxury Encore Pool Spa Pets Game Rm Theater Gym

* Luxury Pool * Hot Tub * 86 Inch TV *

Happy Place/ 18 Min to Disney/ Lakeview/ Pool/Park
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 672 | ﺩ.ﺇ 646 | ﺩ.ﺇ 687 | ﺩ.ﺇ 698 | ﺩ.ﺇ 617 | ﺩ.ﺇ 430 | ﺩ.ﺇ 430 | ﺩ.ﺇ 584 | ﺩ.ﺇ 566 | ﺩ.ﺇ 437 | ﺩ.ﺇ 536 | ﺩ.ﺇ 661 |
| 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 |
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- Fitness-friendly rentals Orange County
- Fitness-friendly rentals Florida
- Fitness-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Playalinda Beach
- Tinker Field
- Aquatica
- Things to do Winter Park
- Things to do Orange County
- Sightseeing Orange County
- Nature and outdoors Orange County
- Food and drink Orange County
- Sports activities Orange County
- Art and culture Orange County
- Entertainment Orange County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
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