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Fitness-friendly vacation rentals in Windsor

Find and book unique fitness-friendly rentals on Airbnb

Quick stats about vacation rentals that are fitness-friendly in Windsor

  • Total vacation rentals

    Explore 260 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$10,449 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Windsor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor rentals

  • 4.9 Average rating

    Windsor stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated fitness-friendly rentals in Windsor

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A large swimming pool is surrounded by a spacious patio area, featuring numerous lounge chairs arranged neatly under shaded umbrellas. Lush greenery and residential buildings are visible in the background under a clear blue sky.
Apartment in Windsor
5 out of 5 average rating, 7 reviews

Wine Country 2 Bedroom Sleeps 6!

Your request will be declined if you request to book BEFORE clicking "message host" to confirm that this unit is available. Some airbnbs are "instant book" but this one is not. This means your booking is not confirmed until we go through a quick checklist to make sure it's a great fit for you! This is a professionally managed resort (Wyndham) featuring 2 bd and 2 bathrooms with either 3 or 4 beds. Lots of cool amenities including BBQ grills, pools, hot tubs, gym, game room and a spa on site!

Top guest favorite
Two turquoise chairs are positioned near a serene creek, surrounded by lush greenery. The water reflects the surrounding trees, creating a calm and tranquil atmosphere. A wooden deck of a nearby cabin is visible above, adding to the natural setting.
Cottage in Glen Ellen
4.92 out of 5 average rating, 146 reviews

Cozy Sonoma Creekside Escape: Couples Retreat

Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

Top guest favorite
Home in Sebastopol
4.97 out of 5 average rating, 327 reviews

Vino & Views, Artisan Hues |Spa, Eggs & Equine Too

A boutique farm retreat, elevated and rare, with concrete floors and artisan care. Rainbow eggs greet you when you arrive, alongside rich coffee and wide-open sky. Horses roam pastures just beyond the glass, a private hot tub, and room to relax. Barn doors glide, natural light pours, a curated escape with thoughtful decor. Designed for rest, crafted with style, luxury that greets you with a wine country smile. Slow down, settle in, savor the stay -this is where comfort meets your unique getaway!

Top guest favorite
Home in Sonoma
4.94 out of 5 average rating, 172 reviews

Sonoma Paradise- Yoga Room

Escape to your private hilltop retreat with sweeping mountain views—just 3 miles from Sonoma Plaza. Tucked behind a gated entry, this peaceful wine country hideaway blends comfort, charm, and thoughtful luxury. Wake up to golden hillside views, sip coffee on sunlit decks, and unwind under the stars after a day of wine tasting & exploring. With 2 king bedrooms, a cozy pull-out sofa, and curated amenities throughout, this home is designed for slow mornings, restful nights, and memorable moments.

Superhost
A charming white house nestled among lush greenery, featuring a spacious deck and railing made of warm wood. Large windows invite natural light, and decorative wooden barrels add rustic charm to the outdoor area. The path is lined with pebbles, leading to the entrance.
Cottage in Forestville
4.9 out of 5 average rating, 135 reviews

Private Wine Country Bungalow! Sunny Treetop Views

Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Top guest favorite
A shaded outdoor lounging area is framed by vibrant orange flowers, featuring a covered seating arrangement surrounding a central table. The stone-accented pool reflects the natural greenery, creating a serene environment for relaxation.
Guest suite in Santa Rosa
4.99 out of 5 average rating, 193 reviews

Wine Country Retreat w Pool & Spa-1 Acre Grounds

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up hwy 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in an upscale, quiet, peaceful neighborhood.

Top guest favorite
A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.
Apartment in Santa Rosa
4.92 out of 5 average rating, 305 reviews

Getaway At The Grove- 1,400 sq ft unit

Located in the heart of Sonoma Valley is a historic property on 1.11 acres that boasts several gardens and an olive orchard. The 1,400 sq ft unit is located directly below the host's main residence and features a large bedroom, bathroom, and living room with a wet bar, fridge, microwave, Nespresso coffeemaker and water kettle. It is also equipped with WiFi & AC/heating. The property is located across the street from beautiful St. Francis Winery and hiking trails at Hood Mountain Regional Park.

Top guest favorite
The exterior of a modern farmhouse is framed by towering redwood trees. The home features a light blue facade, a spacious front porch with decorative railings, and large windows that provide a view of the surroundings. A gravel pathway leads to the entryway.
Home in Guerneville
4.99 out of 5 average rating, 153 reviews

Bluebird's Burrow~ EV Charging|Hot Tub| Firepit

NEW! EV charging available! Awaken to crisp mornings nestled in the redwood forests with access to your private hot tub. Float the Russian River and relish award-winning wineries in Sonoma County. Upon returning, dine alfresco on the sundeck featuring a BBQ, firepit, and patio seating with cantilever umbrella. This newly renovated, modern farmhouse home will excite you boasting luxurious amenities including marble fireplace, game room with billiards, ping pong, and retro video game console.

Guest favorite
A charming three-story building is situated amidst lush green landscaping, featuring several balconies on each floor. Well-kept lawns and shrubs create a welcoming outdoor area, enhancing the inviting ambiance of the resort. A clear blue sky adds to the serene setting.
Townhouse in Windsor
4.92 out of 5 average rating, 74 reviews

Wine and Golf Paradise in Windsor, CA (#2)

The WorldMark-Windsor is a timeshare resort located within the Russian River Valley. It is one of California's most beautiful wine regions. The name on the reservation must be the person checking in at the front desk. You must be at least 21 years old to check in. Wifi is available for an additional fee. The resort charges and collects the fee. If your check-in date is on a Friday there may be a delay in getting your room as there is a large volume of guests checking in on Fridays.

Guest favorite
A spacious outdoor area features a large pool surrounded by natural stone walls. Comfortable lounge chairs are positioned for relaxation, and green umbrellas provide shade. Lush landscaping enhances the serene environment, with trees and plants framing the scene.
Home in Sebastopol
4.92 out of 5 average rating, 130 reviews

Private Resort with Pool, Pool House, View and Spa

This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

Guest favorite
A three-story building is seen with a colorful facade displaying verdant green, red, and yellow hues, surrounded by trees. The outdoor pool area features lounge chairs along the water's edge, illuminated against a night sky. The interior image shows a kitchen with wooden cabinets and dining space.
Apartment in Windsor
4.87 out of 5 average rating, 196 reviews

Windsor 2 Bed/2 Bath Condo ~ Pool ~ Hot Tub ~ Gym

**Condo: 1,023 square feet 2 bedroom/2 bath- King size bed in the master bedroom, two twin beds in the 2nd bedroom (can be put together to make a king), and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer and dryer and a private terrace with gas barbecue. Maximum occupancy is six. *** twin beds in 2nd bedroom can be put together to make a king size bed. Please request in advance.

Guest favorite
A well-appointed bedroom features a spacious bed with a neutral-colored headboard. A decorative pillow rests at the center of the bed. Two bedside tables with lamps are positioned beside the bed, and a window allows natural light to brighten the room.
Condo in Windsor
4.89 out of 5 average rating, 57 reviews

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

**New for 2026: zero housekeeping fees, just great stays.** Make this spacious condo in beautiful Sonoma Wine Country your home base. This two bedroom / two bath condo is well appointed with everything you’ll need to have a memorable getaway. Just minutes from Sonoma County’s world-class wineries, restaurants, shopping, and outdoor adventures. Guests have full access to all resort amenities including pools, spas, and on-site recreation areas.

Popular amenities for Windsor fitness-friendly rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,768 GYDG$46,813 GYDG$43,678 GYDG$40,543 GYDG$39,916 GYDG$44,932 GYDG$41,588 GYDG$39,707 GYDG$39,707 GYDG$41,170 GYDG$43,051 GYDG$45,141 GYD
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