
Holiday rentals with a pool in Santa Rosa
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Top-rated rentals with a pool in Santa Rosa
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Farpoint: Heated Infinity Pool, Mountain Views
Nestled in the Mayacamas mountains, this elevated home offers a peaceful and luxurious retreat in the center of Sonoma wine country. The large infinity pool - gas-heated all year - perches over the magnificent view. Inside, the living room and dining room are furnished to comfortably seat 12 adults. A pool table, ping pong, three dining tables, 75" 4K TV, and large hot tub provide endless options. Hiking trails surround the house. Grocery stores and farmer’s markets are less than 8 minutes away.

Wine Country Retreat- Privacy-Spa/Pool/Games
Take it easy at this unique & tranquil getaway in the middle of wine country! Feel worlds away but just minutes to world-class wineries, restaurants & shopping. Enjoy your own private pool, spa & game room. The large private property is perfect for your family getaway, couples retreat, or those looking for their own slice of heaven with thoughtful amenities. You'll want to come back year after year! Separate 1/1 guest house not included in price but available upon request at time of booking.

Award-Winning Forest Getaway: @thesearanchhouse
**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Wildwood Retreat and Pool
The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Pacific Gardens Retreat
Enjoy a tranquil art filled garden escape at our pet friendly home! Whether you are soaking in the hot tub after a day of wine tasting or having dinner with friends this indoor/outdoor living retreat will leave you feeling relaxed. Well stocked kitchen, fast wifi and walking distance to downtown. Great restaurants and breweries nearby. Well behaved non destructive pets are welcome in this home. It may not be a fit if you have severe allergies though we do our best to clean very thoroughly.

Private 1+ acre, Bocce, New Heated Pool & Hot Tub
With over 1 acre of flat wooded land, this private gated country estate is still just a few minutes from conveniences like Whole Foods and Safeway. And with a full-size bocce court, pool table, and dining pavilion, you might not want to leave. Our new saltwater pool and spa are gas-heated to be comfortable all year, at no extra charge. A rock river and pool waterfall add to the sound of rushing water. The house is a few minutes from downtown, and within 20 minutes of the highlights of Sonoma.

Wine Country Opulent Villa-Brush Creek
Welcome to Brush Creek, a 20-minute drive from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers five unique bedrooms, including a regal King Master suite. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Our attentive staff handles all the chores while you can enjoy the complimentary gourmet coffee. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. SVR25-100

Sonoma Wine Country Estate Guest House
Are you intrigued by the historical 1917 Crane Canyon Estate in Sonoma Wine Country with the prohibition-era speakeasy and tales of grand Gatsby-like parties?... Or the incredible panoramic views of Sonoma Wine Country?... Or the generous hosts who'll happily point you to the best off-the-beaten-path Sonoma and Napa county treasures... (or just as happily stay out of your way ;) ?... TAKE A BREAK FROM LIFE. We are here to help you do that. ***We are UNABLE to accommodate SERVICE ANIMALS.

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict covid cleaning protocols

Sustainable Luxury Barn - Secluded Sonoma Retreat!
Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Happy House Getaway - Pool, Hot Tub & Wine Country
Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Design & Style with White Water View

Vineyard Vista, Modern Farmhouse Cottage with Pool

Historic 1880's Craftsman Style Home with Pool.

Modern mid-century-inspired, Deer Ranch

Sonoma Country Club Wine Country w/ pool

Vineyard House Pool Hot Tub by Inspired in Sonoma

When Only the BEST Will Do (True Ocean Bluff)

Luxury home (+ pool house) with views, pool & spa
Apartment rentals with a pool

Silverado! Luxe 1BR King Suite This View! Balcony

Charming Condo: King Bed, Pool Access, 2 Patios

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Elegant Napa Escape

Beautiful Premium Jr Suite, Silverado Resort & Spa
Other holiday rentals with a pool

Pool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.

4BR Luxury | Pool, Views & Wine Country

Sky View: Heated Pool & Hot Tub, 5 Acres

Farm Cottage With Private Pool

Sebastopol Retreat w/ Pool, Hot Tub, BBQ & Orchard

1 BR suite in Rock & Roll History

Best View Wine Country Oasis: Pool-Hot tub-Sauna

BungalowTerrace-HotTub/Arcade/MassageChair/Gym
Quick stats about holiday rentals with a pool in Santa Rosa
Total rentals
130 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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