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

Tropical Oasis with Pool & Hot Tub 30min to Sonoma
This tropical oasis is located right in the heart of wine country, featuring 4 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, waterfall with a fire pit, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Anadell State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.

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.

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.

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food
Escape to our cozy Mid-Century Modern home in the heart of Sonoma Wine Country. A 10 min drive to some of the best wineries in the world! Relax in the large pool & hot tub, grill on the Traeger for BBQ dinners + pets are welcome! Walking distance to Howarth Park, Spring Lake, in the neighborhood of Annadel State Park for hiking & biking. One block from Montgomery Village, full of boutique shops & Wine-Country restaurants. A 20 minute drive to Sonoma, & near Healdsburg, Kenwood + Bodega Bay.

Happy House Getaway - Pool, Hot Tub & Wine Country
Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

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 cleaning protocols

2 Wine Country Gem 2 Bedroom Upstairs
Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Heated pool & Hot tub! Close to Sonoma & Calistoga
This home is the perfect wine country get away! It features a beautiful backyard w/ a heated pool year round!! It also has a fire pit and dining table for you to enjoy the California weather durning your stay. Inside there is a large family room, updated kitchen and 4 spacious bedrooms. It is perfectly located only minutes from Hwy. 12 (valley of the moon) that takes you right into Sonoma. Or you can travel 20 min in the other direction to Calistoga and the Napa valley!

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.

BungalowTerrace-HotTub/Arcade/MassageChair/Gym
Welcome to the Bungalow Terrace! Step away into a magical journey full of life & color. A living 1950's Fairytale tucked high above the Redwoods. A place to dream peacefully, Live by the sun & Love by the moon. Designed for couples/families and any and all looking to treat themselves somewhere over the rainbow. The Bungalow Terrace is a sanctuary of magic, fun, and tranquility that will provide memories for a lifetime.

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
WE’RE CELEBRATING 11 YEARS HOSTING. We hatched The BIRDHOUSE in 2014. The BIRDHOUSE is an unique experience of country life. Airbnb offers you an opportunity to stay in a private house in our little slice of heaven. We are blessed with exceptional rural beauty and serenity on our FancyNest Farm. People LOVE it here. Check the REVIEW SECTION. Our guests share their experiences way better than we ever could.

Vineyard Farmhouse w/ Pool & Mt. Helena Views
Private vineyard farmhouse with brand-new pool and panoramic Mt. Helena views. Set among the vines just 15 minutes from Calistoga, this recently styled retreat blends wine country charm with modern comfort. Unwind poolside by day, gather under the globe lights at night, and experience Napa Valley from your own secluded perch.
Popular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Modern mid-century-inspired, Deer Ranch

Sonoma Ranch, private pool on 7 acres!

Eclectic Hideaway with Backyard Pool & Hot Tub

STAY AWHiLE Hot Tub Walk 2 Guerneville Yard

MidCentury Modern Wine Country Private Pool & Spa

Silverado Napa Remodeled 3 bed 2 bath

Beautiful 4 Bedroom Hillside Retreat
Apartment rentals with a pool

Silverado Resort Dual Suite golf course villa

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Romantic Luxurious Resort in Napa Valley, Sleeps 4

Casa Vina at Silverado Resort and Spa | Fireplace

Spring Stay at Silverado | King 1BR

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience
Other holiday rentals with a pool

Wine Country Retreat w/ Private Pool - Sleeps 8

Luxury Container Home w Infinity Pool + 360 Views

Stunning Villa in the Heart of Sonoma County

Terra Sana~Luxury & nature create a restful escape

4Bd Wine Country Vineyard Retreat +Pool +Hot Tub

Tranquil Pool Villa with Mountain View

Wolf Ridge Sonoma Mountain Retreat

Spacious 3-Bedroom Retreat in Santa Rosa
When is the best time to visit Santa Rosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £237 | £238 | £268 | £263 | £313 | £298 | £341 | £310 | £288 | £326 | £362 | £269 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about holiday rentals with a pool in Santa Rosa

Total holiday rentals
Explore 130 holiday rentals in Santa Rosa

Nightly prices starting at
Santa Rosa holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 7,480 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Santa Rosa holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Rosa rentals

4.9 Average rating
Santa Rosa stays are highly rated by guests – averaging 4.9 out of 5!
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- Moscone Center
- Golden Gate Park
- Oracle Park
- Lake Berryessa
- Muir Woods National Monument
- Golden Gate Bridge
- Twin Peaks
- Pier 39
- Six Flags Discovery Kingdom
- University of California-Berkeley
- Palace of Fine Arts
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