
Vacation rentals with a pool in Santa Rosa
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Santa Rosa

Total vacation rentals
Explore 120 vacation rentals in Santa Rosa

Nightly prices starting at
Santa Rosa vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 7,090 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Santa Rosa vacation rentals include wi-fi 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!
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.
4.93 out of 5 average rating, 149 reviews
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.
4.98 out of 5 average rating, 137 reviews
Vineyard Haven: Pool, Hot Tub & Wine Country Charm
Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.
4.97 out of 5 average rating, 120 reviews
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.
4.98 out of 5 average rating, 219 reviews
Pool & garden getaway in beautiful Sonoma Valley!
Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath
4.99 out of 5 average rating, 275 reviews
Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101
4.97 out of 5 average rating, 112 reviews
Haven: 5 King Bedrooms, Heated Pool and Hot Tub
This luxury home is perched among the trees with expansive views of wine country. Play on the enormous deck that includes outdoor dining, saltwater pool (gas heated all-year), 10 loungers, and the largest hot tub on the market. Relax in the social kitchen+dining room or large, bi-level living room. Incredible location: Safeway and many restaurants- 5 min, famous wineries in Healdsburg, Kenwood, Glen Ellen - 15-20 min, hiking/biking - 10 min. Everything for an unforgettable vacation!
4.88 out of 5 average rating, 104 reviews
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.
4.89 out of 5 average rating, 248 reviews
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
5.0 out of 5 average rating, 726 reviews
Wine Country Retreat | Pool, Hot Tub + Vibes
Summer-ready backyard + hot tub | Close to wineries 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
4.97 out of 5 average rating, 236 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.
4.92 out of 5 average rating, 135 reviews
Wine Country Luxury Retreat - Pool Sauna Spa Views
Welcome to Sonoma Valley Retreat! The Luxury Mediterranean-inspired resort style house in the middle of a world-class wine country. 3600 Square feet House is located in the world-famous Sonoma Valley and is perfect for all your vacation needs. It's where style and sophistication meets entertainment and fun. Enjoy stunning outdoor amenities; one of a kind round soaking pool private pool with spa, pine wood sauna and breathtaking garden, mountain views
4.99 out of 5 average rating, 141 reviewsPopular amenities for Santa Rosa rentals with a pool
House rentals with a pool

Artsy, Vintage, Swmmng Pool, Close to Everything!
4.83 out of 5 average rating, 102 reviews
Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres
4.9 out of 5 average rating, 129 reviews
Gorgeous Sonoma retreat (with pickleball!)
4.94 out of 5 average rating, 213 reviews
Serene Wine Country Haven with Pool & Hot Tub
4.89 out of 5 average rating, 103 reviews
Gma's Ranch House | Nostalgic Charm, Surreal Views
4.88 out of 5 average rating, 133 reviews
Modern wine country stunner with pool & pickleball
4.95 out of 5 average rating, 131 reviews
Large Charming Home Surrounded by a Vineyard
4.97 out of 5 average rating, 167 reviews
Historic Home; Walk to Cyrus, Diavola, Catelli's
4.98 out of 5 average rating, 121 reviewsCondo rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony
4.99 out of 5 average rating, 552 reviews
Chic 1 BR Condo Par Excellence at Silverado Resort
4.99 out of 5 average rating, 273 reviews
Fairways Silverado Golf and Country
4.94 out of 5 average rating, 154 reviews
Pool View Retreat at Silverado Resort 10 min to DT
4.98 out of 5 average rating, 235 reviews
Fairway Escape | BBQ | Firepit | Golf Course View
4.99 out of 5 average rating, 104 reviews
Resort Living w/ Pools - 2 Bdm Condo Slps 6
4.92 out of 5 average rating, 106 reviews
Silverado Resort Condo with Pool
4.95 out of 5 average rating, 218 reviews
Silverado Resort - Private 3 Bedroom, 2 Bath Condo
4.9 out of 5 average rating, 107 reviewsOther vacation rentals with a pool

Sonoma Mountain Retreat
4.95 out of 5 average rating, 188 reviews
Tranquil Private Cottage / Pool-house
4.85 out of 5 average rating, 123 reviews
An Italian Villa in the heart of Napa Valley!
4.95 out of 5 average rating, 207 reviews
Wine Country Retreat w/ Private Pool - Sleeps 8
4.87 out of 5 average rating, 55 reviews
Luxury Container Home w Infinity Pool + 360 Views
4.97 out of 5 average rating, 77 reviews
Wine‑Country Luxe: Pool, Fireplace & Deck Views
4.73 out of 5 average rating, 92 reviews
Tranquil Pool Villa with Mountain View
4.82 out of 5 average rating, 22 reviews
Spacious 3-Bedroom Retreat in Santa Rosa
5.0 out of 5 average rating, 16 reviewsWhen is the best time to visit Santa Rosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €302 | €305 | €311 | €392 | €399 | €461 | €398 | €363 | €337 | €381 | €424 | €315 |
| 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 |
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