
Vacation rentals with a pool in Sonoma County
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Top-rated rentals with a pool in Sonoma County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sonoma Valley Vacation Home with Seasonal Pool
Gather indoors and outside at our Sonoma Valley rancher with tons of amenities! Inside, find a comfortable modern interior with 3 private bedrooms, office room with twin daybed, 2 full baths, large dining table, a fully equipped kitchen and breakfast/bar table. The backyard has a large pool (seasonal), gas bbq, fire table, seats and dining table. Minutes by car to Sonoma Square, Glen Ellen, wineries, hiking trails, spas, shopping and dining. Blocks to a park, cafe & two local favorite eateries.
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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.
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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.
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Sonoma Family Cottage with Pool & Hot Tub
Property is managed by Inspired in Sonoma. Family-friendly 2-bed, 1-bath Sonoma cottage with a heated saltwater pool, heated for $75 a day (November-March) with a two night minimum. six person hot tub, and firepit. Accommodates up to six Guests with sleeper sofa and junior bunk beds. Close to Sonoma Square, wineries, restaurants, and Napa. Perfect for families or small groups seeking a budget-friendly Wine Country retreat. Book now to enjoy unforgettable Sonoma adventures! Permit # ZPE15-0206
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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!
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Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub
3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.
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5-Bedroom Creekside Wine Country Retreat
Welcome to our spacious and luxurious 5-bedroom, 3-bathroom home in the heart of Sonoma County's Wine Country! With a sparkling pool, relaxing spa, cozy fire pit, and stunning backyard, this impeccably designed home is the perfect vacation home for families or groups of friends looking to experience Wine Country in style. Our Creekside Retreat is located in one of Santa Rosa's most desirable neighborhoods - close to nature and just minutes away from the area's top destinations and attractions.
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Private 1+ acre, Bocce, Waterfall, Free Pool Heat
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.
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Modern wine country stunner with pool & pickleball
Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4481N
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Woodhawk Manor of Alexander Valley
Welcome to Woodhawk Manor! We have completed our remodel. Previous guests will now find en suite bathrooms for the four main bedrooms, plus a new tub in the master bath. Brand new hardwood floors adorn the home with freshly painted walls and ceilings to add to the charm. As of May 2024, an outdoor kitchen is available for you at the swimming pool. The property is now gated and fenced, giving you additional exclusivity on your special getaway. We invite you to come and stay at Woodhawk Manor
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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
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Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N
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Popular amenities for Sonoma County rentals with a pool
House rentals with a pool

Spacious 5 BR 3BA Pool EV Charger Group Getaway
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Casa Chiquita - Coziest in town!
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Serene Wine Country Retreat with Pool & Hot Tub
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Heated Pool, Hot Tub & Fire Pit in Wine Country
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Sonoma Sanctuary 6 bed Retreat with Pool & Spa
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Gma's Ranch House | Nostalgic Charm, Surreal Views
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Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres
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Vineyard Farmhouse w/ Pool & Mt. Helena Views
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Condo rentals with a pool

Resort Living w/ Pools - 2 Bdm Condo Slps 6
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Great Wine Country and Golfing Resort Getaway!
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2 Separate 3BR Apts with Resort Amenities
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Windsor, CA, 1 Bedroom #1
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Windsor, CA, 3-Bedroom #1
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Windsor Resort @ Russian River Valley-3-Bd Suite

WorldMark Windsor One-Bedroom Condo
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2Bdm Condo Windsor WM Resort#4
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Other vacation rentals with a pool

Pool & garden getaway in beautiful Sonoma Valley!
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Idyllic Sonoma Vineyard Farmhouse With Pool
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Historic Baker House available for the first time
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707 BARREL LOUNGE Cottage
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Wine Country Gem - Sonoma Cottage with Pool Oasis
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The Grove on Alexander Valley
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3 BR | Saltwater Pool | Spa | Walk to Wineries
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ALBA | A modern luxury retreat in Healdsburg
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- Lake Berryessa
- Jenner Beach
- Goat Rock Beach
- Bolinas Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Point Reyes National Seashore
- Limantour Beach
- Safari West
- Iron Horse Vineyards
- Jack London State Historic Park
- V. Sattui Winery
- Sonoma Coast State Park
- Lawsons Landing
- Charles M. Schulz Museum
- Trione-Annadel State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Harbin Hot Springs
- Salt Point State Park
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Sonoma State University
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