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

Luxe WineCountry getaway with Pool, hottub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool, hot tub and bocce. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

Farm Cottage With Private Pool
*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

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.

Vineyard Home • Steps to Tastings • Press Pick
WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready fully stocked kitchen -Helpful host—quick responsive communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

Modern wine country stunner!
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

An Italian Villa in the heart of Napa Valley!
Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Welcome to Sonoma Valley Villa, your one-of-a-kind wine country oasis in Kenwood. The newly built gated villa overlooking vineyards features all the luxury amenities of a five-star resort. → Year-round heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Vineyard views for miles → Outdoor kitchen and dining → Chef's kitchen with everything for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Walking distance to Kenwood wineries.

707 BARREL LOUNGE Cottage
LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

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

Vineyard-House Escape in Sonoma Wine Country
Gather your group and experience a stunning wine-country home just 5 minutes from vibrant downtown Sonoma. This 3 bedroom ensemble includes a main house + guest cottage, multiple outdoor lounges, hot tub, fire pit and pool, gas fireplace — perfect for lively group days and quiet restful nights. Surrounded by vineyards, yet just minutes to wineries, dining and town, this distinctive retreat invites you to book now and indulge in togetherness, adventure, and rejuvenation.

Romantic Tropical Garden Casita
As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.

Wine Country Gem - Sonoma Cottage with Pool Oasis
Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N
Popular amenities for Sonoma rentals with a pool
House rentals with a pool

Luxury home, hot tub/spa pool, walk to restaurants

Sonoma Country Club Wine Country w/ pool

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

Serene Wine Country Retreat with Pool & Hot Tub

MCM Waterfront Pool/Hot Tub between SF and Napa

Happy House Getaway - Pool, Hot Tub & Wine Country

Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres

The Deer Retreat – Privacy and Comfort
Apartment rentals with a pool

Silverado Resort Dual Suite golf course villa

Silverado! Luxe 1BR King Suite This View! Balcony

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Chic Retreat in Napa: Pool Access, Kitchen, Patio

Fairways Silverado Golf and Country

Your wine and wellness retreat at Silverado Resort

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

Enjoy autumn and beyond in beautiful Sonoma Valley

1 BR suite in Rock & Roll History

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Mountain View Retreat

Glen Ellen Gem-2 Bed/2 Bath Oasis + Stunning Pool

Private Oasis Btwn SF, Napa. Big Views + Pool!

La Cava -Valley of the Moon

The Carriage House – Pool, Hot Tub & Pickle Ball
When is the best time to visit Sonoma?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $773 SGD | $777 SGD | $796 SGD | $887 SGD | $1,127 SGD | $1,050 SGD | $1,015 SGD | $976 SGD | $1,000 SGD | $1,055 SGD | $900 SGD | $852 SGD |
| Avg. temp | 10°C | 12°C | 14°C | 16°C | 19°C | 21°C | 23°C | 23°C | 22°C | 19°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Sonoma

Total holiday rentals
Explore 40 holiday rentals in Sonoma

Nightly prices starting at
Sonoma holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 3,620 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Sonoma holiday rentals include wifi access

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

4.9 Average rating
Sonoma stays are highly rated by guests – averaging 4.9 out of 5!
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