Holiday rentals with a pool in Sonoma

A spacious backyard features a seasonal pool, surrounded by a tiled deck. Comfortable seating arrangements include several adirondack chairs around a fire table. A dining table is set nearby, offering an inviting space for outdoor meals. Lush greenery adds a touch of privacy.

4.99 out of 5 average rating, 271 reviews

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.

4.93 out of 5 average rating, 339 reviews

A serene pool area is surrounded by lush greenery, featuring palm trees and a vineyard backdrop. Multiple lounge chairs are scattered around the pool, accompanied by vibrant red umbrellas. The stone patio is lined with colorful flowering plants, creating a tranquil outdoor space.

Cottage in Sonoma

Arches - Olive Grove Cottage

Relax in the best possible location that our charming Sonoma Valley has to offer. It's peaceful, beautiful and convenient (walking distance even) to wineries, hiking trails, horseback riding, dining and the town Plaza. If this unit is booked, try our other unit: Arches Vineyard View on AirBnb. https://www.airbnb.com/h/archesview. Pets are welcome SUBJECT TO PRIOR APPROVAL, for a fee along with house rules, so long as the guest assumes 100% responsibility for damage, disruption and liability.

A serene outdoor area features a clear swimming pool surrounded by well-maintained grass. Two chaise lounges with neutral cushions are positioned under large umbrellas, providing shade. The backdrop includes a dining table set for six and a cozy cottage, complemented by a vibrant sunset sky.

4.95 out of 5 average rating, 104 reviews

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

A modern kitchen features a spacious island with three woven bar stools. Hexagon-tiled walls in a soothing grey tone complement open shelving displaying dishware. Large windows allow natural light to fill the space, with greenery visible outside.

4.95 out of 5 average rating, 131 reviews

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

4.99 out of 5 average rating, 275 reviews

A serene outdoor space features a sparkling saltwater pool surrounded by lush greenery and colorful landscaping. A cozy cottage is positioned in the background, with a gray roof and welcoming entrance. Comfortable lounge chairs are arranged neatly beside the pool, inviting relaxation.

Cottage in Kenwood

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

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

4.99 out of 5 average rating, 215 reviews

Vineyard-House Escape in Sonoma Wine Country

Property is managed by Inspired in Sonoma. Gather your group and enjoy a stunning wine-country home just 5 minutes from downtown Sonoma. This 3 bedroom ensemble includes a main house + guest cottage, pool, hot tub, fire pit, lightning fast Wi-Fi, Sonos Indoor/Outdoor sound system and gas fireplace — perfect for lively group days and quiet restful nights. Surrounded by vineyards, yet close to dining and town, this distinctive retreat invites you to indulge in togetherness, and rejuvenation

The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.

4.97 out of 5 average rating, 112 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

A spacious saltwater pool is surrounded by trees, offering a serene view of the landscape. Ten pool loungers are arranged alongside the pool, while an outdoor dining area is visible in the background, ideal for gathering and enjoying meals.

4.88 out of 5 average rating, 104 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!

4.99 out of 5 average rating, 259 reviews

Guest house in Sonoma

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!

4.95 out of 5 average rating, 207 reviews

The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.

Villa in Napa

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. This rustic 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 and several outdoor living spaces. 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!

4.92 out of 5 average rating, 341 reviews

A tranquil pool reflects the vibrant hues of a sunset, bordered by lush greenery and palm trees. Comfortable seating areas are visible under shaded structures, enhancing an inviting outdoor space surrounded by colorful landscaping.

Guest house in Sonoma

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.

A Mediterranean-inspired house is set amidst lush gardens and rolling hills. The round swimming pool is surrounded by colorful landscaping and lounge chairs, inviting relaxation. The exterior features warm stucco walls and a tiled roof, showcasing a harmonious blend with the natural surroundings.

4.99 out of 5 average rating, 141 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

Popular amenities for Sonoma rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The living room features a muted green accent wall and a large flat-screen TV mounted above a dark wooden sideboard. A gray sofa and two yellow accent chairs are positioned around a wooden coffee table, which is topped with magazines. Natural light filters through plantation shutters.

4.93 out of 5 average rating, 279 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

4.92 out of 5 average rating, 113 reviews

Family Fun in Glen Ellen: Pool, Hot Tub & Views!

5.0 out of 5 average rating, 726 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

Eco Luxury Private Sanctuary / The Farmhouse Oasis

A serene infinity pool extends towards the horizon, bordered by lush greenery. Eight lounge chairs, with two umbrellas, face the pool, inviting relaxation. A wooden structure sits in the background, along with a staircase leading to the home, all under a soft, pastel sky.

4.93 out of 5 average rating, 149 reviews

Farpoint: Heated Infinity Pool, Mountain Views

An inviting outdoor space features a large pool with an integrated jacuzzi and a baja shelf. Sun loungers and umbrellas are positioned around the pool, while a shaded dining area is visible, surrounded by vibrant greenery and palm trees.

4.99 out of 5 average rating, 270 reviews

Quiet Mid Century Sonoma with Pool/Spa

A beautifully landscaped garden features a pathway bordered by gravel and decorative plants. White wicker chairs surround a small table, inviting relaxation. The wooden deck and spa pool are visible in the background, complementing the modern home adorned with solar panels.

4.91 out of 5 average rating, 217 reviews

Luxury home, heated spa tub, walk to restaurants

4.92 out of 5 average rating, 135 reviews

A spacious outdoor area features a large pool surrounded by natural stone walls. Comfortable lounge chairs are positioned for relaxation, and green umbrellas provide shade. Lush landscaping enhances the serene environment, with trees and plants framing the scene.

Home in Sebastopol

Private Resort with Pool, Pool House, View and Spa

4.97 out of 5 average rating, 236 reviews

Wine Country Retreat | Pool, Hot Tub + Vibes

Apartment rentals with a pool

4.99 out of 5 average rating, 551 reviews

Silverado! Luxe King Suite Mountain View Balcony

A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.

4.99 out of 5 average rating, 273 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

The outdoor pool area is surrounded by well-maintained gardens featuring a variety of flowers. Comfortable lounge chairs and tables are positioned around the pool, offering relaxation options. Towering trees and greenery provide a serene backdrop under a clear blue sky.

4.95 out of 5 average rating, 218 reviews

Silverado Resort Condo with Pool

A spacious living area is presented with a large leather sofa adorned with decorative pillows. A round coffee table sits in front, and light is provided by stylish wall sconces. Natural elements are highlighted with a nearby plant and neutral-colored rug.

4.98 out of 5 average rating, 235 reviews

Pool View Retreat at Silverado Resort 10 min to DT

A cozy dining area featuring a rustic wooden table set for six, complemented by soft white upholstered chairs. A stone fireplace provides warmth, while a modern television is mounted on the wall. Natural light flows in through large sliding doors, leading to an outdoor space.

4.99 out of 5 average rating, 104 reviews

Fairway Escape | BBQ | Firepit | Golf Course View

A comfortable living area showcases a dark sofa paired with colorful accent pillows. A glass coffee table sits in front of the sofa, with a painting displayed above. Natural light fills the space through sliding glass doors leading to a private patio, enhancing the inviting ambiance.

4.9 out of 5 average rating, 107 reviews

Silverado Resort - Private 3 Bedroom, 2 Bath Condo

The open-concept kitchen features modern appliances, including a microwave and oven, complemented by a large island with seating. Natural light floods the space, which seamlessly connects to the living area, revealing views of the outdoor patio through oversized windows.

4.94 out of 5 average rating, 154 reviews

Fairways Silverado Golf and Country

A calm swimming pool area is surrounded by trees and lounge chairs, creating a peaceful retreat. An umbrella provides shade for relaxation, while the water's gentle turquoise hue reflects the greenery above. The pool area is enclosed by a low fence, enhancing privacy.

4.87 out of 5 average rating, 258 reviews

♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries

Other holiday rentals with a pool

4.93 out of 5 average rating, 130 reviews

A solar-heated pool is set within a spacious patio of brick pavers. Two white lounge chairs sit beside the pool, accompanied by large umbrellas providing shade. Lush greenery and a wooden fence are visible in the background, enhancing the serene atmosphere.

Cottage in Sonoma

Farm Cottage With Private Pool

4.98 out of 5 average rating, 54 reviews

La Cava -Valley of the Moon

4.95 out of 5 average rating, 85 reviews

Casa La Paloma Steps from Plaza with Pool and Spa

Superhost

Home in Kenwood

Kenwood Villa - 3BD, Pool, Spa, Sport Court

5.0 out of 5 average rating, 4 reviews

4.97 out of 5 average rating, 61 reviews

Napa Sonoma Airstream with Pool (New)

4.91 out of 5 average rating, 34 reviews

Farm stay in Sonoma

Serene Sonoma Estate - Luxury Farmhouse | Pool

A tranquil outdoor area features a clear swimming pool surrounded by beige lounge chairs. Two umbrellas provide shade beside the water. The pool house is visible in the background, along with sections of the main house, all set against a backdrop of lush greenery.

4.99 out of 5 average rating, 87 reviews

Charming 1912 Sonoma Bungalow w/ Pool!