Holiday rentals with a pool in Napa

4.96 out of 5 average rating, 198 reviews

A serene courtyard features a circular firepit surrounded by four wicker chairs, inviting relaxation. Sunlight filters through the trees, creating a warm ambiance. Lush greenery and a vineyard view extend beyond the enclosure, enhancing the tranquil outdoor space.

Guest suite in Napa

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa

Enjoy our vineyard view and a glass of wine by the firepit! Relax in our ONE BEDROOM SUITE, ON THE LOWER LEVEL OF OUR TRI-LEVEL HOME. Conveniently located in N. Napa, we're near Alston Park for hiking, wineries, places to eat & shop. Enjoy a fresh-baked BREAKFAST, a dip in the pool (heated mid-June to Sept), spa (year-round) & many places for relaxing. Our suite is well appointed with a comfortable bed, fine linens, duvet, robes & slippers. DRIVING SERVICES may be added to enhance your tours.

A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.

4.95 out of 5 average rating, 513 reviews

Luxe WineCountry getaway with Pool, hottub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Superhost

A serene infinity pool reflects vibrant sunset colors, with lounge chairs and umbrellas positioned nearby. The horizon displays a gradient of pinks and purples, creating a tranquil atmosphere against the backdrop of distant hills and valleys.

Home in Glen Ellen

4.89 out of 5 average rating, 140 reviews

Spectacular Sonoma: Views! Stars! Cielo.

Cielo is a modern, private 10 acre estate with 180 degree views of Sonoma Valley and miles of vineyards. See Sunsets and stars from the house, deck, hot tub and pool! Cielo is the perfect wine country retreat comfortably accommodating 8. Note: offering this beautiful property at nearly 50% off normal price, only 2 night min instead of 3, because Cavedale road suffered a mudslide. House accessible but adds 15 mins to drive. Arrive at this magical place, settle in and enjoy the bliss!

A modern living space is displayed with a sectional sofa adorned with decorative pillows. A rectangular coffee table is centered on a subtle area rug, while a round mirror adds depth to the room. The open layout connects to a kitchen area featuring sleek cabinetry and bar seating.

4.99 out of 5 average rating, 123 reviews

Serene 1 BR Condo at Silverado Resort

Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

The image showcases a spacious swimming pool surrounded by a manicured lawn and lounge chairs. Two stylish cabanas are positioned beside the pool. Lush trees are visible in the background, complementing the modern design of the home with solar panels on the roof.

4.97 out of 5 average rating, 103 reviews

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

4.96 out of 5 average rating, 181 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. 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!

5 out of 5 average rating, 682 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

**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

4.9 out of 5 average rating, 181 reviews

2 bed I Silverado Resort & Spa in Napa - Wine Town

Stay in the center of Napa Valley at this first class resort in a beautiful fully upgraded 2 bed (1 bed is a queen bed out of a sleeper sofa) 1 bath condo at Silverado Resort & Spa. Minutes from world class wineries and five star restaurants. Amenities include association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market all on the grounds for your use! Unwind at the end of each day on your own private balcony with views of the grounds and mountains.

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, 181 reviews

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.

4.99 out of 5 average rating, 100 reviews

Home in Glen Ellen

Camp Sonoma - A Mountain Wine Country Retreat

Located in the Mayacamas Mountains between Sonoma and Napa Valleys, Camp Sonoma is a 3 acre retreat with views north up Sonoma Valley. 55 miles from San Francisco, Camp Sonoma is a great wine country getaway. The village of Glen Ellen is a 15 minute drive, where you will find restaurants, bars, and our local food market & bakery. Sonoma Square is 10 miles & Yountville is 15 miles. Camp Sonoma is a 4 bedroom, 2 bath home, that accommodates up to 8 guests.

4.95 out of 5 average rating, 271 reviews

A modern cottage is set against a backdrop of vibrant landscaping, showcasing a large, clear salt-water pool. Various outdoor seating areas are visible, complemented by lush trees and greenery that enhance the serene environment.

Guesthouse in Sonoma

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

4.89 out of 5 average rating, 294 reviews

A serene view of a golf course is framed by large oak trees, showcasing lush green grass and a clear blue sky. The landscape features rolling hills and scattered trees, offering a tranquil outdoor space in the Napa Valley area.

Apartment in Napa

Immaculate 2 bd 2 bath at Silverado Country Club

Nestled among oak trees of the Silverado Resort, this secluded gated community boasts sweeping golf course views and spacious accommodations. Set among the rolling hills of Napa Valley’s wine country, our condo is newly renovated. As our guest(s), based on availability, enjoy a complimentary wine tasting at the Amizetta Winery and 10% off ER Sawyer Jewlers! Contact host immediately after booking your reservations.

Popular amenities for Napa rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 197 reviews

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.

Home in Glen Ellen

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

4.95 out of 5 average rating, 165 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

A spacious outdoor area features a sparkling heated pool surrounded by a well-maintained garden. Comfortable lounge chairs are positioned nearby, and a fire pit with seating is highlighted, creating an inviting space for relaxation. Vibrant trees provide a serene backdrop to the setting.

4.85 out of 5 average rating, 106 reviews

Sonoma Country Club Wine Country w/ pool

4.96 out of 5 average rating, 115 reviews

Home in Santa Rosa

Wine Country Retreat- Privacy-Spa/Pool/Games

4.91 out of 5 average rating, 120 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

Luxury home (+ pool house) with views, pool & spa

4.92 out of 5 average rating, 543 reviews

The image captures a calm pool area surrounded by palm trees under a clear blue sky. The reflection of the trees and deck is visible in the water, creating a serene outdoor setting. A well-maintained landscape can be seen beyond the pool.

Home in San Rafael

MCM Waterfront Pool/Hot Tub between SF and Napa

4.97 out of 5 average rating, 210 reviews

Home in Santa Rosa

Happy House Getaway - Pool, Hot Tub & Wine Country

4.86 out of 5 average rating, 118 reviews

A modern hillside lodge is surrounded by lush greenery, featuring a wrap-around deck adorned with string lights. Steps lead up to the entrance, with multiple levels of wooden decking providing serene outdoor spaces.

Home in Guerneville

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Condo rentals with a pool

Superhost

A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.

Condo in Civic Center

4.91 out of 5 average rating, 307 reviews

Lakeside Retreat (w/ private parking)

A modern living space features a stylish fireplace with a lit fire, beside a coffee table displaying a bottle of wine and two glasses. A large television screen showcases a golf scene, while sliding glass doors provide access to a private balcony with green views.

4.97 out of 5 average rating, 36 reviews

Fairway Getaway

4.95 out of 5 average rating, 162 reviews

Silverado Resort Dual Suite golf course villa

An open concept living and dining area showcases wooden flooring and a spacious dining table surrounded by woven chairs. A comfortable seating space features a large rug and a bright blue accent chair. Large glass doors offer views of the outdoor area with greenery.

4.95 out of 5 average rating, 110 reviews

Wine Country Living at it's best at Silverado CC

The exterior of a private cottage is displayed, featuring a inviting entrance framed by shrubs and trees. Sunlight filters through the branches, casting a warm glow on the cottage dimensions. A pathway leads to the door, complementing the landscaped surroundings.

4.94 out of 5 average rating, 121 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

Superhost

A row of charming cottages is lined along a walkable path, featuring varied exterior colors including blue, yellow, and red. Each unit has large windows and decorative gables, surrounded by neatly trimmed hedges and lush green trees, enhancing the inviting neighborhood atmosphere.

4.73 out of 5 average rating, 2,561 reviews

One Bedroom Cottage Along the Napa River

A modern kitchen features light cabinetry and a spacious island with seating for four. Two pendant lights hang over the counter. Stainless steel appliances are strategically placed, with natural light streaming in through a window, highlighting the sleek design.

5 out of 5 average rating, 80 reviews

*Fairway Retreat at Silverado

A light-filled living area showcases a comfortable sofa accompanied by decorative pillows. A round dining table with chairs is positioned nearby, complemented by potted plants. The kitchenette features cabinetry and appliances, while a large window offers a view to the patio.

4.88 out of 5 average rating, 93 reviews

Your wine and wellness retreat at Silverado Resort

Home rentals with a private pool

4.91 out of 5 average rating, 205 reviews

The elegantly furnished living room features mid-century style seating, including a gray sofa adorned with orange and white cushions. Two stylish lamps flank the sofa, and a coffee table is centered on a soft rug. Large windows allow natural light to brighten the space.

Home in Guerneville

Riverside Lodge House in Guerneville

4.98 out of 5 average rating, 382 reviews

The salt-water pool offers a serene atmosphere, featuring a natural stone waterfall that cascades into the shimmering water. Surrounding oak trees create a calming environment, while the clear, inviting pool reflects dappled sunlight.

Home in Lafayette

Relax and Rejuvenate. Cave Spa, Incredible Views

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.