Vacation rentals with a pool in St. Helena

4.99 out of 5 average rating, 540 reviews

Silverado! Luxe King Suite Mountain View Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

4.98 out of 5 average rating, 132 reviews

Home in Santa Rosa

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.

4.88 out of 5 average rating, 230 reviews

A light-filled living area features a cozy fireplace and large windows, offering views of the surroundings. The open floor plan connects the living space to a dining area and a fully equipped kitchen. Modern amenities such as Wi-Fi and cable TV are indicated in the foreground.

Home in Napa

Silverado Napa Remodeled 3 bed 2 bath

Beautiful Silverado Resort & Spa home with 2 bedrooms, 3 beds (one is pullout sofa in living room), & 2 baths in a gated community. One bathroom is ensuite. Home sleeps 6 guests. One of the pools is next to the unit (open seasonally). Remodeled kitchen, dining room and laundry in property. About 10 stairs from carpet to front door. Tennis court access and extensive walking trails. Located on the grounds of Silverado Resort and Country Club. Just minutes to downtown Napa and numerous wineries.

4.96 out of 5 average rating, 217 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.

4.95 out of 5 average rating, 544 reviews

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.

Home in Sonoma

Designer Sonoma Getaway with Pool, Hot Tub & 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.

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, 139 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.

4.91 out of 5 average rating, 110 reviews

Apartment in Napa

Stunning Silverado Gem | Newly Updated | Sleeps 4

Enjoy a relaxing stay in this remodeled ground-floor one-bedroom condo. Elegant finishes and separate living and kitchen areas create a comfortable wine-country retreat. Near Napa Valley’s top wineries and restaurants, the Silverado condo features a full kitchen, comfortable bed, sleeper sofa, and private patio. Guests have access to select resort amenities. Golf and fitness center access are not included. A short walk takes you to the seasonal pool, Silverado Market, and the Mansion Bar.

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, 151 reviews

Fairways Silverado Golf and Country

Our condo is located in the heart of world-renowned wine country. Featuring stunning views of the Silverado golf course, it is the perfect place for anyone looking to relax in luxury. The spacious living area and fully-equipped kitchen has everything you need to cook up delicious meals. The beds are cozy & comfortable. Whether you're a golf enthusiast or a wine lover, this condo is the perfect place to stay for adults or families. ~I host another condo that sleeps 6 in this same complex~

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.

4.88 out of 5 average rating, 256 reviews

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

Right on the golf course in a private, gated community! We are 200 Ft from a gorgeous pool which is open during the summer, and about a 3 minute drive to the main clubhouse. We also just put in new hardwood floors, and fully remodeled the kitchen and baths in 2019. 3-7 Night Minimum Stay, based on season. Perfect location in the heart of Napa's wine country. This home is nestled in the famous Silverado Resort, just minutes from Napa's famous wineries and downtown restaurants.

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.

4.93 out of 5 average rating, 121 reviews

Wine Country Living at it's best at Silverado CC

Wine Country living at its best. Make yourself at home in this stunning getaway just steps from the 5th green on the storied North Course at the famed Silverado Resort and Country Club. Two master suites with queen beds and en suites plus open concept living/dining/kitchen make this super for sharing with friends. Every imaginable amenity within reach. Experience world-class dining options or stay in and enjoy the cozy chef's kitchen with spectacular outdoor dining.

An open living area is showcased with modern furnishings, including a comfortable couch and stylish chairs. Natural light floods the space through large sliding doors that lead to a balcony. A dining table and well-equipped kitchen are visible in the background, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 155 reviews

Spring Escape | Silverado 2BR Golf Course View

Enjoy a sun-filled escape in this elegant 2BR condo at Silverado Resort. Wake up to glowing mornings and relax on the balcony overlooking the putting green and the North PGA Course. Two king ensuite bedrooms, a chef’s kitchen, dedicated workspace, fast Wi-Fi, and modern furnishings make it easy to unwind. Steps to the pool, the newly renovated Match Play restaurant, and spa, and minutes from Napa Valley wineries—your perfect sunny getaway.