Holiday rentals with a pool in St. Helena

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.

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.

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.

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.

Silverado! Luxe King Suite Mountain View Balcony

Apartment with views! Top floor Silverado Resort Premium 1 bedroom Suite. (not studio), Large 1BR 1 BA 676 sq. ft. w/ rare mountain views. Furnished Balcony. Living dining rooms,separate BR Condo pool steps away! *Price incl tax. Walk to market,dining,mansion. Modern appliances.Full kitchen 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 EV chargers nearby.

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!

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

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.

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

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~

Pool View Retreat at Silverado Resort 10 min to DT

Soak up sunny days at Silverado Resort, perfectly located near Napa Valley’s top wineries and attractions. This light-filled condo features two king beds, a well-equipped kitchen, cozy fireplace, and a balcony overlooking the pool—ideal for morning coffee or an evening glass of wine. Enjoy resort dining, pools, Tesla charging, on-site laundry, and more. Guests love the spotless space, coastal-inspired decor, and responsive host—a perfect spring escape in the heart of Wine Country.

♥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.