Vacation rentals with a pool in St. Helena

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Top-rated rentals with a pool in St. Helena

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Guest favorite

Condo in Napa

4.99 out of 5 average rating, 399 reviews

Silverado! Large 1BR Suite Mountain Views Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from the balcony, living and dining rooms. Wood burning fireplace. *Price includes tax. Walk to pool, market, dining, lounge at mansion. Newly remodeled, modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette. Just like a 5-star hotel. Roku streaming,Directv Hike or hang out in relaxing grounds! Solid surfaces, knobs sanitized during cleaning.

Superhost

Condo in Napa

4.86 out of 5 average rating, 106 reviews

Silverado Mansion Junior Suite | Pool | 1Bd | 1Ba

Peacrful Silverado Mansion junior studio suite, ground floor unit, no stairs, no unit above/below. Freshly remodeled with elegant designer finishes. Close to many of Napa Valley's finest wineries/restaurants. Features a wood-burning fireplace, kitchenette, and small patio to take in the outdoors. Many Silverado Resort amenities are available except golf, fitness center (spa/fitness passes may be available for a fee). Walk to a pool, Silverado Market, dining, and cocktail lounge at “The Mansion”.

Guest favorite

Condo in Napa

4.99 out of 5 average rating, 201 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, 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.

Guest favorite

Guest suite in Napa

4.95 out of 5 average rating, 168 reviews

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.

Superhost

Home in Napa

4.84 out of 5 average rating, 128 reviews

Silverado Napa Breath Taking Remodel 3 bed 2 bath

Brand New breath taking Silverado Resort & Spa luxury remodeled home with 2 bedrooms, 3 beds (one is pullout sofa in living room), 2 bath, and luxury accommodations with gated entry. 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. Tennis courts access and extensive walking trails. Located on the grounds of Silverado Resort and Country Club. Just minutes to downtown Napa and numerous wineries.

Guest favorite

Condo in Napa

4.98 out of 5 average rating, 172 reviews

Elegant Napa Escape

A designer gem for your next vacation to the wine country! A warm and inviting Napa escape is situated on a lovely serene golf course. Has one bedroom /one bath, kitchen, dining area and living room. High ceilings add to the spacious open feel, along with large sliding glass doors from both the living room and bedroom, opening to a patio and picturesque views of the fairway. Beautifully furnished and handsomely appointed, all details for your comfort and relaxation have been attended to.

Guest favorite

Condo in Napa

4.98 out of 5 average rating, 164 reviews

Chic Retreat in Napa: Pool Access, Kitchen, Patio

Imagine vacationing a stone’s throw from Napa Valley wineries while staying in a resort so entertaining that the fun and relaxation is multiplied exponentially. You’ll have every comfort and convenience in this stylish condo with king bed, 2 patios and access to resort amenities, such as restaurants, pool, Tesla charging station, and laundry. Guests rave about cleanliness, décor, and responsive host. Make this condo your headquarters for wine tasting or exploring downtown Napa/Yountville.

Guest favorite

Condo in Napa

4.94 out of 5 average rating, 109 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~

Guest favorite

Villa in Napa

4.95 out of 5 average rating, 138 reviews

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!

Guest favorite

Home in Graton

5 out of 5 average rating, 615 reviews

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 covid cleaning protocols

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 173 reviews

Wine Country Retreat w Pool & Spa - Near Vineyards

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up highway 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in a quiet, peaceful setting.

Guest favorite

Guesthouse in Sonoma

4.94 out of 5 average rating, 229 reviews

Modern Cottage with Pool in Heart of Wine Country

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

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Popular amenities for St. Helena rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

4.98 out of 5 average rating, 107 reviews

Sonoma Green House *Pool*Close to Wine Country

4.97 out of 5 average rating, 64 reviews

*Mansion Cottages Condo at Silverado 2b/2b

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Home rentals with a private pool

Guest favorite

Home in Guerneville

4.92 out of 5 average rating, 181 reviews

Riverside Lodge House in Guerneville

Guest favorite

Home in Sonoma

4.93 out of 5 average rating, 255 reviews

Eclectic Hideaway with Backyard Pool & Hot Tub

Superhost

Home in Guerneville

4.83 out of 5 average rating, 176 reviews

Lovely and Spacious Ranch-Style Home With a Poolside Oasis

Guest favorite

Home in Sonoma

4.82 out of 5 average rating, 371 reviews

Family Home - Heated Pool, Hot Tub, 2 fire places

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Quick stats about vacation rentals with a pool in St. Helena

Total rentals
10 properties
Total number of reviews
120 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Meadowood Napa Valley, Farmstead at Long Meadow Ranch, and The Culinary Institute of America at Greystone

Vacation rentals with a pool in St. Helena

Top-rated rentals with a pool in St. Helena

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for St. Helena rentals with a pool

House rentals with a pool

Home in Healdsburg

Home in Santa Rosa

Home in Sonoma

Home in Santa Rosa

Home in Santa Rosa

Home in Santa Rosa

Home in Sonoma

Home in Santa Rosa

Condo rentals with a pool

Condo in Napa

Condo in Napa

Condo in Napa

Condo in Napa

Condo in Napa

Condo in Napa

Condo in Napa

Condo in Napa

Home rentals with a private pool

Home in Guerneville

Home in Sonoma

Home in Guerneville

Home in Sonoma

Quick stats about vacation rentals with a pool in St. Helena

Total rentals

Total number of reviews

Family-friendly rentals

Wifi availability

Popular amenities

Local attractions

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