Holiday rentals with a pool in Napa Valley

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Top-rated rentals with a pool in Napa Valley

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Napa
4.99 out of 5 average rating, 530 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.

Top guest favourite
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
4.96 out of 5 average rating, 215 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.

Top guest favourite
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
4.95 out of 5 average rating, 541 reviews

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.

Guest favourite
A natural stone pool is surrounded by vibrant foliage, showcasing a mix of green and fiery red leaves. Two wooden lounge chairs face the pool, complemented by a bright red umbrella. Scenic views of the rolling landscape extend into the distance.
Home in Sonoma
4.92 out of 5 average rating, 128 reviews

Spectacular Stone Pool/Spa with Views; Near Plaza

A spectacular stone pool and spa with bubbling stream compliments the warm and welcoming Summers House. (Please see notes below regarding pool and spa fees.) The house exudes charm. Sweeping views reach to the San Francisco Bay. Art, antiques and books create an embracing ambiance. Nestled into three, private wooded acres, Summers House is near wineries, and just 10 minutes from Sonoma Plaza restaurants, shops, and events. Well equipped kitchen, great dining spaces, large deck, comfy beds.

Top guest favourite
A solar-heated pool glistens under sunlight, surrounded by a grassy lawn and majestic oak trees providing shade. Lounge chairs are positioned neatly along the pool's edge, while a covered terrace is visible in the background, enhancing the outdoor relaxation space.
Villa in Sonoma
4.98 out of 5 average rating, 236 reviews

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Top guest favourite
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.
Apartment in Napa
4.99 out of 5 average rating, 137 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.

Guest favourite
Flat in Napa
4.91 out of 5 average rating, 106 reviews

Remodeled Gem | Gtwy to Wine Country

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.

Guest favourite
A spacious hillside retreat showcases a heated swimming pool surrounded by ample lounge chairs. The deck is complemented by a large outdoor dining space, all framed by rolling hills and panoramic views of the valley below under a clear blue sky.
Home in Glen Ellen
4.92 out of 5 average rating, 108 reviews

Sonoma Retreat as featured on CBS's Staycation

FEATURED ON CBS's STAYCATION WINE & DINE! Enjoy breathtaking wine country views and sunsets from Cavedale Ridge, a peaceful hillside retreat. On the vast Pool Deck off the Chef's Kitchen, swim, grill, dine, and relax in the spa. And, in the evenings, star-gaze around the Fire Pit. All four Primary Suites offer similar standards of accommodation: space, privacy, comfort and modern bathrooms. This makes Cavedale Ridge ideal for four couples, groups of adults, or extended family gatherings.

Top guest favourite
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
4.96 out of 5 average rating, 196 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!

Top guest favourite
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.
Apartment in Napa
4.99 out of 5 average rating, 225 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 708 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 cleaning protocols

Guest favourite
Apartment in Napa
4.89 out of 5 average rating, 205 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.

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