Holiday rentals with a pool in Santa Rosa

4.98 out of 5 average rating, 420 reviews

A cozy studio space features vaulted beam ceilings and warm wooden accents. A spacious bed sits against a backdrop of art, while a massage chair and a wall-mounted TV are visible. The area is complemented by decorative lighting and a welcoming atmosphere.

Guest suite in Petaluma

Petaluma Wine Country relaxing get away w/pool/spa

Your own studio guest house retreat complete w/ Cal king bed, massage chair, large bathroom w/ walk-in tiled shower, vaulted beam ceilings, wall fireplace, A/C/heater, 2nd bed sleeper sofa for adult/kids,, Wi-Fi, 60 “TV w/swing arm for in bed movies, walk-in closet, , pool, spa, outdoor furniture, refrig, high top table. Walk to downtown, restaurants, theater district. Hiking 2 blocks away. Washer/dryer *during off Summer months outdoor cushions removed due to the weather. Pool/spa hrs 9am-9pm

4.99 out of 5 average rating, 132 reviews

A serene pool area features a sparkling blue pool surrounded by lounge chairs under palm trees. The natural landscape offers rolling hills in the background, while soft lighting from string lights enhances the tranquil atmosphere as the sun sets.

Home in Forestville

Giusti Ranch, by Vinifera Homes

“An amazing property that exceeds any descriptions that can be provided. From the grounds to the house everything is first-class” - Michael. This 19-acre family-owned working ranch is the perfect setting for your wine-country adventure. Enjoy the surrounding views, refreshing pool, hot tub, gourmet kitchen & spacious great room. Located just mins. from renowned wineries & Michelin-starred restaurants, Giusti Ranch, A Vinifera Homes Property has everything you need for a truly memorable stay!

4.91 out of 5 average rating, 416 reviews

A spacious studio apartment features a king size bed with a colorful patterned quilt. Nightstands with lamps are positioned on either side. A kitchenette area is visible with open shelving and a small dining cart. Light wood flooring complements the bright, neutral walls.

Guest suite in Sonoma

Wildwood Retreat and Pool

The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.93 out of 5 average rating, 142 reviews

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Your home base for Sonoma, Napa, the Russian River and Sonoma Coast! A quiet neighborhood home within easy walking distance to shops and restaurants with many more options just a short drive away. Hundreds of wineries, breweries, and distilleries are here. Dozens of state and regional parks are waiting for you to explore. There's even a great neighborhood park just behind the house! Wondering what to do on your visit? My co-host Brenna and I are happy to help plan your trip to Wine Country.

4.96 out of 5 average rating, 191 reviews

Home in Glen Ellen

Vineyard Home • Steps to Tastings • Press Pick

WHY YOU'LL LOVE IT -Stroll through your own private vineyard -Pool, hot tub & bocce in a stunning serene setting -Minutes to top wineries, restaurants spas & towns -Complimentary tastings at the Estate Winery next door -Stylish interior with thoughtful touches -Chef-ready fully stocked kitchen -Helpful host—quick responsive communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

4.98 out of 5 average rating, 171 reviews

A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.

Home in Junior College

Pacific Gardens Retreat

Enjoy a tranquil art filled garden escape at our pet friendly home! Whether you are soaking in the hot tub after a day of wine tasting or having dinner with friends this indoor/outdoor living retreat will leave you feeling relaxed. Well stocked kitchen, fast wifi and walking distance to downtown. Great restaurants and breweries nearby. Well behaved non destructive pets are welcome in this home. It may not be a fit if you have severe allergies though we do our best to clean very thoroughly.

4.99 out of 5 average rating, 267 reviews

Cottage in Kenwood

Enjoy autumn and beyond in beautiful Sonoma Valley

Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

5 out of 5 average rating, 679 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

4.97 out of 5 average rating, 210 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194

4.89 out of 5 average rating, 272 reviews

A serene pool area is surrounded by lush green trees and tropical plants, providing a natural setting. The clear water reflects the blue sky, while a hot tub is positioned next to the pool. Poolside tiles add a decorative touch to the paved deck.

Guest house in Petaluma

Historic D Street Private Bungalow!

You will enjoy easy access to everything from this centrally located place. The right pets welcome, but unfortunately we can’t have dogs swimming because it affects the pool negatively— so sorry! We have a 3-year old + Aussie named Luna and she’s good with other dogs, but can be territorial at first. Please cover couch and bed & cleanup after pets —I don’t charge a pet fee so please be mindful of keeping the bungalow clean. Much appreciated.

A well-maintained backyard features a trimmed green lawn, surrounded by mature trees and shrubs. A seating area with lounge chairs and a barbecue grill is visible on a paved patio, providing a comfortable outdoor space for relaxation. The home is situated in a serene environment.

4.87 out of 5 average rating, 238 reviews

Spacious home w/heated pool/hot tub, lovely yard

This luxury home is located in walking distance to Montgomery Village for all your shopping and restaurants needs. It is also only 3 miles to downtown Santa Rosa. It features 3 bedrooms, 2 full bathrooms and a gorgeous kitchen for cooking at home. It sits on a large property with a pool, hot tub and fire pit for you to enjoy California weather.

A spacious outdoor area showcases a crystal-clear pool surrounded by tropical plants and vibrant flowers. The home features large glass windows, allowing for a view of the inviting outdoor space and capturing natural light throughout the day.

4.91 out of 5 average rating, 170 reviews

Sonoma County Oasis with Heated Pool

Spacious tropical-themed home with pool and hot tub in a very quiet neighborhood. Less than 15 minutes from groceries, restaurants, and wineries. No parties, events, smoking, or use of music speakers outside. No use of the outdoor space past 10pm. The pool is heated from March 20 - December 15. Permit SRV23-034 TOT #3476

Popular amenities for Santa Rosa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 104 reviews

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.

Home in Sonoma

Sonoma Country Club Wine Country w/ pool

4.97 out of 5 average rating, 102 reviews

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.

Home in Sonoma

Modern wine country stunner!

The serene pool area is surrounded by lush greenery, featuring modern lounge chairs and large umbrellas for shade. The sparkling water invites relaxation, while a covered outdoor space extends from the home, providing a seamless transition to the tranquil outdoor retreat.

4.88 out of 5 average rating, 111 reviews

Serene Wine Country Retreat with Pool & Hot Tub

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.

4.91 out of 5 average rating, 120 reviews

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

4.86 out of 5 average rating, 117 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

A lively pool area is featured, showcasing a clear blue swimming pool surrounded by lounge chairs and vibrant inflatable floats. A shaded cabana provides a relaxing spot, while a nearby umbrella offers additional shade. The surrounding landscape includes lush greenery and a stone wall.

4.98 out of 5 average rating, 186 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

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.

4.75 out of 5 average rating, 239 reviews

An outdoor deck features multiple dining tables with striped place settings, overlooking lush greenery. The wooden flooring extends towards the edge, providing a spacious area for relaxation. Large glass doors lead back into the home, inviting natural light into the space.

Home in Guerneville

SoLEIL Guerneville Hot Tub Epic Deck View

Apartment rentals with a pool

The image showcases a scenic view of the Silverado Resort grounds, featuring well-maintained grassy areas and a sparkling pool surrounded by trees. The backdrop includes distant mountains and a clear blue sky, providing a tranquil outdoor setting.

4.99 out of 5 average rating, 480 reviews

Silverado! Luxe 1BR King Suite This View! Balcony

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.

4.95 out of 5 average rating, 118 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

A bright living area features a spacious sofa and armchair, complemented by warm lighting and natural decor. Artwork adorns the walls, while a large TV is mounted opposite the seating. Sliders provide access to the outside, enhancing the airy ambiance.

4.98 out of 5 average rating, 180 reviews

Chic Retreat in Napa: Pool Access, Kitchen, Patio

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.

4.93 out of 5 average rating, 135 reviews

Fairways Silverado Golf and Country

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

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, 2,558 reviews

One Bedroom Cottage Along the Napa River

A wooden tray is positioned on a round table, featuring a bottle of Mumm Napa sparkling wine alongside a single glass. A small vase holds vibrant flowers, and a white bowl contains colorful macarons. The background features a softly lit bedroom with a large bed.

4.86 out of 5 average rating, 126 reviews

Beautiful Premium Jr Suite, Silverado Resort & Spa

Other holiday rentals with a pool

An aerial view showcases the expansive property, with a spacious home surrounded by landscaped grounds. A crystal-clear pool is visible adjacent to the house, with lush vineyards and rolling hills in the background, creating a serene natural environment.

4.97 out of 5 average rating, 38 reviews

Tranquil Sonoma Vineyard w/ Pool

The exterior of a mid-century modern home is displayed, featuring a spacious deck adorned with umbrellas and lounge chairs. A heated pool lies in the foreground, surrounded by low landscaping, with the home’s wood and glass structure set against a clear blue sky.

4.96 out of 5 average rating, 24 reviews

Cozy Santa Rosa Home with Scenic Views

4.96 out of 5 average rating, 180 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!

4.99 out of 5 average rating, 248 reviews

Guest house in Sonoma

707 BARREL LOUNGE Cottage

4.93 out of 5 average rating, 122 reviews

A solar-heated pool is set within a spacious patio of brick pavers. Two white lounge chairs sit beside the pool, accompanied by large umbrellas providing shade. Lush greenery and a wooden fence are visible in the background, enhancing the serene atmosphere.

Cottage in Sonoma

Farm Cottage With Private Pool

The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.

4.97 out of 5 average rating, 87 reviews

Wine County Opulent Villa Pool/Hot Tub-Upper Level

A bright living area features large windows allowing natural light, showcasing a cozy white sofa with a matching armchair. A glass coffee table rests on a soft area rug, complemented by modern decor. The space connects to a dining area and kitchen, enhancing an inviting layout.

5 out of 5 average rating, 10 reviews

Luxe, Wine Country Retreat Stroll to Sebastopol