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Vacation rentals with a pool in Santa Rosa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Rosa

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

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Guest favorite
A serene infinity pool extends towards the horizon, bordered by lush greenery. Eight lounge chairs, with two umbrellas, face the pool, inviting relaxation. A wooden structure sits in the background, along with a staircase leading to the home, all under a soft, pastel sky.
Home in Santa Rosa
4.91 out of 5 average rating, 127 reviews

Farpoint: Heated Infinity Pool, Mountain Views

Nestled in the Mayacamas mountains, this elevated home offers a peaceful and luxurious retreat in the center of Sonoma wine country. The large infinity pool - gas-heated all year - perches over the magnificent view. Inside, the living room and dining room are furnished to comfortably seat 12 adults. A pool table, ping pong, three dining tables, 75" 4K TV, and large hot tub provide endless options. Hiking trails surround the house. Grocery stores and farmer’s markets are less than 8 minutes away.

Guest favorite
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
4.91 out of 5 average rating, 417 reviews

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.

Top guest favorite
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
4.98 out of 5 average rating, 181 reviews

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.

Top guest favorite
A framed black and white photograph depicts six individuals arranged casually in a natural setting under a large tree. Instruments such as a guitar are visible, while varied chairs and a rustic box add to the composition.
Guest suite in Indian Valley
4.88 out of 5 average rating, 113 reviews

1 BR suite in Rock & Roll History

A gated driveway and private entryway greets you as your arrive at your bucolic getaway. We are located next to a popular Open Space preserve great for hiking or biking. Both San Francisco and the Wine Country are 45 minutes away! Crosby, Stills, Nash & Young lived on this property when they produced their classic "Deja Vu" album in the early 70's. The album cover photo was taken under our special and majestic oak tree and the photo was developed in the dark room that is now the bedroom.

Superhost
A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.
Home in Montgomery Village
4.87 out of 5 average rating, 245 reviews

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Escape to our cozy Mid-Century Modern home in the heart of Sonoma Wine Country. A 10 min drive to some of the best wineries in the world! Relax in the large pool & hot tub, grill on the Traeger for BBQ dinners + pets are welcome! Walking distance to Howarth Park, Spring Lake, in the neighborhood of Annadel State Park for hiking & biking. One block from Montgomery Village, full of boutique shops & Wine-Country restaurants. A 20 minute drive to Sonoma, & near Healdsburg, Kenwood + Bodega Bay.

Guest favorite
A serene pool area is illuminated by soft landscape lighting, surrounded by lush greenery. A hot tub is positioned nearby, and a stylish lounge chair complements the outdoor setting. The sky displays vibrant hues of orange and pink, signaling a tranquil sunset.
Home in Sebastopol
4.91 out of 5 average rating, 137 reviews

The Deer Retreat – Privacy and Comfort

At the end of a private road (recently redone), the Deer Retreat offers privacy to enjoy the newly renovated pool, the hot tub, and the full outdoor kitchen. With sprawling views of a large private backyard, you will be sure to spot some deers or wild turkeys who call this peaceful place home. When staying inside, you will enjoy the privacy of the 2 large en-suite master bedrooms which are located at opposite ends of the house, or regroup in the large vaulted living room with open kitchen.

Guest favorite
The outdoor area features a spacious unheated pool surrounded by concrete decking. Several chaise lounges are positioned for relaxation. A cozy seating arrangement can be seen nearby, offering a place to gather. Lush greenery and trees provide a natural backdrop.
Home in Santa Rosa
4.82 out of 5 average rating, 152 reviews

The Estate at Sycamore- Sonoma Wine County Retreat

Enjoy the best of California wine country living in this grand, 3 bedroom, 4 bath home. The designer chef's kitchen features a gorgeous waterfall island, top of the line appliances, and large farmhouse table. Outside, the sparkling pool is nestled in the manicured back garden, with the best of Sonoma wine country just a short drive. Ideal for families traveling together. Come experience the tranquility of country life, just minutes from Healdsburg and Kenwood wineries and restaurants.

Top guest favorite
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
4.98 out of 5 average rating, 427 reviews

Petaluma Wine Country relaxing get away w/pool/spa

Your own studio guest house retreat complete w/ Cal king bed, 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

Top guest favorite
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, 688 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 favorite
A spacious outdoor space features a shimmering pool surrounded by wooden decking. A covered seating area with comfortable furniture is visible nearby, alongside a barbeque setup. Lush greenery encompasses the area, creating a tranquil retreat. A water slide adjoins the pool for added fun.
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 215 reviews

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Guest favorite
A round fire pit table stands at the center, surrounded by black wicker chairs. Flames flicker invitingly, adding warmth to the outdoor seating area near the heated pool. Lush greenery and palm trees provide a backdrop, enhancing the outdoor setting.
Home in Santa Rosa
4.84 out of 5 average rating, 196 reviews

Nice home, wineries, heated pool, hottub fire pit

This newly remodeled home is your perfect vacation rental. It features a heated pool for you to enjoy year round! There is also a brand new hot tub for an extra dose of relaxation. Enjoy your meal outside around the fire pit table or in the large open kitchen area of the home. If you want a little more privacy, there is an additional side yard with its own fire pit for you to sneak away to. With its prime location (only 20 min to Sonoma) this is the Wine Country home for you!

Top guest favorite
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.
Guesthouse in Petaluma
4.89 out of 5 average rating, 279 reviews

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.

Popular amenities for Santa Rosa rentals with a pool

When is the best time to visit Santa Rosa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$66,229 GYDG$66,646 GYDG$74,768 GYDG$73,519 GYDG$87,472 GYDG$83,307 GYDG$95,178 GYDG$86,639 GYDG$80,600 GYDG$91,013 GYDG$101,218 GYDG$75,185 GYD
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Quick stats about vacation rentals with a pool in Santa Rosa

  • Total vacation rentals

    Explore 130 vacation rentals in Santa Rosa

  • Nightly prices starting at

    Santa Rosa vacation rentals start at G$8,331 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Santa Rosa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santa Rosa rentals

  • 4.9 Average rating

    Santa Rosa stays are highly rated by guests—averaging 4.9 out of 5!

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