
Holiday 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.

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

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.

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

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.

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

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

Wine Country Luxury Retreat - Pool Sauna Spa Views
Welcome to Sonoma Valley Retreat! The Luxury Mediterranean-inspired resort style house in the middle of a world-class wine country. 3600 Square feet House is located in the world-famous Sonoma Valley and is perfect for all your vacation needs. It's where style and sophistication meets entertainment and fun. Enjoy stunning outdoor amenities; one of a kind round soaking pool private pool with spa, pine wood sauna and breathtaking garden, mountain views

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

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.

Spacious wine country villa with pool
Relax with your whole family in this spacious Sonoma wine country villa, with beautiful greenery all around, scenic vistas, and easy short drives from great family-friendly wineries, hiking trails and conveniences. No matter your preference - either a relaxed stay far away from civilization, or a roomy place for family get-togethers, this place has it all. Pool is heated from June - September only. TOT #3719N

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.

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
House rentals with a pool

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Sonoma Country Club Wine Country w/ pool

Wine Country Retreat- Privacy-Spa/Pool/Games

Modern wine country stunner!

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

SoLEIL Guerneville Hot Tub Epic Deck View

Zen Meets Pool Retreat!
Apartment rentals with a pool

Silverado Resort Dual Suite golf course villa

Silverado! Luxe 1BR King Suite This View! Balcony

Charming Condo: King Bed, Pool Access, 2 Patios

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

One Bedroom Cottage Along the Napa River

1 bed | 1 bath | Silverado Resort Experience
Other holiday rentals with a pool

Cozy Santa Rosa Home with Scenic Views

Luxe WineCountry getaway with Pool, hottub & Bocce

Farm Cottage With Private Pool

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Luxe, Wine Country Retreat Stroll to Sebastopol

Windsor 2 Bed/2 Bath Condo ~Pool~Hot Tub~Gym

Mountain View Retreat

MCM Waterfront Pool/Hot Tub between SF and Napa
When is the best time to visit Santa Rosa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $414 SGD | $417 SGD | $467 SGD | $460 SGD | $547 SGD | $521 SGD | $595 SGD | $542 SGD | $504 SGD | $586 SGD | $521 SGD | $443 SGD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about holiday rentals with a pool in Santa Rosa

Total holiday rentals
Explore 130 holiday rentals in Santa Rosa

Nightly prices starting at
Santa Rosa holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 7,230 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 of Santa Rosa holiday rentals include wifi 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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