
Holiday rentals with a pool in Wine Country
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Top-rated rentals with a pool in Wine Country
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Award-Winning Forest Getaway: @thesearanchhouse
**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Mini-Mod #3 at The Sea Ranch.
Despite accolades from esteemed international design and travel publications (which it has from Monocle, Dwell, Travel + Leisure and many more), this perfectly designed and laid out home isn’t about pomp; it’s about simplicity and reliance upon the natural environment that surrounds it. That was the point when it, and a handful of others, were built in the mid 1960’s to showcase Northern California’s famed Sea Ranch project —and the way humans might one day find a better way to live with nature.

Luxe WineCountry getaway with Pool, hottub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool, hot tub and bocce. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

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.

Bright Modern Home | Ocean Side
Experience all The Sea Ranch has to offer when you stay at our modern Sea Ranch home in a light-filled living space with golden meadow views. Our family-friendly home with 2BR + kids loft / 2BA is located at the north end of Sea Ranch. We are a block to the 7-mile Sea Ranch Bluff trail that spans along the entire Sea Ranch coast and a 5 minute drive to the town of Gualala (stores and restaurants) as well as Gualala State Beach, Del Mar Rec Center, and Sea Ranch Golf Course (currently closed).

Modern wine country stunner!
Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4481N

Historic Baker House available for the first time
As seen in Dwell, Turnbull's Baker House is a Sea Ranch classic Binker Barn resting on 2 acres of redwoods. While it was built in 1968, it's been updated to make sure you have everything you need for a private and relaxing stay: the separate office has monitors and 300+ Mbps internet, the kitchen is fully-equipped, and the garage has a level 2 EV charger and a Peloton. Enjoy the outdoors year-round from the hot tub or the Galanter & Jones heated furniture that overlooks the forest and ocean.

Design & Style with White Water View
A truly one-of-a-kind, stylish retreat with unobstructed, cliffside Pacific views and all the comforts of a boutique hotel. Located in historic Condo Unit 2 and designed by the original architects, Moore Lyndon Turnbull Whitaker. The home sits adjacent to The Sea Ranch Lodge, with direct access to 10 miles of coastal trails & all The Sea Ranch amenities . It has been thoroughly updated with today's convenience and comfort in mind. Unwind, unplug, relax in this unique paradise on the coast.

Vineyard Retreat • 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 and quick communication AS FEATURED IN Condé Nast Traveler | House Beautiful | House & Garden | The Wine Daily | Esquire | The Bold Italic | Refinery 29| Bon Traveler | Sunset Magazine

Private and spacious redwoods retreat at Sea Ranch
Tucked away in the redwoods, this newly furnished home is a serene retreat at Sea Ranch. It enjoys near-total privacy on three acres of forest, plus the sound, smell and sight of the ocean through a gap in the trees on a clear day. The main room and the master bedroom are spacious, with views of the forest from every angle. The house has fiber-optic internet and has sufficient space for two people to work remotely very comfortably. More pictures on IG: @theseaforesthouse. TOT 3398N.

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
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

The Wild Kindness: 3BR/2BA, Hot Tub, EV charger

Verona: Awesome Views, Pool, Vineyard, Hot Tub!

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

Architectural Treasure | Private Hot Tub!

The Bluffs at Sea Ranch - Expansive Ocean Views

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

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

The Deer Retreat – Privacy and Comfort
Apartment rentals with a pool

Silverado! Luxe 1BR King Suite This View! Balcony

Chic 1 BR Condo Par Excellence at Silverado Resort

Casa Vina at Silverado Resort and Spa | Fireplace

Golf Course Views, Pool, King Bed & Balcony

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Lux Water View with Balcony Minutes -San Francisco

Silverado Resort Condo with Pool
Home rentals with a private pool

Riverside Lodge House in Guerneville

Relax and Rejuvenate. Cave Spa, Incredible Views

Eclectic Hideaway with Backyard Pool & Hot Tub

Lovely and Spacious Ranch-Style Home With a Poolside Oasis
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- Jenner Beach
- Clam Beach
- Manchester State Park
- Schoolhouse Beach
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Mayacama Golf Club
- Sonoma Coast State Park
- North Salmon Creek Beach
- Trione-Annadel State Park
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach
- Shell Beach
- Gleason Beach
- Pebble Beach
- Scotty
- Sea Ranch Golf Links
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Black Point Beach
- Blind Beach
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- Nature and outdoors Wine Country
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