Luxury rentals in San Francisco Bay Area

4.97 out of 5 average rating, 30 reviews

An outdoor dining area features a wooden table set with plates, glasses, and a bottle of wine. Comfortable seating is arranged nearby, with a scenic view of the landscape and mountains in the background. A soft glow of sunset enhances the tranquil setting.

Home in San Rafael

Panoramic Views + Hot Tub | 2BR Near SF & Napa

Wake up to sweeping views of Mt Tam, the Bay Bridge & the Coast Range—& unwind in the hot tub at sunset. Bright, contemporary 2BR/2BA home with spacious living area, full kitchen & two quiet, comfortable bedrooms. Dedicated office space for remote work. Large private deck w/hot tub, fire pit, BBQ & outdoor dining w/heat lamps. Quiet, very safe neighborhood with easy access to San Francisco, Napa & the West Marin coast. Note: Owner lives in separate downstairs unit w/ private entrance-often away

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5.0 out of 5 average rating, 40 reviews

Private 2-Acre Sonoma & Napa Retreat + Hot Tub

Escape to a gated 2-acre private estate nestled among peaceful hills, minutes from Sonoma Valley, Napa Valley, and downtown Santa Rosa. Relax in the hot tub, enjoy expansive lawns, a children's play area, and complete privacy—a rare find in Wine Country. Explore 250+ wineries, hot springs, beaches, rivers, and redwood forests within 30 miles, with shopping, dining, and everyday conveniences just 10 minutes away. Perfect for Wine Country getaways, wedding weekends, remote work, and staycations.

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5.0 out of 5 average rating, 15 reviews

Luxury Modern Home w/ Infinity Pool - 3400 sq ft

Welcome to Chestnut Knoll, a gated luxury Sonoma residence offering approximately 3,400 sq ft with 3 bedrooms and 3.5 bathrooms, featuring sweeping valley and vineyard views and a private infinity-edge pool and hot tub. Built in 2009, the home blends modern design with high-end finishes, a chef’s kitchen, open living spaces, and seamless indoor-outdoor flow. Set on a 1.24-acre lot just minutes from Sonoma Plaza and world-class wineries, the property also features expansive entertaining areas.

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4.98 out of 5 average rating, 57 reviews

Villa in Soquel

Soquel Villa | infinity pool, spa & movie theater

Soquel Villa is a Mediterranean-Style Mansion perched atop the Santa Cruz Mountains with jetliner views of Monterey Bay. The perfect spot for your family holiday, this property can sleep up to 10 guests comfortably in 5 Bedrooms! Offering extraordinary indoor spaces including a chef's kitchen and incredible finishes throughout. With top tier amenities; highlighted by our theater room, waterfall pool & spa, firepit, gym and pool table. No one in your group will never be saying "I'm Bored!"

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5.0 out of 5 average rating, 27 reviews

Home in Sebastopol

10 Acre Estate with Views, Teahouse, and Picklebal

Discover a private paradise at this 10-acre estate. Surrounded by a hobby vineyard, oak woodlands, and seasonal creeks, this property is a destination in itself. Unwind in the Japanese teahouse, play on the private tennis and pickleball courts, or take in the views from the outdoor patio. The beautifully appointed home features fireplaces, a gourmet kitchen, and a deck overlooking the landscape. It's an unparalleled retreat for relaxation, recreation, and exploring the best of Sonoma County.

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5.0 out of 5 average rating, 182 reviews

Villa in Kenwood

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Welcome to Sonoma Valley Villa, your one-of-a-kind wine country oasis in Kenwood. The newly built gated villa overlooking vineyards features all the luxury amenities of a five-star resort. → Year-round heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Vineyard views for miles → Outdoor kitchen and dining → Chef's kitchen with everything for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Walking distance to Kenwood wineries.

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4.94 out of 5 average rating, 69 reviews

Boho Mod Farmhouse Estate Sonoma Pool Spa Bocce Cl

Nestled on 2.1 acres in the heart of Sonoma, this stunning modern farmhouse—recently remodeled and soon to be featured on Staycation—blends elegance with wine country charm. Lounge by the 50-ft pool, soak in the hot tub, or enjoy the bocce court, redwood grove, and sunset swing. With 4 bedrooms (3 king, 1 queen), 3 baths, a sunroom, and open-concept living, every detail invites relaxation and luxury. Book your stay today! The farmhouse is centrally located btwn Sonoma & Napa Valleys.

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4.96 out of 5 average rating, 125 reviews

A serene sunset casts vibrant colors across the sky, reflected in the surface of an infinity pool. The poolside terrace features a wooden deck, with a hint of lush landscaping visible along the edges.

Home in Woodside

Stunning California Resort + Infinity Pool

Ready to be WOWed!? We can't wait to welcome you to this California Getaway! It's perfect for your relaxing and fun-filled stay! The property is located in Woodside and is extremely secluded with breathtaking views. The house is just what you need to escape the hustle and bustle of daily life. The home has received a number of improvements over the year: a pool heater, new movie theater chairs, desks & chairs for the bedrooms, Peloton Tread & Mirror Workout Studio in the gym!

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An outdoor pool area features a heated swimming pool surrounded by sleek lounge chairs. Two large umbrellas provide shade, while a built-in hot tub with a fire pit is situated nearby. Lush greenery and trees create a serene backdrop.

4.99 out of 5 average rating, 74 reviews

Luxury Villa, Pool, Spa, BBQ, By Healdsburg Sonoma

Top 5% of homes, Luxe badge, and guest favorite badge by Airbnb. Welcome to Villa Montage - Brand new, luxury 4br/3.5ba Villa in the heart of Sonoma. Close to Wineries & Healdsburg. An award-winning architecture firm in SF designed the house. ☞ New & modern home ☞ Pool & Spa (Pool heated April-Oct) ☞ Outdoor & Indoor fireplaces ☞ Pool table ☞ BBQ with covered patio and dining table ☞ Chef's kitchen ☞ Baby-friendly (crib, toys, monitor) ☞ Tesla Charger ☞ IG @Villamontage.sonoma

HospitalityPoolCleanlinessLocationHot tubIndoor spacesFamilyOutdoor spacesAmenitiesAccuracyKitchenCheck-inNearbyGrillQuietComfortBackyardCheckoutDecorLayoutGetting aroundConditionViewSleep qualityTVParksHikingLaundryParkingWalkabilityValue

5.0 out of 5 average rating, 23 reviews

Home in Calistoga

Luxury Calistoga Retreat

Kalla Calistoga is a peaceful retreat tucked away in the hills of wine country. Thoughtfully designed with high-end finishes throughout, it offers a quiet space to relax, recharge, and enjoy the natural beauty of Calistoga. Whether you’re here to share time with friends and family, take in the surrounding nature, or simply slow down from the pace of everyday life, this home was created as a place to reconnect - with yourself, with each other, and with the land around you.

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5.0 out of 5 average rating, 14 reviews

Villa in Healdsburg

Wine Country Estate

Unique wine country massive estate will delight you and multiple guests. Enjoy a tennis court, two pickle ball nets, traditional rose gardens and acres of private land to roam as well as huge rooms for enjoyment. The home is large with 5 bedrooms all with en-suite bathrooms. Enjoy 2 king rooms, 1 queen room and 2 rooms with single beds. All rooms are air conditioned, sound proofed and equipped with the fastest Starlink internet. Please note the pool is not heated.

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A spacious single-level home sits amidst a well-manicured lawn, framed by lush greenery and trees. A covered porch extends from the front of the house, inviting guests to enjoy the outdoor space. Clear blue skies provide a bright backdrop for this serene retreat.

5.0 out of 5 average rating, 42 reviews

Luxury 3-Bedroom Home in Sonoma

Experience luxury in this stunning 3-bedroom home in Sonoma, with easy access to Napa Valley. - Spacious accommodation for families or friends - Gourmet kitchen with modern appliances - Expansive outdoor area with BBQ grill - Prime location near world-class wineries and restaurants Whether you're seeking a romantic getaway or a fun-filled vacation with loved ones, this Sonoma home promises an unforgettable experience.

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Popular amenities for San Francisco Bay Area luxury vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury vacation rentals in San Francisco Bay Area

5.0 out of 5 average rating, 24 reviews

An aerial view showcases a sprawling estate surrounded by lush greenery and rolling hills. A sparkling pool is visible in the foreground, with a patio and seating area. The property is bordered by neat rows of grapevines, creating a picturesque and tranquil setting.

Villa in Calistoga

Calistoga Mansion - 38 Acres | Lap Pool | Views

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4.92 out of 5 average rating, 12 reviews

Villa in Sonoma

Wine Country Pool, Hot Tub & Views!

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4.95 out of 5 average rating, 19 reviews

*Specials!* Poolside luxury and family enjoyment.

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5.0 out of 5 average rating, 94 reviews

Villa in Healdsburg

New! The Quails Crossing- Healdsburg Vineyard Home

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4.96 out of 5 average rating, 26 reviews

The outdoor space features a modern style pool surrounded by lush landscaping and trees. A spacious deck is highlighted by comfortable loungers, with the bungalow visible in the background, illuminated by soft lighting. A tranquil atmosphere is created as evening approaches.

Villa in Glen Ellen

Bungalow Twins

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4.78 out of 5 average rating, 9 reviews

Serene Carneros Retreat | Pool, Hot Tub & Vineyard

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5.0 out of 5 average rating, 19 reviews

A modern home is positioned on a hillside, offering a spacious pool in the foreground surrounded by landscaped gardens. Large glass windows provide panoramic views of the surrounding mountains and valleys. Outdoor seating areas are visible on the terrace, enhancing the property's appeal.

Villa in Glen Ellen

Bella Vista

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