Holiday rentals with a pool in San Francisco Bay Area

Beautiful 4 Bedroom Hillside Retreat

Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING

Value · Family · Indoor spaces

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Value · Family · View

2.5 Acre “Resort Style” Gated Getaway!!!

This is an absolute gem of a getaway house!! Enjoy a 1,000 sq ft guest house on a beautifully landscaped 2.5 acres nestled within its own private gate. Once home, enjoy the amenities which includes a full chef’s kitchen, washer/dryer and gas fireplace in the common living area. The room with the king bed is a Cal king Purple mattress. Just outside your door awaits the pool and spa. You will have a secure two car garage to park vehicles. Take in the serenity and peace of this exclusive property!

Family · Location · Nearby

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Tucked between pine, oak, & redwood trees is a 4 year old, high end cottage nestled with amazing views of the mountains. Peaceful, upscale gated, property. 1 mile to large regional parks for hiking, mountain biking & horse stables. Nature at its best! Pool heated to 82F 4/1-10-31. 16 miles to San Francisco, 5-10 minutes to many restaurants. Jacuzzi & barrel sauna, grill. Large patio, pool /new deck (6500 sq foot outdoor oasis shared with main house small family of 4). Own spot in driveway.

Location · Value · Backyard

Wine Country Villa Heated Pool Hot Tub Upper Level

Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

Value · Location · Breakfast

Zen Spa Oasis w/ Indoor Pool, Soaking Tub & Sauna

Unwind at our Japandi-inspired spa retreat, where Japanese calm meets Scandinavian simplicity. Slip into the heated indoor pool, soak in a cedar tub, warm up in the private sauna, and rinse under spa rain showers. Two fireplaces and a chef-grade kitchen anchor four spacious bedrooms with dedicated work tables - ideal for families, friends, and remote-work getaways for up to 13 guests. Every room slows you down: natural light, clean lines, warm wood, and calm from the moment you arrive.

Value · Location · Nearby

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

Location · Family · Sleep quality

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Family · Location · Hospitality

Luxury Silicon Valley Wellness and Work Oasis

Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Location · Family · Getting around

Private Suite w/ Views – Near SF & Wine Country

Escape to a private 620 sq ft Sonoma Suite in an upscale Marin neighborhood, ideally located between San Francisco and Wine Country. This modern retreat for two features a private entrance, designer furnishings, a spa-style bathroom, ultra-fast Wi-Fi, and EV charging. Perfect for a romantic getaway or work-from-anywhere stay with serene views and privacy. Seasonal access to a nearby community lap pool (guest access available; fee may apply).

Location · Value · EV charging

Mini-Mod #3 by Esherick | NRHP

Hidden among the redwoods of California’s Sonoma Coast, roughly three hours north of San Francisco, Mini-Mod #3 is one of only two individual residences at The Sea Ranch listed on the National Register of Historic Places. Designed in 1967 by Joseph Esherick and George Homsey, the small modernist retreat is one of the defining homes from Sea Ranch’s formative years, pairing Northern California modernism with understated contemporary comforts.

Location · Family · Accuracy

Stay Alpha Home • Modern Redwood Retreat with Pool

Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!

Value · Location · Check-in