
Holiday rentals with a pool in Los Altos Hills
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Los Altos Hills
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

3 BR Home on Vineyard nr Palo Alto & Stanford
Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

The Alpaca House
Welcome to La Casa de Alpaca. Our home is located in the beautiful Rivermark community of Santa Clara. The space consists of 2 bed / 2 bath located on the top floor, with access to a pool, hot tub, gym, and yoga room. Local Destinations: Santa Clara Convention Center Great America Theme Park Downtown San Jose Levi's Stadium SAP Center Oracle Rivermark shopping area: restaurants and groceries AMC Mercado 20 Plaza: restaurants and movies We are business traveler ready with high-speed Internet.

Snug and Cozy between the Skyline and the Sea
Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

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.

Little Poolside House near Downtown Mountain View!
Absolutely the best location in Mountain View, steps from Downtown! Situated near all the entertainment, nightlife & attractions this vibrant city has to offer. This beautifully furnished little poolside house is just minutes from the Caltrain & light rail, Shoreline Lake, Stanford, Menlo Park, NASA Ames Center & more! Step outside for a stroll and explore local and international cuisine, wonderful farmers market and shopping! Perfect for family or friends, you will love this Bay Area getaway!

Quiet Poolside Cottage for Solitude
New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Separate entry room near Stanford
This separate entry room opens to a beautiful one-acre garden with a pool, jacuzzi, cable TV/wireless, and parking. We are just off 280 and Woodside Rd., 4 miles from Stanford. It is peaceful and quiet and we are hands-off hosts. There is no access to the house and the room does not have a frig, microwave or dishes. We are set up for independent guests who want to come and go on their own and enjoy local restaurants in Woodside, Palo Alto or RWC. Please note the very short entry door.

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!

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Cabana with Warm Watsu Pool
Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

Luxury Silicon Valley Wellness and Work Oasis
Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Private Oasis with Pool and Fire Pit
Escape to our private oasis where every detail is designed for your ultimate comfort. Indulge in a refreshing swim in our pool. Unwind and relax in our outdoor lounge area complete with a cozy firepit, perfect for savoring a glass of wine with your loved ones. Whether it’s a family retreat, a couples getaway or a work gathering, your ideal stay begins here! ** We do not offer pool heating **
Popular amenities for Los Altos Hills rentals with a pool
House rentals with a pool

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, close to Levi's Stadium

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Mission style, w. Pool, Hot tub, walk to downtown

Silicon Valley Executive home in Santa Clara

Luxury 4-Suite Carbon-Neutral Home With Pool

Spacious 4BR house | Beautiful Yard + Pool | A/C

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
Condo rentals with a pool

Charming Luxury 2BR w/ Monitor and Adjustable desk

Modern 2‑bed, 2‑bath top‑floor apartment.

Charming 1 bedroom, 1 bath, 2 Story Condo.

Luxury 2BR Condo Pool, & Gym | Near Levi’s Stadium

Entire 1BR Apt•Bright, Clean, Spacious & All Yours

Spacious, luxury condo in downtown San José, CA

Contemporary 2BR - Blocks from Stanford Campus

1 Mi to Stanford! Walkable Silicon Valley Condo
Other holiday rentals with a pool

Guest House w/ Pickleball & Pool

By The Bay Retreat

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Retromodern | Pool | Games | 2LV

Casita Luna- Pool house 19 mins to Stanford

Modern Spacious 3 BD/2.5 BA | King Suite | Office

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Camellia Cottage with Pool View (Long Term+)
Quick stats about holiday rentals with a pool in Los Altos Hills

Total holiday rentals
Explore 10 holiday rentals in Los Altos Hills

Nightly prices starting at
Los Altos Hills holiday rentals start at $151 NZD per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Los Altos Hills holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Los Altos Hills rentals

4.8 Average rating
Los Altos Hills stays are highly rated by guests—averaging 4.8 out of 5!
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
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- Golden Gate Bridge
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