
Vacation rentals with a pool in Los Gatos
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Los Gatos

Total vacation rentals
Explore 40 vacation rentals in Los Gatos

Nightly prices starting at
Los Gatos vacation rentals start at G$12,539 GYD per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Los Gatos vacation rentals include wi-fi access

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

4.8 Average rating
Los Gatos stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Los Gatos
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, 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.

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

Cozy BUS on Farm Animal Rescue with CITY VIEW
Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway and World Cup spot! Enjoy your private suite, bathroom and large smart TV with all the action. Located within 3 miles of downtown Los Gatos and Campbell great food options. Levi's Stadium 9.5 miles, Mountain Winery Concerts 7.5 miles, San Jose International Airport 6.5 miles, SFO 35 miles, SAP Center/NCAA/Sharks 4.6 miles. We have professional cleaning. Check-out like a hotel, no starting laundry! Hot tub and Pool are a perfect way to relax and end the evening.

Private Pool Villa for family getaways
Looking for a comfy space to spend time with friends and family? Beach or great outdoors more your thing? 10 minutes from Seacliff State Beach and 12 minutes to Nisene Marks, this sunny locale is your comfortable home base for your next adventure. Why not just hang out by the pool? The water typically stays comfortable for swimming from April-September. Enjoy dining for 8 inside or on the patio. So close to the sea, but above the foggier lower elevations. Family friendly!

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!

Views for Miles | Hot Tub | Gated Hilltop Home
Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

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!

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.
Popular amenities for Los Gatos rentals with a pool
House rentals with a pool

Oceanfront beach house with private hot tub

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, 5 bedrooms, Pool

Santa Cruz Beach House with Pool & Spa

Luxury 4-Suite Carbon-Neutral Home With Pool

Old Amesti Schoolhouse mid-bay amidst farmland

Oceanfront Retreat w/Private HotTub

3 BR Home on Vineyard nr Palo Alto & Stanford
Condo rentals with a pool

Seascape Ocean View Condo

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

Beach Front Villa at Seascape Resort

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

Rare Oceanview Studio Seascape Resort!
Other vacation rentals with a pool

Alpine Zen Retreat with heated pool, sauna and spa

Private cottage in orchard and vineyard setting

Cozy Suite+Pool by Santana Row, Silicon Valley Gem

Apartment above Levi Stadium.

D’s Garden Cottage

$1.8M Luxe MeiCasa | 5min Levi | EV | Massage Beds

Luxurious Poolside Chalet in Los Gatos

2bed OceanFront condo w/Pools+HotTub
When is the best time to visit Los Gatos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,856 GYD | G$41,797 GYD | G$36,573 GYD | G$36,573 GYD | G$36,782 GYD | G$41,797 GYD | G$44,932 GYD | G$41,797 GYD | G$38,662 GYD | G$38,662 GYD | G$41,797 GYD | G$33,229 GYD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
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- Rentals with pools Santa Clara County
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- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- Carmel Beach
- Levi's Stadium
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Carmel Beach
- Pier 39
- Chase Center
- Seacliff State Beach
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Montara Beach





