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

Total holiday rentals
Explore 50 holiday rentals in Los Gatos

Nightly prices starting at
Los Gatos holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Los Gatos holiday 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.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway spot! Enjoy your private suite, bathroom and large smart TV, pool and hot tub outside your door. Located within 3 miles of downtown Los Gatos and Campbell with great food options. Levi's Stadium/49ers 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.
LocationFamilyParking

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!
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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.
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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.
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Apartment above Levi Stadium.
18 miles from Levi Stadium! Your Superbowl HQ Take tram to stadium and avoid traffic JAM and parking nightmare! This 2 bedroom apartment. With with spectacular view of Silicon Valley and Levi Stadium). There are two bedrooms, one bathroom and a combined full kitchen/living room. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow! The Rental fee includes the Santa Clara Short Term Rental Tax!
ValueFamilySleep quality

Beautiful Large 4BR Home with POOL
Need a vacation or a great place to stay in the Bay area in San Jose? Look no further as you'll love this "Resort" style, very spacious 4 BR home with large in-ground pool- beautifully remodeled and furnished with plush furniture, art deco, comfy beds, upgraded modern amenities and beautiful landscaped garden. Family and business friendly. Conveniently located minutes to downtown San Jose, Trains, Malls, SAP & Levi's Stadium, SCU, SJSU and SJC. Highways 87-280-101. Book your escape today!
ValueFamilyBarbecue

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.
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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.
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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!
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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.
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Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!
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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.
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Popular amenities for Los Gatos rentals with a pool
House rentals with a pool

Alpine Zen Retreat with heated pool, sauna and spa
LocationFamilyWalkability

Large Home in Palo Alto, 5 bedrooms, Pool
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Stunning Group Retreat w/Pool!
FamilyValueHospitality

Santa Cruz Beach House with Pool & Spa
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Little Poolside House near Downtown. New AC!
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Silicon Valley Executive home in Santa Clara
ValueLocationBarbecue

3 BR Home on Vineyard nr Palo Alto & Stanford
ValueLocationAir conditioning

Private Oasis with Pool and Fire Pit
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Condo rentals with a pool

Seascape Ocean View Condo
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Beautiful Ocean View 2 BR-Seascape-Miles of Beach
ValueFamilyCheck-in

Seascape Resort Villa Beautiful Ocean View Sleep 6
LocationFamilyQuiet

Spectacular Ocean View- Heated Pool & Spa Seascape
FamilyValuePool

OCEAN Views and Steps from the BEACH, New & Modern
FamilyValueCheck-in

Beach Front Villa at Seascape Resort
LocationValueIndoor spaces

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace
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Rare Oceanview Studio Seascape Resort!
ValueFamilyAccess
Other holiday rentals with a pool

Luxury 2BR Apt near Tech Companies and Stanford
FamilyValueLaundry

Delightful Tiny Home in the Redwoods !
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*Official Resort Listing*DLX Ocean View 2 BD Villa
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Private Garden Cottage Belmont Hills*Pool*HotTub*
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Separate entry room near Stanford
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Private cottage in orchard and vineyard setting
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Relaxing 3‑Room with yard Pool • Near Santana Row
FamilyLocationSleep quality

Full Guest House in the Foothills
FamilyValueWi-Fi
When is the best time to visit Los Gatos?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 AUD | $283 AUD | $248 AUD | $283 AUD | $272 AUD | $283 AUD | $304 AUD | $283 AUD | $262 AUD | $262 AUD | $283 AUD | $225 AUD |
| 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 |
Destinations to explore
- San Francisco Holiday rentals
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- Family-friendly rentals Los Gatos
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- Rentals with a hot tub Los Gatos
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- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- Carmel Beach
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Carmel Beach
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- University of California San Francisco
- Pebble Beach Golf Links
- California’S Great America
- Oakland Arena
- Palace of Fine Arts





