
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 50 vacation rentals in Los Gatos

Nightly prices starting at
Los Gatos vacation rentals start at €51 per night before taxes and fees

Verified guest reviews
Over 1,020 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.

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.

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!

🍀Escape - Brand New Modern Chic Coastal Retreat🍀
Start the day snuggled up with an incredible, 180-degree unobstructed ocean view from the deck with coffee from the in-home coffee station. Take a dip in the pool overlooking the shoreline or grab some boogie boards for a day on the beach. Featured on the design website Houzz, this clean, breezy, modern seaside sanctuary features homey hardwood floors, smooth quartz counters and open floor plan living. Come relax with amazing beds + soft linens, a gourmet kitchen, and the charm of beach living.

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.

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!

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.

Luxury garden villa w/ hot tub and game room
Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

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!

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.

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!

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.

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

Modern Rustic Home With Private Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

Silicon Valley Executive home in Santa Clara

Old Amesti Schoolhouse mid-bay amidst farmland

Large Home in Palo Alto, 5 bedrooms, Pool

Modern 4bd/3ba w/ pool In Downtown MV

Santa Cruz Beach House with Pool & Spa

Luxe 3BR Retreat with Pool & Hot Tub
Condo rentals with a pool

Walk to the beach, panoramic ocean view, and pool!

La Casa de Alpaca

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Beach Front Villa at Seascape Resort

Spectacular Ocean View- Heated Pool & Spa Seascape

Aptos Condo with Spectacular Ocean Views

Beach View Condo - Heated Pool - Seascape Resort
Other vacation rentals with a pool

Modern Ocean View 2 BD w Parking.

Cozy BUS on Farm Animal Rescue with CITY VIEW

Rustic Cabin in the Redwoods

Apartment above Levi Stadium.

Delightful Tiny Home in the Redwoods !

*Official Resort Listing* Partial View 2 BDR Villa

Los Gatos Mountain Retreat | Heated Pool & BBQ

D’s Garden Cottage
When is the best time to visit Los Gatos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €139 | €172 | €150 | €172 | €165 | €172 | €184 | €172 | €159 | €159 | €172 | €136 |
| 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 a hot tub Los Gatos
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Capitola Beach
- Golden Gate Bridge
- Moscone Center
- Oracle Park
- Carmel Beach
- University of California-Berkeley
- SAP Center
- Levi's Stadium
- Carmel Beach
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- University of California San Francisco
- Pebble Beach Golf Links
- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts





