
Vacation rentals with a pool in Los Gatos
Find and book unique homes with a pool on Airbnb
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.

Quiet Santana Row LUXE with Mt View
Quiet, luxurious loft on Santana Row. Recently remodeled. New LG WashTower. Sleep Number Bed. Full Kitchen w/ Nespresso, smart kettle, Vitamix Blender. Lululemon MIRROR. Theragun Mini. Best upscale dining & shops downstairs. Valley Fair Mall across the street. Underground parking. Security 24/7. 70 in TV. Electronic standing desk w/ Herman Miller Aeron Chair. Ideal for business/leisure. EXCLUSIVE select dining & shopping discounts Tesla Level 2 charging + Supercharging @ Winchester Garage

Beach View Condo @ Seascape Beach Resort, Aptos CA
ONE OF THE BEST BEACH AND OCEAN VIEWS AT SEASCAPE. 2 story, 2 bedroom, 2-1/2 bath deluxe condo. Two, private balconies with whitewater and beach views and beautiful sunsets. A well equipped kitchen, a BBQ, access to the North Bluff swimming pool and spa, a resort bar and restaurant, and easy beach l-access. Golf, fitness center and tennis are available at a reasonable cost. The Village includes a coffee shop, pizza parlor, Chinese restaurant, a grocery store, Mexican restaurant and more.

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!

Private Queen Suite-Pool & Hot Tub, private entry
Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Los Gatos, Campbell and Willow Glen. Great for Mountain Winery Concerts, 49ers/Levi's Stadium and SJC. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry! You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom. Hot tub and Pool are a perfect way to relax and end the evening.

Hillside Retreat Private 2-Room Guest Unit & Pool
Our home is on 1/2 acre hilltop lot, in a secluded, very quiet cul-de-sac, with easy access to major freeways, minutes from SJC airport, downtown, SAP, SJSU, convention center. This listing is for an entire separate unit, attached to main house. It features 2 rooms with private yard and pool to yourself. You are free to relax in the back yard with view, surrounded by mature trees, hummingbirds, butterflies while surf the net, or swim in our private pool when weather permitted.

Luxury Silicon Valley Work & Wellness Oasis
PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with 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.

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!

Oceanfront Family Condo
Escape to your oceanfront condo and unwind at the beautiful Seascape Resort. Your retreat features two bedrooms, each with en-suite bathrooms, plus a convenient half bath. Unobstructed sea views from both the balcony and patio. With two king beds, a queen sofa bed, a rollaway single, and amenities like a pack n play and highchair, it's perfect for families. Walk to the beach or cozy up by the fireplace. Your fun-filled seaside 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

Large Home in Palo Alto w/Pool

Santa Cruz Beach House with Pool & Spa

Little Poolside House near Downtown Mountain View!

Spacious 4BR Home w/Pool, A/C & Multiple KingBed

Luxury 4-Suite Carbon-Neutral Home With Pool

Old Amesti Schoolhouse mid-bay amidst farmland

3 BR Home on Vineyard nr Palo Alto & Stanford

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

Luxury Garden View - Relax and Unwind - Seascape

Seascape Resort Villa Beautiful Ocean View Sleep 6

Spectacular Ocean View- Heated Pool & Spa Seascape

Royal Villa - Ocean View - Heated Pools - Seascape

OCEAN Views and Steps from the BEACH, New & Modern

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Rare Oceanview Studio Seascape Resort!

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz
Other vacation rentals with a pool

Beautiful Palo Alto -15 mins to Stanford(1090-104)

The Hilltop Venue w/pool, fire pits & views-241155

Cozy 3BR Near SJC

Zen Japan-inspired Suite - Resort hot tub/pool/gym

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Luxe Apartment Downtown San Jose w/ Gym, Pool

Peaceful Large Suit1, 3 min Santana Row

Retromodern | Pool | Games | 2LV
Quick stats about vacation rentals with a pool in Los Gatos

Total vacation rentals
Explore 30 vacation rentals in Los Gatos

Nightly prices starting at
Los Gatos vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
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- Levi's Stadium
- Moscone Center
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Baker Beach
- Monterey Bay Aquarium
- Oracle Park
- Las Palmas Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Carmel Beach
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- University of California-Berkeley
- Montara Beach
- Carmel Beach
- Palace of Fine Arts




