
Vacation rentals with a pool in San Jose
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Jose
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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.

Pool, Hot tub, Sauna I Your Silicon Valley Luxury
Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

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.

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.

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.

Beautiful 3BD Home w/ Heated Pool and Fire Pit
Welcome to your next getaway! Corporate housing, business travelers, and families welcome. Work, relax and unwind in our beautiful and spacious home. Enjoy our pool with outdoor fire pit and BBQ grill (propane not included) and dining table. Hang out with the whole team or family and enjoy a delicious meal with your favorite glass of wine while admiring the beautiful lush scenery. ** Hot tub is non operational! Pool can be heated but will incur a fee - 24hr noticed needed !! **

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.

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!

Greenwood Guest House, a Peaceful Oasis
Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

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.
Popular amenities for San Jose rentals with a pool
House rentals with a pool

Beautiful Large 4BR Home with POOL

Little Poolside House near Downtown Mountain View!

Large Modern Home in Evergreen

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

The Cool Pool House

Bay Area getaway w/ Pool + Heated Spa + EV charger

Casa Feliz | Pool | Dry Sauna | Family Fun
Condo rentals with a pool

One Bedroom+ Full Bed, close to Santa Cruz

Lakeside Retreat (w/ private parking)

Charming 1 bedroom, 1 bath, 2 Story Condo.

Lovely 1B1B condo with patio near downtown MTV

1BR/1BA Near Santana Row | Work-Friendly + Parking

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym

Relaxing Lake Merritt Condo with Balcony + Pool

Modern Upscale 2BR/2BA Condo near Levi Stadium
Other vacation rentals with a pool

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay

Quiet Newly renovated Studio

Retromodern | Pool | Games | 2LV

2 BR/2 full bath Modern Santana Row Condo sleeps 6

Country Club Living on Golf Course & amazing views

Studio Near Meta: Pool, Spa, Gym + Resort Living!

Coastal Zen Den

Poolside Wine Country Retreat
Quick stats about vacation rentals with a pool in San Jose
Total rentals
1.4K properties
Total number of reviews
19K reviews
Family-friendly rentals
510 properties are a good fit for families
Pet-friendly rentals
550 properties allow pets
Rentals with dedicated workspaces
700 properties have a dedicated workspace
Wifi availability
1.4K properties include access to wifi
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Fernando Valley Vacation rentals
- Santa Monica Vacation rentals
- Santa Barbara Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Westside LA Vacation rentals
- Rentals with lake access San Jose
- Loft rentals San Jose
- Rentals with a fireplace San Jose
- Rentals with an EV charger San Jose
- Rentals with outdoor seating San Jose
- Rentals with a patio San Jose
- Rentals with a hot tub San Jose
- Townhouse rentals San Jose
- Condo rentals San Jose
- Smoking-friendly rentals San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Aparthotel rentals San Jose
- Rentals with a fire pit San Jose
- Cabin rentals San Jose
- Rentals with a sauna San Jose
- Villa rentals San Jose
- Boutique hotel rentals San Jose
- Cottage rentals San Jose
- House rentals San Jose
- Rentals with breakfast San Jose
- Rentals with a home theater San Jose
- Serviced apartment rentals San Jose
- Rentals with a washer and dryer San Jose
- Pet-friendly rentals San Jose
- Hotel rentals San Jose
- Apartment rentals San Jose
- Rentals with beach access San Jose
- Tiny house rentals San Jose
- Guesthouse rentals San Jose
- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Oracle Park
- Seacliff State Beach
- Twin Peaks
- Golden Gate Bridge
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Pier 39
- California’S Great America
- Rodeo Beach
- Manresa Main State Beach
- Painted Ladies
- New Brighton State Beach
- Winchester Mystery House
- Things to do San Jose
- Nature and outdoors San Jose
- Art and culture San Jose
- Things to do Santa Clara County
- Nature and outdoors Santa Clara County
- Art and culture Santa Clara County
- Things to do California
- Art and culture California
- Tours California
- Wellness California
- Sports activities California
- Nature and outdoors California
- Sightseeing California
- Food and drink California
- Entertainment California
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States