
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.

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!

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.

Separate entry room near Stanford
This separate entry room opens to a beautiful one-acre garden with a pool, jacuzzi, cable TV/wireless, and parking. We are just off 280 and Woodside Rd., 4 miles from Stanford. It is peaceful and quiet and we are hands-off hosts. There is no access to the house and the room does not have a frig, microwave or dishes. We are set up for independent guests who want to come and go on their own and enjoy local restaurants in Woodside, Palo Alto or RWC. Please note the very short entry door.

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!

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!

Silicon Valley Executive home in Santa Clara

Large Modern Home in Evergreen

Retromodern | Pool | Games | 2LV

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

The Cool Pool House
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Gated 1BR Condo: AC, Parking, W/D near Santana Row

KING BED | Fully Furnished Luxury Condo Gym & Pool

Waterfront Condo! Great for Month rentals!

Lovely 1B1B condo with patio near downtown MTV

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

Cozy condo by the lake

Charming 2 bedroom 2 story condo - No smoking
Other vacation rentals with a pool

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

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Mission style, w. Pool, Hot tub, walk to downtown

Peaceful Large Suit1, 3 min Santana Row (NO party)

Casita Luna- Pool house 19 mins to Stanford

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

Country Club Living on Golf Course & amazing views

Sunny 2 Bedroom with Pool Near Standford Hospitals
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ525 | ﺩ.ﺇ499 | ﺩ.ﺇ544 | ﺩ.ﺇ525 | ﺩ.ﺇ452 | ﺩ.ﺇ452 | ﺩ.ﺇ437 | ﺩ.ﺇ481 | ﺩ.ﺇ444 | ﺩ.ﺇ463 | ﺩ.ﺇ448 | ﺩ.ﺇ510 |
| 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 |
Quick stats about vacation rentals with a pool in San Jose

Total vacation rentals
Explore 1,450 vacation rentals in San Jose

Verified guest reviews
Over 18,880 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 550 rentals that welcome pets

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wi-Fi availability
1,410 of San Jose vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Jose rentals

4.7 Average rating
San Jose stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
San Jose's top spots, include SAP Center, Winchester Mystery House, and Rosicrucian Egyptian Museum
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
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Westside LA Vacation rentals
- Santa Barbara Vacation rentals
- Rentals with a washer and dryer San Jose
- Boutique hotels San Jose
- Rentals with a home theater San Jose
- Rentals with lake access San Jose
- Loft rentals San Jose
- Rentals with breakfast San Jose
- Rentals with a fire pit San Jose
- Aparthotel rentals San Jose
- Rentals with an EV charger San Jose
- Rentals with a patio San Jose
- Rentals with beach access San Jose
- Pet-friendly rentals San Jose
- Apartment rentals San Jose
- Condo rentals San Jose
- Rentals with a hot tub San Jose
- Serviced apartment rentals San Jose
- Guesthouse rentals San Jose
- House rentals San Jose
- Smoking-friendly rentals San Jose
- Villa rentals San Jose
- Cottage rentals San Jose
- Cabin rentals San Jose
- Tiny house rentals San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Hotel rooms San Jose
- Rentals with a fireplace San Jose
- Rentals with outdoor seating San Jose
- Townhouse 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
- Golden Gate Bridge
- Twin Peaks
- Alcatraz Island
- California’S Great America
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Pier 39
- Davenport Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Palace of Fine Arts'`
- Winchester Mystery House
- Painted Ladies
- Rodeo Beach
- Things to do San Jose
- Nature and outdoors San Jose
- Art and culture San Jose
- Things to do Santa Clara County
- Art and culture Santa Clara County
- Nature and outdoors Santa Clara County
- Things to do California
- Tours California
- Sports activities California
- Sightseeing California
- Entertainment California
- Food and drink California
- Art and culture California
- Wellness California
- Nature and outdoors California
- Things to do United States
- Sightseeing United States
- Tours United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Sports activities United States






