
Holiday 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.

La Casa de Alpaca
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.

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.

Little Poolside House near Downtown Mountain View!
Absolutely the best location in Mountain View, steps from Downtown! Situated near all the entertainment, nightlife & attractions this vibrant city has to offer. This beautifully furnished little poolside house is just minutes from the Caltrain & light rail, Shoreline Lake, Stanford, Menlo Park, NASA Ames Center & more! Step outside for a stroll and explore local and international cuisine, wonderful farmers market and shopping! Perfect for family or friends, you will love this Bay Area getaway!

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.

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!

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!

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, 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.

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.

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.

Private Queen Suite-Pool & Hot Tub, private entry
This is your Getaway and World Cup spot! Enjoy your private suite, bathroom and large smart TV with all the action. Located within 3 miles of downtown Los Gatos and Campbell great food options. Levi's Stadium 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.

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!

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 San Jose rentals with a pool
House rentals with a pool

Large Home in Palo Alto, 5 bedrooms, Pool

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Perfect home with pool for family vacations!

Luxury 4-Suite Carbon-Neutral Home With Pool

3 BR Home on Vineyard nr Palo Alto & Stanford

Modern Family Stay |Steps to Parks + DT Los Gatos

Casa Feliz | Pool | Sauna | Family Fun

Starbird Oasis: Pet Friendly with Private Pool!
Condo rentals with a pool

Spacious 2BR/2BA w/ Patio + Hot Tub Access

Modern 2‑bed, 2‑bath top‑floor apartment.

Luxury Condo 3B 2B | King Bed | Fully Furnished

Luxury Condo Minutes to Levi’s Stadium & World Cup

Entire Studio in Upscale Downtown Community

Modern 1B1B condo + quiet patio | Downtown Mt View

Couple's Retreat 2 Mi to Dtwn Pleasanton!

Contemporary 2BR - Blocks from Stanford Campus
Other holiday rentals with a pool

Private cottage in orchard and vineyard setting

Trailside Home, Panoramic Views

Silicon Valley Executive home in Santa Clara

Modern Retreat in the Heart of Silicon Valley

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

Nuby's Bed & Breakfast (SCC Permit #251085)

Country Club Living on Golf Course & amazing views

Relaxed Home-Style Stay in Heart of Silicon Valley
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 AUD | $212 AUD | $198 AUD | $199 AUD | $171 AUD | $171 AUD | $166 AUD | $182 AUD | $168 AUD | $167 AUD | $164 AUD | $171 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 |
Quick stats about holiday rentals with a pool in San Jose

Total holiday rentals
Explore 1,360 holiday rentals in San Jose

Nightly prices starting at
San Jose holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 19,440 verified reviews to help you choose

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

Pet-friendly accommodation
Find 500 rentals that welcome pets

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wi-Fi availability
1,330 of San Jose holiday 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 Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- Santa Monica Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Westside LA Holiday rentals
- Rentals with a patio San Jose
- Loft rentals San Jose
- Serviced apartment rentals San Jose
- Rentals with an EV charger San Jose
- House rentals San Jose
- Townhouse rentals San Jose
- Hotel rooms San Jose
- Cabin rentals San Jose
- Rentals with a sauna San Jose
- Condo rentals San Jose
- Cottage rentals San Jose
- Rentals with outdoor seating San Jose
- Rentals with a fire pit San Jose
- Rentals with a home theatre San Jose
- Tiny house rentals San Jose
- RV rentals San Jose
- Pet-friendly rentals San Jose
- Aparthotel rentals San Jose
- Rentals with breakfast San Jose
- Boutique hotels San Jose
- Rentals with lake access San Jose
- Guesthouse rentals San Jose
- Smoking-friendly rentals San Jose
- Rentals with a hot tub San Jose
- Rentals with beach access San Jose
- Rentals with a fireplace San Jose
- Rentals with a washing machine and dryer San Jose
- Apartment rentals San Jose
- Family-friendly rentals San Jose
- Fitness-friendly rentals San Jose
- Private suite rentals San Jose
- Villa rentals San Jose
- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Monterey Bay Aquarium
- Golden Gate Park
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Twin Peaks
- Seacliff State Beach
- Rodeo Beach
- Levi's Stadium
- Montara Beach
- Palace of Fine Arts
- California’S Great America
- Winchester Mystery House
- Painted Ladies
- Things to do San Jose
- Nature and outdoors San Jose
- Entertainment San Jose
- Art and culture San Jose
- Things to do Santa Clara County
- Art and culture Santa Clara County
- Sightseeing Santa Clara County
- Nature and outdoors Santa Clara County
- Food and drink Santa Clara County
- Things to do California
- Tours California
- Sightseeing California
- Food and drink California
- Entertainment California
- Nature and outdoors California
- Wellness California
- Sports activities California
- Art and culture California
- Things to do United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Entertainment United States







