
Holiday rentals with a pool in Downtown San Jose
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Downtown San Jose

Total holiday rentals
Explore 70 holiday rentals in Downtown San Jose

Nightly prices starting at
Downtown San Jose holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Downtown San Jose holiday rentals include wifi access

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

4.6 Average rating
Downtown San Jose stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Downtown San Jose’s top spots include SAP Center, The Tech Interactive and San Jose Diridon Station
Top-rated rentals with a pool in Downtown 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.

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!

Cozy Suite+Pool by Santana Row, Silicon Valley Gem
Spacious(650 Sq.Ft) suite and beautiful backyard w/lots of natural light. *Centrally located, walk to Santana Row, Winchester Mystery House, Westfield Mall *Levi’s 10-20min to Stadium (49er), PayP@l Park, Apple Park, Nvidia HQ, Caltrain Station, Santa Clara Convention Center, SAP Center/Downtown SJ, SJ Mineta Airport, Shoreline *Minutes to Cupertino, Sunnyvale, Mountain View, Palo Alto. *Easy access to 280/880 Highways *Enjoy strolling tree lined streets *Ask for Party/Event Pricing

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.

Large Home in Palo Alto, 5 bedrooms, Pool
This large 5 bedroom and 3 bath home in Palo Alto has plenty of room for big groups and families. The home features 1 king bed, 3 Queen beds, 2 twin beds and a Queen pull-out sofa sleeper. The kitchen is beautiful and well equipped and this large home has plenty of room for everyone to relax. Enjoy the manicured backyard with large deck, BBQ and sparkling pool (w/child safety fence; pool/hot tub not heated). Close to Levi's Stadium, Stanford and downtown Palo Alto.

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!

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 Downtown San Jose rentals with a pool
House rentals with a pool

Cozy 2BR w/ Patios, Prime Mountain View Location

Stunning Group Retreat w/Pool!

Silicon Valley Executive home in Santa Clara

Perfect home with pool for family vacations!

Modern Retreat in the Heart of Silicon Valley

Luxury 4-Suite Carbon-Neutral Home With Pool

Quiet Foothills Escape with Pool, Patio & BBQ

Casa Feliz | Pool | Sauna | Family Fun
Apartment rentals with a pool

Sweet home near Apple 2 bedrooms, 1 queen, 1 twin

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

Charming 1 bedroom, 1 bath, 2 Story Condo.

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

Modern 1B1B condo + quiet patio | Downtown Mt View

Large two-bedroom two bath condo in Palo Alto

Charming 2 bedroom 2 story condo - No smoking

Quiet Condo in Gated Community, Santana Row nearby
Other holiday rentals with a pool

Clean & Charming great location, pool Entire Unit!

Kaiser| Great America| Free parking |Multizone A/C

Private cottage in orchard and vineyard setting

Relaxing 3‑Room with yard Pool • Near Santana Row

Chic-Roomy 2Br 2Ba/Pool • Near Levis, Apple, Nvdia

Executive Townhouse 2086 SQFT South SJ

Cute 1B1B Apartment near Levi’s Stadium SJ

D’s Garden Cottage
When is the best time to visit Downtown San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £138 | £134 | £138 | £119 | £112 | £108 | £149 | £135 | £134 | £116 | £123 |
| 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 |
Destinations to explore
- Pet-friendly rentals Downtown San Jose
- Rentals with a patio Downtown San Jose
- Serviced apartment rentals Downtown San Jose
- Guest house rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Flat rentals Downtown San Jose
- Rentals with an EV charger Downtown San Jose
- Rentals with a hot tub Downtown San Jose
- Family-friendly rentals Downtown San Jose
- House rentals Downtown San Jose
- Rentals with a firepit Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Fitness-friendly rentals Downtown San Jose
- Rentals with pools San Jose
- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Capitola Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Levi's Stadium
- Pier 39
- Chase Center
- University of California San Francisco
- Seacliff State Beach
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies





