
Holiday rentals with a pool in Downtown San Jose
Find and book unique homes with a pool on Airbnb
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.

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.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, 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!

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!

Private Queen Suite-Pool & Hot Tub, private entry
World Cup spot! Enjoy your private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Los Gatos, Campbell and Willow Glen. Great forLevi's Stadium, Mountain Winery Concerts, 15 minutes-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.

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

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 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.

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.

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.

Breathtaking 6BR/3BA in the heart of San Jose!
Welcome to my wonderful 6BR House! Comfortably accommodating 12 guests, this place is equipped with 6 bedrooms and 3 baths, massive living area, fully equipped kitchen, comfy dining area and a fancy backyard to enjoy your dinner or a cup of coffee with your loved ones. This beautiful house has a total of 2 units with separate entrances. You have full access to the whole 6 bedroom unit on the main floor, while downstairs unit would belong to another guest.

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

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

Stunning Group Retreat w/Pool!

Silicon Valley Executive home in Santa Clara

Perfect home with pool for family vacations!

Retromodern | Pool | Games | 2LV

Large Modern Home in Evergreen

Luxury 4-Suite Carbon-Neutral Home With Pool

Spacious 4BR house | Beautiful Yard + Pool | A/C
Apartment rentals with a pool

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

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

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

Luxury 2BR Condo Near Levi’s Stadium

Spacious, luxury condo in downtown San José, CA

Contemporary 2BR - Blocks from Stanford Campus

Large two-bedroom two bath condo in Palo Alto

Willow Place
Other holiday rentals with a pool

Sunnyvale Sunrise Inn Entire apartment-2 bedrooms

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

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Fun 3BR w/ Pool & Slide – Pet Friendly in San Jose

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

Cozy+Private+Pool by Santana Row Silicon Valle Gem

Apartment above Levi Stadium.

Spacious 3 Bed | World Cup Homebase
When is the best time to visit Downtown San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £112 | £114 | £138 | £119 | £112 | £108 | £149 | £135 | £135 | £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 |
Quick stats about holiday rentals with a pool in Downtown San Jose

Total holiday rentals
Explore 50 holiday rentals in Downtown San Jose

Nightly prices starting at
Downtown San Jose holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.8 Average rating
Downtown San Jose stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Downtown San Jose’s top spots include SAP Center, The Tech Interactive and San Jose Diridon Station
Destinations to explore
- Guest house rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Serviced apartment rentals Downtown San Jose
- Flat rentals Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Pet-friendly rentals Downtown San Jose
- Rentals with a patio Downtown San Jose
- House rentals Downtown San Jose
- Family-friendly rentals Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with a firepit Downtown San Jose
- Rentals with a hot tub 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
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Monterey Bay Aquarium
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Seacliff State Beach
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Montara Beach
- Palace of Fine Arts
- Levi’s Stadium
- Winchester Mystery House
- California’S Great America
- Painted Ladies
- Davenport Beach
- San Francisco Zoo
- Asilomar State Beach




