
Holiday houses in San Jose
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Top-rated holiday rentals in San Jose
Guests agree: these stays are highly rated for location, cleanliness and more.

Santana Row Loft | Luxe Stay in Silicon Valley
*AIRBNB PLUS ON SANTANA ROW* *Vetted in person by AirBnb* *Creme de la creme of AirBnb* The very spacious open concept condo is over 1090 sq feet of space to enjoy the view from below. This loft unit includes 1 parking spot and a key less door entrance for your convenience and safety. Tall airy ceiling and minimalist decor, VIP guests can unwind after a long day of work/entertainment. The 8 people dining table serves as conference area and work space for remote workers. Enhanced cleaning protocol is implemented between each visit. Some furniture may have moved around the house. Open spacious floor plan. 2 bed/1.5 bath loft condo on top floor with designated parking space below building. Overlooking Santana Row's trendy restaurants and high end shops. The perfect location to spend a weekend of shopping and entertainment. Also, the condo is equipped with office amenities for business travelers - printer, office desk, cable TV, a touch screen computer ( upon request ). We offer name brand king size bed with new Ghost mattress, new fridge and TV in media room/ NEST/ Bluetooth speaker. In addition, we have a small eclectic library for light reading -Coffee/tea - and filtered water for your enjoyment- just send any request in advance and we will try to arrange. If you have a business meeting - the conference table can accommodate up to 8 person. Condo is accessible via underground garage or lobby by key fob. I am available via sms for any questions. I live 40 minutes away - my co host is only 10 minutes away if you need anything. The loft faces the upscale Santana Row shopping district, which is decorated with flowers and a manicured garden. It has a great feel with live bands in the summer, and it's magical in the festive season. Choose from plenty of upscale restaurants. You can walk to the most prestigious shopping center - Westfield Mall - and grocery shop and pharmacy. Spa and restaurants and bar and shopping are only couple of feet away. You may never need to drive. If you have an estimated arrival time later than midnight, please let us know beforehand and we are willing to accommodate your late check-in.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Airstream With Gorgeous Views of Silicon Valley
Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

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.

Rose Garden Cottage
A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

Brand New Kawaii Downtown Studio w/ Secure Parking
Our lovingly newly designed modern, but SMALL cozy studio is perfect for solo or couple. Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

Private unit close to Santa Clara University
Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

A) twin bed, private entry and bathroom, 1 person
Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

Newly Remodel Private Entire Unit in San Jose
- Fully Furnished NEELY REMODELED Private MASTER SUITE 1 BATH 1 BED WITH YOUR OWN ENTRANCE and BATHROOM in SAN JOSE; including kitchen, bathroom, comfort queen bed, lounge, dinning area, and central heat & AC. - Shared laundry in a laundry room next to your unit. - 1 Parking spot on drive way IN FRONT OF THE UNIT. - Private entrance - No smoking No pets - 7-Eleven: 0.3 miles - Chick-Fil-A: 1 mile - Jack in the Box: 1.7 miles - Walmart: 2.6 miles - Target: 2.3 miles

Pristine Modern Guesthouse w/ Full Kitchen-1B/1B
Enjoy and relax at this stylish experience in this centrally-located 1bed/1bath brand new guesthouse. This newly built home offers all amenities in their pristine condition. Walk to Japantown, SJSU campus, City Hall, short drive from SJC, Coleman shopping center, HWY 87, 101, 280, 880, SAP Center, Convention Center, heart of downtown. Fully stocked european kitchen, free street parking, designer bathroom, Fiber internet and Wi-Fi , work desk, monitor and much more

Private Entrance Studio with in-unit bathroom
Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Private Abodu Guesthouse in Downtown San Jose
Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.
Popular amenities for San Jose holiday rentals
Other great holiday rentals in San Jose

Modern style Santana Row loft

Treehouse , San Jose

Cute room in TT house&garden

Private Rm #3 in Renovated Silicon Valley Bungalow

Private Modern Spacious 1B1B 2 beds|Prime Location

Entire Home - Cozy Near Downtown | Fast WIFI

Near Japantown & SJC ARPT, King Bed, Fast Internet

Charming studio cottage in garden
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 NZD | $184 NZD | $184 NZD | $180 NZD | $184 NZD | $191 NZD | $191 NZD | $187 NZD | $178 NZD | $178 NZD | $180 NZD | $182 NZD |
| 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 in San Jose

Total holiday rentals
Explore 6,770 holiday rentals in San Jose

Verified guest reviews
Over 211,410 verified reviews to help you choose

Family-friendly holiday rentals
2,220 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,650 rentals that welcome pets

Holiday rentals with a pool
1,450 properties feature pools

Rentals with dedicated workspaces
3,810 properties have a dedicated workspace

Wi-Fi availability
6,590 of San Jose holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across San Jose rentals

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

Nearby attractions
San Jose's top spots, include SAP Center, Winchester Mystery House, and Rosicrucian Egyptian Museum
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