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Holiday houses in Downtown San Jose

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Top-rated holiday rentals in Downtown San Jose

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.
Guesthouse in Downtown San Jose
5 out of 5 average rating, 117 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

Our detached guesthouse is centrally located in DTSJ near Japantown, features a king-sized, ultra-comfortable bed and cold mini split A/C system in the bedroom that guarantees a restful night's sleep. A fully equipped kitchen for chefs and for those who need to work during their stay, an automatic ergonomic sit-stand desk. The outdoor oasis includes a huge 65 inch Smart TV, ambient lighting, outdoor ceiling fan, propane fire pit, and dining and lounging area. Street parking is free and ample.

Top Guest favourite
An open living area features a leather sofa paired with a small side table. A dining table is situated nearby, with a view of the modern kitchen that includes sleek cabinetry and ample lighting, creating a welcoming space for relaxation and dining.
Guest suite in Lakehouse
5 out of 5 average rating, 233 reviews

Modern luxury suite in Downtown San Jose

Welcome to your contactless stay in downtown San Jose! Self check-in + check-out with private gated entrance ensures your health and safety during your stay. There's a large living space, full kitchen, and luxurious bathroom with washer/dryer. A/C and heated floors provide comfort just like home. This guest suite is part of a Victorian home built in 1892 within San Jose's historic Lakehouse district. We created this space specifically to host family and guests and hope you enjoy your stay.

Top Guest favourite
A spacious bedroom features a comfortable bed with crisp white linens. A large artwork depicting bamboo decorates the wall. Natural light enters through the open door leading to a front porch, where outdoor seating is visible.
Guest suite in Hensley
4.93 out of 5 average rating, 368 reviews

Your San Jose Home

Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently updated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

Guest favourite
A cozy living area is characterized by a light-colored sectional sofa and a round coffee table with greenery. Natural light enters through multiple windows, illuminating the space. A lamp and decorative items are positioned next to a door leading outside.
Loft in Rose Garden
4.85 out of 5 average rating, 667 reviews

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.

Guest favourite
Home in Downtown San Jose
4.93 out of 5 average rating, 46 reviews

Bright, Stylish Suite in Central Silicon Valley

Newly remodeled guest suite, only steps away from SJSU. The main house hosts a boutique architect firm, adding creative energy by day while evenings stay quiet. This retreat offers modern comforts in a prime Silicon Valley location. With quick access to I-280, Hwy 87, and Hwy 101, you’re minutes from Caltrain, SJC Airport, the Convention Center, SAP Center, Levi’s Stadium, and downtown San Jose. Ideal for business or leisure, the suite blends style and convenience for a comfortable stay.

Top Guest favourite
The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.
Guesthouse in Willow Glen
4.99 out of 5 average rating, 214 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Top Guest favourite
Guest suite in Hensley
4.93 out of 5 average rating, 163 reviews

Lovely Downtown Modern New-Build, w/Secure Parking

Our lovingly designed cozy but SMALL studio is perfect for solo traveler(too snuggle for 2). Modern design, upscale European stone/tile work in kitchen and bath. Private patio, parking w/ secure gate, laundry, electric fireplace, rainfall shower, LED vanity mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. close to SJC Airport, SJSU campus, SAP Center, Convention Center, Downtown SJ, HWY-87, tech companies like Zoom, Adobe, PWC, EY. Walk to Japantown.

Guest favourite
A modern seating area features a patterned sofa with a decorative pillow that reads 'together.' A small coffee table sits in front of the sofa, complemented by a potted plant. Light hardwood floors enhance the room's airy feel, with large curtains draping elegantly beside the window.
Guest suite in Willow Glen
4.84 out of 5 average rating, 83 reviews

Stylish private studio walking to DWTN Willow Glen

This stylish newly built guest suite is located on a quiet residential street with full of light and airy. The total area is close to 300 square feet and has private entrance and private bathroom. Downtown Willow Glen restaurants/shops and Lincoln Ave is short stroll away. Downtown San Jose, SAP center and San Jose State University are all minutes away. Sleeping Arrangements Other than a queen bed, the 68” long sofa bed can be open to accommodate one more person.

Guest favourite
A light-filled living area features a comfortable gray sectional sofa and a small coffee table. A dining table with black chairs accommodates four. Large windows provide natural light, while a round mirror adds depth to the space. A door leads to the outside.
Guest suite in Downtown San Jose
4.91 out of 5 average rating, 23 reviews

9B-Buttercup: Bright 1-BR near downtown San Jose

This newly renovated 1-bedroom with fast wifi is convenient for working in Silicon Valley or perfect home base for exploring the Bay Area. We are near downtown San Jose, Silicon Valley Tech Corridor - Cisco, Intel, Google, Apple, Stanford, Levi's Stadium, SJ State, Valley Fair, Santana Row, and transportation hub (Diridon Station) should you want to take the train to San Francisco or many wonderful cities in between like Mountain View, Palo Alto, Redwood City, …

Top Guest favourite
A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.
Guesthouse in Hensley
4.98 out of 5 average rating, 236 reviews

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.

Top Guest favourite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 167 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest favourite
A well-lit bedroom features a spacious bed with soft linens, accompanied by a wooden bench at the foot. A modern desk and chair are positioned near a mirrored closet. Natural light filters through the window, enhancing the neutral color palette of the room.
Apartment in San Jose
4.98 out of 5 average rating, 63 reviews

Downtown San Jose Studio Fully Furnished

A one-bed, one-bathroom studio that includes a built-in kitchenette. Our newly renovated home is close to SJC airport, O’Connor Hospital, and local restaurants. Strong WiFi supports simultaneous video calls all day long. We offer hotel-quality linens, a modern high-end interior, onsite parking(shared with other guests), a fully stocked kitchen with dinnerware and cookware, an electric fireplace, WiFi TV, and a washer/dryer.

Popular amenities for Downtown San Jose holiday rentals

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Avg. price$172 NZD$185 NZD$180 NZD$180 NZD$190 NZD$195 NZD$177 NZD$195 NZD$172 NZD$175 NZD$202 NZD$182 NZD
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Quick stats about holiday rentals in Downtown San Jose

  • Total holiday rentals

    Explore 380 holiday rentals in Downtown San Jose

  • Nightly prices starting at

    Downtown San Jose holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 19,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    370 of Downtown San Jose holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Downtown San Jose rentals

  • 4.7 Average rating

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

  • Nearby attractions

    Downtown San Jose's top spots, include SAP Center, The Tech Interactive, and San Jose Diridon Station