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Holiday rentals 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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Guest favourite
The living room features a comfortable teal sofa adorned with a cozy white throw. A modern glass coffee table sits on a textured area rug. Large bay windows allow ample natural light, and a custom-made work desk is visible, complemented by elegant artwork on the walls.
Flat in Downtown San Jose
4.94 out of 5 average rating, 102 reviews

New Modern Craftsman Guest House with Bay Windows

Close to all the actions downtown San Jose has to offer, our newly renovated guest suite is uniquely designed just for the space. You'll have a private entrance and front porch all to yourself. This modern/luxurious home featuring a large living room/dining/kitchen/work area combo, dramatic bay windows, textured stone wall/fireplace, fully stocked kitchen, modern amenities, cozy bedroom, specially commissioned artworks, laundry, and spa-like bathroom, this suite offers you a home away from home.

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, 369 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!

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.
Guest house 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.

Superhost
The living area is highlighted by a comfortable seating arrangement, a modern coffee table, and a wall-mounted TV. A dining space is visible, featuring a light wood table surrounded by four chairs. The kitchen area is accessible, showcasing stainless steel appliances and sleek finishes.
Flat in San Jose
4.85 out of 5 average rating, 124 reviews

2B2B Apt - Close to Levi's Stadium | SAP 208 LC

Spacious 2BR/2BA Apt with Corner View - One of our biggest 2 bedrooms unit! This apartment is perfect for business travelers, traveling medical professionals, families and interns! -> Very close to SJ Airport, SF Convention Center, SAP Center, SJ Downtown... -> Self-Check in with code -> Free private on-site parking spot in the gated garage -> Central A/C and heater -> In-unit washer and dryer -> High-Speed Wifi -> Comfortable King size bed -> Elevator in the building

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
4.92 out of 5 average rating, 24 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, …

Guest favourite
A landscaped pool area features a clear blue pool surrounded by lounge chairs. Palm trees and greenery enhance the serene environment. Adjacent buildings are visible, providing a modern backdrop to the outdoor space.
Flat in Downtown San Jose
5 out of 5 average rating, 19 reviews

Luxe Apartment Downtown San Jose w/ Gym, Pool

Experience San Jose in a modern luxe apartment with great vibes and amenities → Lightning Fast Wi-Fi → Comfortable Queen Bed → Dedicated Office Workspace → Fully Stocked Kitchen → 55" Smart TV → Washer+Dryer → Private Parking Amenities: → Clubhouse+Lounge → Dedicated Corporate Office Workplace → Rooftop Courtyard with BBQ → Pool+Hot Tub → Full-Size Gym Ideal for business travelers, travel nurses & corporate clients looking to experience San Jose in style.

Guest favourite
The living area features a blue sofa and a wooden coffee table positioned on a dark rug. A flat-screen television is mounted above a white brick fireplace. Natural light enters through large windows, framed with light green blinds, and a decorative plant is situated in the corner.
Home in Downtown San Jose
4.81 out of 5 average rating, 304 reviews

Charming Craftsman in Downtown SJ

Amazing 2 Bedroom home in the middle of everything great in downtown San Jose. New AC! Custom details throughout including pergola, barn door, redwood shelving and remodeled kitchen. Walking distance to SAP center, downtown San Jose, San Pedro square, Diridon Caltrain station, restaurants on the Alameda, and the wonderful Whole Foods and attached brewery (Floodcraft). Right next to the beautiful Guadalupe trail for great bike rides and walks.

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.
Guest house 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.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 168 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.
Flat 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

When is the best time to visit Downtown San Jose?

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Avg. price$131 SGD$141 SGD$138 SGD$138 SGD$145 SGD$149 SGD$135 SGD$149 SGD$131 SGD$134 SGD$154 SGD$139 SGD
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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 $38 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    370 of Downtown San Jose holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Downtown San Jose rentals

  • 4.7 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