Holiday rentals in Downtown San Jose

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Top-rated holiday rentals in Downtown San Jose

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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.
Guest house in Downtown San Jose
5 out of 5 average rating, 107 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, 230 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.

Superhost
The exterior of the duplex features a welcoming façade with a red front door, surrounded by vibrant flowering plants on a manicured lawn. Bricked steps lead to the entrance, while large windows offer views into the spacious interiors.
Townhouse in Hensley
4.88 out of 5 average rating, 139 reviews

Private Large Suite A Private Entrance Heart of SJ

This is 1 unit of a Duplex house (2 units in total, shared backyard, all rooms are private). Very Large unit with 900 square feet of area, includes 1 bedroom, a large living room, bathroom, full kitchen and laundry room. It also has an exclusive entrance, driveway for parking, and a patio. It is conveniently located near downtown San Jose and Japantown. 2 min walk to the light rail station, great for people traveling or on a business trip. 2 Queen beds, 1 in bedroom and 1 in living room.

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, 366 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
An outdoor patio area is highlighted, featuring a wooden pergola and comfortable seating arrangements. A fire pit is positioned at the center, surrounded by lounge chairs. Warm lighting illuminates the space, creating a cozy ambiance, while vibrant greenery and blooming flowers provide a serene backdrop.
Home in San Jose
4.91 out of 5 average rating, 69 reviews

Entire Home - Cozy Near Downtown | Fast WIFI

Welcome to your downtown San Jose retreat! This 2-bed, 2-bath home is perfect for business trips or family getaways. Located minutes from Santana Row, SAP Center, and top dining spots, you'll enjoy easy access to local attractions. Relax in cozy, modern bedrooms, cook in a fully equipped kitchen, and unwind in a peaceful, flower-filled backyard. With convenient parking and close airport access, your stay will be effortless and memorable. Let us know if you need anything during your visit!

Guest favourite
A cozy studio space is featured, highlighting a seating area with a gray couch and a white coffee table. The kitchenette is visible in the background, equipped with a microwave and storage. Natural light filters through two matching windows, enhancing the room's welcoming ambiance.
Guest suite in Downtown San Jose
4.92 out of 5 average rating, 75 reviews

Cozy Private Studio in Downtown San Jose

Our studio is a private dedicated space attached to our home with tons of natural light and a private entrance. We're a quiet couple with adult college age kids. We're looking to host a couple or single individual who is looking for a quiet escape for vacation or business. The studio is tiny but complete with a new queen bed, couch, full kitchenette with fridge, microwave, induction cooktop, coffee, tea, electric kettle, water filter and all kitchen essentials.

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, 18 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.

Top guest favourite
A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.
Guest house in San Jose
5 out of 5 average rating, 63 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

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, 148 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.

Top guest favourite
A bright sleeping area features a spacious bed with white bedding and a decorative throw. Two bedside lamps illuminate the room, while colorful animal artwork adorns the wall above. A cozy sofa and a small side table complete the inviting atmosphere.
Guest suite in San Jose
4.94 out of 5 average rating, 664 reviews

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Top guest favourite
The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.
Guest house in Downtown San Jose
4.98 out of 5 average rating, 595 reviews

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

Guest favourite
Home in San Jose
4.84 out of 5 average rating, 19 reviews

Modern Luxe King Suite in Heart of San Jose

Unwind in a private king suite with a spa-like bathroom, business-class internet and whole-home Wi-Fi 6. Centrally set in Silicon Valley with fast access to I-280, Hwy 87 and 101. Reach Diridon/Caltrain, SJC, the Convention Center, SAP Center, Levi’s Stadium, SJSU and downtown San Jose in about 10 minutes. Have questions or special requests? We’re close by and happy to help so your stay is effortless.

Popular amenities for Downtown San Jose holiday rentals

When is the best time to visit Downtown San Jose?

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Avg. price$134 SGD$144 SGD$140 SGD$140 SGD$148 SGD$152 SGD$137 SGD$152 SGD$134 SGD$140 SGD$134 SGD$134 SGD
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Quick stats about holiday rentals in Downtown San Jose

  • Total holiday rentals

    Explore 370 holiday rentals in Downtown San Jose

  • Verified guest reviews

    Over 18,790 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

    60 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    350 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