Holiday houses in Downtown San Jose

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Top-rated holiday rentals in Downtown San Jose

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Guest favourite
Apartment in Downtown San Jose
4.93 out of 5 average rating, 232 reviews

Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features gated parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in, 1 PERSON ONLY.

Guest suite in San Jose
4.63 out of 5 average rating, 172 reviews

Cozy Luxury studio by the San Jose Airport

Separate private guest unit from the main house, Luxury Cozy studio. In the heart of San Jose downtown, near all the happening places, stadiums (Levi's, Avaya, SAP center and many more), Companies (eBay, G00gle, Cisco, Apple, Amazon, Microsoft, Linkedin and many more). Right across the public transport, restaurants, shopping. Best for work travelers. This is completely private with its own entry and bathroom, no host interaction. You will absolutely love it. NO smoking, NO pets and NO partying.

Superhost
The exterior of the Craftsman home is shown at twilight, illuminated by soft lighting around the porch and nearby greenery. A well-kept lawn is visible, enhancing the welcoming presence of the home. The neighboring houses are softly lit, contributing to the peaceful ambiance.
Home in San Jose
4.87 out of 5 average rating, 289 reviews

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

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, 223 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.

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, 358 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
Home in Downtown San Jose
5 out of 5 average rating, 11 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
A cozy bedroom features a plush bed with layered linens and a decorative throw. Natural light filters through a window beside leafy plants. A small round table and a light-colored chair provide additional seating, while a framed botanical print adds a refreshing touch to the wall.
Guest suite in Willow Glen
4.95 out of 5 average rating, 21 reviews

Spacious and bright room with private entrance

Escape to our inviting, bright, comfortable suite to the heart of Willow Glen. Just a one-block stroll leads you to the Lincoln Avenue, where you can explore charming boutiques, indulge in delicious dining, and savor the aroma of freshly brewed at Starbucks, Philz, or Peet’s. Plush, firm queen foam bed for a restful night's sleep with private bath. Super-fast AT&T Fiber internet for seamless connectivity. Ample parking and Private entrance for added privacy and convenience.

Guest favourite
A comfortable seating area features a plush gray sofa adorned with green and white accent pillows. A light-colored armchair with a leaf pattern is positioned nearby. Two abstract artworks hang on the wall, complementing a round wooden coffee table topped with lavender in a textured vase.
Guesthouse in Downtown San Jose
5 out of 5 average rating, 117 reviews

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

Guest favourite
A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.
Guesthouse in Hensley
4.94 out of 5 average rating, 220 reviews

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*

Superhost
A bright bedroom features a queen bed with a light blanket, paired with a black nightstand and a desk with a chair. Natural light enters through three windows, while a closet is conveniently situated nearby, enhancing the room's overall functionality.
Private room in Downtown San Jose
4.77 out of 5 average rating, 150 reviews

R3: Cozy & Bright Queen Room • Near Downtown SJ

Welcome to our cozy Craftsman home on a tree-lined street with a true neighborhood feel! This bright and comfortable bedroom with a queen bed is just minutes from downtown San Jose's SoFa district—perfect if you're visiting for an event, conference, or convention. Your private room includes a desk and TV, ideal for both work and relaxation. Please note: We live in the home, and there is one other guest room that may be occupied during your stay.

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, 228 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, 124 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.

Popular amenities for Downtown San Jose holiday rentals

Quick stats about holiday rentals in Downtown San Jose

  • Total rentals

    370 properties

  • Total number of reviews

    19K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    60 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace