Holiday houses in Downtown San Jose

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Top-rated holiday rentals in Downtown San Jose

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Superhost
Condo in Downtown San Jose
5 out of 5 average rating, 6 reviews

Designer 1BR Condo by World Class® w/ Gym, Pool

Welcome to our signature World Class® condo in Downtown San Jose. The World Class® Standard: ✔️ King Bed with premium linens ✔️ 65” Living room TV + 55” Bedroom TV ✔️ Fast Wi-Fi + Dedicated Workspace ✔️ Fully Stocked Kitchen with Premium Appliances ✔️ Access to Amenities - pool, gym, conference rooms. 24/7 Concierge: Our dedicated team ensures a stress-free experience: handling maintenance requests, assistance, and anything else you need. "The perfect stay for business & leisure travelers."

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, 227 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
The exterior of the backyard cottage is depicted, featuring a light green facade and a charming entryway. Two chairs are positioned on a wooden deck, surrounded by a landscaped path of smooth stones and a variety of greenery including small shrubs and trees.
Guesthouse in San Jose
4.99 out of 5 average rating, 208 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is free w/a virtual permit. Must send ur license plate 1hr prior to check in

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, 67 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
Home in Downtown San Jose
4.93 out of 5 average rating, 27 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.

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.

Top 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, 228 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*

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, 232 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, 139 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 spacious bedroom features a king bed with a simple grey coverlet. Two bedside tables with lamps flank the bed. A large window with light curtains allows natural light to brighten the space, and a desk with a chair is positioned nearby.
Private room in Downtown San Jose
4.83 out of 5 average rating, 181 reviews

R4: Cozy & Spacious King Room • Near Downtown SJ

Welcome to our cozy Craftsman home on a tree-lined street with a true neighborhood feel! Your bright, private king bedroom 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 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, 658 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

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.
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 590 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.

Popular amenities for Downtown San Jose holiday rentals

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Avg. price$159 AUD$171 AUD$167 AUD$167 AUD$176 AUD$180 AUD$164 AUD$180 AUD$159 AUD$167 AUD$159 AUD$159 AUD
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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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    350 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