Vacation rentals in Downtown San Jose

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Top-rated vacation rentals in Downtown San Jose

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Top guest favorite
An outdoor patio features a round dining table surrounded by black mesh chairs. A large red umbrella provides shade over the seating area. Colorful cushions adorn two lounge chairs, while potted plants add greenery to the space. A nearby door leads into the guest house.
Guesthouse in San Jose
4.99 out of 5 average rating, 192 reviews

Exclusive Private Sanctuary in the Heart of the Valley

Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

Top guest favorite
The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 564 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

Superhost
Apartment in San Jose
4.86 out of 5 average rating, 168 reviews

2b2b Spacious Apt Near SAP, Airport, SJSU 316 LC

Welcome to your cozy retreat in the heart of Downtown San Jose! This stylish 2-bedroom apartment is perfect for business travelers, traveling medical professionals, couples, solo adventurers, 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 favorite
Apartment in San Jose
4.92 out of 5 average rating, 107 reviews

2B2B Top Floor Apt | SJC airport | SAP Center 407

Welcome to your cozy retreat in the heart of Downtown San Jose! This stylish 2-bedroom apartment is perfect for business travelers, traveling medical professionals, couples, solo adventurers, 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

Top guest favorite
An open living area features a glass dining table surrounded by modern chairs. Natural light pours in through expansive windows, illuminating the airy space. A staircase with wooden steps and metal railing leads to the upper floor, while decorative accents enhance the contemporary design.
Loft in San Jose
4.94 out of 5 average rating, 526 reviews

Santana Row Luxury Executive 2 Story Loft

Beautiful, luxury and clean 2 story open plan loft on the top floor at Margo building right on Santana Row. 2 bedroom 1,5 bath. Panoramic view of the mountains, downtown San Jose and the planes landing at SJC. Your favorite restaurants and shops downstairs. Valley Fair Mall is across the street. Brand new king size bed in the Master Bedroom, walk-in closet, kitchen, Nespresso coffee, teas. Underground parking with EV/Tesla hookup. Security on site 24/7. Ideal for business travelers and families.

Top guest favorite
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 San Jose
4.99 out of 5 average rating, 252 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 favorite
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 Downtown San Jose
4.94 out of 5 average rating, 378 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 favorite
Apartment in Downtown San Jose
4.94 out of 5 average rating, 261 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.

Top guest favorite
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.
Apartment in Downtown San Jose
4.95 out of 5 average rating, 111 reviews

New Modern Craftsman Guest House with Bay Windows

Close to all the action downtown San Jose has to offer, our renovated suite was designed with beauty and comfort in mind. You'll have a private entrance and a front porch all to yourself. This modern/luxurious home features a large living room/dining/kitchen/work area combo, dramatic bay windows, a textured stone wall fireplace, modern amenities, a cozy bedroom, specially commissioned artwork, laundry, and spa-like bathroom - a home away from home.

Guest favorite
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, 330 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 favorite
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 Downtown San Jose
4.98 out of 5 average rating, 246 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 favorite
Large glass doors open to reveal a bright, open kitchen and living area. A modern design includes white cabinetry, stainless steel appliances, and a comfortable seating area with a light sofa. Natural light floods the space from a skylight above.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 207 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 vacation rentals

When is the best time to visit Downtown San Jose?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,967 GYDG$25,890 GYDG$24,011 GYDG$22,758 GYDG$24,011 GYDG$24,637 GYDG$22,341 GYDG$24,637 GYDG$21,714 GYDG$22,132 GYDG$25,473 GYDG$22,967 GYD
Avg. temp10°C12°C13°C15°C17°C19°C20°C20°C20°C18°C13°C10°C

Quick stats about vacation rentals in Downtown San Jose

  • Total vacation rentals

    Explore 390 vacation rentals in Downtown San Jose

  • Nightly prices starting at

    Downtown San Jose vacation rentals start at G$8,352 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Downtown San Jose vacation rentals include wi-fi 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