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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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Top guest favourite
Guest house in Willow Glen
4.97 out of 5 average rating, 544 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!

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.

Superhost
Guest suite in Hensley
4.96 out of 5 average rating, 182 reviews

Brand New Kawaii Downtown Studio w/ Secure Parking

Our lovingly newly designed modern, but SMALL cozy studio is perfect for 1 (too snuggle for 2). Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

Guest favourite
A spacious living room features a large sectional sofa and a round glass coffee table. A mounted flat-screen TV hangs above a fireplace. Natural light flows through bay windows, complemented by a small desk area and potted plant for a refreshing touch.
Home in Downtown San Jose
4.97 out of 5 average rating, 596 reviews

Charming Home nearby Airport/San Jose Downtown/SAP

Centrally located to explore the heart of Silicon Valley. This beautiful home has all the conveniences and is a ideal location to experience all of activities. About 7 to 15 minutes drive from most attractions: SJC airport,SAP center,SJ downtown,Hi-tech companies, Santana Row,Valley Fair Mall, Levi’s stadium,Avaya stadiums,Rose Garden, Great mall outlets,Museums and Restaurants..Santa Cruz 35 minutes. Stanford 25 minutes. San Francisco 45 minutes. Close to major freeways I-280, I- 880, US-101.

Top guest favourite
An outdoor patio featuring a wooden pergola adorned with string lights creates a warm ambiance at night. Comfortable seating is arranged around a sectional sofa, while a dining area accommodates several chairs and a table. A large wall-mounted TV is positioned for viewing enjoyment.
Guest house in Downtown San Jose
5 out of 5 average rating, 120 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
The backyard features a lush green lawn, surrounded by string lights overhead that create a warm ambiance. A gazebo provides shaded outdoor seating, while flowers and succulents add natural decor. The space is well-maintained and offers privacy for guest enjoyment.
Guest house in San Jose
4.91 out of 5 average rating, 186 reviews

Winter Sales! 1 Bed Cottage w/Kitchenette + yard

Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

Top guest favourite
Guest suite in Lakehouse
5 out of 5 average rating, 234 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
4.94 out of 5 average rating, 370 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
A light-filled living area features a spacious sofa with decorative pillows, a small dining table, and a workspace. A microwave is positioned on a countertop beside a plant. Natural light streams through the windows, enhancing the serene environment.
Loft in Rose Garden
4.85 out of 5 average rating, 669 reviews

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

Guest favourite
Home in Downtown San Jose
4.96 out of 5 average rating, 28 reviews

Brand New House @ San Jose City Hall & SJSU

Brand New standalone home built in 2023! Located only few steps away from City Hall and San Jose State University. Exceptional location with Starbucks, variety of restaurants, public transportation and supermarkets within 5 minutes walking distance. Enhanced safety due to vicinity to City Hall. Two bedrooms, 2 bathrooms, living room, dining room, full size kitchen. Washer and Dryer are in suite. Free reserved parking included. You'll be on freeway 101 and 87 within 2 min.

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, 20 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
Guest house in Evergreen
4.85 out of 5 average rating, 13 reviews

Modern Studio Living in San Jose

Welcome to your spacious private studio in San Jose's desirable Silver Creek area! This modern retreat features a fully stocked kitchen, cozy living and dining areas, and a comfortable sleeping space. Enjoy the convenience of a private entrance and optional washer/dryer. Perfect for business travelers or couples, this studio offers all the comforts of home with easy access. Early and Late check-in/out upon request based on availability. Fees apply.

Popular amenities for Downtown San Jose holiday rentals

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Avg. price£77£83£81£81£85£87£79£87£77£79£90£82
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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 £22 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