Holiday rentals in San Jose

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Top-rated holiday rentals in San Jose

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest house in Santa Clara

4.91 out of 5 average rating, 104 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

17–24 Jan

$145 SGD per night
Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 103 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 plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

30 Jul – 6 Aug

$189 SGD per night
Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 273 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

23–30 Apr

$171 SGD per night

Popular amenities for San Jose holiday rentals

Stay near San Jose's top sights

Levi's Stadium398 locals recommend
Great Mall218 locals recommend
SAP Center271 locals recommend
Winchester Mystery House302 locals recommend
Westfield Valley Fair488 locals recommend
Apple Park26 locals recommend

Other great holiday rentals in San Jose

Guest favourite

Guest house in San Jose

4.93 out of 5 average rating, 135 reviews

Private Entrance Studio with in-unit bathroom

17–24 Jun

$135 SGD per night
Guest favourite

Guest house in Sunnyvale

4.96 out of 5 average rating, 384 reviews

Private cottage in a garden

1–8 Nov

$158 SGD per night
Superhost

Home in San Jose

4.86 out of 5 average rating, 152 reviews

New Spacious & Stylish Studio | Brand New Bathroom

29 Sep – 6 Oct

$162 SGD per night
Guest favourite

Home in Sunnyvale

4.9 out of 5 average rating, 115 reviews

Lovely Stay in Sunnyvale

1–8 Feb

$156 SGD per night
Superhost

Guest suite in San Jose

4.84 out of 5 average rating, 132 reviews

Private Suite | Free Parking| Super Fast Internet

5–12 May

$84 SGD per night
Guest favourite

Guest suite in San Jose

4.9 out of 5 average rating, 205 reviews

Cozy,Quiet”Home Away from Home”.attached cottage

15–22 Oct

$155 SGD per night
Guest favourite

Guest suite in San Jose

4.95 out of 5 average rating, 383 reviews

A Modern, Cozy & Private Suite in the Heart of SJ

3–10 Aug

$181 SGD per night
Guest favourite

Flat in San Jose

4.9 out of 5 average rating, 60 reviews

Cute 1B1B Apartment near Levi’s Stadium SJ

30 Jun – 7 Jul

$166 SGD per night
Guest favourite

Guest suite in Sunnyvale

4.94 out of 5 average rating, 96 reviews

Spacious Business Suite with Serene Backyard View

18–25 Apr

$139 SGD per night
Guest favourite

Guest house in San Jose

4.94 out of 5 average rating, 18 reviews

Brand new guesthouse in a garden

28 Nov – 5 Dec

$148 SGD per night
Superhost

Guest house in San Jose

4.78 out of 5 average rating, 23 reviews

Beautiful View - Private XL Flat w/ full kitchen

3–10 Mar

$163 SGD per night
Guest favourite

Home in San Jose

5.0 out of 5 average rating, 13 reviews

1 bedroom 1 bath house w/parking

21–28 Oct

$174 SGD per night

Quick stats about holiday rentals in San Jose

Total rentals

6.7K properties

Rentals with dedicated workspaces

3.6K properties have a dedicated workspace

Rentals with a pool

1.5K properties have a pool

Pet-friendly rentals

1.5K properties allow pets

Family-friendly rentals

2.2K properties are a good fit for families

Total number of reviews

181K reviews

Destinations to explore