San Jose holiday rentals

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Booking Insights
Recommended by KAYAK

Best San Jose vacation rentals

These are the best prices for 28-29 May.
Have a comfortable stay! - San Jose - Bedroom
Have a comfortable stay!
Central San Jose
7.3Good(55)
Homestay
AED 297+
Check availability
Mission Peak Lodge - Fremont - Balcony
Mission Peak Lodge
Fremont, CA, United States
8.4Very Good(18)
Lodge
AED 628+
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Global Luxury Suites at Downtown Mountain View - Mountain View - Living room
Global Luxury Suites at Downtown Mountain View
Downtown
7.3Good(110)
Apartment
AED 2,595+
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Entire Studio Unit 2bed/1bath, Kitchen in San Jose - San Jose - Living room
Entire Studio Unit 2bed/1bath, Kitchen in San Jose
Alum Rock
7.5Good(12)
Apartment
AED 584+
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California Golden Dream C10 - Palo Alto - Kitchen
California Golden Dream C10
Palo Alto, CA, United States
Caravan
AED 492+
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@ Marbella Lane Mini Guest House in Downtown San Jose - San Jose - Kitchen
@ Marbella Lane Mini Guest House in Downtown San Jose
Central San Jose
9.1Wonderful(14)
House
AED 856+
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Homestay - Cozy Single Room Stay - San Jose
Homestay - Cozy Single Room Stay
South San Jose
Homestay
AED 202+
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Homestay - Our house is in the center of the greater San Jose area - San Jose
Homestay - Our house is in the center of the greater San Jose area
San Jose, CA, United States
Homestay
AED 198+
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Homestay - Furnished Room in quiet home - Santa Clara
Homestay - Furnished Room in quiet home
Santa Clara, CA, United States
Homestay
AED 191+
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Homestay - San Francisco Bay Area (Union City) - Union City
Homestay - San Francisco Bay Area (Union City)
Union City, CA, United States
Homestay
AED 242+
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Great Stay in South San Jose - San Jose
Great Stay in South San Jose
South San Jose
8.2Very Good(16)
Homestay
AED 468+
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Cozy House Nested Around Trees E - San Jose
Cozy House Nested Around Trees E
Willow Glen
6.6Okay(8)
Homestay
AED 198+
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Homestay - 2-story House in Safe Neighborhood - San Jose
Homestay - 2-story House in Safe Neighborhood
Alum Rock
Homestay
AED 213+
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Startup House Palo Alto - Palo Alto
Startup House Palo Alto
Palo Alto, CA, United States
8.4Very Good(47)
Homestay
AED 257+
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Private room 1-2 - San Jose
Private room 1-2
Alum Rock
1.0Poor(2)
Homestay
AED 206+
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Cozy Home Silicon Valley Retreat Near Sj - San Jose
Cozy Home Silicon Valley Retreat Near Sj
Alum Rock
10Wonderful(3)
Homestay
AED 253+
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Booking Insights

KAYAK’s insights for holiday rentals in San Jose

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in San Jose with confidence.

Which month has the cheapest vacation rental rates in San Jose?

Vacation rentals are cheapest in San Jose in October, with average rates of AED 195. In comparison, April is the most expensive month, with prices at AED 2,209.

What is the cheapest day of the week to book a vacation rental in San Jose?

Sunday offers the lowest rates in San Jose, with an average nightly price of AED 262. The highest prices are found on Saturday, with average rates at AED 25,840.

Find deals

KAYAK's top tips for finding San Jose holiday rental deals

  • Kitchen/kitchenette, wifi, hot tub, pool, air-conditioned, airport shuttle, parking, and pet friendly are the most popular holiday rental property amenities in San Jose
  • Holiday rentals in San Jose are around 120% cheaper than hotels on average. Search here to compare prices for all accommodation types in San Jose.
  • The best holiday rental properties in San Jose are Luxury Stay Near Santana Row for Vacatio (9.2, 64 reviews), Posh home near Santana Row for vacation/business (8.7, 42), and Startup House Palo Alto (8.4, 47), based on ratings and reviews from real travellers.
  • Downtown is the neighbourhood in San Jose with the most affordable holiday rental properties (37 properties with an average price of AED 1,581 per night). Global Luxury Suites San Jose Downtown, Kasa San Jose Apartments and San Pedro Square Condos by Barsala are the most popular rental properties in Downtown.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in San Jose for 18 days.

FAQs when booking a holiday home in San Jose

  • What types of holiday rentals are available in San Jose?

    There are loads of different property types that you can make your holiday home in San Jose. You’ll find apartments, campgrounds, condos, cottages, farm stays, houses, homestays, hotels, luxury tents, motels and villas.

  • What are some of the most-loved holiday rentals available in San Jose?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Hotel De Anza by IHG.

  • Are there any pet-friendly holiday rentals in San Jose?

    There are a number of dog and pet-friendly San Jose holiday rentals, with around 20% allowing you to bring your pet along with you.

  • How much is a holiday rental in San Jose for tonight?

    In the last 72 hours, users have found San Jose holiday rentals for tonight for as low as AED 278. Search here for similar prices

  • How much is a holiday rental in San Jose for this weekend?

    In the last 72 hours, users have found San Jose holiday rentals for this weekend for as low as AED 651 per night. Search here for similar prices

  • Which are the most popular neighbourhoods to stay in San Jose?

    Holiday rentals in North San Jose, Central San Jose and South San Jose have the most searches on KAYAK. For more information about San Jose's different neighbourhoods, check out our San Jose's City Guide.

  • How can I find holiday rentals near me in San Jose?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in San Jose?

Our map will help you find the perfect place to stay in San Jose by showing you the exact location of each holiday rental.

Everything you need to know for your stay in San Jose