50 Best San Jose Apartments on Holiday Lettings - Condos

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48 Vacation rentals

23

Vacation home in San Jose

California / San Jose

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
Fully Furnished 4 Beds 3 Baths Home Only 2.5 Miles From Levy Stadium With a newly renovated house, we warmly invite guests to a home away from home! If you're going to the Super Bowl, travel is easy. Being only 2.5 miles away from Levi’s Stadium, fans can have a better …see more

from $280 / night

$1600 - $1880 / week

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from $280 / night

15

Vacation home in San Jose

California / San Jose

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Two bedroom one bathroom home. In downtown San Jose, down the street from the San Jose Air port. Located about a mile from the San Jose airport. Walking distance to VTA light rail and several 5 star restaurants. Conveniently located near San Jose's main freeways 101, 88 …see more

from $155 / night

$1085 / week

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from $155 / night

(2) Excellent 

17

Vacation apartment in San Jose

California / San Jose

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
A luxurious 2 bedroom apartment. Wonderful amenities! Stay in this beautiful two bedroom apartment. Close to Silicon Valley companies, Convention Centers, Levi's Stadium, Great Mall, shopping and restaurants. The Space 2 Bedrooms and 2 Baths. Queen beds in eac …see more

from $215 / night

$1399 / week

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from $215 / night

(5) Good 

30

Vacation home in San Jose

California / San Jose

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
Stand alone, Upscale, Newer Home. Complete set of amenities provided. Note: This is a Stand Alone House with private front & back yards, patios and deck.- (Not a condo, apartment, townhouse, duplex or attached house). Artfully decorated, Newly painted; Quality …see more

from $315 / night

$2200 - $2550 / week

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from $315 / night

(1) Excellent 

19

Private room rental in San Jose

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
This is a fully furnished oversized room with private bath in a 5 bedroom gorgeous home in San Jose, capital of Silicon Valley. Very clean and located in a safe and quiet neighborhood with plenty of parking. Easy access to Frwy 101 and Hwy 85. Conveniently located close …see more

from $74 / night

$518 / week

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from $74 / night

56

San Jose Vacation home rental

California / San Jose

4 14 3 nights min

  • 4 bedrooms
  • Sleeps 14
  • 3 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
One of the most beautiful single story home in prestigious Silver Creek Valley in Silicon Valley. Impressive upgrades throughout home with steam room, sauna, spa, and pool. This is resort living will make your stay here the most memorable, ever! This property in locat …see more

from $1150 / night

$8050 / week

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from $1150 / night

(1) Excellent 

12

Vacation townhouse in San Jose

California / San Jose

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
A modern and elegant 1250 sq. ft. townhouse in San Jose Downtown. 2 bedrooms, 2 baths with private garage. Walking distance to everywhere (SJSU, SAP Center, San Jose Convention Center, and many more). Close to major highways 87, 101 and 280. 2 bedrooms, 2 full baths, e …see more

from $200 / night

$1100 / week

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from $200 / night

(1) Excellent 

7

San Jose Vacation apartment rental

California / San Jose

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Newly built top floor condo looking over an exquisite salt water pool and courtyard surrounded by cabanas this top floor unit with modern furniture and Decor. Amenities: of six pool, spa and gym , Cafe Lounge , business center tennis courts, hiking and biking trails, k …see more

from $290 / night

$2030 / week

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from $290 / night

(3) Good 

22

Vacation home rental

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
This is a private room with an entrance separate from rest of the house in the heart of Silicon Valley, minutes to tech enterprises, Freeways, public transportation, restaurants, parks, shopping & entertainment. Maximum continuous stay 28 days per booking. The room has …see more

from $74 / night

$518 / week

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from $74 / night

7

Vacation home in San Jose

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 56 mi
  • Child friendly
  • Air conditioning
My place is close to the airport, Downtown is 20 min drive away, plenty of family-friendly activities such as raging waters theme park 15 mins away, multiple shopping malls in 15 min distance and public transport. You’ll love my place because of the light, the comfy bed …see more

from $44 / night

$308 / week

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from $44 / night

17

Home rental in San Jose

California / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 77 mi
  • Child friendly
  • Air conditioning
- GREAT ROOM (Private room only, NOT WHOLE HOUSE) in a Quiet Silicon Valley home in San Jose, close to everything in Silicon Valley for a business traveler or a tourist. - Close to San Jose airport and all the main freeways, 85, 87, 101, 280 & 680. - Nearest Caltrain st …see more

from $49 / night

$325 / week

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from $49 / night

26

San Jose Vacation home rental

California / San Jose

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Welcome home to this Newly Built 1 Year Old Beautiful Residence right in Silicon Valley! Enjoy 3 oversized bedrooms, 2.5 Baths and appx 1635 sqft of open living space. High end kitchen appliances, cable TV and high speed internet, streaming video and music with Chromeca …see more

from $250 / night

$1750 / week

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from $250 / night

(3) Excellent 

17

Vacation apartment rental

California / San Jose

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Air conditioning
A modern 1250 sq. ft. townhouse in San Jose Downtown area. 2 master bedrooms, 2 and a half baths with private garage. 15 mins walking distance to San Jose State Univ, 10 mins driving to San Jose Airport, very close to major highways 101 and 280. 2 master bedrooms, 2.5 …see more

from $199 / night

$1200 / week

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from $199 / night

14

Vacation home rental

California / San Jose

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
Beautiful 3 bedroom 2 bathroom house in Roosevelt Park. This lovely remodeled house has wood flooring, brand new stainless steel appliances (including a dishwasher), and in-unit washer/dryer. This is a free standing house with lots of charm located in the heart of Downt …see more

from $150 / night

$1050 / week

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from $150 / night

(2) Excellent 

5

Vacation apartment rental

California / San Jose

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Dynamic Home has 3 BR & 2 Bathrooms, 1400 sqft living space, it even has a w/views of Levi Stadium & Silicon Valley! Walking Distance to Cisco and other major silicon valley offices Great Place with lost to do in local surrounding area Amenities: 24 Fitness Cen …see more

from $450 / night

$3150 / week

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from $450 / night

15

San Jose Vacation home rental

California / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
- GREAT ROOM (Private room only, NOT WHOLE HOUSE) in a Quiet Silicon Valley home in San Jose, close to everything in Silicon Valley for a business traveler or a tourist. - Close to San Jose airport and all the main freeways, 85, 87, 101, 280 & 680. - Nearest Caltrain st …see more

from $49 / night

$325 / week

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from $49 / night

(3) Excellent 

39

Vacation apartment rental

California / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning
Come and experience the true sophistication of the famed Santana Row of San Jose. Santana Row’s worldly ambiance is blended with a modern twist and offers all the luxuries of any renowned vacation setting. To start your day, you can enjoy a leisure walk along the colonn …see more

from $365 / night

$2500 - $3130 / week

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from $365 / night

24

Vacation home in San Jose

California / San Jose

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Indulge in this 2,600 sq ft brand newly constructed home. Tastefully designed for today's urban professional, it’s a peaceful, stylish escape from hotel living. Please note the pricing shown is discounted for December. Prices in 2017 will vary. This house has a eat-i …see more

from $400 / night

$2400 / week

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from $400 / night

10

Vacation home in San Jose

California / San Jose

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
LOCATION LOCATION LOCATION This rental is the CLOSEST to Downtown Willow Glen and Lincoln Avenue. Leave the car at home, and take a short Walk to Dinner and Cocktails. Willow Glen has Wonderful RESTAURANTS and BARS, and they're JUST OUTSIDE YOUR DOOR! Or stay at ho …see more

from $395 / night

$2400 / week

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from $395 / night

20

Vacation home with golf nearby in San Jose

California / San Jose

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 40 mi
  • Child friendly
  • Air conditioning
This 3BR, 2.5BA home in Santa Clara is great for families or tech visitors! The Space This three bedroom, two and a half bathroom single family home in Santa Clara is perfect for large family gatherings as well as those visiting the Bay Area's top tech or business com …see more

from $350 / night

$2400 - $3520 / week

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from $350 / night

15

San Jose Vacation apartment rental

California / San Jose

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
*while we are located on a 2 lane (30 mph) street, it is busy (especially during commute hours). foam ear plugs provided for light sleepers *Contact me about weekly and monthly rates *Enjoy your time at a newly renovated home with great open space *2 bedroom 1 bath (1 q …see more

from $200 / night

$1400 / week

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from $200 / night

15

Vacation apartment in San Jose

California / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
This wonderful 1 bed condo is ideally located just steps from downtown Willow Glen and all the restaurants and stores that you can find here! Recently remodeled to a high standard, featuring modern amenities and furnishings. It is cozy, with an efficiency kitchen, livin …see more

from $119 / night

$800 / week

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from $119 / night

15

Vacation home rental

California / San Jose

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 64 mi
  • Air conditioning
  • Private garden
Beautiful 3 Bath, 2.5 Bath. Lavish, elegant house for family vacation in Silicon Valley. It is private model house. It's best suit for family long vacation stay or CEO working-vacationing lifestyle. If you are CEO visiting Silicon Valley for your week-long business trip …see more

from $450 / night

$2800 / week

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from $450 / night

30

Vacation home in San Jose

California / San Jose

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This artfully decorated house is in an excellent location on a tree-lined street in the quaint historic Rose Garden neighborhood in San Jose. The house is a short walk to the San Jose Rose Garden, Rosicrucian Egyptian Museum, Children's Library, Valley Fair Mall, Santa …see more

from $285 / night

$1700 / week

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from $285 / night

(1) Very Good 

27

Private room rental in San Jose

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 48 mi
  • Air conditioning
  • Private garden
You'll instantly feel at home in this charming quintessential Willow Glen home, completely remodeled and immaculate. Yours is a private room with private bathroom a mere 2 steps from the bedroom ~ and a comfy cozy robe provided for your comfort! If you choose, work a …see more

from $75 / night

$525 / week

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from $75 / night

36

Vacation guest house in San Jose

California / San Jose

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 58 mi
  • Child friendly
  • Ask about pets
Great individual 1BR/1BA house on 1 huge lot and separate entrance near the hill. The house is near enough to stay close to bay area silicon valley (25 minutes south of San Jose Airport) and far enough to feel like in a country like setup. The house is on 1.5 acr …see more

from $119 / night

$750 - $1170 / week

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from $119 / night

40

Vacation apartment with shared pool in San Jose

California / San Jose

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our place is close to nightlife, family-friendly activities, the city center, the airport, and public transportation. You’ll love our place because of the light, the comfy bed, the kitchen, the coziness, and the high ceilings. Our place is good for couples, solo adventu …see more

from $210 / night

$1470 / week

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from $210 / night

20

Vacation home in San Jose

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly
Nice Neighborhood Right in the Heart of Downtown San Jose! Welcome! We have a nice furnished room in Downtown San Jose Nearby SJSU, San Pedro Square, Vietnam Town, Valley Fair. All you need is your bag and a smile! The Room will come with Queen Bed, Nightstand, Desk …see more

from $80 / night

$600 / week

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from $80 / night

(1) Excellent 

27

San Jose Vacation home rental

California / San Jose

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
This gorgeous 3400 Sq.ft single family home will give you the privacy you desire. 4 bedrooms 3 1/2 baths available in a quiet, safe neighborhood within minutes to San Jose Airport, Levi's stadium, SAP Center & Santana Row. Large Samsung Smart flat-screen TVs , Wi-Fi, Ze …see more

from $299 / night

$2093 / week

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from $299 / night

17

Vacation home in San Jose

California / San Jose

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This is introductory promotion rate for our first several bookings to introduce this new property on vacation rental market (priced at > 30% lower for similar beautiful condition and size 3bed/2bath 1423sqft/6000 SqFt lot single family houses in these high end neighborh …see more

from $400 / night

$2200 - $2830 / week

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from $400 / night

5

San Jose Vacation apartment rental

California / San Jose

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
My place is close to Downtown San Jose, San Jose State Univ. , restaurants and dining, art and culture, family-friendly activities. My place is good for couples, solo adventurers, business travelers, and families (with kids). This apartment is set as your away home with …see more

from $250 / night

$1480 / week

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from $250 / night

11

Condo rental in San Jose

California / San Jose

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
Just blocks to Santana Row and Westfield Mall, this spectacular condo has high ceilings and open living space. A nice flow from the living room and dining room to the beautiful kitchen detailed with stainless steel appliances and granite counter tops. Great amenities th …see more

from $165 / night

$1100 / week

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from $165 / night

(1) Excellent 

20

Home rental in San Jose with swimming pool, golf nearby

California / San Jose

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 43 mi
  • Swimming pool
  • Child friendly
My house, conveniently located in the heart of Silicon Valley, is immersed in the greenery of its lush garden with pool. Enjoy its unique whimsical, welcoming atmosphere and feel at home while experiencing a resort-like life style. This is a 2,300 sq ft single family h …see more

from $320 / night

$2099 - $2939 / week

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from $320 / night

17

Condo rental in San Jose

California / San Jose

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Best location in Silicon Valley. Close to whatever you could want, need, or ask for. Walk, bike, hike, car, rail, air, public transportation is right here. The amenities include creature comforts to make you feel at home. If you think of something (within reason) I tak …see more

from $167 / night

$1167 / week

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from $167 / night

8

Townhouse rental in San Jose

California / San Jose

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is one of the largest Penthouse w/ 2 stories in Downtown. It is the biggest unit in building. Across the street is San Jose State University, Safeway Market. Walk to the Convention center mins. away. Many restaurants, Bank of America, & Disco Bars near by. 1 Guaran …see more

from $599 / night

$3500 / week

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from $599 / night

19

San Jose Vacation private room rental

California / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 48 mi
  • Air conditioning
  • Private garden
You'll feel instantly at home in this charming quintessential Willow Glen home, completely remodeled and immaculate. Yours is a private bedroom with en-suite bathroom beautifully appointed and cozy with lovely fireplace filled with Aspen logs. If you choose, work and e …see more

from $85 / night

$595 / week

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from $85 / night

15

Home rental in San Jose

California / San Jose

3 3 6 nights min

  • 3 bedrooms
  • Sleeps 3
  • 6 nights min
  • Child friendly
The Space This beautiful newer townhouse has 2 Master Bedrooms, 1 Office Room, a Laundry room, a fully equipped kitchen with a stainless steel refrigerator, a dining area and a family room with a HDTV. There's a free high-speed WIFI internet access and a free comcast …see more

from $200 / night

$1250 - $1425 / week

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from $200 / night

14

San Jose Vacation apartment rental

California / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
This wonderful 1 bed condo is ideally located just steps from downtown Willow Glen and all the restaurants and stores that you can find here! Recently remodeled to a high standard, featuring modern amenities and furnishings. My place is close to the airport, the city ce …see more

from $159 / night

$1050 / week

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from $159 / night

39

Home rental in San Jose

California / San Jose

4 6 6 nights min

  • 4 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden
A Beautiful 4 Bedrooms and 3 Baths 2700 sqft house comes with everything you need to live comfortable like you own home! All you need is a suitcase of your own clothes. Just come and see it for yourself. You will sure like it! House Features: Braddock and Logan …see more

from $349 / night

$2350 - $3050 / week

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from $349 / night

16

San Jose Vacation private room rental

California / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
- PERFECT Room (Private room only, NOT WHOLE HOUSE) in a Quiet Silicon Valley home in San Jose, close to everything in Silicon Valley for a business traveler or a tourist. - Close to San Jose airport and all the main freeways, 85, 87, 101, 280 & 680. - Nearest Caltrain …see more

from $49 / night

$325 / week

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from $49 / night

1