San Jose Vacation Homes

Compare San Jose vacation homes and Airbnbs with pools, gardens, and free WiFi. Check ratings and rates near Santana Row or downtown before you book.

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Rooms and Guests2 Guests, 1 room
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Rooms and Guests2 Guests, 1 room
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Check-out
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Rooms and Guests2 Guests, 1 room
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1-15 out of 15
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.4
Perfect76 total reviews
our site & Booking.com
3 adults
1 bedroom
2 beds
Map
7.2 mi from City Center394 yd from Parent Effectiveness Training
Shared KitchenOutdoor PoolPersonal Trainer
  • Shared kitchen with cooking essentials
  • Allergy-free non-smoking apartment
  • Personal trainer available on site
FromUS$ 73 /nightSelect
6.7
Nice28 total reviews
our site & Booking.com
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446 yd from City Center149 yd from San Pedro Square
Hot TubGame RoomEV Charging
  • Electric vehicle charging station
  • Shared kitchen with cookware
  • Outdoor fireplace and picnic
FromUS$ 153 /nightSelect
9.1
Perfect19 total reviews
our site & Booking.com
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3.6 mi from City Center415 yd from Winchester Mystery House
Private ParkingFull KitchenStreaming TV
  • Garden-view apartment with private entrance
  • Steps from Winchester Mystery House
  • Spacious two-bedroom with full kitchen
FromUS$ 232 /nightSelect
8.4
Great14 total reviews
our site & Booking.com
Map
5.7 mi from City Center1072 yd from Nickel City
FireplaceIndoor Play AreaPrivate Parking
  • Spacious home with fireplace
  • Indoor children's play area
  • Private parking on-site
FromUS$ 392 /nightSelect
8.4
Great25 total reviews
our site & Booking.com
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3.6 mi from City Center415 yd from Winchester Mystery House
Private ParkingFull KitchenPrivate Entrance
  • Garden-view apartment with patio
  • Full kitchen with dishwasher & washer
  • Near Winchester Mystery House
FromUS$ 218 /nightSelect
9.4
Perfect27 total reviews
our site & Booking.com
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1.6 mi from City Center1466 yd from San Jose State University
Private PatioOutdoor FireplaceCoffee Shop
  • Garden-view terrace with fireplace
  • Complimentary wine and chocolates
  • Outdoor fireplace for guests
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7.6
Very good13 total reviews
our site & Booking.com
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2.4 mi from City Center624 yd from Assyrian Hall
Free ParkingGardenKitchenette
  • Tree-filled garden
  • Free private parking included
  • Kitchen utensils included
FromUS$ 65 /nightSelect
7.6
Very good13 total reviews
our site & Booking.com
Map
5.6 mi from City Center1149 yd from Coyote-Hellyer Park
Private EntranceKitchenetteBarbecue
  • Serene backyard with mountain views
  • Private entrance with garden access
  • Soundproofing for quiet stay
FromUS$ 147 /nightSelect
8.2
Great8 total reviews
our site & Booking.com
Map
9.4 mi from City Center1328 yd from Santa Teresa Park
Fitness CenterFree ParkingFireplace
  • 5-bedroom home with full kitchen
  • Private backyard and parking
  • On-site fitness center access
FromUS$ 326 /nightSelect
7.7
Very good14 total reviews
our site & Booking.com
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2.4 mi from City Center624 yd from Assyrian Hall
Shared KitchenOutdoor DiningFree Parking
  • Shared full kitchen with dishwasher
  • Private check-in and check-out
  • Outdoor dining area
FromUS$ 49 /nightSelect
10.0
Perfect3 total reviews
our site & Booking.com
Map
3.8 mi from City Center1.0 mi from Noble Park
Private ParkingFireplaceOutdoor Dining
  • Recently renovated 4BR villa
  • Serene private yard
  • Fully equipped kitchen
FromUS$ 311 /nightSelect
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1104 yd from City Center969 yd from San Jose Improv
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7.0
Very good9 total reviews
our site & Booking.com
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5.3 mi from City Center1043 yd from Alum Rock Park
Private PoolMassage ChairPicnic Area
  • Private pool with mountain views
  • Wheelchair-accessible holiday home
  • Spacious 4BR with fireplace
FromUS$ 583 /nightSelect
8.2
Great21 total reviews
our site & Booking.com
Map
6.1 mi from City Center1144 yd from Princeton Plaza Mall Shopping Center
Shared KitchenFamily RoomsOutdoor Dining
  • Shared kitchen for guests
  • Garden with outdoor dining
  • Family rooms with kitchenettes
FromUS$ 99 /nightSelect
Map
1105 yd from City Center973 yd from San Jose Improv
Heated PoolTennis CourtHot Tub
  • 4-minute walk to Salvo Beach
  • Private beach with tennis court
  • Heated seasonal outdoor pool
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Vacation homes in San Jose offer a private, space-filled alternative to hotels, ideal for families or groups wanting room to spread out. Most properties include full kitchens, free WiFi, and off-street parking-some even have private gardens, outdoor pools, or fitness centers. Budget-wise, you'll find everything from economical homestays (around $100-150 per night) to luxury apartments near Santana Row, with rates scaling up for extra bedrooms and premium finishes. Key districts to consider are Santana Row for walkable shopping and dining, downtown for convention access, and quieter South San Jose for a more residential feel.

Top-rated options include Comfy Private Room (Superb, 94) with a seasonal outdoor pool and shared kitchen, and Luxury Stay Near Santana Row (Superb, 92) featuring a dishwasher, garden views, and private parking. For larger groups, Relax in a Gorgeous 6 Person Quaint Home (Superb, 93) adds an outdoor fireplace and on-site bar. Downtown, Global Luxury Suites San Jose offers a 5-star apartment with a fitness center and hot tub. Most properties are family-friendly and near landmarks like Winchester Mystery House or Happy Hollow Park, making them practical bases for both business and leisure travelers.