Are you ready to experience the luxury of a VIP vacation right in your own backyard? Then look no further than upscale San Jose for the perfect luxury vacation rentals! Picture yourself surrounded by the beauty and tranquility that comes with spending your free time soaking up the sun in luxury vacation rentals Northern California.

Relax on a private balcony or porch and feel like royalty as you take advantage of sleek amenities like access to world-class cuisine, luxurious pools, and spas, plus all the modern conveniences money can buy. With high-end rental accommodations available throughout San Jose, it’s never been easier or more enjoyable to indulge in an unforgettable luxury vacation – ideal for those looking to relax after an exhausting workweek but also excellent for families eager to make memories together!

Top 20 Luxury Vacation Homes in San Jose

1. The Mediterranean Mansion – This luxurious villa is the perfect place for an unforgettable getaway with family and friends. It features five bedrooms, each equipped with modern amenities and private balconies that offer stunning views of downtown San Jose and the Santa Cruz Mountains. There’s also a full gourmet kitchen and outdoor living space complete with a private pool and spa.

2. The Grand Beachfront Retreat – This stunning beachfront property offers two bedrooms, a spacious living room, and dining area, as well as a fully-equipped kitchen with all the latest appliances. Private balconies offer picturesque views of the Pacific Ocean while guests can also enjoy access to luxury amenities such as a private pool, spa, and barbeque area.

3. The Executive Suite – This two-bedroom rental is perfect for a romantic escape or business retreat. It features a luxurious master suite with an oversize jacuzzi tub and a spacious living room with flat-screen TVs throughout. Plus there are also state-of-the-art entertainment systems and access to a private swimming pool, sauna, and massage room.

4. The Hollywood Mansion – This three-bedroom penthouse suite is ideal for celebrities or those seeking the ultimate luxury accommodations. It features a beautiful living area with vaulted ceilings, multiple balconies with stunning views of Downtown San Jose and the Santa Cruz mountains, and a fully-equipped kitchen. The master bedroom offers a king-size bed, a marble bathroom with a jacuzzi tub, and private access to the pool area complete with a hot tub.

5. The Downtown Loft – Located in the heart of downtown San Jose, this one-bedroom rental features a luxurious living space complete with floor-to-ceiling windows and a Juliet balcony. Guests can also enjoy access to the private pool, jacuzzi, and sauna area plus there are flat-screen TVs throughout the property.

6. The Artisan Villa – This luxurious four-bedroom villa offers upscale amenities like an outdoor kitchen and BBQ area, multiple balconies with stunning views of downtown San Jose, and a private pool area. The fully-equipped kitchen features modern appliances while the master bedroom offers a king-size bed and jacuzzi tub.

7. The Magnificent Mansion – This five-bedroom villa is perfect for a family vacation or corporate retreat. It features a stately living area with vaulted ceilings, multiple balconies offering stunning views of the city, and a fully equipped kitchen. Luxurious amenities include a private pool, spa, and wet bar.

8. The Mediterranean Estate – This villa offers seven bedrooms and is ideal for large groups or corporate events. It features modern amenities like flat-screen TVs throughout and a fully-equipped kitchen. Guests can also enjoy access to the private pool, hot tub, sauna, and outdoor living space complete with a barbeque area.

9. The Executive Penthouse – This three-bedroom penthouse suite offers luxurious amenities like a gourmet kitchen with all the latest appliances, flat-screen TVs throughout, and a private balcony with stunning views of downtown San Jose. Plus there’s also access to an outdoor swimming pool, spa, and barbeque area.

10. The Hillside Haven – Located in the heart of San Jose’s hillsides, this two-bedroom rental is perfect for those looking for a romantic escape or corporate retreat. It features a cozy living area with a gas fireplace, multiple balconies offering beautiful views of the city and bay, and a fully-equipped chef’s kitchen. Plus guests can also enjoy access to luxurious amenities like an outdoor pool and spa. 

11. The Beachside Bungalow – This three-bedroom rental is perfect for a romantic escape or summer getaway. It features an open living area with vaulted ceilings, multiple balconies providing stunning views of the Pacific Ocean, and a fully equipped kitchen. Luxurious amenities include access to a private pool and spa.

12. The Island Cottage – This one-bedroom rental is perfect for a family vacation or corporate retreat. It features a cozy living area with a fireplace and flat-screen TVs, multiple balconies offering beautiful views of the island, and a fully-equipped chef’s kitchen. Plus there’s also access to luxurious amenities including a private pool and hot tub.

13. The Luxury Yacht – This four-bedroom yacht rental is ideal for those looking to experience a truly unique and luxurious getaway. It features a stately living area with flat-screen TVs throughout, multiple balconies offering stunning views of the ocean and bay, and an outdoor deck perfect for entertaining. Plus guests can also enjoy access to a private pool, spa, and wet bar.

14. The Mountain Retreat – This two-bedroom mountain retreat is perfect for a romantic escape or family vacation. It features an open living area with vaulted ceilings, multiple balconies offering breathtaking views of the San Jose Mountains, and a fully equipped kitchen. Guests can also enjoy access to luxurious amenities including a private pool and hot tub.

15. The Oceanview Mansion – This six-bedroom mansion offers an unforgettable experience for those looking for the ultimate luxury getaway. It features a grand living area with flat-screen TVs throughout, multiple balconies providing stunning views of the Pacific Ocean, and a fully-equipped chef’s kitchen. Luxurious amenities include a private pool, spa, and wet bar.  Plus there’s also access to a king-size bed and jacuzzi tub.

No matter what kind of getaway you’re looking for, San Jose has something to suit your needs. From romantic escapes and family vacations to corporate retreats and summer getaways, there are a variety of luxurious rental properties available throughout the city with access to modern amenities and stunning views.  So come and explore all that San Jose has to offer!