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San Gregorio Holiday Rentals

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Our top choices for San Gregorio holiday rentals

1. Spacious 4-bedroom house in charming Newark with AC

Spacious 4-bedroom house in charming Newark with AC
Newark
The price is NZ$2,002
includes taxes & fees
12 Sept - 13 Sept
Spacious 4-bedroom house in charming Newark with AC

2. Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (30 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is NZ$459
includes taxes & fees
17 Aug - 18 Aug
Posh place near Santana Row for vacation/business

3. Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row
West San Jose
9.8 out of 10, Exceptional, (8 reviews)
"Place was beautiful. Very convenient to westfield mall and Santana row. "
United States
Kelly L.
The price is NZ$500
includes taxes & fees
17 Aug - 18 Aug
Upscale Bay Area themed place near Santana Row

4. Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is NZ$625
includes taxes & fees
26 Aug - 27 Aug
Cozy, central Santa Clara escape

5. Super Bowl Levi's 8 min /5 Free Park /AC/ Football

Super Bowl Levi's 8 min /5 Free Park /AC/ Football
Santa Clara
The price is NZ$878
includes taxes & fees
10 Sept - 11 Sept
Super Bowl Levi's 8 min /5 Free Park /AC/ Football

6. Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (1 review)
"Very nice property, and conveniently located"
United States
Richard A.
The price is NZ$655
includes taxes & fees
20 Aug - 21 Aug
Comfy stay in Santa Clara

7. Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
San Miguel
The price is NZ$1,221
includes taxes & fees
16 Aug - 17 Aug
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale

8. Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks

Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks
Briarwood
The price is NZ$824
includes taxes & fees
1 Sept - 2 Sept
Ask Discount! 7 mins Nvidia!10 mins Levi's 4 Parks

9. Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is NZ$242
includes taxes & fees
25 Aug - 26 Aug
Charming 1-bedroom house in superb San Jose with AC, WiFi

10. New Build Smart Home 3 Bedroom

New Build Smart Home 3 Bedroom
2.0 star property
San Miguel
The price is NZ$1,997
includes taxes & fees
15 Aug - 16 Aug
New Build Smart Home 3 Bedroom

11. Best Location | New Build | Tech | Laundry & A/C

Best Location | New Build | Tech | Laundry & A/C
San Miguel
The price is NZ$899
includes taxes & fees
25 Aug - 26 Aug
Best Location | New Build | Tech | Laundry & A/C

12. Dreamy Luxe Pool Retreat - 3BR in Urban Campbell

Dreamy Luxe Pool Retreat - 3BR in Urban Campbell
San Tomas
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable and cozy, pool was amazing!Looking forward to our next stay! "
United States
Diana W.
The price is NZ$1,174
includes taxes & fees
2 Sept - 3 Sept
Dreamy Luxe Pool Retreat - 3BR in Urban Campbell

13. 💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale
9.8 out of 10, Exceptional, (11 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

14. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale
9.4 out of 10, Exceptional, (10 reviews)
"This property was exceptional! The cleanliness was impeccable, the space was spacious, and the amenities provided were abundant. The location was perfect, with numerous restaurants and a grocery store within easy walking distance. Highly recommended for a comfortable and convenient stay. 5 stars!"
United States
maggie c.
The price is NZ$792
includes taxes & fees
17 Aug - 18 Aug
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

15. Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is NZ$527
includes taxes & fees
12 Sept - 13 Sept
Downtown 1bd/1ba ADU

16. Da-H2(Master) A Room · Master Room Luxury King Bed

Da-H2(Master) A Room · Master Room Luxury King Bed
Sunnyvale
The price is NZ$503
includes taxes & fees
16 Aug - 17 Aug
Da-H2(Master) A Room · Master Room Luxury King Bed

17. Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (65 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is NZ$449
includes taxes & fees
17 Aug - 18 Aug
Luxury stay near Santana Row for vacation/business

18. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is NZ$557
includes taxes & fees
16 Aug - 17 Aug
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

19. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
Cupertino
10.0 out of 10, Exceptional, (7 reviews)
"The rental was a beautiful and spacious property. Jennifer was extremely helpful and her communication was some of the best I’ve experienced when using Airbnb. I would highly recommend this rental!"
United States
Grant H.
The price is NZ$1,658
includes taxes & fees
20 Aug - 21 Aug
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

20. Delightful 3-bedroom house with WiFi in Sunnyvale

Delightful 3-bedroom house with WiFi in Sunnyvale
San Miguel
The price is NZ$1,578
includes taxes & fees
16 Aug - 17 Aug
Delightful 3-bedroom house with WiFi in Sunnyvale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Gregorio Hotel Reviews

Find out more about San Gregorio

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Gregorio holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Gregorio. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Gregorio. Seeing all the best attractions is bound to make you fall in love with San Gregorio. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Gregorio short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in San Gregorio?

Yes, there are holiday rentals close to the most popular sights in San Gregorio, or you can select a more secluded option if you're looking for a relaxing stay. San Gregorio is known for its beaches and restaurants.

What are some of the best holiday rentals that San Gregorio has to offer?

Beachview Holiday Family Retreat | Steps to Sand: This holiday home rental outside of San Gregorio is located on the beach, and offers a balcony, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in San Gregorio?

Explore the area and family-friendly sights such as JV Fitzgerald Marine Reserve, or get out into nature at a spot like Pomponio State Beach. Pescadero State Beach and Pelican Point Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in San Gregorio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gregorio. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.