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San Gregorio Holiday Rentals

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Holiday Rentals in San Gregorio

"Queens Palace" Studio Apt Business Ready - San Jose
10.0 out of 10, Exceptional, (3)
"The place was perfect for my needs, clean/easy to access, instructions were clear."
United States
Vishwas N.
The price is AU$237
includes taxes & fees
23 Oct - 24 Oct
"Queens Palace" Studio Apt Business Ready - San Jose
Mid Century Garden View Home Parking
2.0 star property
8.0 out of 10, Very good, (2)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$479
includes taxes & fees
31 Oct - 1 Nov
Mid Century Garden View Home Parking
Cozy guest suite in Los Gatos - Beach in 30 min!
8.2 out of 10, Very good, (11)
"We enjoyed our brief stay here and loved the beautiful view. Host was helpful in providing directions to get to the property."
United States
Kristina L.
The price is AU$335
includes taxes & fees
26 Oct - 27 Oct
Cozy guest suite in Los Gatos - Beach in 30 min!
Luxo Stays |Stanford| 3bd/2ba #pet #comfy
8.6 out of 10, Excellent, (8)
"This clean 3 bedroom home is near everything in the Palo Alto area. It’s located off 101 & University within walking distance of shopping and a short drive to downtown, Stanford and pretty much anywhere in Silicon Valley."
United States
Allyn K.
The price is AU$805
includes taxes & fees
26 Oct - 27 Oct
Luxo Stays |Stanford| 3bd/2ba #pet #comfy
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
9.4 out of 10, Exceptional, (3)
"Location, clean rooms,"
United States
Sheridan D.
The price is AU$264
includes taxes & fees
23 Oct - 24 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
9.4 out of 10, Exceptional, (10)
"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 AU$517
includes taxes & fees
22 Oct - 23 Oct
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Mays Luxury Farm Stays
2.0 star property
The price is AU$327
includes taxes & fees
28 Oct - 29 Oct
Mays Luxury Farm Stays
Either Way Hideaway
2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful location, perfect for a peaceful get away.Great hosts!"
United States
Cristina W.
The price is AU$508
includes taxes & fees
17 Nov - 18 Nov
Either Way Hideaway
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
10.0 out of 10, Exceptional, (11)
"We booked this place for a 3 year wedding anniversary trip. Bella, the owner did not disappoint as the house was very clean and tidy. We appreciated that she provided snacks and drinks. We did not mind the house rules. The house is in a very quiet neighborhood and we enjoyed our stay. :) "
United States
Jane L.
The price is AU$550
includes taxes & fees
27 Oct - 28 Oct
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
lx51 History in Pescadero
10.0 out of 10, Exceptional, (1)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is AU$756
includes taxes & fees
30 Oct - 31 Oct
lx51 History in Pescadero
Modern Guesthouse Retreat in the Heart of Silicon Valley
9.6 out of 10, Exceptional, (4)
"I very much enjoyed staying in the guesthouse of Rikard and Annika. Very nice and comfortable house with fully equipped kitchen, cosy sitting room, nice bedroom with a large TV, and an office space. Friendly and helpful hosts, excellent location with shopping possibilities, cafes and restaurants nearby. "
Germany
Roman F.
The price is AU$395
includes taxes & fees
4 Nov - 5 Nov
Modern Guesthouse Retreat in the Heart of Silicon Valley
Luxury stay near Santana Row for vacation/business
9.2 out of 10, Wonderful, (45)
"This lovely apartment was our home away from home for our 2-day visit! It was perfectly clean and comfortable. Location was quiet and we felt very safe. Owners provided information on activities and nearby restaurants. It was everything we needed. If I come back to the area, I would definitely stay here again."
United States
Mandie M.
The price is AU$392
includes taxes & fees
27 Oct - 28 Oct
Luxury stay near Santana Row for vacation/business
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
The price is AU$14,662
includes taxes & fees
25 Oct - 26 Oct
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Oceanview Penthouse, Stylish & Walking to Beach
10.0 out of 10, Exceptional, (32)
"The property had a great ocean view and was very homey with nice amenities. There are quite a few steps to reach the room, but once you get there its amazing. Very close to the harbor with lots of restaurants."
United States
Linda
The price is AU$498
includes taxes & fees
23 Oct - 24 Oct
Oceanview Penthouse, Stylish & Walking to Beach
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
9.6 out of 10, Exceptional, (4)
"The room was small but clean. It was within walking distance to the market. We went to the market every morning to buy fruits."
United States
Tammy C.
The price is AU$516
includes taxes & fees
27 Oct - 28 Oct
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Palo Alto Cottage: Privacy, Comfort & Convenience
9.6 out of 10, Exceptional, (5)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is AU$356
includes taxes & fees
7 Nov - 8 Nov
Palo Alto Cottage: Privacy, Comfort & Convenience
Small Beach Cottage near the Coastal Trail and The Ritz
9.8 out of 10, Exceptional, (112)
"Great little studio cottage with a private yard, and the host is really nice and super helpful."
United States
Cathy M.
The price is AU$519
includes taxes & fees
16 Nov - 17 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
10.0 out of 10, Exceptional, (18)
"This little gem is cozy and so close to one of the best walking beaches and coastal walks. Fun and hope to stay again in the future."
United States
Laurie B.
The price is AU$399
includes taxes & fees
26 Oct - 27 Oct
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
9.2 out of 10, Wonderful, (77)
"loved the property. Would stay again."
United States
Bella S.
The price is AU$468
includes taxes & fees
5 Nov - 6 Nov
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Stylish Seaside Cottage - Walking to Beach
9.4 out of 10, Exceptional, (49)
"Great tiny place. "
United States
Laura M.
The price is AU$428
includes taxes & fees
22 Oct - 23 Oct
Stylish Seaside Cottage - Walking to Beach
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

Everything you need to know about San Gregorio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Gregorio holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Gregorio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Gregorio. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gregorio holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gregorio holiday rentals we have selected for you start as low as AU$327 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Gregorio rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Gregorio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Gregorio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming 1-bedroom house with AC, WiFi in delightful San Bruno: This holiday home rental outside of San Gregorio has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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

San Gregorio State Beach and Pomponio State Beach are a couple of lovely local spots to get outside and enjoy nature. Pescadero State Beach and Bean Hollow State 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.