San Gregorio Holiday Rentals

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Our top choices for San Gregorio holiday rentals

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
The price is AU$211
includes taxes & fees
2 May - 3 May
California Golden Dream C10

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
9.2 out of 10, Wonderful, (9 reviews)
"Everyone was so friendly! And this place is so peaceful with the birds hobblying around. I def will be back to visit."
United States
Emann
The price is AU$286
includes taxes & fees
30 Apr - 1 May
Mays Luxury Farm Stays

2 Bedroom Treehouse Cottage

2 Bedroom Treehouse Cottage
Belmont
9.6 out of 10, Exceptional, (7 reviews)
"The place was great! Clean, comfortable, and quiet for my family of 4. It had everything we needed for our 2 week stay so much so that we’ve booked again for another 2 weeks while we are in the middle of a move. Thank you Will!"
United States
Dash L.
The price is AU$452
includes taxes & fees
11 May - 12 May
2 Bedroom Treehouse Cottage

Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (123 reviews)
"Cottage was quiet and comfortable. Great neighborhood. Amazing setup for dog. Well equiped kitchen and super easy walk to beach."
United States
Paul
The price is AU$524
includes taxes & fees
27 Apr - 28 Apr
Small Beach Cottage near the Coastal Trail and The Ritz

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
7.4 out of 10, Good, (13 reviews)
"The location was the best. It was so close to the beach! Nice, quiet neighborhood with plenty of parking."
United States
Cheryl B.
The price is AU$165
includes taxes & fees
3 May - 4 May
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$560
includes taxes & fees
26 Apr - 27 Apr
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, Very good, (8 reviews)
"Perfect location."
United States
Kitiara C.
20%OFF! Chic Home with Expansive big Backyard

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (8 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is AU$211
includes taxes & fees
30 Apr - 1 May
"Queens Palace" Studio Apt Business Ready - San Jose

Room with Private Yard /Best Safe area in central

Room with Private Yard /Best Safe area in central
Sunnyvale
The price is AU$319
includes taxes & fees
6 May - 7 May
Room with Private Yard /Best Safe area in central

Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View!
Shoreline West
9.4 out of 10, Exceptional, (9 reviews)
"Very welcome host, great amenities"
United States
Anna J.
The price is AU$470
includes taxes & fees
28 Apr - 29 Apr
Modern little poolside house By Downtown Mountain View!

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.6 out of 10, Exceptional, (40 reviews)
"We had a great stay, bed was comfortable, place was clean, although the pillows seemed a bit flat. The host was quick at replying to questions. The host made sure we felt safe and had what we needed. The only thing we didn’t care for was the stability of the WiFi at the place and the area. "
United States
Nikki
The price is AU$481
includes taxes & fees
29 Apr - 30 Apr
Luxury Spa Retreat Guest House with Ocean View

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (84 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
The price is AU$446
includes taxes & fees
18 May - 19 May
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is AU$286
includes taxes & fees
5 May - 6 May
Cozy guest suite in Los Gatos - Beach in 30 min!

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (13 reviews)
"Good communication from owner "
United States
Tony
The price is AU$446
includes taxes & fees
28 Apr - 29 Apr
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (51 reviews)
"Peaceful, cozy, perfect as always "
United States
Craig B.
The price is AU$475
includes taxes & fees
29 Apr - 30 Apr
Cottage In The Woods

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
9.0 out of 10, Wonderful, (21 reviews)
"The location of this rental is excellent. We enjoyed the hot tub and the coziness of the space. There were nice views and we had everything we needed to feel right at home."
United States
Letha S.
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (4 reviews)
"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$671
includes taxes & fees
5 May - 6 May
lx51 History in Pescadero

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is AU$542
includes taxes & fees
3 May - 4 May
LakeFront Lavender House

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (41 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is AU$751
includes taxes & fees
27 Apr - 28 Apr
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Heritage Downtown
8.8 out of 10, Excellent, (9 reviews)
"We enjoyed the central location, and affordability of this this rental. Thank you!"
United States
Eric T.
The price is AU$185
includes taxes & fees
5 May - 6 May
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
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$165 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?

Spacious Pacifica Beach Home Sleeps 14 Game Room: This holiday home rental outside of San Gregorio is located near the beach, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

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. Martins 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.