San Gregorio Vacation Rentals

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Our top choices for San Gregorio vacation rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
8.4 out of 10, Very good, (14 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 CA $197
CA $321 total
includes taxes & fees
Jun 28 - Jun 29
Mays Luxury Farm Stays

Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (26 reviews)
"It was a beautiful room very clean exactly as described. The only issue was the check out; checkout was stated to be at 11:00 am but while I was out around 9:00 am my brother said that workers were banging on the door to the room and that they opened the door themselves to tell him it was time to leave. We basically got kicked out 2 hours early with no choice."
United States
Ashya
The price is CA $255
CA $295 total
includes taxes & fees
May 29 - May 30
Mint House Menlo Park by Kasa

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
El Granada
The price is CA $396
CA $845 total
includes taxes & fees
Jun 4 - Jun 5
Marbella Lane - 2BR Guest House Dtwn RWC Pking

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (42 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is CA $303
CA $448 total
includes taxes & fees
Jun 9 - Jun 10
Oceanview Penthouse, Stylish & Walking to Beach

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is CA $181
CA $485 total
includes taxes & fees
Jun 9 - Jun 10
Mid Century Garden View Home Parking

2BR Belmont Treehouse near SFO, Caltrain & Levi's

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (9 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 CA $208
CA $441 total
includes taxes & fees
May 29 - May 30
2BR Belmont Treehouse near SFO, Caltrain & Levi's

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.4 out of 10, Exceptional, (37 reviews)
"We loved our stay"
United States
Chris L.
The price is CA $366
CA $910 total
includes taxes & fees
May 31 - Jun 1
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (41 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is CA $330
CA $529 total
includes taxes & fees
Jun 1 - Jun 2
Luxury Spa Retreat Guest House with Ocean View

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 CA $277
CA $808 total
includes taxes & fees
Jun 3 - Jun 4
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
Linda Mar
10.0 out of 10, Exceptional, (18 reviews)
"Nice stay "
United States
Daniel A.
The price is CA $332
CA $746 total
includes taxes & fees
Jun 10 - Jun 11
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO

Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO
Moss Beach
9.8 out of 10, Exceptional, (33 reviews)
"Such a pleasant stay Perfect home for relaxing with family - exceptionally clean home, a quiet neighborhood, especially helpful and welcoming hostFun end to our stay with s’mores (provided) at the fire pit "
United States
Linda C.
The price is CA $655
CA $1,072 total
includes taxes & fees
May 29 - May 30
Coastal Charm: Ocean Views, Hot Tub, Fire Pit Near Tide Pools, Surfing, & SFO

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, (125 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 CA $265
CA $525 total
includes taxes & fees
Jun 2 - Jun 3
Small Beach Cottage near the Coastal Trail and The Ritz

Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is CA $307
CA $831 total
includes taxes & fees
May 31 - Jun 1
Marbella Lane - 3BR House Dtwn RWC Parking

Beach Cottage Near the Coastal Trail and the Ritz

Beach Cottage Near the Coastal Trail and the Ritz
Arleta Park
9.8 out of 10, Exceptional, (38 reviews)
"We enjoyed this cozy house."
United States
Lori R.
The price is CA $396
CA $783 total
includes taxes & fees
Jun 8 - Jun 9
Beach Cottage Near the Coastal Trail and the Ritz

Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities

Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities
Miramar
9.8 out of 10, Exceptional, (24 reviews)
"This was once again a wonderful stay with my friends and I. Thank you!"
United States
Shannon K.
The price is CA $490
CA $1,039 total
includes taxes & fees
Jun 8 - Jun 9
Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is CA $248
CA $602 total
includes taxes & fees
Jun 3 - Jun 4
Lakefront Retreat WaterViews 3BR 1.5BA

Either Way Hideaway

Either Way Hideaway
Boulder Creek
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
The price is CA $392
CA $698 total
includes taxes & fees
May 31 - Jun 1
Either Way Hideaway

Elegant but practical retreat to maximize your enjoyment in beautiful HMB

Elegant but practical retreat to maximize your enjoyment in beautiful HMB
El Granada
10.0 out of 10, Exceptional, (16 reviews)
"It was a great location, centrally located to many of the sites."
United States
Lynelle
The price is CA $484
CA $1,032 total
includes taxes & fees
Jun 1 - Jun 2
Elegant but practical retreat to maximize your enjoyment in beautiful HMB

Stylish Seaside Guest House, Walking to Beach

Stylish Seaside Guest House, Walking to Beach
El Granada
9.6 out of 10, Exceptional, (36 reviews)
"Pleasant and friendly host, great location, clean and fresh apartment."
United States
Scott Y.
The price is CA $345
CA $526 total
includes taxes & fees
May 31 - Jun 1
Stylish Seaside Guest House, Walking to Beach

Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill

Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill
Belmont
10.0 out of 10, Exceptional, (2 reviews)
"Great quiet location. Well maintained"
United States
Vishal M.
The price is CA $182
CA $465 total
includes taxes & fees
Jun 1 - Jun 2
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit in Belmont Hill
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in San Gregorio?

Yes, we have vacation rentals close to the most popular points of interest in San Gregorio, or you can select a more secluded option if you're looking for relaxation. San Gregorio is known for its beaches and restaurants.

What are some of the best vacation home rentals in San Gregorio?

Beachview Holiday Family Retreat | Steps to Sand: Visitors like this San Gregorio vacation home rental. It 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 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. Bean Hollow State Beach and Manhattan Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in San Gregorio like?

Vacation rentals are private properties where you can stay for a couple of days or more in San Gregorio. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.