A beach with waves crashing onto the shore under a clear blue sky.

Search Vacation Homes in San Gregorio

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for San Gregorio vacation homes

Beach

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (43 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is AED 156
AED 1,318 total
includes taxes & fees
4 Oct - 5 Oct
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
TV, fireplace

2. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.2 out of 10, Wonderful, (15 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is AED 275
AED 1,052 total
includes taxes & fees
30 Sep - 1 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Living area

3. 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
7.8 out of 10, Good, (22 reviews)
"Thanks for a great stay!"
United States
April M.
The price is AED 367
AED 624 total
includes taxes & fees
13 Oct - 14 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Outdoor spa tub

4. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (64 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Exterior

5. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.2 out of 10, Wonderful, (17 reviews)
"We weren’t actually able to stay at this lovely-looking property, but the hosts were kind and communication was great. "
United States
Anonymous traveler
The price is AED 845
AED 1,205 total
includes taxes & fees
1 Oct - 2 Oct
Modern Guesthouse Retreat in the Heart of Silicon Valley
1 bedroom, iron/ironing board, WiFi, bed sheets

6. Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Heritage Downtown
9.2 out of 10, Wonderful, (9 reviews)
"The place was super cute and close to everything. I would definitely stay again! "
United States
Juliet M.
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Interior

7. 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, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AED 625
AED 1,483 total
includes taxes & fees
6 Oct - 7 Oct
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Beach nearby

8. 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
8.8 out of 10, Excellent, (25 reviews)
"Great location, clean and private space."
United States
Alec H.
The price is AED 707
AED 1,573 total
includes taxes & fees
4 Oct - 5 Oct
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Beach nearby

9. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (87 reviews)
"The sounds of the ocean as you look at the stars from your room…enough said. Thank you! "
United States
NATALIE T.
The price is AED 456
AED 1,118 total
includes taxes & fees
27 Sep - 28 Sep
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Classic House | Living area

10. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AED 597
AED 1,423 total
includes taxes & fees
10 Oct - 11 Oct
Mid Century Garden View Home Parking
Smart TV, fireplace, Netflix, table tennis

11. LuxoStays | Stunning Beach Home w/ Games

LuxoStays | Stunning Beach Home w/ Games
El Granada
9.6 out of 10, Exceptional, (35 reviews)
"Beautiful home in a great location!"
United States
Ken K.
The price is AED 815
AED 2,823 total
includes taxes & fees
28 Sep - 29 Sep
LuxoStays | Stunning Beach Home w/ Games
2 bedrooms, desk, iron/ironing board, WiFi (free)

12. @ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Nice clean quiet place to spend the night while on a short business trip."
United States
Don
The price is AED 735
AED 1,852 total
includes taxes & fees
26 Sep - 27 Sep
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
TV

13. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AED 441
AED 1,223 total
includes taxes & fees
10 Oct - 11 Oct
Mid Century Garden View Home Parking
On the beach

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

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.2 out of 10, Wonderful, (41 reviews)
"We had a wonderful time. There are beach views from both bedrooms and the porch is wonderful. We would recommend and would stay again."
United States
Aaron M.
The price is AED 739
AED 2,101 total
includes taxes & fees
27 Sep - 28 Sep
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
TV

15. Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more

Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
El Granada
9.4 out of 10, Exceptional, (23 reviews)
"We loved our stay. Our only regret is not staying longer!"
United States
Anonymous traveler
The price is AED 629
AED 1,342 total
includes taxes & fees
28 Sep - 29 Sep
Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
Marina

16. The Coastal Retreat, Scenic Harbor, Ocean Views, Walk to Beach, Restaurants

The Coastal Retreat, Scenic Harbor, Ocean Views, Walk to Beach, Restaurants
El Granada
9.0 out of 10, Wonderful, (2 reviews)
"beautiful house, responsive hosts! "
United States
cynthia H.
The Coastal Retreat, Scenic Harbor, Ocean Views, Walk to Beach, Restaurants
Smart TV, DVD player

17. Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (11 reviews)
"Great stay!"
United States
Jason M.
The price is AED 782
AED 2,194 total
includes taxes & fees
8 Oct - 9 Oct
Relax Coastal Retreat: Beautiful 2B Home Nr Beach
Smart TV, fireplace, books

18. Beach Cottage Near the Coastal Trail and the Ritz

Beach Cottage Near the Coastal Trail and the Ritz
Arleta Park
10.0 out of 10, Exceptional, (45 reviews)
"House was close to the beach, had everything we needed, felt warm and inviting"
United States
Elizabeth D.
The price is AED 1,267
AED 2,252 total
includes taxes & fees
18 Oct - 19 Oct
Beach Cottage Near the Coastal Trail and the Ritz
Interior

19. 2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
8.0 out of 10, Very good, (13 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is AED 526
AED 1,084 total
includes taxes & fees
5 Oct - 6 Oct
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Beach nearby

20. Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail

Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
Miramar
9.2 out of 10, Wonderful, (15 reviews)
"Great location for a coastal vacation. Close to the trails and beach, easy to take a drive up and down the coast to restaurants and shopping. Loved the spacious kitchen/living area and spending time on the deck. "
United States
Julie H.
The price is AED 1,169
AED 2,362 total
includes taxes & fees
4 Oct - 5 Oct
Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Gregorio Hotel Reviews

Granada Hotel Santa Clara

Granada Hotel Santa Clara

8/10 Good
"Its location on the bus route. It’s easy to get to from SJC airport. The room is old, but clean. The staff are really friendly"
Dan 1-night trip
Posted 7 hours ago
Granada Hotel Santa Clara

Explore a world of travel with Expedia