Search Vacation Homes in San Mateo

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in San Mateo

Newly built, charming cozy and quiet river home

9.8 out of 10, Exceptional, (6)
Newly built, charming cozy and quiet river home

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS

10.0 out of 10, Exceptional, (336)
"Nothing cheap about this place views are amazing loved every minute of our stay here. Dean was a great host.wanted for nothing. Would absolutely recommend this gem to anyone. "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS

Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

9.2 out of 10, Wonderful, (42)
"Nice property. We had a nice stay there!!"
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

GameRoom | Canal | Large Dock | Pool | Pets OK! 6 beds

10.0 out of 10, Exceptional, (2)
"The home was in a quiet neighborhood and the canal view was exceptional. It was in a convenient location, easy drive to the beach and St. Augustine. The home had everything we needed."
GameRoom | Canal | Large Dock | Pool | Pets OK! 6 beds

**EXCLUSIVE 3-bedroom w/heated private pool**

8.0 out of 10, Very Good, (16)
"What a beautiful house this is. We couldn’t have asked for more whilst visiting family in Florida. The house had everything we needed, lovely location in a quiet street, close to amenities, and beaches. We will definitely be back again. Thank you Camille. "
**EXCLUSIVE 3-bedroom w/heated private pool**

Tranquility Home Near Historical Flagler Beach

10.0 out of 10, Exceptional, (14)
"Came into town for the Daytona 500 and to spend a week in Florida. Place was as advertised, plenty of space, quiet neighborhood, and close to anything that you'd need during your stay. Important note for those who like to watch tv in bed, there are no TVs in the bedrooms themselves, just the living room.Would stay again."
The price is AED 364
AED 686 total
includes taxes & fees
2 Oct - 3 Oct
Tranquility Home Near Historical Flagler Beach

Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

10.0 out of 10, Exceptional, (62)
"The house was very comfortable and accommodating. We are considering staying there again in the future."
The price is AED 559
AED 1,845 total
includes taxes & fees
2 Oct - 3 Oct
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

Charming 3-bedroom house in Palm Coast: Near Beach

9.6 out of 10, Exceptional, (5)
"Easy to find, accommodated our family while we were in town for a wedding. House was very clean and comfortable."
The price is AED 327
AED 1,292 total
includes taxes & fees
31 Oct - 1 Nov
Charming 3-bedroom house in Palm Coast: Near Beach

Heated Pool Oasis in Palm Coast

9.8 out of 10, Exceptional, (33)
"Property is an excellent facility located in quiet area. It is well furnished and decorated. Pool and hot tub are also excellent. I would recommend it to anyone."
Heated Pool Oasis in Palm Coast

Private Dock, Fishing, Chef's Kitchen-Sleeps 8

10.0 out of 10, Exceptional, (18)
"We were only there a few days - we will book longer next year - Area rich in history"
Private Dock, Fishing, Chef's Kitchen-Sleeps 8

Fisherman’s Paradise

10.0 out of 10, Exceptional, (1)
"It was clean and welcoming but be advised there is no water there. That wasn’t why we were there. I appreciated the little touches like snacks and coffee pods. The house is secure but it is Putnam County FL so it was a mixed neighborhood. Thank you Kimberley, it was the base we needed. "
Fisherman’s Paradise

Cozy & Family-Friendly

10.0 out of 10, Exceptional, (3)
"The house and property was absolutely amazing conveniently located to everything extremely clean and comfortable Marcos was a fabulous host I can’t say enough about this home will rent again absolutely love "
Cozy & Family-Friendly

HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit

10.0 out of 10, Exceptional, (74)
"Property owner was very responsive, home has everything you could need and more. Will definitely be staying here again."
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit

Sandy Toes Paradise Palm Coast

9.8 out of 10, Exceptional, (23)
"Staying at Sandy Toes was the perfect home to relax and enjoy the Palm Coast area. It is very clean, owners quick to respond to questions and quiet neighborhood. Many parks and access to the beach."
Sandy Toes Paradise Palm Coast

Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

9.6 out of 10, Exceptional, (44)
"Very clean, and owner was very helpful. Very nice place to stay."
The price is AED 364
AED 1,142 total
includes taxes & fees
6 Oct - 7 Oct
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

Escape to our Cozy Home with Crystal-Clear Springs and Trails

9.8 out of 10, Exceptional, (38)
"Quiet, cozy. great area. "
Escape to our Cozy Home with Crystal-Clear Springs and Trails

Your Home away from home!

10.0 out of 10, Exceptional, (5)
"Place was great! Clean, modern, everything worked and the process was super simple. My group was very pleased. Highly recommend!"
The price is AED 661
AED 1,377 total
includes taxes & fees
28 Oct - 29 Oct
Your Home away from home!

Stunning Lake house,heated pool, pet friendly,close to beach, restaurants ,bars

10.0 out of 10, Exceptional, (26)
"The house was beautiful!! And the host leyla was super nice and responds very quick!! She lets us check in early because the house was ready!!! The house has every utensil and cooking supply you can think about. Will definitely be coming back!!! "
Stunning Lake house,heated pool, pet friendly,close to beach, restaurants ,bars

Flamingo 🦩 PRIVATE HEATED POOL House: Short Drive to St Augustine, Daytona Beach

9.8 out of 10, Exceptional, (65)
"We loved our stay at the flamingo pool house. We enjoyed all the area had to offer. One of the neighbors had to complain about my kids enjoying the pool but everything else was awesome."
Flamingo 🦩 PRIVATE HEATED POOL House: Short Drive to St Augustine, Daytona Beach

Waterfront,new dock;relax& fun:sleeps six,two full baths. Allow one sm - med dog

9.2 out of 10, Wonderful, (38)
"The stay was great!! "
Waterfront,new dock;relax& fun:sleeps six,two full baths. Allow one sm - med dog
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Mateo Hotel Reviews