Holiday Homes in San Mateo

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in San Mateo

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

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

10.0 out of 10, Exceptional, (335)
"Beautiful Location "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (42)
"Enjoyed our stay. "
The price is NZ$525
includes taxes & fees
15 Aug - 16 Aug
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool
Sun-loungers, beach towels

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

9.2 out of 10, Wonderful, (39)
"Great house and lived wonderfully for a family of five. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
Fridge, microwave, oven, stovetop

Designer Heated Salt Water Pool Home - Close to Ocean-Modern

8.8 out of 10, Excellent, (27)
"Love the house, love the host!"
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
Home near the beach with private pool, inviting patio, streaming & AC
Fridge, microwave, oven, stovetop

Home near the beach with private pool, inviting patio, streaming & AC

9.4 out of 10, Exceptional, (26)
"Short stay in the area and the house was perfect. As advertised, plenty of space for my family of 7 and the pool was great for the kids to burn off some energy at the end of the day. Quiet neighborhood and close to all conveniences and the beaches. "
Home near the beach with private pool, inviting patio, streaming & AC
Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront
Outdoor pool

Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront

2.0 star property
9.0 out of 10, Wonderful, (13)
"Our family had a blast. Lots of room to spread out!"
Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront
4 bedroom luxury home on a quiet canal on St Johns River
Terrace/patio

4 bedroom luxury home on a quiet canal on St Johns River

9.6 out of 10, Exceptional, (184)
"This is our second stay at this property and certainly won’t be our last. On site concierge is on top of everything. Beautiful home on the water. You won’t be sorry if you decide to stay here. "
4 bedroom luxury home on a quiet canal on St Johns River
Waterfront Georgetown Retreat on Lake George!
Fridge, microwave, stovetop, dishwasher

Waterfront Georgetown Retreat on Lake George!

10.0 out of 10, Exceptional, (8)
"The size of the property is deceiving - so much more space than we expected, clean, and well maintained. Oh, and gorgeous sunsets over the lake. "
Waterfront Georgetown Retreat on Lake George!
Luxurious 5-Bedroom Retreat with Pool
Outdoor dining

Luxurious 5-Bedroom Retreat with Pool

10.0 out of 10, Exceptional, (5)
"This lovely home was just what we were expecting. Spacious clean private with beautiful outdoor living space. Our host Alina was very responsive to our questions and concerns. We would highly recommend this home and would definitely return in the future. "
Luxurious 5-Bedroom Retreat with Pool
GameRoom | Canal | Large Dock | Pool | Pets OK! 6 beds
Terrace/patio

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
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
Property grounds

Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise

10.0 out of 10, Exceptional, (160)
"Property was just as advertised. Spacious with plenty of beds. The pool was gerat for after fishing all day.I would definitely stay again and recommend to others."
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
3 Bedroom Private HEATED Pool! Great neighborhood. Ten Minutes To Flagler Beach!
3 bedrooms, desk, WiFi, bed sheets

3 Bedroom Private HEATED Pool! Great neighborhood. Ten Minutes To Flagler Beach!

9.8 out of 10, Exceptional, (7)
"clean comfy home in a great location. walk to pine lakes golf club and short drive to many stores and catholic church. nice neighborhood for walking too."
3 Bedroom Private HEATED Pool! Great neighborhood. Ten Minutes To Flagler Beach!
Cozy & Family-Friendly
Beach

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
Riverfront Retreat w/ Dock, Lifts & Sunset Views
Property grounds

Riverfront Retreat w/ Dock, Lifts & Sunset Views

10.0 out of 10, Exceptional, (1)
"This is the best place! We fished off the dock, watched the sunset, played air hockey and cooked a yummy dinner! Already rebooked! "
The price is NZ$661
includes taxes & fees
18 Aug - 19 Aug
Riverfront Retreat w/ Dock, Lifts & Sunset Views
Pet-Friendly Palm Coast Home: 8 Mi to Beach!
Fridge, microwave, stovetop, dishwasher

Pet-Friendly Palm Coast Home: 8 Mi to Beach!

5.0 out of 10, (2)
"We enjoyed our stay only downside, not a lot of cookware. "
Pet-Friendly Palm Coast Home: 8 Mi to Beach!
Satsuma Home w/ Fire Pit + Dunns Creek Access!
Outdoor dining

Satsuma Home w/ Fire Pit + Dunns Creek Access!

9.2 out of 10, Wonderful, (12)
"Great area for fishing "
Satsuma Home w/ Fire Pit + Dunns Creek Access!
Shell Harbour Resort Cabin #4
Exterior

Shell Harbour Resort Cabin #4

9.6 out of 10, Exceptional, (10)
"Very nice, staff was great, very responsive, I’d stay again! "
Shell Harbour Resort Cabin #4
3 BR 2 BA House w/Dock on Deep Canal in Bass Capital
Terrace/patio

3 BR 2 BA House w/Dock on Deep Canal in Bass Capital

10.0 out of 10, Exceptional, (1)
"Great location for a relaxing vacation!"
3 BR 2 BA House w/Dock on Deep Canal in Bass Capital
Beary Comfortable Cottage in Salt Springs
Fridge, microwave, oven, stovetop

Beary Comfortable Cottage in Salt Springs

10.0 out of 10, Exceptional, (2)
"My husband and I and friends with young children stayed for the 4th of July weekend. We had a blast checking out the ATV trails and local springs. We had plenty of room in the house and the kids enjoyed all the provided toys. The house was stocked with all the amenities we needed and the hosts are amazing! Couldn’t have asked for a better weekend!"
The price is NZ$457
includes taxes & fees
27 Aug - 28 Aug
Beary Comfortable Cottage in Salt Springs
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
Outdoor pool

Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!

10.0 out of 10, Exceptional, (34)
"House was a great hub while visiting family in st Augustine. The back porch was great added space where the kids could play and we could sip coffee. Great communication with the pretend. "
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
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 Mateo Hotel Reviews

Red Roof Inn PLUS+ Palm Coast

Red Roof Inn PLUS+ Palm Coast

10/10 Excellent
"I love staying here nice, quiet, comfortable beds, clean and great customer service! Most of all I love the option it has to watch Netflix even better!"
Catherine 1-night trip
Posted 3 days ago
Red Roof Inn PLUS+ Palm Coast