A curving road lined with trees and grass.

Holiday Homes in San Mateo

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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 Mateo holiday homes

A dining area with a round wooden table and four chairs, surrounded by large windows with hanging plants.

1. Charming 1930's house only a few blocks from the St. Johns River!

Charming 1930's house only a few blocks from the St. Johns River!
Welaka
10.0 out of 10, Exceptional, (95 reviews)
"We had a great stay. Always enjoy our stay this charming house."
United States
Rennie R W.
The price is AU$284
includes taxes & fees
4 Oct - 5 Oct
Charming 1930's house only a few blocks from the St. Johns River!
A spacious kitchen with white cabinetry, a large island, and a chandelier.

2. St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas

St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas
Palatka
9.8 out of 10, Exceptional, (24 reviews)
"Great location ! Beautiful water view ! The home is very clean and is extremely large and spacious. The kitchen is amazing with top of the line appliances . All the bedrooms are large.Plenty of space for parking . The dock area is perfect if you bring or rent a boat . The house is so close to grocery stores and shopping."
United States
KAYE P.
The price is AU$1,088
includes taxes & fees
24 Sept - 25 Sept
St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas
A wooden deck with two Adirondack chairs overlooking a lake, surrounded by trees with Spanish moss.

3. Charming 2-bedroom house on the St John’s River in Palatka with amazing views

Charming 2-bedroom house on the St John’s River in Palatka with amazing views
Palatka
9.6 out of 10, Exceptional, (14 reviews)
"Had a great stay. "
United States
alana s.
The price is AU$610
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom house on the St John’s River in Palatka with amazing views
A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area with cabinets and a refrigerator.

4. Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes
Crescent City
4.0 out of 10, (1 review)
"this was the worst place we stayed on our trip biking up Florida coast. the two "futons" are couches that are not anyway a place for anyone to sleep. did not see any air mattresses. You couldn't pay me to use the "single serve" coffee pot, no glasses, no ice, the sheets were stained. This place was so over priced compared to other places we stayed. You can not spend any time outside as its all ant hills everywhere. SO disappointed. The only positive was the very nice man who maintains the...
United States
Lori
The price is AU$447
includes taxes & fees
24 Sept - 25 Sept
Crescent City Home w/ Charcoal Grill: Near 3 Lakes
A dining area with a table set for four, a vase with dried flowers, and a view of a dock and greenery outside.

5. Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
Interlachen
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely amazing trip!!! Host was 10/10 with being available and helpful! We loved the views and kayaks!"
United States
Krysta
The price is AU$637
includes taxes & fees
28 Sept - 29 Sept
Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
A modern living room with two white leather recliners, a small white table, and a kitchen in the background.

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

Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Belle Terre
9.6 out of 10, Exceptional, (54 reviews)
"This was our second stay at this home. The owner was very easy to deal with and communication for check in went smoothly. House shows as it appears in photos. Shopping and restaurants are conveniently located. Would stay here again, and recommend to family and friends."
Canada
Denise M.
The price is AU$422
includes taxes & fees
25 Sept - 26 Sept
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
A bedroom with a large bed, a wooden door, a window with blinds, and a kitchen area visible through an open door.

7. Fisherman’s Paradise

Fisherman’s Paradise
Interlachen
10.0 out of 10, Exceptional, (4 reviews)
"The stay was awesome. Very clean and convenient to the lake and town. Will stay again"
United States
Anthony S.
The price is AU$461
includes taxes & fees
5 Oct - 6 Oct
Fisherman’s Paradise
A sandy beach path leading to the ocean, surrounded by tall grasses and plants.

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

Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
Palm Harbor
10.0 out of 10, Exceptional, (74 reviews)
"The house was perfect for us to relax in for our anniversary! Renata was fantastic! This is our second time staying here and she was just as responsive this time as last time. We will definitely be back once again!!"
United States
Jennifer P.
The price is AU$743
includes taxes & fees
24 Sept - 25 Sept
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
A poolside area with wicker furniture, a glass table, and a view of the pool and greenery.

9. Brand new house with heated salt water pool. Perfect get away in Palm Coast

Brand new house with heated salt water pool. Perfect get away in Palm Coast
Palm Harbor
10.0 out of 10, Exceptional, (14 reviews)
"My family and I really enjoyed our stay…The home was fully equipped and clean."
United States
Martine G.
The price is AU$842
includes taxes & fees
24 Sept - 25 Sept
Brand new house with heated salt water pool. Perfect get away in Palm Coast
A spacious living area with a foosball table, a kitchen area with a bar, and a dining area with a wooden table and chairs.

10. Salt Life Haven for your memories!

Salt Life Haven for your memories!
Indian Trails
10.0 out of 10, Exceptional, (4 reviews)
"This home was beautifully decorated, very clean, and the beds was very comforting. Everything you need to stay. The owner was very sweet and very prompt in messages. "
United States
lisa m.
The price is AU$655
includes taxes & fees
24 Sept - 25 Sept
Salt Life Haven for your memories!
A fenced outdoor area with a canopy, a bench, and a paved surface.

11. Saltwater Heated Pool and Waterfall Jacuzzi, Fire Pit, Pet Retreat, Fully Fenced

Saltwater Heated Pool and Waterfall Jacuzzi, Fire Pit, Pet Retreat, Fully Fenced
Indian Trails
The price is AU$1,280
includes taxes & fees
25 Sept - 26 Sept
Saltwater Heated Pool and Waterfall Jacuzzi, Fire Pit, Pet Retreat, Fully Fenced
A neatly made bed with a heart-shaped towel arrangement, a wooden headboard, and a bedside table with a lamp.

12. Pool | Fire Pit | Close to beach | NO EXTRA FEES

Pool | Fire Pit | Close to beach | NO EXTRA FEES
Palm Harbor
The price is AU$972
includes taxes & fees
14 Oct - 15 Oct
Pool | Fire Pit | Close to beach | NO EXTRA FEES
A dining area with a round table set for four, teal chairs, and a chandelier.

13. Sunny Las Palmas, A Family-Friendly Haven

Sunny Las Palmas, A Family-Friendly Haven
Pine Lakes
The price is AU$708
includes taxes & fees
24 Sept - 25 Sept
Sunny Las Palmas, A Family-Friendly Haven
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. Escape Heaven! Tranquility Guaranteed, Fully Fenced Pet Friendly

Escape Heaven! Tranquility Guaranteed, Fully Fenced Pet Friendly
Matanzas Woods
Escape Heaven! Tranquility Guaranteed, Fully Fenced Pet Friendly
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a tiled floor.

15. Cozy, Coastal Haven in Palm Coast

Cozy, Coastal Haven in Palm Coast
Palm Coast
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house, very clean and exactly like the pictures. Check-in and Check-out was extremely easy, and communication was well received!! I loved it and I hope others with love it too :)"
United States
ava h.
The price is AU$538
includes taxes & fees
29 Sept - 30 Sept
Cozy, Coastal Haven in Palm Coast
A spacious living room with a large flat-screen TV, a wooden coffee table, and a chandelier.

16. Oasis Heated Pool Spa Fenced Yard Bicycles

Oasis Heated Pool Spa Fenced Yard Bicycles
Quail Hollow
9.8 out of 10, Exceptional, (43 reviews)
"Excellent service and response. I think this house has the most beautiful lawn we have ever seen."
United States
Brant B.
The price is AU$844
includes taxes & fees
30 Sept - 1 Oct
Oasis Heated Pool Spa Fenced Yard Bicycles
A sunset over the ocean with a vehicle and people on the beach.

17. Golf*Beach*Boat Ramp*Jeep*Pet‑Secure Yard

Golf*Beach*Boat Ramp*Jeep*Pet‑Secure Yard
Belle Terre
10.0 out of 10, Exceptional, (2 reviews)
"We will definitely stay at this beautiful home again, the pretty fenced backyard for dogs, a nice screened back patio with a hot tub! The location was perfect, between Daytona and Saint Augustine . Very close to stores, restaurants! The host was very quick to reply to any questions and was very nice! There’s no way you will not enjoy your stay here! "
United States
Lori P.
Golf*Beach*Boat Ramp*Jeep*Pet‑Secure Yard
A swimming pool with a covered patio area, lounge chairs, and a seating arrangement.

18. Pool Home, Fireplace, Videogame- 8 Miles to beach

Pool Home, Fireplace, Videogame- 8 Miles to beach
Palm Harbor
Pool Home, Fireplace, Videogame- 8 Miles to beach
An outdoor patio area with Adirondack chairs, a fire pit, and a large screen for outdoor movies.

19. Relax and Play - Heated Pool + Game Shed + Minutes to the Beach

Relax and Play - Heated Pool + Game Shed + Minutes to the Beach
St. Augustine
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful host! House was amazing! Shops and the beach were nearby. Awesome stay would definitely recommend!"
United States
Emmanuel A.
Relax and Play - Heated Pool + Game Shed + Minutes to the Beach
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

Holiday Inn Express & Suites Palm Coast I95 by IHG

Holiday Inn Express & Suites Palm Coast I95 by IHG

8/10 Good
"Be aware that there is a $5 fee per day for parking. The facilities was very nice and clean; breakfast was good with a variety of food selections; the staff was warm and welcoming, as well as helpful with any questions. However, the TV was not setup so that you could easily find the channel you wanted. It was Sunday football and I had to hit each channel to find the game I wanted to watched. I was told that the new owners have not set up the Spectrum or whoever is the carrier. That is why I didn't give it 5 stars because the TV, especially during football season, is very important."
Antwan 3-night trip
Posted 15 hours ago
Holiday Inn Express & Suites Palm Coast I95 by IHG

Find out more about San Mateo

San Mateo Holiday Homes information

Number of reviews
266
Accommodation
422 Holiday Homes
Lowest Price
AU$284
Highest Price
AU$1,280