Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

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

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

Crescent City
Located in Crescent City, this vacation home is on the waterfront, a 1-minute drive from Crescent Lake and 5 minutes from St. John the Baptist Catholic ...
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

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

Palm Coast
The price is AU$485 per night from 17 Aug to 18 Aug
AU$485
17 Aug - 18 Aug
includes taxes & fees
When you stay at this vacation home in Palm Coast, you'll be near the beach, within a 5-minute drive of Belle Terre Park and St. Elizabeth Ann Seton Catholic ...
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

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

Palm Coast
With a stay at this vacation home in Palm Coast (Palm Harbor), you'll be within a 5-minute drive of Palm Coast Lanes and Trinity Presbyterian Church, Palm ...
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool
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Designer Heated Salt Water Pool Home - Close to Ocean-Modern

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

Palm Coast
Located in Palm Coast, this vacation home is within a 10-minute drive of Grand Club Pine Lakes Golf Course and Palm Coast United Methodist Church.
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
Home near the beach with private pool, inviting patio, streaming & AC

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

Palm Coast
With a stay at this vacation home in Palm Coast (Indian Trails), you'll be within a 5-minute drive of Parkview Baptist Church and Palm Coast United Methodist ...
Home near the beach with private pool, inviting patio, streaming & AC
Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront

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

2 out of 5
Interlachen
Located in Interlachen, this vacation home is on the waterfront, within a 5-minute drive of Still Pond and Boll Green Lake.
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

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

Welaka
Located in Welaka, this vacation home is on the waterfront, within a 5-minute drive of Welaka Spring and Welaka Town Hall.
4 bedroom luxury home on a quiet canal on St Johns River
Waterfront Georgetown Retreat on Lake George!

Waterfront Georgetown Retreat on Lake George!

Georgetown
Located in Georgetown, this vacation home is on the waterfront, a 3-minute drive from Georgetown United Methodist Church and 6 minutes from Lake George.
Waterfront Georgetown Retreat on Lake George!
Luxurious 5-Bedroom Retreat with Pool

Luxurious 5-Bedroom Retreat with Pool

Palm Coast
When you stay at this vacation home in Palm Coast, you'll be by the sea, within a 5-minute drive of Grand Club Pine Lakes Golf Course and St. Elizabeth Ann Seton ...
Luxurious 5-Bedroom Retreat with Pool
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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.

San Mateo Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Mateo vacation homes are the perfect way for you to wing it.

Holiday houses in San Mateo let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Mateo in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Mateo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Mateo with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Mateo vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Mateo Holiday Homes essential information

Accommodation
421 Holiday Homes
Lowest Price
AU$121
Highest Price
AU$485
Popular accommodation
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, Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool, Designer Heated Salt Water Pool Home - Close to Ocean-Modern, Home near the beach with private pool, inviting patio, streaming & AC, 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, Waterfront Georgetown Retreat on Lake George!, Luxurious 5-Bedroom Retreat with Pool

Top trending hotels in San Mateo

Red Roof Inn PLUS+ Palm Coast

Red Roof Inn PLUS+ Palm Coast

2.5 out of 5
10 Kingswood Dr, Palm Coast, FL
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 17 Aug to 18 Aug
AU$121
17 Aug - 18 Aug
includes taxes & fees
A stay at Red Roof Inn PLUS+ Palm Coast places you in the heart of Palm Coast, within a 15-minute walk of Let's Play Indoor Playground and Palm Coast Lanes.
Red Roof Inn PLUS+ Palm Coast
Fairfield Inn & Suites Palm Coast I-95

Fairfield Inn & Suites Palm Coast I-95

2.5 out of 5
400 Old Kings Rd, Palm Coast, FL
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 24 Aug to 25 Aug
AU$188
24 Aug - 25 Aug
includes taxes & fees
With a stay at Fairfield Inn & Suites Palm Coast I-95 in Palm Coast, you'll be near the beach, a 4-minute walk from Let's Play Indoor Playground and a 2-minute ...
Fairfield Inn & Suites Palm Coast I-95
Holiday Inn Express & Suites Palm Coast I95 by IHG

Holiday Inn Express & Suites Palm Coast I95 by IHG

3 out of 5
120 Garden St N, Palm Coast, FL
Fully refundable
The price is AU$162 per night from 21 Aug to 22 Aug
AU$162
21 Aug - 22 Aug
includes taxes & fees
When you stay at Holiday Inn Express & Suites Palm Coast I95 by IHG in Palm Coast, you'll be in the suburbs, within a 5-minute drive of Palm Coast United Methodist ...
Holiday Inn Express & Suites Palm Coast I95 by IHG
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Microtel Inn & Suites by Wyndham Palm Coast I-95

Microtel Inn & Suites by Wyndham Palm Coast I-95

2 out of 5
16 Kingswood Dr, Palm Coast, FL
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 17 Aug to 18 Aug
AU$126
17 Aug - 18 Aug
includes taxes & fees
When you stay at Microtel Inn & Suites by Wyndham Palm Coast I-95 in Palm Coast, you'll be in a state park, within a 5-minute drive of Let's Play Indoor Playground ...
Microtel Inn & Suites by Wyndham Palm Coast I-95
Don't see what you're looking for?
See all available properties in San Mateo
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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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^Subject to availability and chosen travel dates.