Search Vacation Homes in San Mateo

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 380 Vacation Homes in San Mateo with updated reviews, rates, and availability.

Boat Dock*Salt Water Heated Pool *Close to Beach
Fridge, microwave, oven, stovetop

Boat Dock*Salt Water Heated Pool *Close to Beach

8.6 out of 10, Excellent, (25)
"We had a great stay at this property. Communication was prompt, even on Easter. The pool was perfect for the kids and we even caught a few fish from the dock. We would definitely book this place if we are ever in the area again."
Boat Dock*Salt Water Heated Pool *Close to Beach
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (63)
"We very much enjoyed our stay at this home while in the area for our son's wedding. Home was very clean, and there was clear communication with Galina. It is a fabulous property for relaxing, and is a very well stocked VRBO. This rental basically has everything you need, except the food. Back yard has a great gazebo for friends and family to gather, and is perfect to watch all the birds on the lake. Nice screened in pool as well.Five stars!!"
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games
4 bedroom luxury home on a quiet canal with pontoon rental available.
Terrace/patio

4 bedroom luxury home on a quiet canal with pontoon rental available.

9.6 out of 10, Exceptional, (170)
"The property was as described, and very comfortable. Close neighbors, so need to be cognizant of excessive noise . Had a great two weeks there. "
4 bedroom luxury home on a quiet canal with pontoon rental available.
Large Waterfront home w/dock
Fireplace

Large Waterfront home w/dock

10.0 out of 10, Exceptional, (1)
"My husband and friends stayed at this beautiful house and they loved it. They said it was so relaxing to be right on the water and close to were their fishing tournament was located. They enjoyed their stay and would stay again. Thank you Megan for responding to my messages so quickly."
Large Waterfront home w/dock
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (19)
"Nice house with large space. Pool and outdoor area was enjoyable. Everything we needed was available. Beds were extremely comfortable. Very quiet location. However the towels provided for bathrooms were awful. Small and coarse! "
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
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

9.0 out of 10, Wonderful, (31)
"Great open floor plan. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool
Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.
Terrace/patio

Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.

8.4 out of 10, Very Good, (11)
"I recently stayed at this VRBO, booked through Expedia, and overall, it was a pleasant experience. The property was impeccably clean, and the staff I interacted with were consistently polite and helpful."
Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.
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

10.0 out of 10, Exceptional, (16)
"It was fine for our stay, and the indoors was pretty clean. The bed was very comfortable. The shower in main bathroom backed up our first night. If you plan to cook, you will want to bring some extra items like baking sheet, seasonings, wine/bottle opener, etc."
Home near the beach with private pool, inviting patio, streaming & AC
Cozy and Cute Palm Coast, FL House!
Fridge, microwave, oven, stovetop

Cozy and Cute Palm Coast, FL House!

10.0 out of 10, Exceptional, (5)
"Great property and easy check-in. Wish that the weather had been a little warmer for us to ride our motorcycles along the coast a little bit more. Other than that, the only thing I wish there had been was a little bit more description on the driveway. My pick up and trailer just barely fit in, but we made it. Excellent host. !"
The price is SAR 574
SAR 1,419 total
includes taxes & fees
9 Apr - 10 Apr
Cozy and Cute Palm Coast, FL House!
St Johns Riverfront Updated Spacious Home
Fridge, microwave, oven, stovetop

St Johns Riverfront Updated Spacious Home

9.4 out of 10, Exceptional, (20)
"Enjoyed"
St Johns Riverfront Updated Spacious Home
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, (34)
"Overall the wife and I had a very nice time.We stayed for 6-weeks and our Kids and grandchildren joined us for a week.Good: Master bedroom bed was very comfortable, the furniture and the TV in the living room was very nice, Kitchen was large and also very nice and a fenced in yard.Could use some improvements: Carpets in bedrooms either need to be replaced or removed, minor smells. Fenced in yard has a couple of locations that small dogs can get through (we just put a board up that we found in...
The price is SAR 413
SAR 1,227 total
includes taxes & fees
30 Mar - 31 Mar
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (46)
"Great property, nice pool area and comfortable master bed. We would visit again. Wi"
The price is SAR 626
SAR 1,943 total
includes taxes & fees
16 Apr - 17 Apr
Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets
Aerial view

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets

10.0 out of 10, Exceptional, (322)
"I don't know where to start! This place was absolutely amazing! The views were breathtaking the host Make sure to provide you with absolutely everything you need! There's so many things to do to keep yourself busy! We caught a stingray, bowfin fish, crabs, and bass! It was such a fun trip will definitely be returning"
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets
Tranquility Home Near Historical Flagler Beach
Smart TV

Tranquility Home Near Historical Flagler Beach

10.0 out of 10, Exceptional, (11)
"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 SAR 413
SAR 747 total
includes taxes & fees
26 Mar - 27 Mar
Tranquility Home Near Historical Flagler Beach
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course
Interior

Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course

10.0 out of 10, Exceptional, (60)
"We love staying in Roland houses. The pool is always warm. It has everything that you could need in the kitchen. We had a great stay! Staying at another property of Roland next year. I would definitely stay at this property again. Thanks Roland!!!"
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course
Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11
Beach

Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11

9.4 out of 10, Exceptional, (6)
"Very spacious, host very responsive and communicative."
Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11
8 Mi to Flagler Beach: Home w/ Outdoor Dining!
Fridge, microwave, stovetop, dishwasher

8 Mi to Flagler Beach: Home w/ Outdoor Dining!

10.0 out of 10, Exceptional, (1)
"Clean, modern, comfortable and complete! The only thing I’d say is that the king pillows weren’t comfortable at all, but that would never be a deal breaker. I would absolutely recommend!"
8 Mi to Flagler Beach: Home w/ Outdoor Dining!
Serene Escape in Historic Palatka: Cute 2BR Home
Miscellaneous

Serene Escape in Historic Palatka: Cute 2BR Home

9.6 out of 10, Exceptional, (15)
"Property was conveniently located near Palatka golf Club. The beds were comfortable. Having kuerig coffe pods was a nice touch"
Serene Escape in Historic Palatka: Cute 2BR Home
Waterfront Welaka Escape w/ Private Docks!
Miscellaneous

Waterfront Welaka Escape w/ Private Docks!

9.4 out of 10, Exceptional, (28)
"My family and I had an awesome stay at this place, cozy with plenty of space for a fun weekend on the river. I would 100% stay at this location again. My overall rate is a 9.5 out of 10, only issue is the bushes, and tall grass in front of the dock. Tons of deer and turkeys running"
Waterfront Welaka Escape w/ Private Docks!
PAWSome Pet & Family Pool Retreat
Fridge, microwave, oven, stovetop

PAWSome Pet & Family Pool Retreat

9.6 out of 10, Exceptional, (4)
"Nice place very comfortable and convenient. "
The price is SAR 474
SAR 2,333 total
includes taxes & fees
1 Apr - 2 Apr
PAWSome Pet & Family Pool Retreat
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.
Don't see what you're looking for?
See all available properties in San Mateo
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in San Mateo

Sunset Getaway
Marina

Sunset Getaway

10.0 out of 10, Exceptional, (36)
"Very clean and comfortable. Felt like a home away from home! I would definitely stay there again."
Sunset Getaway
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
Outdoor pool, a heated pool

Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!

9.8 out of 10, Exceptional, (105)
"It was a great experience all around. The property was very clean and well taken care of. We got to meet the owner and that was a plus. She was extremely helpful with information on the park. "
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!
Outdoor spa tub

Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!

10.0 out of 10, Exceptional, (168)
"“Amazing” its literally the only word needed. We will be back. "
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!
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.