Search Vacation Homes in San Mateo

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 404 Vacation Homes in San Mateo with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (4)
"Nice place in convenient location and private pool!"
3 Bedroom Private HEATED Pool! Great neighborhood. Ten Minutes To Flagler Beach!
The Barefoot Bungalow | House in Palm Coast with an enclosed pool & grill
Fridge, microwave, oven, stovetop

The Barefoot Bungalow | House in Palm Coast with an enclosed pool & grill

9.8 out of 10, Exceptional, (11)
"We had a wonderful stay. Perfect home in perfect location. Definitely recommend."
The price is AED 525
AED 1,530 total
includes taxes & fees
11 Jun - 12 Jun
The Barefoot Bungalow | House in Palm Coast with an enclosed pool & grill
FREE BOAT to use, Fish from the dock, Make lasting memories. Fur babies welcome!
Property grounds

FREE BOAT to use, Fish from the dock, Make lasting memories. Fur babies welcome!

2.0 star property
10.0 out of 10, Exceptional, (11)
"We’ve stayed in many VRBO homes in the past 20 years and the “2 Boats” is one of the very best places! The hospitality, warmth and friendliness of the owners, Mr. And Mrs. Stone, is unforgettable! We fell in love with the beauty of their home and their place on the canal in Satsuma and plan coming back again! "
FREE BOAT to use, Fish from the dock, Make lasting memories. Fur babies welcome!
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
Outdoor pool

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

10.0 out of 10, Exceptional, (154)
"Jacky is awesome the neighbors are very friendly we brought our boat very convenient to restaurants "
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
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, (329)
"This is a beautiful and unique property. Our family enjoyed our stay, the sunrise and sunsets were awesome. If you want a relaxing vacation, this is your place."
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS
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, (24)
"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
Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront
Miscellaneous

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

2.0 star property
9.2 out of 10, Wonderful, (7)
"Our family had a blast. Lots of room to spread out!"
Lakeside Retreat~ Large home with pool, dock, game room and balcony on lakefront
Escape to our Cozy Home with Crystal-Clear Springs and Trails
Pool

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

10.0 out of 10, Exceptional, (32)
"Property was clean and centrally located for many activities such as hiking, golf, springs and the beach. Owners were very responsive. We enjoyed our stay very much."
Escape to our Cozy Home with Crystal-Clear Springs and Trails
Charming 1930's house only a few blocks from the St. Johns River!
Miscellaneous

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

10.0 out of 10, Exceptional, (71)
"Our stay was comfortable."
The price is AED 253
AED 762 total
includes taxes & fees
8 Jun - 9 Jun
Charming 1930's house only a few blocks from the St. Johns River!
Relaxing Pool Home with spacious parking, close to Flagler Beach & Daytona
Smart TV, books

Relaxing Pool Home with spacious parking, close to Flagler Beach & Daytona

10.0 out of 10, Exceptional, (12)
"Loved everything about this house, comfortable furniture/beds, pool and hot tub, fully stocked kitchen. Would love to stay here again."
Relaxing Pool Home with spacious parking, close to Flagler Beach & Daytona
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

9.8 out of 10, Exceptional, (21)
"awesome pool, plenty of seating, good wifi. overall a great trip!"
Home near the beach with private pool, inviting patio, streaming & AC
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, (37)
"This location was perfect for our kids and grandchildren was good to all share breakfast together and enjoying each other under one roof we would like to return again some day"
The price is AED 404
AED 1,191 total
includes taxes & fees
4 Jun - 5 Jun
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Springfed Canal on Lake George/ Large 4 Bedroom house on water/Boat Ramp/Hot Tub
Pool

Springfed Canal on Lake George/ Large 4 Bedroom house on water/Boat Ramp/Hot Tub

9.6 out of 10, Exceptional, (17)
"The house and land was great enjoyed every minute "
Springfed Canal on Lake George/ Large 4 Bedroom house on water/Boat Ramp/Hot Tub
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, (55)
"Both my children and grandchildren thought this was the best house I’ve ever rented for them to visit us… Convenient, close to everything, and something for everyone… They can’t wait for the next visit!"
The price is AED 705
AED 2,024 total
includes taxes & fees
3 Jun - 4 Jun
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
Beautiful Florida pvt home, heated pool, hot tub, 2 free nights/7 Jun-Sep 2025
Fridge, microwave, oven, stovetop

Beautiful Florida pvt home, heated pool, hot tub, 2 free nights/7 Jun-Sep 2025

9.8 out of 10, Exceptional, (29)
"A lovely home, very comfy and clean. Pool was great!"
Beautiful Florida pvt home, heated pool, hot tub, 2 free nights/7 Jun-Sep 2025
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (72)
"Lovely house with a heated pool, cabana with a fire pit, top notch appliances and a very private setting. Very well appointed!"
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Modern Poolside Getaway w Games, Fire pit & Family Fun
Dining

Modern Poolside Getaway w Games, Fire pit & Family Fun

Modern Poolside Getaway w Games, Fire pit & Family Fun
Great Escape • Private Pool • Pet friendly! Sleeps 11
3 bedrooms, desk, iron/ironing board, travel crib

Great Escape • Private Pool • Pet friendly! Sleeps 11

9.8 out of 10, Exceptional, (32)
"Me and my 4 kids loved the house. It was clean, well stocked and in a very convenient location. The pool was a big hit. We would definitely stay again."
Great Escape • Private Pool • Pet friendly! Sleeps 11
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, (36)
"Great house and lived wonderfully for a family of five. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool
ST. JOHN'S RIVER HOUSE RETREAT WITH BOATHOUSE
Miscellaneous

ST. JOHN'S RIVER HOUSE RETREAT WITH BOATHOUSE

9.4 out of 10, Exceptional, (3)
"Good, clean place to stay."
ST. JOHN'S RIVER HOUSE RETREAT WITH BOATHOUSE
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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