House
10.0(178 Reviews)
4 Bedrooms
10 Guests
Private Pool
Parking
Pool
Balcony/Terrace
CA $544/Night
7 Nights - CA $3,811
San Mateo, FL Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in San Mateo
10.0
House
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
Air Conditioner
Internet
CA $460/Night
7 Nights - CA $3,223
Cottage
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
CA $1,304/Night
7 Nights - CA $9,128
House
10.0(34 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $397/Night
7 Nights - CA $2,778
House
10.0(1 Review)
8 Bedrooms
19 Guests
- Parking
- Balcony/Terrace
- Internet
Pet Friendly
CA $967/Night
7 Nights - CA $6,773
House
10.0(32 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $392/Night
7 Nights - CA $2,747
House
10.0(21 Reviews)
4 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $782/Night
7 Nights - CA $5,477
House
10.0(13 Reviews)
8 Bedrooms
19 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $833/Night
7 Nights - CA $5,832
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $392/Night
7 Nights - CA $2,746
Luxury Holiday Rentals in San Mateo
Over 68+ Luxury Holiday Rentals in or Near San Mateo
New
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $2,949/Night
7 Nights - CA $20,639
New
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $2,884/Night
7 Nights - CA $20,187
New
Apartment
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $2,852/Night
7 Nights - CA $19,961
House
9.8(25 Reviews)
4 Bedrooms
8 Guests
- Parking
Ocean View
View- Kitchen
CA $1,071/Night
7 Nights - CA $7,498
Cabin
9.4(40 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $659/Night
7 Nights - CA $4,616
New
House
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $519/Night
7 Nights - CA $3,634
House
9.8(15 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $498/Night
7 Nights - CA $3,484
House
8.8(4 Reviews)
4 Bedrooms
8 Guests
Private Beach- Parking
- Ocean View
- View
CA $495/Night
7 Nights - CA $3,468
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $439/Night
7 Nights - CA $3,075
Top-Rated Holiday Rentals with a Pool in San Mateo
Over 5+ The Best Private Villas and Holiday Rentals in San Mateo with a Pool
CA $280/Night
7 Nights - CA $1,957
CA $352/Night
7 Nights - CA $2,462
CA $158/Night
7 Nights - CA $1,108
Hotel
7.8(499 Reviews)
Breakfast
EV Charge Station- Parking
- Pool
CA $140/Night
7 Nights - CA $981
CA $197/Night
7 Nights - CA $1,380
Pet-Friendly Holiday Rentals in San Mateo
Over 15+ Pet-Friendly Holiday Rentals in or Near San Mateo
House
10.0(9 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $290/Night
7 Nights - CA $2,027
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
CA $412/Night
7 Nights - CA $2,884
Bed & Breakfast
9.8(178 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $323/Night
7 Nights - CA $2,261
Cabin
9.8(28 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $374/Night
7 Nights - CA $2,617
House
9.8(23 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $388/Night
7 Nights - CA $2,713
House
9.4(21 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $353/Night
7 Nights - CA $2,473
Cottage
9.8(8 Reviews)
2 Bedrooms
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $312/Night
7 Nights - CA $2,187
Cottage
5.0(1 Review)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
CA $207/Night
7 Nights - CA $1,447
House
4.9(26 Reviews)
3 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
CA $295/Night
7 Nights - CA $2,066
Large Holiday Rentals and Private Villas in San Mateo
Over 5+ Large Holiday Rentals and Private Villas in or Near San Mateo
House
9.2(12 Reviews)
3 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $438/Night
7 Nights - CA $3,066
House
3 Bedrooms
10 Guests
- Parking
- View
- Internet
Sports/Activities
CA $369/Night
7 Nights - CA $2,585
House
4 Bedrooms
10 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
CA $471/Night
7 Nights - CA $3,300
House
10.0(6 Reviews)
7 Bedrooms
20 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
CA $1,342/Night
7 Nights - CA $9,392
Cabin
2 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
Laundry
CA $321/Night
7 Nights - CA $2,248
San Mateo Private Villas and Holiday Homes Under $200
Over 21+ San Mateo Private Villas and Holiday Homes Under $200
House
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Child Friendly
CA $211/Night
7 Nights - CA $1,480
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $258/Night
7 Nights - CA $1,806
House
10.0(1 Review)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $261/Night
7 Nights - CA $1,825
House
10.0(1 Review)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $204/Night
7 Nights - CA $1,427
House
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
CA $277/Night
7 Nights - CA $1,939
Apartment
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $228/Night
7 Nights - CA $1,597
RV Rental
1 Bedroom
6 Guests
- Air Conditioner
- Child Friendly
Wellness Facilities
Security/Safety
CA $177/Night
7 Nights - CA $1,237
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $152/Night
7 Nights - CA $1,066
CA $184/Night
7 Nights - CA $1,287
Instantly Bookable Holiday Homes in San Mateo
Over 20+ Instantly Bookable Holiday Homes in or Near San Mateo
House
9.6(24 Reviews)
3 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $340/Night
7 Nights - CA $2,378
House
8.0(5 Reviews)
2 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $317/Night
7 Nights - CA $2,220
New
House
2 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $405/Night
7 Nights - CA $2,835
House
3 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $352/Night
7 Nights - CA $2,462
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $336/Night
7 Nights - CA $2,355
New
House
3 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $307/Night
7 Nights - CA $2,147
New
House
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
CA $311/Night
7 Nights - CA $2,175
House
9.4(9 Reviews)
3 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $434/Night
7 Nights - CA $3,038
House
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $326/Night
7 Nights - CA $2,282
Book a Last Minute Place to Stay in San Mateo
About Casai's Private Villas and Holiday Rentals in San Mateo
Discover more than 77 vacation rentals available in San Mateo. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in San Mateo.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in San Mateo, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near San Mateo. On average, places to stay near San Mateo offer 1477.9 ft², with nightly prices averaging CA $473.
With Casai, finding and comparing holiday rentals in San Mateo is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 77 San Mateo, FL Holiday Rentals
- Prices for a holiday home in San Mateo start at CA $140
- Top rated vacation home in San Mateo is Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
- Most popular short term in San Mateo is Hampton Inn Palatka
- Cheapest place to stay in San Mateo is Quality Inn and Suites Palatka Riverfront
- Most expensive holiday rental in San Mateo is Fishermans Retreat - Entire Property
Recently Booked Holiday Rentals in San Mateo
Frequently Asked Questions About San Mateo?
What are the top holiday rentals in San Mateo?
With numerous options available in San Mateo, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in San Mateo:
- Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
- Dunns Creek Fishing retreat with dock. 5 minutes from boat ramp
- Fishing Paradise on Dunn's Creek ! Max 2 trucks 2 boats ! Limited parking
- Riverfront Home with DOCK- South Historic District- Bring Your Boat!
- Grand Gables Historic Mansion | 8 BR Vacation Home
- Charming 3-bedroom house with WiFi in peaceful downtown Palatka near river.
- Private Home and Dock on Dunns Creek! Sportsman's paradise, hosted by Sportsman.
- Peaceful, waterfront, fishing camp on the beautiful St. John's River
- Waterfront Canal in Satsuma Florida
- 2 Bedroom FREE Boat ON CANAL fish out back and fire pit more FUR BABIES welcome
Which holiday homes in San Mateo are best for families?
If you're searching for a family-friendly holiday home in San Mateo, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in San Mateo:
How many Casai.ca holiday rentals are available in San Mateo?
As of 2026, Casai boasts over 77 properties listed in the San Mateo area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in San Mateo.
