San Mateo Holiday Rentals

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Holiday Rentals in San Mateo

Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
10.0 out of 10, Exceptional, (134)
"We had an outstanding stay! The place is clean and very comfortable. The outside area around the pool and boat dock is outstanding. Thanks for everything!"
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
HEATED Saltwater POOL, Harry Potter, BBQ, Gazebo, Lake, EV, Fishing & Firepit
10.0 out of 10, Exceptional, (48)
"This has been the best Vrbo stay we have had yet. The house and host were fantastic. The host went and above and over to make our stay very lovely. The house was very clean and well maintained we enjoyed everything about this place. We will definitely consider coming back in the future."
HEATED Saltwater POOL, Harry Potter, BBQ, Gazebo, Lake, EV, Fishing & Firepit
Palm Coast Cozy apartment<br>
10.0 out of 10, Exceptional, (9)
"Thanks for having us. Look forward to our next stay!"
The price is NZ$188
per night
16 Jun - 17 Jun
Palm Coast Cozy apartment<br>
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Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
9.6 out of 10, Exceptional, (90)
"Super comfortable place with nice neighbors and plenty of activities! Thanks for setting us up with everything we needed."
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
Flamingo 🦩 PRIVATE HEATED POOL House: Short Drive to St Augustine, Daytona Beach
10.0 out of 10, Exceptional, (54)
"We absolutely loved our stay here. We have zero complaints. The beds are comfortable, the pool was refreshing the home itself was so nice and we didn’t want to leave. Thank you so much!"
Flamingo 🦩 PRIVATE HEATED POOL House: Short Drive to St Augustine, Daytona Beach
Escape to our Cozy Home with Crystal-Clear Springs and Trails
10.0 out of 10, Exceptional, (16)
"Very peaceful and tranquil.."
Escape to our Cozy Home with Crystal-Clear Springs and Trails
Charming 1930's house only a few blocks from the St. Johns River!
10.0 out of 10, Exceptional, (51)
"LOVED this property for a getaway. Quaint town and within walking distance of a spring. So so cool. Absolutely phenomenal communication with the host. Super cool extras to help make the stay even MORE enjoyable. Would definitely stay here again!"
The price is NZ$323
per night
17 Jun - 18 Jun
Charming 1930's house only a few blocks from the St. Johns River!
"VILLA LAS PALMAS" Beautiful Fenced-in Pool Home with Spa- Sleeps 8
9.6 out of 10, Exceptional, (19)
"All amenities were as listed and a wonderful property in a quiet beautiful area. Would definitely stay again"
"VILLA LAS PALMAS" Beautiful Fenced-in Pool Home with Spa- Sleeps 8
Spectacular dog-friendly river view home with pool, lanai, grill, patio, & TV
8.8 out of 10, Excellent, (3)
"We stayed here to host Thanksgiving dinner for my aging parents. The house was very clean and spacious and plenty of room for everyone to stay. All the bedrooms are upstairs so very private. The pool and the pool table were a big hit. We had an issue with an appliance and the on-site property manager attended to it immediately! Overall, great stay"
Spectacular dog-friendly river view home with pool, lanai, grill, patio, & TV
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
10.0 out of 10, Exceptional, (25)
"Rachel was really amazing, offering area attractions, property information, simple amenities and supplies. She was also always quick with kind, considerate communication. Thank you for a break from the stresses and chaos of everyday life! We'll definitely return as often as possible.!"
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
Hidden Hideaway on the St. Johns River
10.0 out of 10, Exceptional, (67)
"Amazing! Beautiful decor inside and outside.Very relaxing.Somewhat secluded. Property owners very helpful. We even stayed an extra night."
Hidden Hideaway on the St. Johns River
Spectacular Lakefront Cabin On Secluded Lake Kerr - 80 miles North of Orlando
10.0 out of 10, Exceptional, (154)
"Loved our stay! My husband and I came here after planning our wedding and ending his school semester. Such a fantastic place to enjoy doing NOTHING but also so much! We hiked, kayaked, hot tubbed and enjoyed the fire pit at night over looking the water. So peaceful and we will definitely be back!"
Spectacular Lakefront Cabin On Secluded Lake Kerr - 80 miles North of Orlando
Springfed Canal on Lake George/ Large 4 Bedroom house on water/Boat Ramp/Hot Tub
9.0 out of 10, Wonderful, (8)
"Great place to stay with Lots of room. Convenient to salt springs and glen.. Brian was excellent host. We will return for sure."
Springfed Canal on Lake George/ Large 4 Bedroom house on water/Boat Ramp/Hot Tub
Relaxing Pool Home with spacious parking, close to Flagler Beach & Daytona
10.0 out of 10, Exceptional, (3)
"We just loved the house, it was clean, smelled good and had everything we needed for our 3 night stay. The pool and hot tub were a huge hit with our family and we plan on staying again. The owners responded very quickly to all of our questions."
Relaxing Pool Home with spacious parking, close to Flagler Beach & Daytona
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
9.6 out of 10, Exceptional, (17)
"Great location, very nice house, would highly recommend. Easy communication with host too!"
Designer Heated Salt Water Pool Home - Close to Ocean-Modern
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
9.8 out of 10, Exceptional, (22)
"We enjoyed the home. Its a plus that we could use the garage."
The price is NZ$533
per night
11 Jun - 12 Jun
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Beautiful newly renovated homes 4/2 with Fenced yard Heated Pool Pets welcome
9.4 out of 10, Exceptional, (13)
"We enjoyed our stay. The house was perfect and the pool was amazing. We loved the fenced in back yard for our dog. Considering booking this property again for Christmas."
Beautiful newly renovated homes 4/2 with Fenced yard Heated Pool Pets welcome
River Cabin w Dock, Bball Court, Kayak
8.8 out of 10, Excellent, (5)
"Beautiful place and unique tranquility. To rest and disconnect is special."
River Cabin w Dock, Bball Court, Kayak
PALM COASTJEWEL, 3 BEDROOM, 2 BATHS, HEATED SALTWATER POOL WITH SCREENED LANAI
9.6 out of 10, Exceptional, (80)
"Nice back yard. Family and pet friendly. Good pool. Well maintained."
PALM COASTJEWEL, 3 BEDROOM, 2 BATHS, HEATED SALTWATER POOL WITH SCREENED LANAI
All New Furnishings & Riverfront Views! Fishing & Boating on the St. John's, Pool, Dock, Boat Slip
9.8 out of 10, Exceptional, (14)
"We come here every year. We own a different unit here, but rented this one for extra family members. Everything was great."
All New Furnishings & Riverfront Views! Fishing & Boating on the St. John's, Pool, Dock, Boat Slip
Don't see what you're looking for?
See all available properties in San Mateo
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.

Other types of properties in San Mateo you may be interested in

Microtel Inn & Suites by Wyndham Palm Coast I-95
2.0 star property
7.2 out of 10, Good, (1005)
"Tub was cracked and shower curtain rod was not properly installed so curtain would not close fully. Housekeeping staff were amazing - the housekeeping supervisor went about and beyond. "
The price is NZ$119
per night
11 Jun - 12 Jun
Microtel Inn & Suites by Wyndham Palm Coast I-95
Red Roof Inn PLUS+ Palm Coast
2.5 star property
8.0 out of 10, Very good, (1002)
"Lady checked me in.. wonderful "
The price is NZ$144
per night
4 Jun - 5 Jun
Red Roof Inn PLUS+ Palm Coast
Fairfield Inn and Suites by Marriott
2.5 star property
8.6 out of 10, Excellent, (964)
"Property was nice room was clean, staff, professional, and helpful"
The price is NZ$235
per night
4 Jun - 5 Jun
Fairfield Inn and Suites by Marriott
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Mateo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Mateo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Mateo. Seeing all the best attractions is bound to make you fall in love with San Mateo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Mateo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals close to the most popular sights in San Mateo, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in San Mateo?

Explore the area and family-friendly sights such as Welaka National Fish Hatchery Aquarium, or get out into nature at a spot like Crescent Lake. Dunns Creek State Park and St. John the Baptist Catholic Church are a couple of places you'll find in the wider area.

What are holiday rentals like in San Mateo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.

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