San Mateo Holiday Rentals

    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
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in San Mateo

Outdoor pool
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
10.0 out of 10, Exceptional, (132)
"The property great for just hanging out with family."
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
Beach
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 HK$663
per night
31 May - 1 Jun
Palm Coast Cozy apartment<br>
Property grounds
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
Save an average of 15% on thousands of hotels when you're signed in
Beach
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
Fridge, microwave, oven, stovetop
Charming 1930's house only a few blocks from the St. Johns River!
10.0 out of 10, Exceptional, (50)
"Very comfortable house. Close to the boat ramp at the St. John's river. Really enjoyed my stay."
The price is HK$460
per night
3 Jun - 4 Jun
Charming 1930's house only a few blocks from the St. Johns River!
Marina
Nice quiet home just minutes by boat to Silver Glen, Salt Springs
10.0 out of 10, Exceptional, (10)
"From before booking to check-in, the host was super quick to respond & very helpful. We got there & the place was clean and cozy. The neighbors were so awesome & incredibly helpful as well. The only thing we wished we had known in advance is the closest restaurant is about 20+ minutes away, and parking is pretty tight with vehicles & trailers. Overall a great stay & we will be back 😊"
Nice quiet home just minutes by boat to Silver Glen, Salt Springs
Property grounds
Relaxing Modern 3 br home with HEATED POOL
10.0 out of 10, Exceptional, (23)
"Very nice place to stay with family, well equipped with everything you need, love the heated pool, nice neighborhood, and close to lots of restaurants."
Relaxing Modern 3 br home with HEATED POOL
Pool
Escape to our Cozy Home with Crystal-Clear Springs and Trails
10.0 out of 10, Exceptional, (15)
"My husband and I wanted to visit the springs for the first time so this house was the perfect location. The house was extremely clean, the beds were exceptionally comfortable, and altogether the perfect place to stay! We will definitely be returning!"
Escape to our Cozy Home with Crystal-Clear Springs and Trails
View from property
Inviting dog-friendly home with pool, enclosed yard, ping pong, & W/D
10.0 out of 10, Exceptional, (1)
"All is well, except for one person got locked in the bathroom. It was a pocket door that got stuck… but other than that the house is beautiful, accommodating, and fit our needs"
Inviting dog-friendly home with pool, enclosed yard, ping pong, & W/D
Property grounds
Waterfront Tiny Home
10.0 out of 10, Exceptional, (5)
"Crescent City is the kind of place that will gentrify one day soon, because it's delightful. We loved our stay in the Tiny Homes, which were comfortable, quiet, and on a beautiful setting right on a small marina on the lake. The sights and sounds were lovely, and we enjoyed BBQ on the waterfront, strolling on the long dock, and boat ride on the very beautiful lake. It is a very small town (we have family there) so we had no expectations, and we were pleasantly surprised. It was perfect."
The price is HK$1,162
per night
26 May - 27 May
Waterfront Tiny Home
Pool
1900's Bungalow on a Private Island / Real Old Florida/Close to Springs!
10.0 out of 10, Exceptional, (3)
"My stay on Drayton Island was beautiful. This bungalow was well-appointed, very clean and had everything I needed for a getaway to recharge. The peace and quiet is unmatched, and the hosts are gracious and inviting. If you are looking for a break from rush and hurry, from sound and light pollution, you'll find it here. It's an easy ferry ride from Georgetown, but I recommend asking the hosts to provide a water taxi. Highly recommended!"
1900's Bungalow on a Private Island / Real Old Florida/Close to Springs!
Pool
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
Beach nearby, sun-loungers, beach towels
Private SF Pool Home - Nearby Golf Courses - Close to Beaches & Dining -Updated
10.0 out of 10, Exceptional, (17)
"The house was clean, wells tocked, roomy and cozy. The weather was a bit cooler during our stay so we did not go in the pool but we did sit out on the deck. It was very relaxing and peaceful listening to the pool waterfall."
Private SF Pool Home - Nearby Golf Courses - Close to Beaches & Dining -Updated
Fridge, microwave, oven, stovetop
Home near the beach with private pool, inviting patio, streaming & AC
10.0 out of 10, Exceptional, (3)
"Very clean & convenient location- great outside patio, but would be nice to have a grill & outdoor table- nice lounge chairs though. Would also be nice to have some heat for the pool for spring use- it was barely used because it was so cold. Comfortable house & great location- walkable neighborhood-"
Home near the beach with private pool, inviting patio, streaming & AC
Private kitchen
Luxury Beach Getaway, New Construction, Summer Specials!
10.0 out of 10, Exceptional, (16)
"Staying in Palm Coast near St. Augustine was an absolute delight! The house was not only immaculately clean but also beautifully decorated, making us feel right at home from the moment we stepped in. The host’s attention to detail was evident in every corner, ensuring a comfortable and enjoyable stay for our family. Plus, its proximity to the stunning beaches was a huge bonus, allowing us to easily soak up the sun and enjoy the coastal charm of the area. Overall, I highly recommend this place...
Luxury Beach Getaway, New Construction, Summer Specials!
Games room
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!
Fridge, microwave, oven, stovetop
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 HK$858
per night
20 May - 21 May
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Pool
All New Furnishings & Riverfront Views! Fishing & Boating on the St. John's, Pool, Dock, Boat Slip
9.8 out of 10, Exceptional, (13)
"Our family been coming here for 30 yrs. We love our little slice of heaven. Great place to relax and unwind. Love to fish and hang out by the pool."
All New Furnishings & Riverfront Views! Fishing & Boating on the St. John's, Pool, Dock, Boat Slip
Aerial view
St. Johns River Cabin (Pet Friendly)
9.8 out of 10, Exceptional, (7)
"Peaceful and so quiet. Enjoyed our stay there. Wished it could have been longer. Maybe next time because we will be back. Everyone was so helpful and friendly. I give this five stars plus. Thank you so much."
St. Johns River Cabin (Pet Friendly)
Property grounds
Cozy & stylish cottage w/pool, St. Augustine
9.8 out of 10, Exceptional, (9)
"The property is secluded and has its own pool. The night lights are strings of colorful Christmas lights which is very whimsical. The cabin is very clean and the little details are make the place feel like home."
Cozy & stylish cottage w/pool, St. Augustine
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

Outdoor pool
Fairfield Inn and Suites by Marriott
2.5 star property
8.6 out of 10, Excellent, (962)
"Thank you "
The price is HK$1,006
per night
20 May - 21 May
Fairfield Inn and Suites by Marriott
Outdoor pool, pool loungers
Quality Inn And Suites Riverfront
2.5 star property
8.0 out of 10, Very good, (815)
"This was the front end of my Mug Race trip. If you find my back end review, you'll see that I do not gratuitously give good reviews. I have driven past this place numerous times going between Gainesville and St. Augustine, but this was my first stay. I participated in the Mug sailing race, which started right in front of the hotel on the St. Johns River. I REALLY appreciate that they have a marina, where I docked my boat overnight. The room and bed were very comfortable. The staff was...
The price is HK$657
per night
2 Jun - 3 Jun
Quality Inn And Suites Riverfront
Front of property – evening/night
Red Roof Inn PLUS+ Palm Coast
2.5 star property
8.0 out of 10, Very good, (1003)
"Had an excellent staying at the red roof plus. Staff were friendly, room was clean and comfortable. Check in was quick and easy. Definitely would recommend."
The price is HK$663
per night
20 May - 21 May
Red Roof Inn PLUS+ Palm Coast
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.

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

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.

Recent reviews of San Mateo properties
Expedia verified reviews