Search Condo Rentals 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

Compare Condo Rentals in San Mateo with updated reviews, rates, and availability.

Sunset Getaway
Miscellaneous

Sunset Getaway

10.0 out of 10, Exceptional, (29)
"Awesome place with even better host highly recommend this place ! Wont stay anywhere else when traveling to the river !! "
Sunset Getaway
Riverfront Views! Fishing and Boating on the St. John's, Pool, Dock, Boat Slip, All New Furnishings
Welcome to your home away from home!

Riverfront Views! Fishing and Boating on the St. John's, Pool, Dock, Boat Slip, All New Furnishings

9.8 out of 10, Exceptional, (17)
"Overall everything was amazing! Boat trailer parking was a small challenge. But we love this place and will be back!"
Riverfront Views! Fishing and Boating on the St. John's, Pool, Dock, Boat Slip, All New Furnishings
The Sleepy Manatee
Your vacation awaits! Contact us about special pricing and seasonal offers.

The Sleepy Manatee

9.4 out of 10, Exceptional, (3)
"My sister and I were attending a dog show at St. John’s county fairgrounds. This was a short 15-20 minute drive on easy roads. The house was not as clean as I hoped it would be. The listing is accurate it just needs to be cleaned better. It was a very convenient and close drive for a quick overnight trip. The owner/manager was very quick to respond to any questions and the checkin process was very simple."
The Sleepy Manatee
Winter Paradise on the St. Johns River w/deep water boat slip

Winter Paradise on the St. Johns River w/deep water boat slip

9.8 out of 10, Exceptional, (23)
"Property was on a beautiful riverfront setting. Condo was tastefully decorated and had all amenities we needed and then some. Enjoyed the pool and grilling out. The pool and property grounds were well maintained. Great time visiting St. Augustine. Hosts met any needs immediately "
Winter Paradise on the St. Johns River w/deep water boat slip
Riverbend - 2 Bedroom waterfront condo with spectacular views!!
Living area

Riverbend - 2 Bedroom waterfront condo with spectacular views!!

9.6 out of 10, Exceptional, (4)
"We had a great time at Riverbend- this condo was perfect and easy to accommodate small children - Tammy is very easy to work with :) "
Riverbend - 2 Bedroom waterfront condo with spectacular views!!
Riverfront Views, Fishing & Boating Paradise, Pool, Steps to the Water, Community Dock and Boat Slip
Enjoy stunning views of the river right from your back porch!

Riverfront Views, Fishing & Boating Paradise, Pool, Steps to the Water, Community Dock and Boat Slip

10.0 out of 10, Exceptional, (17)
"We were pleasantly surprised with this cute little condo. The updates made were perfect! The location near the river and pool were perfect! The quiet peacefulness with the river, trees with Spanish moss and surrounding landscaping was just what I needed as a nice little get a way from the hustle and bustle of every day life. I highly recommend!!"
Riverfront Views, Fishing & Boating Paradise, Pool, Steps to the Water, Community Dock and Boat Slip
Dockside Delight
Miscellaneous

Dockside Delight

3.5 star property
Dockside Delight
River Bend C122
Exterior

River Bend C122

3.0 star property
10.0 out of 10, Exceptional, (1)
River Bend C122
Pool Access & Lanai: Riverfront Welaka Condo!
Welaka Vacation Rental | 1BR | 1BA | 860 Sq Ft | Stairs Required

Pool Access & Lanai: Riverfront Welaka Condo!

2.5 star property
Pool Access & Lanai: Riverfront Welaka Condo!
Palm Harbor #15
Living area

Palm Harbor #15

2.5 star property
Palm Harbor #15
River Bend B212
Exterior

River Bend B212

4.0 star property
River Bend B212
River Bend B212
Exterior

River Bend B212

3.0 star property
River Bend B212
Palm Coast Retreat
Exterior

Palm Coast Retreat

3.5 star property
Palm Coast Retreat
Riverfront Weleka Condo w/ Dock & Pool Access
Welaka Vacation Rental | 2BR | 1.5BA | 1,400 Sq Ft | Stairs Required to Enter

Riverfront Weleka Condo w/ Dock & Pool Access

Riverfront Weleka Condo w/ Dock & Pool Access
3BR 2BA riverfront condo with a boat slip
Comfy couches and game table when you want to stay inside.

3BR 2BA riverfront condo with a boat slip

3BR 2BA riverfront condo with a boat slip
Charming waterfront condo with marina access, pool, A/C, WiFi

Charming waterfront condo with marina access, pool, A/C, WiFi

2.0 star property
Charming waterfront condo with marina access, pool, A/C, WiFi
Walk to Pool: Riverfront Condo in Welaka!
Welaka Vacation Rental | 1BR | 1BA | 825 Sq Ft | Step-Free Access

Walk to Pool: Riverfront Condo in Welaka!

2.0 star property
Walk to Pool: Riverfront Condo in Welaka!
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

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

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

9.8 out of 10, Exceptional, (101)
"Everything was perfect. Beautiful getaway"
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Saltwater Heated Pool, KitchenAid Grill, Dining Table, Lounge Chairs

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

10.0 out of 10, Exceptional, (58)
"Located in a quiet neighborhood, the Harry Potter House provides a fully outfitted oasis to relax after a day enjoying the attractions of St. Augustine. The house is very clean and fully equipped with new appliances and thoughtful amenities to delight guests of all ages -- toys, pool floats, wine glasses, TVs, and cookware. The backyard includes multiple seating areas; the covered deck beside the pond is a favorite. The house is close to a great variety of restaurants with delicious takeout...
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Spectacular Lakefront Cabin Secluded Lake Kerr, Visit Florida Springs Country!
Sunset from the hot tub overlooking Lake Kerr :-)

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

10.0 out of 10, Exceptional, (164)
"My husband and I booked this cabin to celebrate our wedding anniversary. We loved our stay and were not ready to leave! The house and the property are beautiful and secluded. It was a very relaxing weekend. Definitely recommend checking our Silver Springs park during your stay! Kathy was so friendly, responsive and helpful. We’ll definitely book here again!"
Spectacular Lakefront Cabin Secluded 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.

Frequently asked questions

Why book your condo in San Mateo with Expedia?
Reserving a condo in San Mateo is as simple as clicking on your travel dates and selecting an option that has what you need. After something budget friendly or upmarket, or a stay that also has a kitchen? Use Expedia’s search filters to further narrow your search results and find your ideal match.
How can I find cheap condos in San Mateo?
With Expedia’s handy filter tool, sourcing cheap condos in San Mateo is a breeze. To find stays that are very pocket friendly, narrow down your search by amenities, budget and star rating.