San Mateo Vacation Packages

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Your San Mateo Vacation

Our vacation packages to San Mateo let you customize your own adventure. Tailor your journey to suit your needs and interests and make the most of your time in this interesting city. A trip to San Mateo is a terrific opportunity to sightsee. Be sure to stop by big-name attractions such as Ravine Gardens State Park, Dunns Creek State Park and Palatka Municipal Golf Course. Whoever you're escaping with and whatever you plan to spend, your dream San Mateo vacation is only clicks away with Expedia.

Top San Mateo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was CA $1,254, price is now CA $1,062 per person
CA $1,062
per person
Oct 23 - Oct 27
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,235 reviews)

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was CA $1,499, price is now CA $1,206 per person
CA $1,206
per person
Sep 8 - Sep 15
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
The check in process was very confusing but the visa

Reviewed on Apr 4, 2026

Landing Furnished Apartments - Baymeadows

Landing Furnished Apartments - Baymeadows

3 out of 5
Southside
Price was CA $1,802, price is now CA $1,457 per person
CA $1,457
per person
Sep 3 - Sep 8
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Jacksonville (JAX)
No reviews

Landing Apartments Downtown Palm Coast

Landing Apartments Downtown Palm Coast

4 out of 5
Town Center
Price was CA $1,608, price is now CA $1,314 per person
CA $1,314
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Jacksonville (JAX)
10/10 Exceptional! (3 reviews)
We had such a wonderful stay! The apartment was absolutely beautiful—modern, spacious, spotless, and very comfortable. It truly felt like a home away from home. The amenities were incredible! There was so much to do within the community that we hardly needed to leave. Everything was well maintained, and it made our stay even more enjoyable. I also appreciated all the thoughtful touches inside the apartment, like the snacks, cups, and the washer and dryer, which made our stay so convenient. The check-in and check-out instructions were clear and easy to follow, making the entire process seamless. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable, relaxing, and well-equipped place to stay!

Reviewed on Jul 14, 2026

Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Price was CA $1,335, price is now CA $1,123 per person
CA $1,123
per person
Oct 23 - Oct 27
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,006 reviews)
Great just wish parking wasn’t so expensive

Reviewed on Aug 3, 2026

Ready to book your vacation to San Mateo?

 

Choose your dates

San Mateo Hotel Deals

Microtel Inn & Suites by Wyndham Palm Coast I-95

Microtel Inn & Suites by Wyndham Palm Coast I-95

2 out of 5
16 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
The price is CA $70 per night from Sep 2 to Sep 3
CA $70
CA $99 total
Sep 2 - Sep 3
includes taxes & fees
7/10 Good! (1,003 reviews)
"I was there for seven nights and no one vacuumed or made the bed or change the sheets they gave you one coffee but no sugar or creamer they were five of us and they gave us three towels and two washcloths from the day we arrived there was a washcloth hanging from the shower curtain it was there on ..."

Reviewed on Aug 3, 2026

Microtel Inn & Suites by Wyndham Palm Coast I-95
Red Roof Inn PLUS+ Palm Coast

Red Roof Inn PLUS+ Palm Coast

2.5 out of 5
10 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
The price is CA $83 per night from Aug 26 to Aug 27
CA $83
CA $93 total
Aug 26 - Aug 27
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Aircondit"

Reviewed on Jul 30, 2026

Red Roof Inn PLUS+ Palm Coast
Holiday Inn Express & Suites Palm Coast I95 by IHG

Holiday Inn Express & Suites Palm Coast I95 by IHG

3 out of 5
120 Garden St N Palm Coast FL
Fully refundable
The price is CA $140 per night from Aug 31 to Sep 1
CA $140
CA $157 total
Aug 31 - Sep 1
includes taxes & fees
Holiday Inn Express & Suites Palm Coast I95 by IHG
See all 696 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a San Mateo vacation package cost?
You can grab a vacation package to this top destination from CA $1,062 on Expedia. But how much your vacation to San Mateo costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Mateo?
To pick up cheap San Mateo vacation packages, organize your getaway outside of busy periods like public holidays and major events. You'll generally find lower prices and better availability for hotels and flights.
How many days is enough for San Mateo?
The ideal length of your San Mateo vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
How to find the best San Mateo package deals?
Begin your search for a San Mateo package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal San Mateo package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Mateo getaway off to a flying start.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalize your San Mateo trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
How to plan a trip to San Mateo?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to San Mateo.
  2. Set a budget: Consider costs like transportation, flights and meals when calculating how much to set aside for your trip to San Mateo. Then, choose a hotel that fits your budget, whether that's an economical option or a swankier retreat.
  3. Decide your trip length: Consider how much time you'd like to spend exploring San Mateo. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect San Mateo vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.