San Mateo Vacations from $803

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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.

The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,161, price is now $803 per person
$803
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,004 reviews)
My family loved our stay. Most days my kids didn't want to leave the resort. The beach, pools, mini golf, and pizza and gelato shop were some of our favorites. The resort was very clean and the staff were always kind and helpful. I would definitely recommend this resort for a family friendly vacation!

Reviewed on May 29, 2026

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $9,311, price is now $6,403 per person
$6,403
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was $3,836, price is now $2,724 per person
$2,724
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Oceanfront
Save 100% on your flight
Price was $1,130, price is now $813 per person
$813
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,975 reviews)
Hotel receptionist was kinda rude charged me more money for a downgraded room and kept trying to overcharge my card after I paid the the price she quoted to change and proceeded to charge more than we agreed upon I’ve stayed here several times has the nicest suites a few times all with ocean views this last experience wasn’t the best

Reviewed on May 30, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $1,294, price is now $937 per person
$937
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,206 reviews)
Always love staying at the plantation. Great tennis, beach and biking!

Reviewed on May 27, 2026

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San Mateo Hotel Deals

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
$99 nightly
The price is $110 total per night from May 31 to Jun 1
$110 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
"Siempre uso este hotel para mis trabajadores cuando tenemos proyectos en el área, y la verdad me gusta mucho , pueden desayunar y descansar."

Reviewed on May 26, 2026

Holiday Inn Express & Suites Palm Coast I95 by IHG
Old Town Inn - St Augustine South

Old Town Inn - St Augustine South

2 out of 5
2625 State Rd 207 Elkton FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $61 total per night from Jun 1 to Jun 2
$61 total
Jun 1 - Jun 2
Total with taxes and fees
7/10 Good! (215 reviews)
"It was clean and for the price is okay. Not great."

Reviewed on May 25, 2026

Old Town Inn - St Augustine South
Quality Inn & Suites Palatka Riverfront

Quality Inn & Suites Palatka Riverfront

2.5 out of 5
201 N 1st Street Palatka FL
Fully refundable
$86 nightly
The price is $96 total per night from Jun 21 to Jun 22
$96 total
Jun 21 - Jun 22
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"It’s was convenient for our trip. Pretty scenery."

Reviewed on May 29, 2026

Quality Inn & Suites Palatka Riverfront
See all 686 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.

Find the Best San Mateo Vacation Packages

San Mateo Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Ravine Gardens State Park, Dunns Creek State Park and Rice Creek Conservation Area

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Frequently asked questions

How much does a San Mateo vacation package cost?
Offering great value package deals from $803 on Expedia, you'll be pleasantly surprised at how much a vacation to San Mateo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to San Mateo?
You can typically find reduced prices and greater availability in January, June and July. Explore our cheap San Mateo vacation packages and you could get some great off-season discounts.
How many days is enough for San Mateo?
Typically, a handful of days is enough to see the major sights during your San Mateo vacation. But if you'd like to have more time to rest or take day tours, think about extending your itinerary.
How to find the best San Mateo package deals?
Begin your search for a San Mateo package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect San Mateo package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your San Mateo adventure off to a flying start.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your San Mateo escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to San Mateo?
If you're planning a spontaneous San Mateo getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later San Mateo vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your San Mateo trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.