
San Mateo Vacations from $481
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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.

Margaritaville Jacksonville Beach
Oceanfront
Price was $648, price is now $481 per person
$481
per person
Jul 22 - Jul 25
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,912 reviews)
The vibe was fantastic. Every detail was thought out in making it feel like a beach vacation instead of a typical hotel. Right on the beach. Direct access. Close to great restaurants as well.
Reviewed on May 18, 2026

Hammock Beach Golf Resort & Spa
Save 100% on your flight
Price was $3,494, price is now $2,047 per person
$2,047
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,002 reviews)
We recently stayed at this resort and had a great overall experience with a few notable highlights. The property itself was very clean and well-maintained, which made our stay comfortable from start to finish. The pool area was a big hit, especially for families—our kids absolutely loved the pool slide and the lazy river. It’s a great setup for keeping children entertained while still being relaxing for adults.
Another feature we really enjoyed was the spacious front lawn. It provided a perfect spot for playing, relaxing, and spending time outdoors as a family. It added a nice, open feel to the resort and gave the kids even more room to run around.
That said, the biggest downside of our stay was the checkout process. We were charged for drinks we did not order, and the itemized bill was not clear. The staff did not know what the items were either. Thankfully, we took the time to review it and ask questions, which led to the issue being sent to accounting for review. Without carefully checking, we might have paid for those extra charges. The resort could improve on the names of the itemized bill entry so a quick glance will ensure a smooth and easy check-out process.
Overall, the resort offers a clean, family-friendly environment with great amenities, but I’d strongly recommend double-checking your bill at checkout to avoid any surprises.
Reviewed on May 18, 2026

Beachside Motel
Save 100% on your flight
Price was $889, price is now $633 per person
$633
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.4/10 Exceptional! (1,005 reviews)
What a great place to stay. Loved the location. The staff was the sweetest. Planning to come back in the fall. Loved it!
Reviewed on May 15, 2026

The Villas of Amelia Island
Price was $872, price is now $652 per person
$652
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,198 reviews)
The room, stairs and balcony needs cleaning and repairs. Needs to have more linens and items for bathroom easily available. The pool immediately in area had algae growing and was dirty.
Reviewed on May 18, 2026

Marriott Jacksonville Downtown
Downtown Jacksonville
Price was $630, price is now $491 per person
$491
per person
Jul 22 - Jul 25
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,009 reviews)
Great location and parking. Although there was a slight issue at check in, the staff was very friendly and solved the issue quickly. The condo was very clean and in close proximity to the pool. Great area for walking and close to restaurants and shopping.
My only con would be to upgrade tvs in the bedroom.
Reviewed on May 1, 2026
San Mateo Hotel Deals

Holiday Inn Express & Suites Palm Coast I95 by IHG
120 Garden St N Palm Coast FL
Fully refundable
$105 nightly
The price is $118 total per night from May 25 to May 26
$118 total
May 25 - May 26
Total with taxes and fees
7.8/10 Good! (1,007 reviews)
"Breakfast was excellent with many options based on dietary preferences and parking was convenient."
Reviewed on May 17, 2026

Red Roof Inn PLUS+ Palm Coast
10 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from May 20 to May 21
$73 total
May 20 - May 21
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"Very clean room and friendly staff."
Reviewed on May 18, 2026

Old Town Inn - St Augustine South
2625 State Rd 207 Elkton FL
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $63 total per night from May 20 to May 21
$63 total
May 20 - May 21
Total with taxes and fees
7/10 Good! (210 reviews)
"No idea where all of those "10/10" reviews come from. This place is a 2 at best. This is your stereotypical cheap FL motel that you see in the movies, and the people staying there were a reflection of that. Loud, dirty, careless, inconsiderate. Screaming kids with no supervision, loud phone conversations ..."
Reviewed on May 13, 2026
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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