San Mateo Vacation Packages 2026 from $555

San Mateo flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Landing Furnished Apartments near UNF

$555

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

This apartment features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference center. There's a hot tub on site, and barbecue grills and a virtual front desk are also offered.

Amelia by the Sea

Save 100% on your flight

$2,956

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$1,306

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Jacksonville (JAX)

This luxury resort features a private beach, a golf course, and free water park access. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy a meal in one of the 9 restaurants and free perks like free self parking and WiFi in public areas.

Hyatt Regency Jacksonville

Downtown Jacksonville

$793

per person

Nov 1 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Jacksonville (JAX)

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

The Villas of Amelia Island

$563

per person

Oct 30 - Nov 3

found 2 hours ago

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

This smoke-free vacation home features a golf course, a full-service spa, and 9 restaurants. Enjoy a day at the beach kayaking, or relax with beach cabanas. There's fun for all ages with a children's club and mini golf, and babysitting is an added bonus.

Top San Mateo hotels deals

Microtel Inn & Suites by Wyndham Palm Coast I-95

16 Kingswood Dr Palm Coast FL

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$70 total

Sep 1 - Sep 2

Total with taxes and fees

A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Pool

Breakfast included

Red Roof Inn PLUS+ Palm Coast

10 Kingswood Dr Palm Coast FL

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$66 total

Aug 12 - Aug 13

Total with taxes and fees

This hotel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and a safe deposit box are also offered on site.

Pool

Hot Tub

Holiday Inn Express & Suites Palm Coast I95 by IHG

120 Garden St N Palm Coast FL

Free Cancellation

$100 nightly

$112 total

Aug 12 - Aug 13

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Quality Inn & Suites Palatka Riverfront

201 N 1st Street Palatka FL

Free Cancellation

$80 nightly

$89 total

Aug 30 - Aug 31

Total with taxes and fees

A marina and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Fairfield Inn & Suites Palm Coast I-95

400 Old Kings Rd Palm Coast FL

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$122 total

Aug 10 - Aug 11

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Old Town Inn - St Augustine South

2625 State Rd 207 Elkton FL

Free Cancellation

Reserve now, pay when you stay

$50 nightly

$56 total

Aug 10 - Aug 11

Total with taxes and fees

This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

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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

How much are vacation packages to San Mateo?

Enjoy a memorable experience in San Mateo with a vacation package starting at just $555. Locking in tours, flights and hotels with Travelocity is so easy. On top of that, our vacation deals will leave you with more money in your pocket for loads of fun activities.

Where can I get the best vacation package deals for San Mateo?

You'll find amazing San Mateo package deals with Travelocity. Select from as many as 400 airlines and 1,000,000 properties worldwide and turn those vacation daydreams into a reality.

Why should I book my San Mateo vacation bundle via Travelocity?

Because life is one big journey, and we offer everything you could hope for to get you on your way. With our high-quality service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy while you're away knowing we've got your back with our round-the-clock support.

Will I save money on my San Mateo car rental if I book it with hotels and flights?

With a San Mateo vacation package, you can bundle your hotel, flight and car bookings and save a ton. When you're ready to discover the best of this exciting city, why not head to Universal Studios Florida? This famous attraction is 80 mi from San Mateo. With your own wheels, you'll be there in a jiffy.

What is the best time of year to go to San Mateo?

You'll pick up the best hotel prices around and pay the most during . You can usually expect it to be more relaxed in January, June and July, while you'll find more fellow travelers to meet in the months of August, September and December. It all comes down to how much you're willing to spend, the climate and how you deal with crowds.

Which airport is best for San Mateo?

Jacksonville Intl. Airport (JAX) is one of the busiest airports in San Mateo. It's roughly 60 mi north of the bustling downtown area. Other choices include Gainesville Regional Airport (GNV) (40 mi away from central San Mateo) and Orlando Sanford Intl. Airport (SFB) (60 mi away from central San Mateo).

Where should I stay when visiting San Mateo?

If you're searching for somewhere to spend your nights, have a look at the Looking For A Secluded, Peaceful Environment. It's the top pick for many travelers.