San Mateo Vacation Packages 2026 from $585

San Mateo flight + hotel vacation packages

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

Hampton Inn Amelia Island at Fernandina Beach

Save 100% on your flight

$585

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

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

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$1,106

per person

Jun 25 - Jun 28

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

The Villas of Amelia Island

Save 100% on your flight

$1,195

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) 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.

Landing Apartments Downtown Palm Coast

Town Center

Save 100% on your flight

$592

per person

Jun 24 - Jun 30

found 17 hours ago

Roundtrip flight included

Boston (BOS) 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. Free self parking, barbecue grills, and a virtual front desk are also on offer.

The Ritz-Carlton, Amelia Island

Amelia City

Save 100% on your flight

$1,708

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Jacksonville (JAX)

A golf course, a full-service spa, and 3 hot tubs are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and an arcade/game room, and families will appreciate the onsite laundry facilities.

Top San Mateo hotels deals

Red Roof Inn PLUS+ Palm Coast

10 Kingswood Dr Palm Coast FL

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$91 total

May 11 - May 12

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

Quality Inn & Suites Palatka Riverfront

201 N 1st Street Palatka FL

Free Cancellation

$94 nightly

$104 total

May 31 - Jun 1

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

Old Town Inn - St Augustine South

2625 State Rd 207 Elkton FL

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$65 total

May 5 - May 6

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

Microtel Inn & Suites by Wyndham Palm Coast I-95

16 Kingswood Dr Palm Coast FL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

May 17 - May 18

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

Holiday Inn Express & Suites Palm Coast I95 by IHG

120 Garden St N Palm Coast FL

Free Cancellation

$109 nightly

$122 total

May 5 - May 6

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. Guests will appreciate freebies like continental 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

$119 nightly

$133 total

May 17 - May 18

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

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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 $585. 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.