Deals on vacations and trips to San Mateo

Save when you book San Mateo package deals

Choose two or more items and save on your trip:

San Mateo flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $677, price is now $520 per person
$520
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

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $4,422, price is now $2,956 per person
$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

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,867, price is now $1,306 per person
$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.
Beach Home w Heated Pool Free Golf Cart

Beach Home w Heated Pool Free Golf Cart

2 out of 5
Price was $1,844, price is now $1,494 per person
$1,494
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Jacksonville (JAX)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
Beach Cottage 3 Bed 2 Bath Heated Pool Free Golf Cart Bring Your Boat RV Private 1AC lot

Beach Cottage 3 Bed 2 Bath Heated Pool Free Golf Cart Bring Your Boat RV Private 1AC lot

2 out of 5
Save 100% on your flight
Price was $2,004, price is now $1,625 per person
$1,625
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Jacksonville (JAX)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Top San Mateo hotels 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
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $70 total per night
$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

Red Roof Inn PLUS+ Palm Coast

2.5 out of 5
10 Kingswood Dr Palm Coast FL
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $66 total per night
$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

Holiday Inn Express & Suites Palm Coast I95 by IHG

3 out of 5
120 Garden St N Palm Coast FL
Free Cancellation
$100 nightly
The price is $112 total per night
$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

Quality Inn & Suites Palatka Riverfront

2.5 out of 5
201 N 1st Street Palatka FL
Free Cancellation
$80 nightly
The price is $89 total per night
$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

Fairfield Inn & Suites Palm Coast I-95

3 out of 5
400 Old Kings Rd Palm Coast FL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $122 total per night
$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.
Old Town Inn - St Augustine South

Old Town Inn - St Augustine South

2 out of 5
2625 State Rd 207 Elkton FL
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $56 total per night
$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
Don't see what you're looking for?
See all available properties in San Mateo
View all properties
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 $520. 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.

Photos of local treasures

Browse San Mateo vacation photos for more inspiration

A rustic house with a metal roof and a wooden fence in a lush green landscape.
A curving road lined with trees and grass.
A large tree with sprawling branches and Spanish moss hanging from its limbs.
A lush park with mature trees, a well-maintained lawn, and a serene atmosphere.
A white church with a cross, surrounded by trees and a playground.