Santa Rosa Vacation Packages

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Your Santa Rosa Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Santa Rosa vacation package. Find a place to stay in Jaguas, which is great for nature, watersports and hiking. Fill your days with tours of Caparra Ruins, La Marquesa Forest Park and Guaynabo Performing Arts Center, some of the attractions you really should see during a trip to Santa Rosa. Your Santa Rosa vacation is only clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your style.

Top Santa Rosa Vacation Deals

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

Lazy Parrot Inn

CA $1,067
per person
Oct 31 - Nov 7
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
Beautiful place to stay!! The beds are comfortable

Reviewed on Sep 12, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

Isla Verde
CA $1,406
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (4 reviews)
This place is convenient, nice and clean. I will definitely revisit.

Reviewed on Sep 9, 2026

Ola Boutique Hotel

Ola Boutique Hotel

Condado
CA $1,077
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
The room was amazing the only issue was the parking. Love the grocery store across the street. Friendly staff, Elliott and Chris was very helpful.

Reviewed on Sep 15, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
CA $1,406
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (733 reviews)
Signature Collection at Rio Mar

Signature Collection at Rio Mar

Mameyes II
CA $6,050
per person
Oct 28 - Nov 4
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Juan (SJU)
6/10 (1 review)
Everything is 10 times more expensive compare to any other place I visites

Reviewed on Aug 8, 2026

Ready to book your vacation to Santa Rosa?

Choose your dates

Santa Rosa Hotel Deals

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta
Fully refundable
CA $171
CA $247 total
Oct 1 - Oct 2
includes taxes & fees
Hyatt Vacation Club at Hacienda del Mar, Dorado
San Juan Airport Hotel

San Juan Airport Hotel

LMM International Airport Carolina
CA $241
CA $300 total
Oct 16 - Oct 17
includes taxes & fees
San Juan Airport Hotel
The Royal Sonesta San Juan

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
CA $343
CA $457 total
Oct 4 - Oct 5
includes taxes & fees
9/10 Wonderful! (2,762 reviews)
"The hotel was very clean. The workers and service was nice and excellent. The location was perfect."

Reviewed on Sep 15, 2026

The Royal Sonesta San Juan
See all 4,135 properties in Santa Rosa
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.

Stay near popular Santa Rosa attractions

Villa Campestre

Enjoy a fun-filled day at Villa Campestre as part of your trip to Santa Rosa.
See properties

Museum of Transportation

8.0/10 (2 reviews)
You can study the exhibits at Museum of Transportation, a museum with a storied past, during your trip to Santa Rosa. Stroll along the beautiful beaches or experience the acclaimed art scene in this vibrant area.
See properties

What to do in Santa Rosa

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

CA $230
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

CA $122
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
Bioluminescent Bay Night Kayaking Experience in Fajardo

Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)

CA $86
per adult
88% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
See all activities in Santa Rosa

Frequently asked questions

How much does a Santa Rosa vacation package cost?
Offering excellent value package deals from CA $1,067 on Expedia, you'll be thrilled with how little a vacation to Santa Rosa costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Santa Rosa?
Travel in the shoulder or low season and you're likely to get cheap Santa Rosa vacation packages. Bear in mind that school vacation periods and local events and festivals can impact prices, so do your research before you go.
How many days is enough for Santa Rosa?
To fully enjoy your Santa Rosa vacation, we recommend booking for 6 days. Split your time between visiting Guaynabo Performing Arts Centre, Villa Campestre and other leading sights, in addition to exploring neighbourhoods like Guaynabo Pueblo and Mamey. If you've got some spare time, include a day trip in your Santa Rosa vacation itinerary.
How to find the best Santa Rosa package deals?
Use Expedia's filter tool to help you find some great Santa Rosa package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Santa Rosa package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Santa Rosa vacation as a package?
You can enjoy significant savings on your Santa Rosa break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Santa Rosa?
If you're planning a spur-of-the-moment Santa Rosa vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Santa Rosa?
  1. Pick your travel dates: The things you plan to do in Santa Rosa and your preferred season will help you decide when to go.
  2. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Santa Rosa.
  3. Determine how many days away: Start by listing all the attractions you'd like to experience in Santa Rosa. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Santa Rosa vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.