Santa Rosa Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was CA $2,135, price is now CA $1,158 per person
CA $1,158
per person
Oct 7 - Oct 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (1 review)
Good location, nice place, clean, looks the sana as pictured. Walking distance to the beach, restaurants and casino. Doesn’t have pool.

Reviewed on Jul 21, 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Price was CA $8,363, price is now CA $5,595 per person
CA $5,595
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
No reviews

SELVA by DW

SELVA by DW

4 out of 5
Pitahaya
Price was CA $4,612, price is now CA $3,098 per person
CA $3,098
per person
Oct 7 - Oct 11
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (3 reviews)
Todo estuvo perfecto limpieza 💯communication al 💯 y los servicios ofrecido todo me parecio exelente buen olor en las toallas y sabanas ,

Reviewed on Jun 25, 2026

WALD HAUS by DW

WALD HAUS by DW

4 out of 5
Price was CA $4,349, price is now CA $2,994 per person
CA $2,994
per person
Oct 7 - Oct 11
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.8/10 Exceptional! (10 reviews)

Villas De Playa 2

Villas De Playa 2

3.5 out of 5
Higuillar
Price was CA $1,731, price is now CA $1,224 per person
CA $1,224
per person
Sep 11 - Sep 18
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (4 reviews)
It was overall a good experience.

Reviewed on Jun 18, 2026

Ready to book your vacation to Santa Rosa?

 

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Santa Rosa Hotel Deals

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
The price is CA $451 per night from Aug 16 to Aug 17
CA $451
CA $657 total
Aug 16 - Aug 17
includes taxes & fees
8.6/10 Excellent! (2,132 reviews)
"Beautiful property, friendly and helpful staff, beautiful beach and pool."

Reviewed on Jul 27, 2026

Fairmont El San Juan Hotel
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693 Vega Alta
The price is CA $237 per night from Aug 25 to Aug 26
CA $237
CA $320 total
Aug 25 - Aug 26
includes taxes & fees
9.4/10 Exceptional! (3,844 reviews)
"n/a"

Reviewed on Jul 27, 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is CA $438 per night from Aug 23 to Aug 24
CA $438
CA $588 total
Aug 23 - Aug 24
includes taxes & fees
La Concha Resort, Puerto Rico, Autograph Collection
See all 4,050 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

What to do in Santa Rosa

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

CA $236
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 $125
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $63
per adult
94% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
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 $1,158 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.