Santa Rosa Vacations from $596
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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.
The Latest Santa Rosa vacation packages
Price found within the past 48 hours. Click for updated prices.
Villas De Playa 2
Higuillar
$749
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (4 reviews)
We were very happy with Villas de Playa II @ Dorado...the villa is in a secure location, close to many locations...shopping, dining, beaches, pool, activities and hanging out. Comfortable, clean and spacious accommodations. The villa was equipped with all essentials and even games, beach chairs and surf boards. Amenities were great, also, cable TV, internet / wi-fi, pool access, free parking. Would definitely recommend.
Reviewed on Aug 26, 2026
Stay near popular Santa Rosa attractions
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 seaside or experience the acclaimed art scene in this vibrant area.
Villa Campestre
Enjoy a fun-filled day at Villa Campestre as part of your trip to Santa Rosa.
What to do in Santa Rosa
Culebra Day Trip from Fajardo by Catamaran
$167
per adult
92% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
$88
per traveler
96% of travellers recommend
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park
$67
per adult
92% of travellers recommend
Santa Rosa Hotel Deals
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
$449 nightly
$498 total
Aug 28 - Aug 29
Total with taxes and fees
8.6/10 Excellent! (2,214 reviews)
"The hotel was beautiful. Breakfast was excellent. Staff accommodation was 10/10 Will definitely go back"
Reviewed on Aug 27, 2026
The Condado Plaza Hotel
999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
$190 nightly
$207 total
Sep 13 - Sep 14
Total with taxes and fees
8/10 Very Good! (2,791 reviews)
"The Hotel staff was very friendly and helpful. The room view was excellent. The room was not cleaned properly , the couch inside the room needed to be cleaned. The bed slept comfortably. There is no microwave inside the room. Elvin in house keeping did a great job cleaning our room. The tv did not ..."
Reviewed on Aug 27, 2026
Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693 Vega Alta
$147 nightly
$161 total
Sep 19 - Sep 20
Total with taxes and fees
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.
Find the Best Santa Rosa Vacation Packages
Santa Rosa Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
Top Sights | La Marquesa Forest Park, Museum of Transportation and Caparra Ruins |
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Frequently asked questions
How much does a Santa Rosa vacation package cost?
Offering excellent value package deals from $596 on Expedia, you'll be pleasantly surprised at how much 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?
If you'd like to score a cheap Santa Rosa vacation package, consider visiting in September, October and December. You're likely to find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Santa Rosa?
Generally, a handful of days is enough to visit the major attractions during your Santa Rosa vacation. But if you'd like to have time to unwind or take day trips, think about extending your trip.
How to find the best Santa Rosa package deals?
Use Expedia's filter tool to find some great Santa Rosa package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Santa Rosa package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
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 customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Santa Rosa?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santa Rosa vacation.
Does Expedia offer Book Now, Pay Later Santa Rosa vacation packages?
Your Santa Rosa break should be a relaxing escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
