
Santa Rosa Vacations from $741
Book a Hotel + Flight or Car together to unlock savings
Your Santa Rosa Vacation
Say goodbye to the stress of planning and hello to a Santa Rosa vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Barrio Pueblo, which is great for dining, families and fishing. If taking in sights is on the agenda during your trip to Santa Rosa, visit leading attractions like Church of Porta Coeli, Bioluminescent Bay and Cayo Caracoles. Browse Expedia's wide range of travel options and begin planning your ultimate vacation to Santa Rosa now.
The Latest Santa Rosa vacation packages
Price found within the past 48 hours. Click for updated prices.


Ola Boutique Hotel
Condado
$852
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
IM FROM FLORIDA AND THIS WAS MY FIRST TIME HERE, EVERY STAFF HERE HAS BEEN NOTHING BUT NICE AND RESPECTFUL 1000/1000 IF THAT MAKES ANY SENSE LOL NOTHING BUT LOVE ALSO ASK FOR CHRIS AMAZING BAR TENDING AS WELL, ALSO THE TRY THE PIZZA AT THE HOTEL 10/10 LOVED THEY SAY RHE GUY MAKING IT IS THE BEST AND I AGREE. I ENJOYED MY STAY AND ILL MOST DEFINITELY BE BACK SOON LOVE YOU GUYS FROM BREANA
Reviewed on Sep 28, 2026

Villa Azure Ocean Suites
Santurce
$5,204
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (3 reviews)
We had such an amazing time at Villa Azure! Our group of 16 couldn’t get enough of the gorgeous ocean views, and the fact that the beach was just a short walk away was perfect. The house itself was super cozy and beautifully decorated—plenty of space for everyone but still felt like home. We spent hours relaxing by the pool and enjoying the outdoor area, which was perfect for hanging out together. We can’t wait to come back!
Reviewed on Oct 21, 2024


WALD HAUS by DW
$3,236
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.
Reviewed on Aug 13, 2026
What to do in Santa Rosa

La Parguera Bio Bay Boat Ride and Swimming w/ San Juan Transport
$55
per adult
80% of travellers recommend

Bioluminescent Bay Boat Tour in La Parguera
$80
per adult
100% of travellers recommend
Santa Rosa Hotel Deals

Aquarius Vacation Club at Boqueron Beach Resort
Carretera 101 Km 18.1 Cabo Rojo
$116 nightly
$124 total
Oct 22 - Oct 23
Total with taxes and fees
9.2/10 Wonderful! (2,855 reviews)
"The pool needs maintenance; it was very dirty, and the ice machine wasn't working."
Reviewed on Sep 28, 2026

Holiday Inn Mayaguez and Tropical Casino by IHG
2701 Highway #2 Hostos Avenue Mayagüez
Fully refundable
$156 nightly
$173 total
Oct 5 - Oct 6
Total with taxes and fees

Parguera Plaza Hotel - Adults Only
Street 304 Km 3.2 Lajas
$144 nightly
$157 total
Oct 8 - Oct 9
Total with taxes and fees
9.6/10 Exceptional! (992 reviews)
"God staff and clean room and local"
Reviewed on Sep 28, 2026
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 | Eugenio Maria de Hostos Airport (MAZ) |
Top Sights | Playita Rosada Recreational Area, Playa Rosada and Plaza San Pedro |
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Frequently asked questions
How much does a Santa Rosa vacation package cost?
Offering excellent value package deals from $741 on Expedia, you'll be thrilled with how little a vacation to Santa Rosa costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Santa Rosa?
You can usually find reduced prices and greater availability in May, September and October. Check out our cheap Santa Rosa vacation packages and you could score some great off-season deals.
How many days is enough for Santa Rosa?
Typically, a handful of days is enough to tick off the major attractions during your Santa Rosa vacation. However, if you want to have more time to kick back or take day tours, think about extending your trip.
How to find the best Santa Rosa package deals?
Bagging a cheap Santa Rosa package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Santa Rosa package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Santa Rosa vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a customized Santa Rosa vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Santa Rosa?
If you have your Santa Rosa vacation dates locked in, book as soon as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Santa Rosa vacation packages?
Your Santa Rosa getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've partnered 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 or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















