Santa Rosa Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Santa Rosa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Milano

Hotel Milano

Old San Juan
CA $954
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (590 reviews)
Highly recommend this clean hotel in a prime location. Staff was very friendly.

Reviewed on Oct 11, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
Save 100% on your flight
CA $983
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (748 reviews)
The staff was very friendly and helpful. We enjoyed our stay very much. Thank you!!

Reviewed on Oct 12, 2026

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

Isla Verde
Save 100% on your flight
CA $3,374
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
Hidden $100 daily maintenance fee that wasn’t included.

Reviewed on Oct 13, 2026

Ola Boutique Hotel

Ola Boutique Hotel

Condado
CA $1,039
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9/10 Wonderful! (989 reviews)
Good location but rooms were tiny.

Reviewed on Oct 12, 2026

Trópica Beach Hotel

Trópica Beach Hotel

Santurce
CA $1,500
per person
Dec 14 - Dec 20
found 17 hours ago
Roundtrip flight included
Montreal (YMQ) to San Juan (SJU)
9.4/10 Exceptional! (993 reviews)
Once you walk in the hotel doors smells amazing. The restaurant has amazing food and the private parking is a plus. The room well taken care of, and always smells clean. Definitely will return.

Reviewed on Oct 11, 2026

Ready to book your vacation to Santa Rosa?

Choose your dates

Santa Rosa Hotel Deals

Aquarius Vacation Club at Boqueron Beach Resort

Aquarius Vacation Club at Boqueron Beach Resort

Carretera 101 Km 18.1 Cabo Rojo
CA $150
CA $170 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (2,885 reviews)
"Que no tenia balcón, cama rota"

Reviewed on Oct 13, 2026

Aquarius Vacation Club at Boqueron Beach Resort
Parguera Plaza Hotel - Adults Only

Parguera Plaza Hotel - Adults Only

Street 304 Km 3.2 Lajas
CA $192
CA $209 total
Oct 14 - Oct 15
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"No coffee machines in rooms and no water with lemons available in lobby."

Reviewed on Oct 11, 2026

Parguera Plaza Hotel - Adults Only
Hotel Vista Verde

Hotel Vista Verde

Puerto Rico 368 Yauco Yauco
Fully refundableReserve now, pay when you stay
CA $142
CA $162 total
Oct 19 - Oct 20
includes taxes & fees
8.6/10 Excellent! (319 reviews)
"l apropiedad debe de estar mas pendiente de los estacionamientos de impedidos. sie se estaciona, debe de tener el carnet visible."

Reviewed on Oct 13, 2026

Hotel Vista Verde
See all 746 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.

What to do in Santa Rosa

La Parguera Bio Bay Boat Ride and Swimming w/ San Juan Transport

La Parguera Bio Bay Boat Ride and Swimming w/ San Juan Transport

CA $77
per adult
80% of travellers recommend
La Parguera Bio Bay Boat Ride and Swimming w/ San Juan Transport
Women swimming in glowing bioluminescent water at night in Puerto Rico

La Parguera Glowing BioBay Boat Tour from San Juan

CA $294
per adult
90% of travellers recommend
La Parguera Glowing BioBay Boat Tour from San Juan
Boat Charters and Kayak tours

La Parguera Boat Tour

CA $112
per adult
100% of travellers recommend
La Parguera Boat Tour
See all activities in Santa Rosa

Frequently asked questions

How much does a Santa Rosa vacation package cost?
You'll find cheap prices from CA $954 on Expedia for your Santa Rosa getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Santa Rosa costs.
What are the cheapest months to go to Santa Rosa?
September, October and November are great times to search for cheap Santa Rosa vacation packages. Travelling in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Santa Rosa?
We'd recommend booking a Santa Rosa vacation for at least 2 days. This gives you enough time to check off top attractions such as Playita Rosada Recreational Area and Bahía de Fosforescente, as well as check out neighbourhoods like Palmarejo and Barrio Pueblo. You might even be able to make time for a day trip beyond Santa Rosa.
How to find the best Santa Rosa package deals?
Use Expedia's filters to help you find some of the best Santa Rosa package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Santa Rosa package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Santa Rosa vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Santa Rosa vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Santa Rosa?
If you've got your Santa Rosa vacation dates finalized, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Santa Rosa?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Santa Rosa.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Santa Rosa.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Santa Rosa. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Santa Rosa vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.