Roosevelt Roads Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
SELVA by DW
Pitahaya
Price was CA $7,181, price is now CA $4,751 per person
CA $4,751
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
10/10 Exceptional! (2 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
APT by DW
Santurce
Price was CA $1,536, price is now CA $1,216 per person
CA $1,216
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.8/10 Exceptional! (93 reviews)
Absolutely excellent place to stay. Everything was top notch. The rooms were beautiful and the outside plants, decor created a very relaxing environment! We will definitely stay again when we are back in PR
Reviewed on May 27, 2026
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View all trips5* Pet-friendly holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Fairmont El San Juan Villa Experience
Isla Verde
Price was CA $2,361, price is now CA $1,926 per person
CA $1,926
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
7.6/10 Good! (148 reviews)
There was a long line and no agents working at any of the check in stations when I arrived. I was told my room was going through "final inspection" when I checked in, but then waited over 2 hours for my room. The bellman yelled at me when I called to ask to have my suitcase delivered to my room, and I was double charged for the room. So the stay was overall not at all what I expected compared to the last time I stayed at the Fairmont a year ago. It was a complete disappointment.
Reviewed on Jun 16, 2026
Four Seasons Resort and Residences Puerto Rico
Herreras
Price was CA $4,187, price is now CA $3,575 per person
CA $3,575
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.6/10 Exceptional! (18 reviews)
Beautiful hotel, staff was amazing. You have to try the wipeout inflatable course, it may be the best hotel amenity ever
Reviewed on Jun 26, 2026
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See all available trips from Columbus to Roosevelt Roads
View all trips3 Night Pet-friendly holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
SELVA by DW
Pitahaya
Price was CA $4,005, price is now CA $3,148 per person
CA $3,148
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (2 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
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See all available trips from Columbus to Roosevelt Roads
View all trips4 Night Pet-friendly holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
Isla Verde
Price was CA $2,081, price is now CA $1,053 per person
CA $1,053
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
10/10 Exceptional! (1 review)
The room was clean and spacious!
Reviewed on Mar 24, 2026
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View all tripsPet-friendly Hotels in Roosevelt Roads
Mami Ana Beach House.10min ferry Vieques/Culebra. Beautifull, excelent location
Ceiba Puerto rico
Book a stay at this beach villa in Ceiba. Enjoy free WiFi, a beach locale, and patios. Popular attractions El Conquistador Golf Course and Ceiba Ferry Terminal ...
8/10 Very good! (5 reviews)
"Right on the water, comfortable beds, like a treasure hunt to get there, but we loved the adventure. Not for elderly as wooden staircase to sleeping quarters with same outdoor stairway to kitchen and second bath. Still, fun place to stay with excellent communication from host."
Reviewed on Apr 12, 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.
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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.
