Roosevelt Roads Mountain Vacations
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Flight and Mountain hotel deals in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $2,580, price is now CA $1,534 per person
CA $1,534
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (594 reviews)
Room had ample space, bed was very comfortable, appreciated the 24/7 access to coffee and filtered water. Staff was super friendly
Reviewed on Mar 25, 2026
Aire de O:live
Isla Verde
Price was CA $3,008, price is now CA $1,829 per person
CA $1,829
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9.2/10 Wonderful! (469 reviews)
Great beach place. Walk right out to beach. Waited service on beach. Staff opens the door for you. Foods good. What else do you need?…
Reviewed on Mar 22, 2026
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Price was CA $3,286, price is now CA $2,095 per person
CA $2,095
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9/10 Wonderful! (662 reviews)
The noise is unbearable. We were on the third floor and had small windows connected a metal stairway that is so loud and it was like they were having a party up on the roof all night. We had to be up at 1am to catch a flight and couldn’t sleep at all. Between the paper thin walls where we hear everything the other rooms in our hall were doing and the loud party, we couldn’t sleep. At $500 a night this was unacceptable. The place is clean and comfortable, but you can’t relax at night with all the noise.
Reviewed on Mar 9, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $3,015, price is now CA $1,943 per person
CA $1,943
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.6/10 Excellent! (622 reviews)
The pool and upstairs lounge area was great, but the rooms did not match the cost. They need to replace several fixtures in the bedroom but the balcony view was nice this felt like a 3-star but charged 4 star prices.
Reviewed on Mar 16, 2026
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View all trips5* Mountain 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 $3,651, price is now CA $2,760 per person
CA $2,760
per person
Jun 15 - Jun 21
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
7.6/10 Good! (138 reviews)
The beach was nice but the lounge chair cushions were filthy …. The casino customer service was mediocre
Reviewed on Mar 24, 2026
Condado Vanderbilt Hotel
Condado
Price was CA $3,137, price is now CA $2,447 per person
CA $2,447
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,702 reviews)
We had a great stay here. Great room and pool area.
Reviewed on Mar 26, 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all trips3 Night Mountain holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $1,804, price is now CA $1,379 per person
CA $1,379
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.8/10 Excellent! (594 reviews)
Room had ample space, bed was very comfortable, appreciated the 24/7 access to coffee and filtered water. Staff was super friendly
Reviewed on Mar 25, 2026
Aire de O:live
Isla Verde
Price was CA $2,170, price is now CA $1,629 per person
CA $1,629
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (469 reviews)
Great beach place. Walk right out to beach. Waited service on beach. Staff opens the door for you. Foods good. What else do you need?…
Reviewed on Mar 22, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $2,111, price is now CA $1,635 per person
CA $1,635
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.6/10 Excellent! (622 reviews)
The pool and upstairs lounge area was great, but the rooms did not match the cost. They need to replace several fixtures in the bedroom but the balcony view was nice this felt like a 3-star but charged 4 star prices.
Reviewed on Mar 16, 2026
Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all trips4 Night Mountain holidays in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn
Price was CA $1,530, price is now CA $1,073 per person
CA $1,073
per person
Jun 14 - Jun 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,007 reviews)
Loved this room. Clean and comfortable- quiet yet accessible. Highly recommend.
Reviewed on Mar 23, 2026
Hotel Puerto Valdes
San Juan Antiguo
Price was CA $1,939, price is now CA $1,232 per person
CA $1,232
per person
May 27 - May 31
just found
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (594 reviews)
Room had ample space, bed was very comfortable, appreciated the 24/7 access to coffee and filtered water. Staff was super friendly
Reviewed on Mar 25, 2026
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See all available trips from Columbus to Roosevelt Roads
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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.
