
Medina Vacation Packages
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Top Medina Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn
Price was CA $2,165, price is now CA $1,274 per person
CA $1,274
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
We truly enjoyed our stay with the beautiful surroundings and being close to local attractions. Would have appreciated the full details of all the flights of stairs and no handicap options to get to our room. We would stay again if it weren't for the stairs.
Reviewed on Apr 12, 2026

Hotel Puerto Valdes
San Juan Antiguo
Price was CA $3,256, price is now CA $1,963 per person
CA $1,963
per person
May 18 - May 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (623 reviews)
Very comfortable apartment-style rooms. Water in the refrigerator was a nice touch! Staff excellent and friendly. Should have asked for more than 1 towel as floor got wet after showering. Loved rooftop space and restaurant!
Reviewed on Apr 12, 2026

Ola Boutique Hotel
Condado
Price was CA $2,707, price is now CA $1,662 per person
CA $1,662
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9/10 Wonderful! (758 reviews)
Very nice place and convenient location for your family trip in Puerto Rico.
Reviewed on Apr 14, 2026

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Price was CA $4,469, price is now CA $2,804 per person
CA $2,804
per person
May 18 - May 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9/10 Wonderful! (662 reviews)
From the moment we booked this trip, the staff at the hotel were very communicative and very easy to work with. We stayed with them for our 20th wedding anniversary and they were so kind and helpful. They gave us suggestions of places to go and things to do. You could tell they were very proud of the island and what it had to offer. One note: the pool on the 4th floor was what I consider odd. Not really a pool to swim in. Although we did not take advantage of it, the sister property around the corner had a pool available for our use. We did visit the bar and had some of the best drinks, with and without alcohol. It was a very chic vibe. We felt very welcomed and taken care of. I would recommend staying here.
Reviewed on Apr 7, 2026

OLV Fifty Five - Adults Only
Condado
Price was CA $4,112, price is now CA $2,635 per person
CA $2,635
per person
May 18 - May 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.6/10 Excellent! (634 reviews)
Intimate boutique hotel with amazing attention to detail. My start to finish I was treated like a queen. Greeted by Armando at the front desk who was warm and inviting. My room was so special. I got the panoramic king suite. Well worth the splurge. The outdoor space was amazing with lounge chairs a breakfast seating area and two chairs for sitting at night with a coffee or cocktail. The bathroom was extraordinary with a huge soaker tub and a shower that led to the outdoor space. The food at the upstairs bar was delicious. I ate there for breakfast and early dinner. The army is casual but the food is as good as a 5 star restaurant. All of the bartenders and servers were friendly and interesting. Carlos Fabian and Carlos Juan were a couple of my favorite bar tenders. Nelly in house keeping has my room sparkling. This is an adult only hotel and I loved that. It creates a sophisticated atmosphere. The decor is glitzy. The pool is smaller than a large resort but I had it to myself most of the time. I will absolutely be staying here again in the future.
Reviewed on Apr 15, 2026
Medina Hotel Deals

Caribe Hilton
1 San Geronimo Street San Juan
Fully refundableReserve now, pay when you stay
The price is CA $304 per night from May 5 to May 6
CA $304
CA $406 total
May 5 - May 6
includes taxes & fees
8.6/10 Excellent! (2,667 reviews)
Pools and grounds are gorgeous. The whole place has a beautiful resort feel. Ocean view is the best on the north shore—crashing surf on two sides and calm swimming lagoon to the west.
Reviewed on Apr 14, 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693 Vega Alta
Fully refundable
The price is CA $378 per night from May 6 to May 7
CA $378
CA $472 total
May 6 - May 7
includes taxes & fees
9.4/10 Exceptional! (3,419 reviews)
Everything was absolutely perfect! Would recommend 10/10. Traveled with my husband and 2 young children (5 and 7 years old) at the end of March. Secluded beach, fantastic pool area, great food/drinks at the restaurant, and exceptionally clean rooms (we stayed in an oceanfront villa that was stocked ...
Reviewed on Apr 15, 2026

La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is CA $466 per night from May 3 to May 4
CA $466
CA $616 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,546 reviews)
I am very satisfied and happy in overall. All staff members were very polite and gave great service.
Reviewed on Apr 15, 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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