
Caribbean Islands Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Esmeralda Resort
Price was CA $1,636, price is now CA $1,192 per person
CA $1,192
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (522 reviews)
I had a great time.
Every staff member is helpful and very nice.
My favorite amenity was the swimming pool. It's shared between four rooms. But in reality it's like your private pool.
Good breakfast (not savory, you have to pay extra for that), gourmet dinner.
Merci, Esmeralda!
Reviewed on Apr 25, 2026

Aire de O:live
Isla Verde
Price was CA $2,379, price is now CA $1,582 per person
CA $1,582
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (535 reviews)
Breakfast was great, very filling. Room was clean, staff very accommodating!
Reviewed on Apr 30, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $1,789, price is now CA $1,325 per person
CA $1,325
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Punta Cana (PUJ)
8/10 Very Good! (237 reviews)
Great and relaxing stay for a solo traveler! Food was excelente!
Reviewed on Apr 18, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $1,952, price is now CA $1,602 per person
CA $1,602
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,687 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026

Amsterdam Manor Beach Resort
Eagle Beach
Price was CA $2,123, price is now CA $1,748 per person
CA $1,748
per person
May 31 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oranjestad (AUA)
9.6/10 Exceptional! (1,003 reviews)
Perfect for a quiet luxury small resort. Spacious room, great balcony, beautiful pool and directly across the street from the beach. The beach staff were always accommodating in setting up chairs and umbrellas. Highly recommend if you’re looking for a quiet resort but next to everything you’d need if it’s not at the actual resort itself. Gym next door, groceries right up the road. Plenty of parking for a car rental, escooters outside, bus station right in front across the street.
Reviewed on Apr 30, 2026
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View all trips5* Pet-friendly holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was CA $1,454, price is now CA $1,454 per person
CA $1,454
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.6/10 Excellent! (2,215 reviews)
Wyndham Grand was everything we expected it to be based on reading all of the reviews and following along on social media for quite a while! It was the most perfect mid-size resort for a family with two young kids (ages 6 and 9) who need the right amount of entertainment without an overstimulating, mega resort style experience. Also, someone who cares deeply about the environment, I very much appreciated Wyndham's commitment to their local ecosystem, especially the well-being of the leatherback sea turtles :). The only thing that could use some improvement would be the restaurant service (Roots is very, very slow). That did not impact our overall experience by any means though, and we absolutely plan to be back and have already recommended the resort to a few friends :).
Reviewed on Apr 29, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $1,952, price is now CA $1,602 per person
CA $1,602
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,687 reviews)
Pool side seating was comfy. Great restaurants within walking distance.
Reviewed on Apr 30, 2026
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See all available trips from Columbus to Caribbean Islands
View all trips3 Night Pet-friendly holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $1,789, price is now CA $1,325 per person
CA $1,325
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Punta Cana (PUJ)
8/10 Very Good! (237 reviews)
Great and relaxing stay for a solo traveler! Food was excelente!
Reviewed on Apr 18, 2026

Aire de O:live
Isla Verde
Price was CA $1,988, price is now CA $1,385 per person
CA $1,385
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to San Juan (SJU)
9.2/10 Wonderful! (535 reviews)
Breakfast was great, very filling. Room was clean, staff very accommodating!
Reviewed on Apr 30, 2026

Amsterdam Manor Beach Resort
Eagle Beach
Price was CA $1,837, price is now CA $1,572 per person
CA $1,572
per person
Jun 3 - Jun 6
found 23 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Oranjestad (AUA)
9.6/10 Exceptional! (1,003 reviews)
Perfect for a quiet luxury small resort. Spacious room, great balcony, beautiful pool and directly across the street from the beach. The beach staff were always accommodating in setting up chairs and umbrellas. Highly recommend if you’re looking for a quiet resort but next to everything you’d need if it’s not at the actual resort itself. Gym next door, groceries right up the road. Plenty of parking for a car rental, escooters outside, bus station right in front across the street.
Reviewed on Apr 30, 2026
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See all available trips from Columbus to Caribbean Islands
View all trips4 Night Pet-friendly holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn
Price was CA $1,332, price is now CA $804 per person
CA $804
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to San Juan (SJU)
9.2/10 Wonderful! (1,004 reviews)
It’s a nice hotel with a big room and overall clean. The pool was nice although the hot tub wasn’t clean when I wanted to use it. My room was pretty dark and the bathroom and the sheets could have used an upgrade. Also there were so many mosquitoes, maybe they can consider putting in mosquito repellent or refilling it.
Also the fridge was set too low and it froze all my food.
Reviewed on Apr 20, 2026

Aire de O:live
Isla Verde
Price was CA $2,379, price is now CA $1,582 per person
CA $1,582
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (535 reviews)
Breakfast was great, very filling. Room was clean, staff very accommodating!
Reviewed on Apr 30, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $2,209, price is now CA $1,573 per person
CA $1,573
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Punta Cana (PUJ)
8/10 Very Good! (237 reviews)
Great and relaxing stay for a solo traveler! Food was excelente!
Reviewed on Apr 18, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all tripsPet-friendly Hotels in Caribbean Islands

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Boulevard Turístico Del Este Km 28, #74 Punta Cana La Altagracia
Book a stay at this luxury resort in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (2,503 reviews)
The resort was huge! The many workers and staff do an incredible job maintaining such a massive property. The people were all very nice and friendly.
Reviewed on May 1, 2026

Margaritaville Beach Resort - Nassau
2 Bay Street Nassau New Providence
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (2,308 reviews)
Nice room with ocean view, very clean. Nice beach and pool. The only downside is that it gets very crowded from 11 to 3 because of the cruise ships. Overall very good for a few nights
Reviewed on Apr 30, 2026

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (6,777 reviews)
Pools were clean, gym was clean with good equipment, property was very worn & in need of repair, rooms were in need of major maintenance, restaurants were excellent with amazing staff
Reviewed on May 1, 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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