
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.

Condado Vanderbilt Hotel
Condado
Price was CA $1,647, price is now CA $1,251 per person
CA $1,251
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,726 reviews)
I booked ocean view through Expedia which to my surprise meant an ocean view tower which you can look in the corner to see a partial view of the ocean. The hotel told me that I would have to pay $250 more a night for a true ocean view. The suites are the only rooms with true ocean views I was told. Staff was extremely nice and professional and I appreciate them alllowing me to book elsewhere after the first day when learning this information. I do believe they need to be more transparent about their room features.
Reviewed on Jun 25, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $2,600, price is now CA $1,936 per person
CA $1,936
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Punta Cana (PUJ)
8/10 Very good! (250 reviews)
Staff treats you great at the resort rooms were good just a little outdated and for me the bathroom has a weird smell. The food could have been better some days with some meats being overcooked but overall was a great resort.
Reviewed on May 16, 2026

Esmeralda Resort
Price was CA $2,006, price is now CA $1,516 per person
CA $1,516
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.6/10 Excellent! (532 reviews)
The location was amazing. Restaurant and beaches were superb! Our pool needed a good cleaning with some algae on the walls but otherwise a perfect location
Reviewed on Jun 18, 2026

Aire de O:live
Isla Verde
Price was CA $1,870, price is now CA $1,569 per person
CA $1,569
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.2/10 Wonderful! (647 reviews)
I loved this hotel, its decor, food, beach view and amenities were amazing.
I 100% recommend it for a weekend trip or a long vacation.
Reviewed on Jun 25, 2026

Amsterdam Manor Beach Resort
Eagle Beach
Price was CA $2,356, price is now CA $2,041 per person
CA $2,041
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oranjestad (AUA)
9.6/10 Exceptional! (1,005 reviews)
Amsterdam Manor Beach Resort is absolutely our perfect in Aruba. It's literally just a few steps to the beach, to their beach bar or Horizons Bar on property. The convenience of everything close makes it easy to walk. Years ago, we did the sunset dinner on their beach, Passions, which was fabulous. Also, there's a grocery store that also sells alcohol just 5 mins away. And, right up the road is shopping & restaurants, plus the "night-life". It's far enough away, that if you turn in early for bed, you're not hearing it all. This may sound crazy, but the coffee machine & coffee pods in our room were superb. The resort cleaning staff kept refilling those pods daily, as well washing the dishes we eft in the sink to wash later after returning from the beach.(It's those little things) And, I've searched the US to buy the machine, but can't find. They do sell it at the local grocery store in Aruba. But finding the coffee pods in the US are also challenging. So, we'll just keep going back to our favorite resort!!!
Amsterdam Manor Beach Resort!!! 5 STARS
Reviewed on Jun 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips5* Pet-friendly holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was CA $1,647, price is now CA $1,251 per person
CA $1,251
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,726 reviews)
I booked ocean view through Expedia which to my surprise meant an ocean view tower which you can look in the corner to see a partial view of the ocean. The hotel told me that I would have to pay $250 more a night for a true ocean view. The suites are the only rooms with true ocean views I was told. Staff was extremely nice and professional and I appreciate them alllowing me to book elsewhere after the first day when learning this information. I do believe they need to be more transparent about their room features.
Reviewed on Jun 25, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was CA $2,012, price is now CA $2,012 per person
CA $2,012
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
8.6/10 Excellent! (2,168 reviews)
The location is beautiful!
You get an amazing ocean view from the rear of hotel and a beautiful mountain view from the front entrance. Very clean and spacious rooms !!
Reviewed on Jun 25, 2026
Don't see what you're looking for?
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.

Esmeralda Resort
Price was CA $1,361, price is now CA $1,083 per person
CA $1,083
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.6/10 Excellent! (532 reviews)
The location was amazing. Restaurant and beaches were superb! Our pool needed a good cleaning with some algae on the walls but otherwise a perfect location
Reviewed on Jun 18, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $2,205, price is now CA $1,678 per person
CA $1,678
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Cana (PUJ)
8/10 Very good! (250 reviews)
Staff treats you great at the resort rooms were good just a little outdated and for me the bathroom has a weird smell. The food could have been better some days with some meats being overcooked but overall was a great resort.
Reviewed on May 16, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $1,503, price is now CA $1,264 per person
CA $1,264
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.4/10 Exceptional! (1,726 reviews)
I booked ocean view through Expedia which to my surprise meant an ocean view tower which you can look in the corner to see a partial view of the ocean. The hotel told me that I would have to pay $250 more a night for a true ocean view. The suites are the only rooms with true ocean views I was told. Staff was extremely nice and professional and I appreciate them alllowing me to book elsewhere after the first day when learning this information. I do believe they need to be more transparent about their room features.
Reviewed on Jun 25, 2026
Don't see what you're looking for?
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 $1,173, price is now CA $810 per person
CA $810
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,006 reviews)
This is our favorite spot to stay at every time we visit the island. Everyone is always helpful. Well maintained the only thing is the bar wasn’t open. Would be nice to stay in and have some drinks and food by the pool. The bar is owned by someone else so the hotel does not control it. The beach is close and there are a couple spots close by to eat and watch the sunset.
Reviewed on Jun 25, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $2,600, price is now CA $1,936 per person
CA $1,936
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Punta Cana (PUJ)
8/10 Very good! (250 reviews)
Staff treats you great at the resort rooms were good just a little outdated and for me the bathroom has a weird smell. The food could have been better some days with some meats being overcooked but overall was a great resort.
Reviewed on May 16, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $1,647, price is now CA $1,251 per person
CA $1,251
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.4/10 Exceptional! (1,726 reviews)
I booked ocean view through Expedia which to my surprise meant an ocean view tower which you can look in the corner to see a partial view of the ocean. The hotel told me that I would have to pay $250 more a night for a true ocean view. The suites are the only rooms with true ocean views I was told. Staff was extremely nice and professional and I appreciate them alllowing me to book elsewhere after the first day when learning this information. I do believe they need to be more transparent about their room features.
Reviewed on Jun 25, 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

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! (6,877 reviews)
"Overall it's a pretty nice place with a decent location. Buffet food is the exact same as the restaurant, so it honestly not worth the hassle of booking them unless you want the hibachi experience. The place is showing its wear with peeling paint, swollen doors and trim, discoloration of interior ..."
Reviewed on Jun 25, 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! (2,353 reviews)
"Very nice and clean"
Reviewed on Jun 24, 2026

Grand Hyatt Baha Mar
One Baha Mar Boulevard Nassau New Providence
Book a stay at this luxury resort in Nassau. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (5,152 reviews)
"Enjoyed my time"
Reviewed on Jun 26, 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.







