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

Esmeralda Resort
Price was CA $1,152, price is now CA $856 per person
CA $856
per person
Jun 1 - Jun 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (512 reviews)
i wish they would mention that there are renovated houses and non renovated. had to find out upon arrival that we will be staying at the not remodeled version. also, their check in is at 3 pm. expedia said its at 2 pm. so that one hour was a big difference for us since we still came on early- at around 12:30. coffee machine was at the kitchen, but no coffee was anywhere to find. in general, it would be not bad 3 start, but definitely not better than that and cost way too much
Reviewed on Apr 9, 2026

Aire de O:live
Isla Verde
Price was CA $2,179, price is now CA $1,380 per person
CA $1,380
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to San Juan (SJU)
9.2/10 Wonderful! (498 reviews)
Room was very clean and beautiful. The staff was amazing, polite and friendly. The beach view took my breath away. I can't wait to go back!!
Reviewed on Apr 15, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $1,705, price is now CA $1,161 per person
CA $1,161
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Punta Cana (PUJ)
8/10 Very Good! (230 reviews)
The staff was helpful, friendly, and just overall incredible. Our room was great and even came with it's own small private pool! Speaking of pools, the pools, common areas, and facilities on the property were great. The all inclusive food and drinks were the only set back here- they just weren't very good. Thankfully, the restaurants on the marina made up for it. It's worth paying extra for the great food because every single restaurant was delicious!
Reviewed on Apr 13, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $2,681, price is now CA $2,149 per person
CA $2,149
per person
Jun 19 - Jun 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,694 reviews)
We had an amazing getaway at the Condado Vanderbilt. I a so glad we chose this property! The room was better than expected - we were in the older building and did not have a water view. However, the room was in great shape, beds were super comfortable and the bathroom was much bigger than expected. I appreciated all the drawers and two closets- lots of space to unpack! The staff was outstanding! Every single staff person I interacted with was fantastic. The housekeeping staff went above and beyond. We really enjoyed all the amenities in the room. We also enjoyed the pool, gym, and restaurants. It was an easy Uber ride to Old San Juan - plus easy to walk to restaurants near by. Definetly recommend this hotel!
Reviewed on Apr 14, 2026

The Sunshine Hotel and Suites
Price was CA $1,771, price is now CA $1,436 per person
CA $1,436
per person
Jun 15 - Jun 20
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
This is a fantastic deal. You have privileges at the Westin Hotel across the street for restaurants and bars and beaches activities for a 1/3 of the price. It’s very comfortable and convenient. I would definitely recommend it.
Reviewed on Apr 15, 2026
5* Pet-friendly holidays in Caribbean
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 $1,180, price is now CA $1,180 per person
CA $1,180
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to San Juan (SJU)
8.6/10 Excellent! (2,213 reviews)
It was like staying in paradise!! The staff was great. Especially Ashley the valet girl was amazing her personality and good energy was felt from the very beginning. The staff and concierge were great as well. The pool and beach area were kept very well.
Reviewed on Apr 15, 2026

Condado Vanderbilt Hotel
Condado
Price was CA $2,681, price is now CA $2,149 per person
CA $2,149
per person
Jun 19 - Jun 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,694 reviews)
We had an amazing getaway at the Condado Vanderbilt. I a so glad we chose this property! The room was better than expected - we were in the older building and did not have a water view. However, the room was in great shape, beds were super comfortable and the bathroom was much bigger than expected. I appreciated all the drawers and two closets- lots of space to unpack! The staff was outstanding! Every single staff person I interacted with was fantastic. The housekeeping staff went above and beyond. We really enjoyed all the amenities in the room. We also enjoyed the pool, gym, and restaurants. It was an easy Uber ride to Old San Juan - plus easy to walk to restaurants near by. Definetly recommend this hotel!
Reviewed on Apr 14, 2026
3 Night Pet-friendly holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Esmeralda Resort
Price was CA $1,152, price is now CA $856 per person
CA $856
per person
Jun 1 - Jun 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (512 reviews)
i wish they would mention that there are renovated houses and non renovated. had to find out upon arrival that we will be staying at the not remodeled version. also, their check in is at 3 pm. expedia said its at 2 pm. so that one hour was a big difference for us since we still came on early- at around 12:30. coffee machine was at the kitchen, but no coffee was anywhere to find. in general, it would be not bad 3 start, but definitely not better than that and cost way too much
Reviewed on Apr 9, 2026

Aire de O:live
Isla Verde
Price was CA $2,148, price is now CA $1,438 per person
CA $1,438
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to San Juan (SJU)
9.2/10 Wonderful! (498 reviews)
Room was very clean and beautiful. The staff was amazing, polite and friendly. The beach view took my breath away. I can't wait to go back!!
Reviewed on Apr 15, 2026

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $1,705, price is now CA $1,161 per person
CA $1,161
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Punta Cana (PUJ)
8/10 Very Good! (230 reviews)
The staff was helpful, friendly, and just overall incredible. Our room was great and even came with it's own small private pool! Speaking of pools, the pools, common areas, and facilities on the property were great. The all inclusive food and drinks were the only set back here- they just weren't very good. Thankfully, the restaurants on the marina made up for it. It's worth paying extra for the great food because every single restaurant was delicious!
Reviewed on Apr 13, 2026
4 Night Pet-friendly holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn
Price was CA $1,376, price is now CA $961 per person
CA $961
per person
May 26 - May 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

TAN Resorts Marina Cap Cana - All-Inclusive
Price was CA $2,072, price is now CA $1,367 per person
CA $1,367
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Punta Cana (PUJ)
8/10 Very Good! (230 reviews)
The staff was helpful, friendly, and just overall incredible. Our room was great and even came with it's own small private pool! Speaking of pools, the pools, common areas, and facilities on the property were great. The all inclusive food and drinks were the only set back here- they just weren't very good. Thankfully, the restaurants on the marina made up for it. It's worth paying extra for the great food because every single restaurant was delicious!
Reviewed on Apr 13, 2026

Aire de O:live
Isla Verde
Price was CA $2,479, price is now CA $1,668 per person
CA $1,668
per person
Jun 18 - Jun 22
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9.2/10 Wonderful! (498 reviews)
Room was very clean and beautiful. The staff was amazing, polite and friendly. The beach view took my breath away. I can't wait to go back!!
Reviewed on Apr 15, 2026
Pet-friendly Hotels in Caribbean

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Boulevard Turístico Del Este Km 28, #74 Punta Cana La Altagracia
The price is CA $714 per night from Apr 19 to Apr 20
CA $714
CA $714 total
Apr 19 - Apr 20
includes taxes & fees
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! (2,459 reviews)
To big of a property for amount of staff members. They lost our luggage for about 6 hours. Late check outs must be requested in person and at a charge. Food was nothing to brag about. Even the Italian restaurant was not good. Undercooked pasta and tasteless.
Reviewed on Apr 15, 2026

Margaritaville Beach Resort - Nassau
2 Bay Street Nassau New Providence
The price is CA $318 per night from Apr 27 to Apr 28
CA $318
CA $504 total
Apr 27 - Apr 28
includes taxes & fees
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! (2,297 reviews)
Overall very nice. However phone on our room was not functioning. It was not taken care of either.
Reviewed on Apr 15, 2026

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro Punta Cana La Altagracia
The price is CA $300 per night from May 6 to May 7
CA $300
CA $384 total
May 6 - May 7
includes taxes & fees
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! (6,813 reviews)
Clean rooms and amenities. Poor food choices, it’s ok to eat. Will be great to be available more seafood dishes and less pork or fatty meals.
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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