
Caribbean Islands Pet-friendly Vacations
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Top Pet-friendly vacation packages in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Hotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
Price was $575, price is now $434 per person
$434
per person
Oct 20 - Oct 23
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9/10 Wonderful! (1,077 reviews)
Staff was great and the rooms were spacious and clean!
Reviewed on Aug 18, 2025

Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Save 100% on your flight
Price was $851, price is now $514 per person
$514
per person
Oct 20 - Oct 22
found 13 hours ago
Roundtrip flight included
New York (NYC) to Punta Cana (PUJ)
8.2/10 Very Good! (140 reviews)
This resort is top notch!! My daughter and I enjoyed every minute of our stay, and would recommend this resort to all! The staff was so caring and provided excellent service! Our room was very clean, and the food was wonderful!!
Reviewed on Aug 3, 2025

Aire de O:live
Isla Verde
Save 100% on your flight
Price was $949, price is now $619 per person
$619
per person
Oct 20 - Oct 23
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9.2/10 Wonderful! (230 reviews)
Hospitality and how personal/staff treat guests are amazing.
Reviewed on Aug 18, 2025

Condado Vanderbilt Hotel
Condado
Price was $911, price is now $656 per person
$656
per person
Oct 20 - Oct 23
found 2 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug 19, 2025

Esmeralda Resort
Price was $1,070, price is now $788 per person
$788
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
8.6/10 Excellent! (463 reviews)
Nice having semi-private pool. All of the staff very friendly and helpful. Including at L'Astrolabe for breakfast and dinner.
Reviewed on Jun 13, 2025
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View all trips5* Pet-friendly vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.


Condado Vanderbilt Hotel
Condado
Price was $911, price is now $656 per person
$656
per person
Oct 20 - Oct 23
found 2 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug 19, 2025
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips3 Night Pet-friendly vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Aire de O:live
Isla Verde
Save 100% on your flight
Price was $949, price is now $619 per person
$619
per person
Oct 20 - Oct 23
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9.2/10 Wonderful! (230 reviews)
Hospitality and how personal/staff treat guests are amazing.
Reviewed on Aug 18, 2025

Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Save 100% on your flight
Price was $1,173, price is now $710 per person
$710
per person
Oct 20 - Oct 23
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Punta Cana (PUJ)
8.2/10 Very Good! (140 reviews)
This resort is top notch!! My daughter and I enjoyed every minute of our stay, and would recommend this resort to all! The staff was so caring and provided excellent service! Our room was very clean, and the food was wonderful!!
Reviewed on Aug 3, 2025

Condado Vanderbilt Hotel
Condado
Price was $911, price is now $656 per person
$656
per person
Oct 20 - Oct 23
found 2 hours ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9.2/10 Wonderful! (1,530 reviews)
We booked two nights before the cruise and, hoping for a five star experience, selected an ocean view room. However, the room was a big disappointment. It was on the second floor overlooking the roof and pipes with the ocean visible only from the furthest side of the window. We thought it was an honest mistake and tried talking to the front desk but they said it is an ocean view, not ocean front, so that’s what we get. Outside of the disappointment with our room, the staff at this hotel are very nice and friendly. The food was expensive and hit and miss. At the Mexican restaurant, we waited for over an hour to get our food. The hotel itself has great facilities and very nice hot tubs and swimming places but we had to pay extra fees at check in for facility usage that apparently was not included when we booked the room through Expedia. Experience versus value, I do not believe we got our money’s worth.
Reviewed on Aug 19, 2025
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips4 Night Pet-friendly vacations in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.

Hotel Alisei
Price was $533, price is now $374 per person
$374
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Miami (MIA) to Puerto Plata (POP)
9.2/10 Wonderful! (658 reviews)
We truly appreciate the fine services received at Alisei. The beach and pool were great, the food selection at the restaurant was quite good. Above all the staff went out of their way to accommodate and serve. They even jump started our car at no charge, when we were about to leave. What could have been the worst moment of the trip turned out to be a very satisfactory experience. We'll surely be back.
Reviewed on Aug 18, 2025

Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Save 100% on your flight
Price was $1,857, price is now $1,050 per person
$1,050
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Cana (PUJ)
8.2/10 Very Good! (140 reviews)
This resort is top notch!! My daughter and I enjoyed every minute of our stay, and would recommend this resort to all! The staff was so caring and provided excellent service! Our room was very clean, and the food was wonderful!!
Reviewed on Aug 3, 2025

Esmeralda Resort
Price was $1,121, price is now $812 per person
$812
per person
Oct 6 - Oct 10
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
8.6/10 Excellent! (463 reviews)
Nice having semi-private pool. All of the staff very friendly and helpful. Including at L'Astrolabe for breakfast and dinner.
Reviewed on Jun 13, 2025
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all tripsTop Pet-friendly Caribbean Islands Hotels

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro, Punta Cana, La Altagracia
Dogs are welcome to join you (fees apply) for a pet-friendly getaway at this luxury, beachfront property.
7.8/10 Good! (6,329 reviews)
"Casino"
Reviewed on Aug 16, 2025

Grand Hyatt Baha Mar
One Baha Mar Boulevard, Nassau, New Providence
An oceanfront vacation awaits at this luxury resort, where pets are welcome (fees apply). Bring along your four-legged friend for a pet-friendly getaway.
8.6/10 Excellent! (4,376 reviews)
"Very good place to stay on vacation,but the restaurants are very expensive and the food is not that good."
Reviewed on Aug 18, 2025

Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I, Río Grande
Hiking and biking trails are ready for you to explore near this oceanfront resort, where dogs can stay for an additional fee.
8.8/10 Excellent! (2,508 reviews)
"I had a truly wonderful stay at this resort! From the moment I arrived, I felt safe, comfortable, and completely relaxed. The grounds were absolutely beautiful with palm trees and birds everywhere, creating such a peaceful and tropical atmosphere. The pools were huge, clean, and inviting. One of ..."
Reviewed on Aug 19, 2025
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.