Caribbean Pet-friendly Holidays
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
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Save up to £335 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Packages with flights are ATOL protected
Top flight + Pet-friendly hotel deals in Caribbean
Price found within the past 48 hours. Click for updated prices.
Hotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
Price was £574, price is now £457 per person
£457
per person
2 Nov - 6 Nov
found 8 hours ago
Return direct flight included
Port of Spain (POS) to San Juan (SJU)
9/10 Wonderful! (1,077 reviews)
The hotel itself is in a wonderful area, main reason I picked it. However the hotel inside feels a little tired and in need of updating. The rotating sign outside for DND did not work are kids would come by and play with it. It was also little confusing that the valet entrance is on the lower level while the main desk was on the 1 st floor, there was no one helping guide new heat to 1st floor when we got there.
Reviewed on 20 Aug 2025
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Price was £2,333, price is now £987 per person
£987
per person
22 Sept - 29 Sept
found 1 day ago
Return flight included
Kingston (KIN) 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 3 Aug 2025
Aire de O:live
Isla Verde
Save 100% on your flight
Price was £1,771, price is now £1,111 per person
£1,111
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (230 reviews)
Hospitality and how personal/staff treat guests are amazing.
Reviewed on 18 Aug 2025
Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was £1,331, price is now £848 per person
£848
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
New York (NYC) 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 19 Aug 2025
Esmeralda Resort
Price was £2,272, price is now £1,934 per person
£1,934
per person
12 Oct - 17 Oct
found 8 hours ago
Return direct flight included
Manchester (MAN) 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 13 Jun 2025
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View all trips5* 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 £703, price is now £612 per person
£612
per person
2 Nov - 6 Nov
found 8 hours ago
Return direct flight included
Port of Spain (POS) to San Juan (SJU)
8.6/10 Excellent! (2,100 reviews)
This was a wonderful property and very conveniently located to the amenities PR has to offer to the east. Room clean and very comfortable. The staff was extremely friendly and helpful all around.
Reviewed on 20 Aug 2025
Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was £1,331, price is now £848 per person
£848
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
New York (NYC) 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 19 Aug 2025
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all trips3 Night Pet-friendly holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Save 100% on your flight
Price was £1,038, price is now £584 per person
£584
per person
24 Oct - 27 Oct
found 1 day ago
Return direct flight included
Atlanta (ATL) 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 3 Aug 2025
4 Night Pet-friendly holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Hotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
Price was £574, price is now £457 per person
£457
per person
2 Nov - 6 Nov
found 8 hours ago
Return direct flight included
Port of Spain (POS) to San Juan (SJU)
9/10 Wonderful! (1,077 reviews)
The hotel itself is in a wonderful area, main reason I picked it. However the hotel inside feels a little tired and in need of updating. The rotating sign outside for DND did not work are kids would come by and play with it. It was also little confusing that the valet entrance is on the lower level while the main desk was on the 1 st floor, there was no one helping guide new heat to 1st floor when we got there.
Reviewed on 20 Aug 2025
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Save 100% on your flight
Price was £1,146, price is now £694 per person
£694
per person
2 Nov - 6 Nov
found 1 day ago
Return direct flight included
Port of Spain (POS) 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 3 Aug 2025
Condado Vanderbilt Hotel
Condado
Save 100% on your flight
Price was £882, price is now £612 per person
£612
per person
2 Nov - 6 Nov
found 8 hours ago
Return direct flight included
Port of Spain (POS) 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 19 Aug 2025
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all tripsHow to find a pet-friendly holiday in Caribbean
How can I book the best pet-friendly holidays in Caribbean?
As a pet parent, you want your best bud along for your Caribbean holiday, right? So use our pet-friendly filter to find all the places that are purr-fect for cats, dogs or even well-trained rabbits. Think stacks of outside space, welcome treats and maybe something lovely that keeps the travel time to a minimum.
Can I book a cheap Caribbean pet-friendly holiday?
pet-friendly package holidays start at £457, but prices and availability are subject to change, and additional terms may apply. To narrow down the best deals, sort by price and use the filters to find cheap places with tail-wag-worthy amenities.
How can I book holiday lets in Caribbean that are pet friendly?
The space and seclusion of a holiday let is great for holidaying as a family or bigger group, and if your furry friends are with you, even better. Use both the private holiday home and pet-friendly filters to find all the options that tick both boxes.
How can I find pet-friendly holidays in Caribbean with hot tubs?
Pet-friendly holidays aren’t just about the animals – you deserve to indulge yourself, too! Filter our Caribbean properties using the hot-tub and pet-friendly holiday options and find somewhere you can relax while the pooches snooze.
Can I book a pet-friendly holiday in Caribbean with a car?
For hassle-free pet-friendly travel, a car is a no-brainer. Book both your car hire and accommodation with Expedia and you’ll sniff out some great savings.
How can I book last-minute pet-friendly holidays in Caribbean?
A spontaneous last-minute getaway to Caribbean with your pet is what holiday dreams are made of. You might even dig up discounted rates on some hotels by booking close to the date.
Can I book a pet-friendly holiday in Caribbean with free cancellation and/or flexible dates?
We offer several places to stay with free cancellation in Caribbean, just use the fully refundable filter to find the ones available on your dates. Make sure you read the terms and conditions, too.
Why should I book Caribbean pet-friendly travel with Expedia?
Thanks to our dedicated pet-friendly filter, it’s incredibly easy to find accommodation in Caribbean that welcomes fur babies. Search, choose and book in just a few clicks. Purr-fect!
Top Pet-friendly Caribbean Hotels
Sunshine Suites Resort
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
"Great place to be at!"
Reviewed on 7 Aug 2025
Rincon of the Seas - Grand Caribbean Hotel
Road 115 Km 12.2, Rincon
The price is £154 per night from 27 Aug to 28 Aug
£154
27 Aug - 28 Aug
includes taxes & fees
Stay at this 3-star beach hotel in Rincon. Enjoy free parking, a beach locale and a rooftop terrace. Our guests praise the pool and the bar in their reviews. ...
9/10 Wonderful! (1,039 reviews)
"Great location, a few steps from the beach!"
Reviewed on 18 Aug 2025
Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
The price is £322 per night from 1 Sept to 2 Sept
£322
1 Sept - 2 Sept
includes taxes & fees
Stay at this 5-star luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,532 reviews)
"Great location"
Reviewed on 17 Aug 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. Flight-inclusive packages are ATOL protected.