Top flight + Pet-friendly hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

TAN Resorts Marina Cap Cana - All-Inclusive

Save 100% on your flight

£908

per person

26 Apr - 29 Apr

found 1 day ago

Return flight included

New York (NYC) to Punta Cana (PUJ)

8/10 Very Good! (212 reviews)

The property was beautiful. The food was good as well and the staff was extremely attentive polite and fun!

Reviewed on 26 Mar 2026

Aire de O:live

Isla Verde

£1,688

per person

9 May - 14 May

found 13 hours ago

Return direct flight included

Manchester (MAN) to San Juan (SJU)

9.2/10 Wonderful! (469 reviews)

Great beach place. Walk right out to beach. Waited service on beach. Staff opens the door for you. Foods good. What else do you need?…

Reviewed on 22 Mar 2026

Esmeralda Resort

£1,372

per person

30 May - 6 Jun

found 7 hours ago

Return direct flight included

London (LON) to Philipsburg (SXM)

8.6/10 Excellent! (504 reviews)

This was our first time staying on the French side, at Esmeralda. Overall, it is a decent resort; it consists of small villages, each containing four guest rooms. The rooms themselves are spacious and clean, and every village shares a swimming pool among its four units. The resort grounds feature a French restaurant serving very delicious food. Another nice perk is that the resort has its own private beach area, for which you can make reservations. There is a designated parking spot right next to your village, which is very convenient. Now, for the things we didn't like: First, beach towels are issued only at the reception desk, which is located quite far from the beach itself; if you need to exchange a towel, you have to walk all the way back to reception. Second, regarding the "included breakfast": in reality, it does not correspond to a "continental breakfast" as we understand it in the American sense. The breakfast offering consists of coffee, a small croissant, and jam, along with one type of cereal and a yogurt-like product that tastes more like sour cream. There is no cream cheese, no eggs—nothing of the sort; you have to pay extra for all of those items. We have stayed on the Dutch side many times, and the included continental breakfast there was a completely different experience. Third, beach reservations must be made either at the reception desk or directly at the beach itself. We made our reservation immediately upon arrival

Reviewed on 22 Mar 2026

Condado Vanderbilt Hotel

Condado

£1,317

per person

3 Jun - 8 Jun

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

9.4/10 Exceptional! (1,702 reviews)

We had a great stay here. Great room and pool area.

Reviewed on 26 Mar 2026

Hyatt Centric Isla Verde San Juan

Isla Verde

£1,457

per person

9 May - 14 May

found 13 hours ago

Return direct flight included

Manchester (MAN) to San Juan (SJU)

8.8/10 Excellent! (100 reviews)

The air conditioning in the dining room was too cold. We had to eat outside to be comfortable, and one day in the rain.

Reviewed on 24 Mar 2026

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5* 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

£1,232

per person

3 Jun - 8 Jun

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

8.6/10 Excellent! (2,233 reviews)

Would love to stay again

Reviewed on 25 Mar 2026

Condado Vanderbilt Hotel

Condado

£1,317

per person

3 Jun - 8 Jun

found 1 day ago

Return direct flight included

London (LHR) to San Juan (SJU)

9.4/10 Exceptional! (1,702 reviews)

We had a great stay here. Great room and pool area.

Reviewed on 26 Mar 2026

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3 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

Save 100% on your flight

£908

per person

26 Apr - 29 Apr

found 1 day ago

Return flight included

New York (NYC) to Punta Cana (PUJ)

8/10 Very Good! (212 reviews)

The property was beautiful. The food was good as well and the staff was extremely attentive polite and fun!

Reviewed on 26 Mar 2026

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4 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.

Advantage Mini Resort

£713

per person

13 May - 17 May

found 10 hours ago

Return direct flight included

Georgetown (GEO) to Willemstad (CUR)

8.6/10 Excellent! (34 reviews)

Good place to stay. Was comfortable and did the trick for my short stay

Reviewed on 24 Feb 2025

Emerald Beach Resort

£1,085

per person

8 May - 11 May

found 4 hours ago

Return direct flight included

London (LHR) to St. Thomas (STT)

7.8/10 Good! (1,267 reviews)

The room was very clean but a little dated and our closet door fell off one day. The bar and restaurant were good but slow on getting waited on. On cruise ship days there were loads of extra people on the property which also caused slow service.

Reviewed on 26 Mar 2026

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How can I book the best pet-friendly holidays in Caribbean Islands?

As a pet parent, you want your best bud along for your Caribbean Islands 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 Islands pet-friendly holiday?

pet-friendly package holidays start at £713, 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 Islands 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 Islands with hot tubs?

Pet-friendly holidays aren’t just about the animals – you deserve to indulge yourself, too! Filter our Caribbean Islands 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 Islands 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 Islands?

A spontaneous last-minute getaway to Caribbean Islands 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 Islands with free cancellation and/or flexible dates?

We offer several places to stay with free cancellation in Caribbean Islands, 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 Islands pet-friendly travel with Expedia?

Thanks to our dedicated pet-friendly filter, it’s incredibly easy to find accommodation in Caribbean Islands that welcomes fur babies. Search, choose and book in just a few clicks. Purr-fect!

Top Pet-friendly Caribbean Islands Hotels

The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

40 hours drive from Oyster Bay Marina

Stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service and beach cabanas (surcharge). Our guests praise the restaurant and the ...

9/10 Wonderful! (1,002 reviews)

I was only staying one night and there was no dining room available but the staff were very helpful directing me to a sister hotel which was a very good standard. My room was extremely clean and very comfortable, would definitely recommend.

Reviewed on 26 Mar 2026

Rincon of the Seas - Grand Caribbean Hotel

Road 115 Km 12.2 Rincon

9 hours drive from Oyster Bay Marina

Stay at this beach hotel in Rincon. Enjoy free parking, a beach locale and a rooftop terrace. Our guests praise the pool and the helpful staff in their reviews. ...

9/10 Wonderful! (1,198 reviews)

Good relax place

Reviewed on 26 Mar 2026

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

7 hours drive from Oyster Bay Marina

Stay at this 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 in their ...

9.2/10 Wonderful! (1,692 reviews)

We had a great stay here. Great room and pool area.

Reviewed on 26 Mar 2026

See all 85,422 properties in Caribbean Islands

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.