Caribbean Islands Pet-friendly Holidays

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Pet-friendly hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Hyatt Centric San Juan - Isla Verde
Amsterdam Manor Beach Resort
Condado Vanderbilt Hotel
Aire de O:live
The Sunshine Hotel and Suites
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See all available trips from New York to Caribbean Islands
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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
Condado Vanderbilt Hotel
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See all available trips from New York to Caribbean Islands
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3 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Hotel Rumbao, a Tribute Portfolio Hotel
Aire de O:live
Condado Vanderbilt Hotel
Don't see what you're looking for?
See all available trips from New York to Caribbean Islands
View all trips

4 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Amsterdam Manor Beach Resort
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See all available trips from Washington to Caribbean Islands
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How to find a pet-friendly holiday in Caribbean Islands

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 £530, 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

The Sunshine Hotel and Suites

4 out of 5
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! (1,009 reviews)
Great Hotel ! Everything was great !

Reviewed on 10 May 2026

The Sunshine Hotel and Suites
Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel

3 out of 5
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! (1,296 reviews)
Estaba muy limpio y la vista al mar se ve de show

Reviewed on 11 May 2026

Rincon of the Seas - Grand Caribbean Hotel
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
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 ...
9.4/10 Exceptional! (1,685 reviews)
Todo increíble, desde el SPA, restaurantes y empleados del hotel en todas las áreas!! La pasé maravillosamente bien! Recomendado 100% y no es mi primera vez…

Reviewed on 12 May 2026

Condado Vanderbilt Hotel
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.