Caribbean Islands Pet-friendly Holidays

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

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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.
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Aire de O:live
Condado Vanderbilt Hotel
Esmeralda Resort
Amsterdam Manor Beach Resort
Don't see what you're looking for?
See all available trips from Toronto to Caribbean Islands
View all trips

5* Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Condado Vanderbilt Hotel
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Don't see what you're looking for?
See all available trips from London to Caribbean Islands
View all trips

3 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Don't see what you're looking for?
See all available trips from Baltimore 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.
Aire de O:live
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Condado Vanderbilt Hotel
Don't see what you're looking for?
See all available trips from Atlanta to Caribbean Islands
View all trips

Top Pet-friendly Caribbean Islands Hotels

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
  • 44 hours drive from Windward Islands
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! (1,002 reviews)
"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on 5 Jul 2025

Sunshine Suites Resort
Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel

3 out of 5
Road 115 Km 12.2, Rincon
  • 18 hours drive from Windward Islands
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. ...
8.8/10 Excellent! (1,023 reviews)
"Beatiful place to stay. Safe, quiet, with dining options. Excellent parking and walkable to restaurants and more."

Reviewed on 14 Jul 2025

Rincon of the Seas - Grand Caribbean Hotel
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
  • 17 hours drive from Windward Islands
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 ...
9/10 Wonderful! (1,526 reviews)
"Great property! All the staff I encountered were very friendly and accommodating. The location was ideal for transportation pick ups and drop offs with a lot to do within walking distance. It was walkable and felt safe even in the evenings. I would recommend and return!"

Reviewed on 17 Jul 2025

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.