Pet-friendly Vacations in Lesser Antilles 2026

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Flight and Pet-friendly hotel deals in Lesser Antilles

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

Esmeralda Resort

CA $901

per person

Dec 1 - Dec 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (548 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

CA $4,650

per person

Nov 1 - Nov 6

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Le Toiny Hôtel & Beach Club

Toiny

Save 100% on your flight

CA $7,092

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Gustavia (SBH)

9.8/10 Exceptional! (56 reviews)

Hotel Manapany

Anse des Cayes

Save 100% on your flight

CA $8,795

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Gustavia (SBH)

9.4/10 Exceptional! (71 reviews)

Lovely, “barefoot chic” hotel that is top class in all respects

Reviewed on Apr 27, 2026

GYP SEA Saint Barth

Colombier

Save 100% on your flight

CA $4,818

per person

Dec 7 - Dec 12

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Gustavia (SBH)

9.8/10 Exceptional! (105 reviews)

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See all available trips from Columbus to Lesser Antilles

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5* Pet-friendly holidays in Lesser Antilles

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

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

CA $4,650

per person

Nov 1 - Nov 6

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Hotel Manapany

Anse des Cayes

Save 100% on your flight

CA $4,731

per person

Dec 7 - Dec 12

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Gustavia (SBH)

9.4/10 Exceptional! (71 reviews)

Lovely, “barefoot chic” hotel that is top class in all respects

Reviewed on Apr 27, 2026

GYP SEA Saint Barth

Colombier

Save 100% on your flight

CA $4,818

per person

Dec 7 - Dec 12

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Gustavia (SBH)

9.8/10 Exceptional! (105 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

View all trips

3 Night Pet-friendly holidays in Lesser Antilles

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

Esmeralda Resort

CA $901

per person

Dec 1 - Dec 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (548 reviews)

Hotel La Plantation

CA $935

per person

Nov 3 - Nov 6

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

8.8/10 Excellent! (661 reviews)

Best place ever

Reviewed on Sep 8, 2026

Aurora Anguilla Resort & Golf Club

CA $4,575

per person

Dec 4 - Dec 7

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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4 Night Pet-friendly holidays in Lesser Antilles

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

Esmeralda Resort

CA $1,322

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

8.6/10 Excellent! (548 reviews)

Le Toiny Hôtel & Beach Club

Toiny

Save 100% on your flight

CA $12,864

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Gustavia (SBH)

9.8/10 Exceptional! (56 reviews)

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,343

per person

Dec 2 - Dec 6

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,000 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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Pet-friendly Hotels in Lesser Antilles

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas

4 hours drive from Oyster Bay Marina

Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...

8.6/10 Excellent! (1,519 reviews)

"Staff members very friendly"

Reviewed on Oct 1, 2026

Hawksbill Resort Antigua

Hawksbill Beach St. John's Antigua

2 hours drive from Oyster Bay Marina

Book a stay at this beach hotel in St. John's. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

Lindbergh Bay Hotel and Villas

8075 Lindbergh Bay St. Thomas St. Thomas

4 hours drive from Oyster Bay Marina

Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.2/10 Good! (1,033 reviews)

"I stayed here because I could walk from the airport. The room was terrible, I had to move upstairs to get Wi-Fi because downstairs didn’t work, the coffee pot was broken and leaked, the sink sprayed all over the bathroom and got the tissues wet, there’s a ledge between the room and the bathroom that ..."

Reviewed on Sep 30, 2026

See all 15,315 properties in Lesser Antilles

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.