Lesser Antilles Pet-friendly Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 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
Plan, book, and manage your trip all in one place

Top Pet-friendly vacation packages in Lesser Antilles

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

Esmeralda Resort

$745

per person

Nov 2 - Nov 5

found 21 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

8.6/10 Excellent! (548 reviews)

Le Toiny Hôtel & Beach Club

Toiny

$7,517

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Gustavia (SBH)

9.8/10 Exceptional! (56 reviews)

Hotel Manapany

Anse des Cayes

Save 100% on your flight

$4,652

per person

Dec 6 - Dec 11

found 19 hours ago

Roundtrip non-stop flight included

New York (NYC) 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

Malliouhana Resort Anguilla

$1,549

per person

Dec 8 - Dec 10

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to The Valley (AXA)

9.6/10 Exceptional! (109 reviews)

GYP SEA Saint Barth

Colombier

Save 100% on your flight

$4,502

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

New Orleans (MSY) 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

5* Pet-friendly vacations in Lesser Antilles

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

Malliouhana Resort Anguilla

$1,549

per person

Dec 8 - Dec 10

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to The Valley (AXA)

9.6/10 Exceptional! (109 reviews)

Le Toiny Hôtel & Beach Club

Toiny

$7,517

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Gustavia (SBH)

9.8/10 Exceptional! (56 reviews)

Hotel Manapany

Anse des Cayes

Save 100% on your flight

$4,652

per person

Dec 6 - Dec 11

found 19 hours ago

Roundtrip non-stop flight included

New York (NYC) 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

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

View all trips

3 Night Pet-friendly vacations in Lesser Antilles

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

Esmeralda Resort

$745

per person

Nov 2 - Nov 5

found 21 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

8.6/10 Excellent! (548 reviews)

Le Toiny Hôtel & Beach Club

Toiny

Save 100% on your flight

$2,745

per person

Dec 5 - Dec 8

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Gustavia (SBH)

9.8/10 Exceptional! (56 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

$3,317

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

View all trips

4 Night Pet-friendly vacations in Lesser Antilles

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

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

$1,077

per person

Dec 3 - Dec 7

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,000 reviews)

Aurora Anguilla Resort & Golf Club

Save 100% on your flight

$3,246

per person

Dec 3 - Dec 7

found 19 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to The Valley (AXA)

9.6/10 Exceptional! (207 reviews)

Hotel Manapany

Anse des Cayes

Save 100% on your flight

$2,829

per person

Dec 12 - Dec 16

found 20 hours ago

Roundtrip flight included

New York (NYC) 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

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

View all trips

Top Pet-friendly Lesser Antilles Hotels

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas

4 hours drive from Oyster Bay Marina

Pets are welcome with an additional fee at this luxury resort. If you're in the mood for a walk during your pet-friendly getaway, head to nearby Emancipation ...

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! (1,032 reviews)

"Apart from the light over the bed that didn't work, the cracked tiles and only 2 channels on the TV, the room was fairly clean. It really is only an overnight hotel conveniently located just above the airport terminal (literally walking distance to the airport in one direction and the beach in the ..."

Reviewed on Oct 3, 2026

See all 15,293 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.