Lesser Antilles Pet-friendly Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Pet-friendly hotel deals in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Hotel La Plantation
Price was CA $1,715, price is now CA $1,294 per person
CA $1,294
per person
Jul 12 - Jul 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.8/10 Excellent! (610 reviews)
Gorgeous property and a beautiful pool area. Loved our view of the ocean from our terrace. Staff and property were incredible! Only suggestion would be a bit more variety at breakfast.
Reviewed on May 2, 2026
Aurora Anguilla Resort & Golf Club
Price was CA $4,303, price is now CA $3,025 per person
CA $3,025
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to The Valley (AXA)
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.
Reviewed on Mar 16, 2026
Esmeralda Resort
Price was CA $1,927, price is now CA $1,378 per person
CA $1,378
per person
Jul 12 - Jul 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.6/10 Excellent! (528 reviews)
I suggest they add a loveseat and coffee table to add a level of comfort. The rooms are large and could handle the additional furniture.
Reviewed on May 9, 2026
Le Toiny Hôtel & Beach Club
Toiny
Price was CA $9,682, price is now CA $7,265 per person
CA $7,265
per person
Jun 14 - Jun 21
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Gustavia (SBH)
9.8/10 Exceptional! (50 reviews)
Spectacular property with a wonderful, attentive staff. Couldn’t have been a better stay!
Reviewed on May 3, 2026
Malliouhana Resort Anguilla
Price was CA $3,823, price is now CA $2,933 per person
CA $2,933
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
such a relaxing week! This resort absolutely lives up to its reputation!!!
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips5* Pet-friendly holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Colombier
Price was CA $6,732, price is now CA $5,628 per person
CA $5,628
per person
Jun 14 - Jun 21
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Gustavia (SBH)
9.8/10 Exceptional! (95 reviews)
Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place.
Reviewed on May 7, 2026
Le Toiny Hôtel & Beach Club
Toiny
Price was CA $9,682, price is now CA $7,265 per person
CA $7,265
per person
Jun 14 - Jun 21
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Gustavia (SBH)
9.8/10 Exceptional! (50 reviews)
Spectacular property with a wonderful, attentive staff. Couldn’t have been a better stay!
Reviewed on May 3, 2026
Le Barthélemy Hotel & Spa
Grand Cul-de-Sac
Price was CA $10,290, price is now CA $8,912 per person
CA $8,912
per person
Jun 14 - Jun 21
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Gustavia (SBH)
9.8/10 Exceptional! (87 reviews)
We had a fabulous stay from start to finish. All the staff were welcoming and attentive and the concierge service was super helpful with recommendations and organizing bookings for restaurants. The hotel had great amenities including the spa, and our beachfront suite was wonderful. Being able to swim out to see turtles in the lagoon was a real highlight for the whole family.
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips3 Night Pet-friendly holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Hotel La Plantation
Price was CA $1,301, price is now CA $1,056 per person
CA $1,056
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.8/10 Excellent! (610 reviews)
Gorgeous property and a beautiful pool area. Loved our view of the ocean from our terrace. Staff and property were incredible! Only suggestion would be a bit more variety at breakfast.
Reviewed on May 2, 2026
Esmeralda Resort
Price was CA $1,428, price is now CA $1,107 per person
CA $1,107
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (528 reviews)
I suggest they add a loveseat and coffee table to add a level of comfort. The rooms are large and could handle the additional furniture.
Reviewed on May 9, 2026
Malliouhana Resort Anguilla
Price was CA $6,304, price is now CA $5,636 per person
CA $5,636
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
such a relaxing week! This resort absolutely lives up to its reputation!!!
Reviewed on Apr 6, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all trips4 Night Pet-friendly holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,443, price is now CA $1,002 per person
CA $1,002
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
Okay property. A little inconvenient logistically.
Reviewed on May 10, 2026
Esmeralda Resort
Price was CA $1,569, price is now CA $1,197 per person
CA $1,197
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8.6/10 Excellent! (528 reviews)
I suggest they add a loveseat and coffee table to add a level of comfort. The rooms are large and could handle the additional furniture.
Reviewed on May 9, 2026
Hotel La Plantation
Price was CA $1,374, price is now CA $1,105 per person
CA $1,105
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (610 reviews)
Gorgeous property and a beautiful pool area. Loved our view of the ocean from our terrace. Staff and property were incredible! Only suggestion would be a bit more variety at breakfast.
Reviewed on May 2, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
View all tripsPet-friendly Hotels in Lesser Antilles
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
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 ...
8.4/10 Very Good! (1,219 reviews)
Beautiful hotel. Excellent and friendly service. Good food. Views were spectacular!
Reviewed on May 12, 2026
Emerald Beach Resort
8070 Lindbergh Bay St. Thomas St. Thomas
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,381 reviews)
Convenient locations on the beach.
Reviewed on May 12, 2026
Mafolie Hotel
7091 Estate Mafolie St. Thomas
Stay at this hotel in St. Thomas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.8/10 Excellent! (1,013 reviews)
The restaurant where I had the fried snapper was the best best best. Staff was nice and things were easily to assess.
Reviewed on May 11, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
