
Lesser Antilles Pet-friendly Vacations
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Top Pet-friendly vacation packages in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.



Le Toiny Hôtel & Beach Club
Toiny
$3,331
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Gustavia (SBH)
9.8/10 Exceptional! (54 reviews)
The attention to detail by the staff were second to none. From the moment we arrived there was an abundance of attention and pampering. The concierge service sets an impressive standard. This was truly the nicest stay I’ve experienced and i cannot recommend it more.
Reviewed on Jul 29, 2026

Four Seasons Resort - Nevis
$1,932
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Basseterre (SKB)
9.4/10 Exceptional! (149 reviews)
The staff at the Four Seasons were amazing including the bellman, the housekeeper, the breakfast wait staff, the guest services manager and food & beverage manager, the golf pro shop staff, the staff at the lunch spot by the pool and the front desk staff. The Soa was excellent. Birthday celebrations for me and my husband were fantastic, including dinner on the beach. The room was great and spacious. We had a spectacular ocean view room with a balcony. We felt very special by everyone at the resort. I highly recommend the Four Seasons Resort. We had some dinners in property and others off property which was a nice mix. The staff at the resort were very helpful to book dinner reservations and taxis for us in advance.
Reviewed on Aug 16, 2026

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View all trips5* Pet-friendly vacations in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.

Four Seasons Resort - Nevis
$1,932
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Basseterre (SKB)
9.4/10 Exceptional! (149 reviews)
The staff at the Four Seasons were amazing including the bellman, the housekeeper, the breakfast wait staff, the guest services manager and food & beverage manager, the golf pro shop staff, the staff at the lunch spot by the pool and the front desk staff. The Soa was excellent. Birthday celebrations for me and my husband were fantastic, including dinner on the beach. The room was great and spacious. We had a spectacular ocean view room with a balcony. We felt very special by everyone at the resort. I highly recommend the Four Seasons Resort. We had some dinners in property and others off property which was a nice mix. The staff at the resort were very helpful to book dinner reservations and taxis for us in advance.
Reviewed on Aug 16, 2026

Le Toiny Hôtel & Beach Club
Toiny
$3,331
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Gustavia (SBH)
9.8/10 Exceptional! (54 reviews)
The attention to detail by the staff were second to none. From the moment we arrived there was an abundance of attention and pampering. The concierge service sets an impressive standard. This was truly the nicest stay I’ve experienced and i cannot recommend it more.
Reviewed on Jul 29, 2026

Four Seasons Resort and Residences Anguilla
$2,933
per person
Oct 15 - Oct 18
found 14 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to The Valley (AXA)
9.8/10 Exceptional! (259 reviews)
The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing.
Reviewed on Aug 16, 2026
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View all trips3 Night Pet-friendly vacations in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.



Le Toiny Hôtel & Beach Club
Toiny
$2,050
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Gustavia (SBH)
9.8/10 Exceptional! (54 reviews)
The attention to detail by the staff were second to none. From the moment we arrived there was an abundance of attention and pampering. The concierge service sets an impressive standard. This was truly the nicest stay I’ve experienced and i cannot recommend it more.
Reviewed on Jul 29, 2026
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View all trips4 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
$798
per person
Oct 20 - Oct 24
found 1 hour ago
Roundtrip non-stop flight included
Nashville (BNA) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.
Reviewed on Aug 13, 2026


Aurora Anguilla Resort & Golf Club
$1,936
per person
Oct 24 - Oct 28
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
9.6/10 Exceptional! (202 reviews)
The property is fantastic. The staff is super friendly. Breakfast at Chef's Table gave a lot of options. The spa is beautiful.
It was the week before the property closes for the season, and half of the resort was closed.
Dining options were limited.
We had a car, so we went to a few local restaurants that were great.
The beach is what we really enjoy, and it never disappoints at the Aurora.
Reviewed on Aug 17, 2026
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View all tripsTop 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 ...
8.8/10 Excellent! (480 reviews)
"The resort was perfect. The staff friendly and accommodating. The room clean and bed was super comfortable. Nice relaxing resort. Food very good. View from our room spectacular."
Reviewed on Aug 19, 2026

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! (1,029 reviews)
"Beautiful property"
Reviewed on Aug 19, 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.
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