South Side Pet-friendly Vacations

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4 Night Pet-friendly vacations in South Side

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

Conch Club Cottage

$944

per person

Oct 5 - Oct 9

found 18 hours ago

Roundtrip non-stop flight included

New York (NYC) to Little Cayman (LYB)

10/10 Exceptional! (4 reviews)

The cottage was very nice, with access to bikes, kayaks and 2 pools.

Reviewed on Jul 27, 2025

Le Soleil d'Or CaymanBrac

$1,107

per person

Oct 6 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to West End (CYB)

9.2/10 Wonderful! (11 reviews)

We love this property!! The service is outstanding and the staff is lovely. 100% recommend

Reviewed on May 19, 2025

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Top Pet-friendly South Side Hotels

Le Soleil d'Or CaymanBrac

2147 South Side Road, West End

7 min walk from Cayman Brac Beaches

Hiking and biking trails are ready for you to explore near this oceanfront hotel, where dogs and cats can stay for an additional fee.

9.2/10 Wonderful! (12 reviews)

"We love this property!! The service is outstanding and the staff is lovely. 100% recommend"

Reviewed on May 19, 2025

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Cayman Brac

8 min drive from Cayman Brac Beaches

Stay at this vacation home in East End. Enjoy laundry facilities and air conditioning. Popular attractions Conch Rock and National Trust Parrot Reserve are located ...

6/10 (1 review)

"Stay was 1 week and the pool could not be used due to bees and was not cleaned regularly. One bath was out of service because of leak. The place is very nice tho hopefully all issues are fix would stay again."

Reviewed on Jun 2, 2025

Cayman Brac Beach Villas

South Side Road West, West End, Cayman Brac

5 min drive from Cayman Brac Beaches

Stay at this 3.5-star beach villa in West End. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bat Cave and Skull Cave are located ...

See all 81 properties in South Side

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.