Deals on vacations and trips to South Side

Save when you book South Side package deals

Choose two or more items and save on your trip:

South Side flight + hotel vacation packages

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to West End (CYB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.
Conch Club Cottage

Conch Club Cottage

2.5 out of 5
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to Little Cayman (LYB)
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the onsite laundry facilities and in-room childcare.
Prices and availability subject to change. Additional terms may apply.

Top South Side hotels deals

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
2147 South Side Road, West End
Free Cancellation
Reserve now, pay when you stay
The price is $289 per night
$289
per night
Apr 21 - Apr 22
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Get rates
This condo features barbecue grills.
Outdoor Space
Kitchen
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

Get rates
This vacation home features a gym and a spa tub. Families will appreciate the arcade/game room and barbecue grills. A sauna and a garden are also provided.
Hot Tub
Breakfast available
Lovely cottage situated on the Beach with Beautiful ocean views

Lovely cottage situated on the Beach with Beautiful ocean views

Get rates
Stay at this cottage in West End. Enjoy WiFi, 1 bedroom, and a hair dryer. Popular attractions Rebecca's Cave and Westerly Ponds are located nearby. Discover genuine guest reviews for Lovely cottage situated on the Beach with Beautiful ocean views along with the latest prices and availability – book now.
Washer
Dryer
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views

Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views

Get rates
A spa tub is featured at this cottage, along with free WiFi in public areas and barbecue grills.
Hot Tub
Outdoor Space
Ocean view from every room ,quiet neighborhood family friendly.Bluff view

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

Get rates
Stay at this vacation home in East End. Enjoy WiFi, 3 bathrooms, and 2 bedrooms. Popular attractions Conch Rock and National Trust Parrot Reserve are located nearby. Discover genuine guest reviews for Ocean view from every room ,quiet neighborhood family friendly.Bluff view along with the latest prices and availability – book now.
Don't see what you're looking for?
See all available properties in South Side
View all properties
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.

Popular places to visit

Image for Little Cayman Beach

Little Cayman Beach

Why not spend a carefree afternoon at Little Cayman Beach during your travels in Blossom Village? While you're in the area, wander around the parks.

Little Cayman Beach
Image for Little Cayman Beaches

Little Cayman Beaches

Why not spend a lazy afternoon at Little Cayman Beaches during your trip to Little Cayman? While you're in the area, stroll along the beaches.

Little Cayman Beaches
Image for Booby Pond Nature Reserve

Booby Pond Nature Reserve

5/5(1 review)

Explore the great outdoors at Booby Pond Nature Reserve, a lovely green space in Blossom Village. Stroll along the beaches or experience the area's museums.

Booby Pond Nature Reserve

Frequently asked questions

How much are vacation packages to South Side?
Splash out on a fulfilling travel experience in South Side with a vacation package starting at just $1,328. Organizing your flights, hotels and tours with Travelocity is so easy. On top of that, our vacation deals will leave you with extra money for fun.
Where can I get the best vacation package deals for South Side?
No matter what you enjoy doing, Travelocity can help you score an unbeatable South Side package deal. All you need to do is mix and match from our 400 airlines and 1,000,000 worldwide properties.
Why should I book my South Side vacation bundle with Travelocity?
From our 24/7 customer support to our range of exciting destinations, we’re dedicated to giving you the most unforgettable escape. All you need to do is to click and book — our Price Match Guarantee will make sure you get the best price.
Will I save money on my South Side car rental if I combine it with hotels and flights?
Combining your bookings into a South Side vacation package will save you a tidy sum. Choose a car and flight; a flight, hotel and car; or a car and hotel. You won’t find a better way to explore the greater South Side area than with your own rental car. You can also add activities and experiences to your Travelocity package.
What is the best time of year to go to South Side?
If you’re saving your pennies, is the perfect month to explore South Side, while is the costliest time of year. July, August and October is high season. If you’re looking to avoid the big crowds, November, December and January are usually quieter.
Which airport is best for South Side?
South Side is serviced by two main airports — Gerrard Smith Intl. Airport (CYB) and Edward Bodden Airfield Airport (LYB).