South Side holiday lettings

We found 64 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your South Side getaway

Learn about the unique charm of South Side with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in South Side

Are you looking for top things to see and do in the area? Venture out of your holiday home and check out everything that makes South Side a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Great Wall (18.8 mi / 30.2 km)
  • Lighthouse Footpath (4.6 mi / 7.5 km)

Exploring the natural landscape of South Side

Whether you're looking for exciting outdoor activities or just want to take in the scenery, South Side is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Cayman Brac Beaches (1 mi / 1.6 km)
  • National Trust Parrot Reserve (4.1 mi / 6.6 km)
  • Cayman Brac Bluff (5.1 mi / 8.1 km)
  • Charlie's Reef (5.3 mi / 8.5 km)
  • Point of Sand Beach (10.7 mi / 17.3 km)
  • Little Cayman Beaches (15.3 mi / 24.7 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in South Side?

The most sought-after types of holiday rentals in South Side are houses. Hoping for something different? Vrbo offers a variety of options to match the unique needs of our guests, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — grab yours today.

How much does it cost to rent a holiday rental in South Side?

Length of stay, property type and time of year are some things that can determine the price of a holiday home. Simply click on your dates of travel to find your ideal escape. From cosy country cottages to expansive villas, all Vrbo holiday rentals offer terrific value.

How much does it cost to rent a beach house in South Side?

When you travel and the size and style of the property will determine the cost of your beachside escape. Enter your South Side travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the features and amenities you want in your beach house.

What are popular rental amenities in South Side?

When it comes to rental amenities that people are searching for in South Side, a fridge, an oven and a stovetop rank the highest. With Vrbo holiday rentals, there are choices to fit your taste and style, whether you're going on a holiday with family members, friends or even pets.

Are there large group holiday rentals in South Side?

With 12 South Side holiday homes that can sleep five or more people, you can invite a few extra pals or family members along. Whether you're planning an informal gathering or a birthday party, we'll help you find the perfect space to match the occasion.

Can I find two-bedroom holiday rentals in South Side?

South Side has 11 two-bedroom holiday properties to select from. Enjoy a holiday home with all the privacy and comfort you're looking for at a fantastic price on Vrbo.

Are there holiday rentals with WiFi in South Side?

South Side has nine holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to go online.

How old do you have to be to rent a holiday rental in South Side?

It's a good idea to check with the South Side holiday home you're looking at on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.

How long can I rent a holiday rental in South Side for?

The amount of time you can stay in a South Side holiday home for is down to each property. Just enter your travel dates to see options offering longer term stays. They have the things you need to make your extended getaway more enjoyable and comfortable, such as air conditioning and laundries. Some properties might also offer weekly or monthly discounts, so you can stay longer for less money.

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