Search Villas in South Side

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 13 Villas in South Side with updated reviews, rates, and availability.

Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

10.0 out of 10, Exceptional, (51)
"This villa is by far our favorite stay in the Brac. We felt a world away from our busy lives in the states, and from the easy bustle of the Brac. The home is beautiful and remote, and a lot of thought and intention went into making it a five star accommodation. When not exploring the peaceful island, we lazed around the pool or just gazed at the mesmerizing, ever changing sea a skyscape. This will be our annual home away from home!"
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

10.0 out of 10, Exceptional, (22)
"Perfectly situated with the Caribbean right at your doorstep. Meticulous attention to cleanliness both inside and out. Interior appointments are more than was expected And it is light and airy with an open design. Outside, the grounds are manicured and there is a freshwater shower, dunk tank for divers and a large deck embellishes the front side of the home with unsurpassed views particularly situated for sunsets. The owners are warm, friendly, and accommodating. One cannot ask for more."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Little Cayman Escape - Lighthouse Views of the Caribbean Sea

10.0 out of 10, Exceptional, (17)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea

Romantic sea view 😍 villa / with outdoor tub & shower

5.0 out of 10, (2)
"After confirming availability & booking this place for 3 nights, I received a message from the host stating the property wasn't available but luckily, she had another room, located on the same property, that was bigger, more spacious and we would still have all the same amenities. She made it sound like we were getting an upgrade. We were horrified when we arrived. The luxury villa shown in the photos turned out to be a run-down, dilapidated cabin. The porch was falling apart, the paint was...
Romantic sea view 😍 villa / with outdoor tub & shower

Villa, Pool, 3 Berms, 2.5 baths, breathtaking views, reef protected area, kayaks

9.8 out of 10, Exceptional, (30)
"This house is in a great location just a few minutes from grocery, restaurants and the dive shops. The outdoor space is fantastic with a warm pool and beautiful ocean views, and the screened porch is nice for enjoying warm evenings without bugs. The inside is dark and has lots of knickknacks, so it’s not a good place for young children."
Villa, Pool, 3 Berms, 2.5 baths, breathtaking views, reef protected area, kayaks

The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats

The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats

Lovely 'sea Dreams Villa' w/ Private Beach & Deck!

3.0 star property
Lovely 'sea Dreams Villa' w/ Private Beach & Deck!

Cayman Brac Beach Villas

3.5 star property
Cayman Brac Beach Villas

Sir Turtle Beach Villas

3.0 star property
Sir Turtle Beach Villas

Little Cayman Escape by Cayman Villas

3.5 star property
Little Cayman Escape by Cayman Villas

Villa - Beach Front

Villa - Beach Front

Three-Bedroom Villa

Three-Bedroom Villa
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.
Don't see what you're looking for?
See all available properties in South Side
Save an average of 15% on thousands of hotels when you're signed in

Other property types in South Side

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

10.0 out of 10, Exceptional, (5)
"Enjoyed our time at the Brac"
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Only steps to the beach

Only steps to the beach

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

6.4 out of 10, (5)
"I got an email on the day of our arrival saying that the reservation was canceled to a break in. Had to scramble to find a place for 6 people. We were successful due to the help of some of the locals. During our conversation was told that the house as trashed During a party mor than a week before our arrival, further more they told me that even without the damage done during the party that the house is run down and seriously in need of repairs and should not even be available to rent. Over all...
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!
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.