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Check prices for these dates

Next weekend
Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
In one month
Feb 21 - Feb 23
In two months
Mar 21 - Mar 23

Browse Select North Side Villas

Little Cayman Escape - Stunning Privacy - Call Cayman Villas!
On the beach

Little Cayman Escape - Stunning Privacy - Call Cayman Villas!

10.0 out of 10, Exceptional, (17)
"Great as always. Love the place"
Little Cayman Escape - Stunning Privacy - Call Cayman Villas!
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (53)
"My family and I absolutely loved our stay in Cayman Brac. We were able to relax and enjoy the villa as well as the island itself. The house was well equipped and they provided several different caves, restaurants, bike rentals, and other amenities to us! Our favorite restaurant was the Tipsy Turtle Bar, the staff was amazing and the food was delicious! We also enjoyed the pool, snorkeling, and time in the sun. We will definitely be back! Thank you for such a memorable vacation!! - The Sandelli...
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Beach

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!
Blossom Village Cottage – Charming Cottage by Cayman Villas.
On the beach

Blossom Village Cottage – Charming Cottage by Cayman Villas.

10.0 out of 10, Exceptional, (23)
"This a true island get-away. There are so few people on the island. You feel like you have it all to yourself. Next year we are coming back for 2 weeks! No Grand Cayman! Just relaxing on Little Cayman."
Blossom Village Cottage – Charming Cottage by Cayman Villas.
Romantic sea view 😍 villa / with outdoor tub & shower
Miscellaneous

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 Bdrms, 2.5 baths, breathtaking views, reef protected area, kayaks
On the beach, sun loungers, beach towels

Villa, Pool, 3 Bdrms, 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 Bdrms, 2.5 baths, breathtaking views, reef protected area, kayaks
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats
Beach

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!
Beach towels, snorkeling

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

3.0 star property
Lovely 'sea Dreams Villa' w/ Private Beach & Deck!
Cayman Brac Beach Villas
On the beach, white sand, fishing

Cayman Brac Beach Villas

3.5 star property
Cayman Brac Beach Villas
Sir Turtle Beach Villas
Beach nearby

Sir Turtle Beach Villas

3.0 star property
Sir Turtle Beach Villas
Little Cayman Escape by Cayman Villas
Villa, 3 Bedrooms | Balcony

Little Cayman Escape by Cayman Villas

3.5 star property
Little Cayman Escape by Cayman Villas
Villa - Beach Front
Pool

Villa - Beach Front

Villa - Beach Front
Three-Bedroom Villa
Exterior

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.
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Other property types in North Side

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Beach nearby, sun loungers, beach towels

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

9.4 out of 10, Exceptional, (15)
"Had a nice 4 night stay here. The apartment is fairly basic but it has everything that you need for 2 people. AC, kitchen appliances, large shower perfect for washing bathing suits, outdoor faucets for rinsing scuba gear. There's a small beach right next to the property, mixed sand and rock with some so-so snorkeling. Close to everything you need on the west side of the island."
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Pool

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

8.0 out of 10, Very good, (1)
"Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area"
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Beach Front Paradise Home. Luxurious Funishings!
Outdoor pool

Beach Front Paradise Home. Luxurious Funishings!

10.0 out of 10, Exceptional, (60)
"The property was clean, was in a very quiet location, and had everything they said. We spent most of our time outside and did not even turn on the tv or sit on the couches. The screened in porch was great as well. If they do not have it at this house, I just cannot imagine what it would be. We only had 3 in our party but there is plenty of room for a larger group and plenty of room to spread out. "
Beach Front Paradise Home. Luxurious Funishings!
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.