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Compare 81 Villas in North Side with updated reviews, rates, and availability.

Galleon Villas by Hello Cayman Vacation
3.5 star property
10.0 out of 10, Exceptional, (141)
"Lisa is simply a class act - she went above and beyond to make our 6 day stay so memorable- she is kind, transparent and available- our location had EVERYTHING- restaurants, views, grocery stores … she even provided a list of local places for every occasion. Lisa is simply the BEST "
The price is AED 1,818
AED 2,091 total
includes taxes & fees
19 Jun - 20 Jun
Galleon Villas by Hello Cayman Vacation
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
10.0 out of 10, Exceptional, (93)
"We came to Grand Cayman for my wife’s birthday and had an outstanding time.. Craig is absolutely terrific and very responsive. We had one of our suitcases break and needed a screwdriver. I emailed Craig and in less than 2 minutes, Roy was at the front door with the screwdriver.. The location and condition of the house was very nice, the pool with it beautiful view of the water is exactly what were hoping for!! Not one issue at all.."
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
KEMPA KAI | Private Beachfront Luxury in Idyllic Cayman Kai, only steps from Starfish Point
10.0 out of 10, Exceptional, (2)
"I wish we would have booked for a longer stay. Angela was the property manager. She was attentive and very informed about the property. There were many extras that we were not expecting. Very clean.Our group is already discussing staying here again. We had 3 families with kids ranging from 5-9. Marvelous stay. Beds are beyond comfortable. We did not want to leave."
KEMPA KAI | Private Beachfront Luxury in Idyllic Cayman Kai, only steps from Starfish Point
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S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock + Free Kayaks
10.0 out of 10, Exceptional, (12)
"A beautiful place with stunning views. Everything about the rental was easy and enjoyable - can't wait to go back."
S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock + Free Kayaks
Private Luxury Waterfront Villa with Pool
10.0 out of 10, Exceptional, (20)
"The property was perfect for our party of 9. The house is beautiful, furnished with everything you need. Excellent communication with the property manager and the location was a 10 minute walk to the beach and close to everywhere we went. Canal was gorgeous, pool was super fun. We had grocery and booze delivered to the house. "
Private Luxury Waterfront Villa with Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
10.0 out of 10, Exceptional, (48)
"The house was very clean and comfortable for our rainy week on the island. The kitchen is fairly well stocked and there are items for the beach in the lower bedroom. The host was responsive. The beach is a short stretch of white sand before the water, which is a mixture of turtle grass, sandy areas, and reef rock. The cayak was great to get out with and explore. We enjoyed finding coconuts, inquisitive chickens, and crabs on the beach. Do NOT put drawstring items in the dryer, as we lost a few...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
10.0 out of 10, Exceptional, (52)
"Property was just what we expected. Had everything we needed and more. We loved being away from the hustle and bustle of town. Host was very communicative and helpful! Absolutely recommend"
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Serenity Sands on the Beach in Bodden Town
9.4 out of 10, Exceptional, (42)
"The private beach is amazing"
Serenity Sands on the Beach in Bodden Town
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
9.6 out of 10, Exceptional, (49)
"We absolutely loved our stay at Villa Emmanuel! We brought our 13 and 14 year old along with my 80 year old parents and my mother in law. This was a perfect house for a multi-generational stay. The house had everything so we didn’t have to leave to enjoy our stay. The main floor bedroom was perfect for my father who has challenges with steps. With the pool and the beach just a few steps down - it worked for everyone!!! We enjoyed our coffee and puzzles in the screened in porch and spent most of...
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
Casa Tortuga is a Secluded Villa on a Private Beach
9.2 out of 10, Wonderful, (31)
"This beautiful gem in the East End had everything we needed for a relaxing and much needed 40th birthday getaway! Positioned between Rum Point and 7 mile beach it gave us the ability to enjoy the entire Cayman island instead of just one small portion of it. Ms Lisa the property manager was absolutely a gem, very easy to contact should we need her. At the end of the stay there was some confusion on my part where to drop of the property key, and she can met us at the airport to come get it. Would...
Casa Tortuga is a Secluded Villa on a Private Beach
Cayman Luxury Rentals at One Canal Point
4.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful condo, management was always available for questions. They even had transport info ready and available. Would definitely stay again "
Cayman Luxury Rentals at One Canal Point
20 Steps to the Beach -Summer DISCOUNT-
10.0 out of 10, Exceptional, (19)
"For starters the island is incredible. We loved the animal life, snorkeling opportunities, and general relaxed "island-time" feel. Our 3 kids loved searching for hermit crabs and swimming in the pool during downtime at the house. We loved the quieter northside of the island where this house is. Jesse was a great host with constant communication. The house was perfect for a family stay :) We will be back!"
20 Steps to the Beach -Summer DISCOUNT-
Bella Vista - Luxurious property on the cliffs at East End-incredible views!
9.8 out of 10, Exceptional, (15)
"We had such a wonderful time at this property. The location was just what we needed - somewhat remote, very quiet, with some places to eat nearby. The house was well-appointed, and the view was exceptional. We would absolutely stay here again. Highly recommended."
Bella Vista - Luxurious property on the cliffs at East End-incredible views!
Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!
10.0 out of 10, Exceptional, (41)
"We had a group of 18 family members celebrating Thanksgiving at Seascape Villa for a week. Ages 5-73. The home is beautiful and you will not find a better location! The private beach area is perfect and idyllic. There was plenty of room for everyone to spread out in the house and breathtaking views from every room and level. The staff was always helpful and polite. We used Chef Eliot for some of our meals and they were all amazing and delicious. The home is clean and luxurious. My only feedback...
Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!
Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet
9.4 out of 10, Exceptional, (6)
"We loved our two weeks at Villa la Playa. The house was exactly as described and very comfortably furnished and stocked. The pool kept our toddler entertained and the dock was a good spot to watch the sunset. The location worked well for us and we enjoyed walking to Rum Point for the beach, and Kaibo for morning coffee. We found that Chisholm's grocery met our needs and is just a few minutes away. This house was the perfect place to relax."
Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet
# 43: a newly renovated, luxury villa in a prime beachfront Cayman Kai location
10.0 out of 10, Exceptional, (10)
"We had two families with college aged children stay in this amazing home. Complete with its own dock, gazebo and pool deck, it felt like we were on our own private island. The house is completely updated and easily fit our party of 9. There is the Kaibo restaurant within walking distance which also has a marina where we met the ferry and our chartered boat and Rum Point is just a birdie ride away. We ordered groceries and drinks and had them delivered to the house but we might decide to rent a...
# 43: a newly renovated, luxury villa in a prime beachfront Cayman Kai location
Incredible Beach Front Villa with a Pool!
10.0 out of 10, Exceptional, (20)
"Our family of 6 (all over 18 years old) spent this past week at there Caribbean Paradise villa and our stay was absolutely incredible. Spotless clean and cozy, this villa felt like home away from home. Located perfectly very close to the 7-mile beach and yet far from the touristy crowds. The house is fully equipped with everything you need for a comfortable stay, with very comfortable beds! We had a fantastic time and will definitely be back!"
Incredible Beach Front Villa with a Pool!
Oasis 7 - Stunning beachfront villa on 7MB! Featured in 'Secrets in Paradise'
10.0 out of 10, Exceptional, (14)
"We loved our week at Oasis. We had 15 adults and 3 little ones. The home is well appointed and the host is super responsive. We had no issues at all. Heritage Kitchen is walking distance and delicious! Gas station and grocery store with in walking as well. Great snorkeling out front, we saw many turtles!"
Oasis 7 - Stunning beachfront villa on 7MB! Featured in 'Secrets in Paradise'
Deluxe Spacious Villa: Ultimate Getaway!
9.8 out of 10, Exceptional, (8)
"Great spacious villa close to SMB, restaurants and shopping. Easily fit two families including three kids with plenty of room to spare. Located directly across from pool in quiet and safe community (noticed guards walking and biking thru daily). Screened porch overlooking landscaping and walking paths. Would definitely return!"
Deluxe Spacious Villa: Ultimate Getaway!
Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman
10.0 out of 10, Exceptional, (28)
"Family enjoyed this property tremendously. Vrbo did it again."
Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman
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