Search Cayman Islands Villa Rentals from CA $677

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Featured Villas in Cayman Islands

Private beach, white sand, free beach cabanas, sun loungers
Galleon Villas by Hello Cayman Vacation
3.5 star property
10.0 out of 10, Exceptional, (128)
"Spacious villas, excellent location on a beautiful beach!"
The price is CA $677
CA $798 total
includes taxes & fees
May 15 - May 16
Galleon Villas by Hello Cayman Vacation
Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
10.0 out of 10, Exceptional, (46)
"This was our third visit to Grand Cayman and this was our favorite property that we have rented. The location was close to many great restaurants, Run point and Starfish beach. The Villa had everything we needed, the owners were very responsive with our questions and made everything so easy. The sandy beach and easy access to the water made it easy to snorkel and kayak. There was ample shade as well as plenty of sunshine- the perfect mix. The beds were very comfortable. We love the quiet and...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Pool
# 43: a newly renovated, luxury villa in a prime beachfront Cayman Kai location
10.0 out of 10, Exceptional, (7)
"Excellent property. Everything was perfect. The pool is fantastic. Great dock with cover. Very quiet and private. The only issue was with the shower drains. They drained slowly and water backed up in bathrooms. AC worked well. Beds were satisfactory. Outside areas were phenomenal. Would stay here again. Well worth the price."
# 43: a newly renovated, luxury villa in a prime beachfront Cayman Kai location
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Pool
Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool
10.0 out of 10, Exceptional, (22)
"Property is beautiful. Very clean and well kept just as the listing shows. Completely enjoyed the solitude that this location boasts. Craig was appropriately communicative and we had no issues during the booking, check-in, stay, or departure. We would highly recommend this awesome property."
Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool
2 outdoor pools
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
Beach
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai
10.0 out of 10, Exceptional, (37)
"Gardens of the Kai has always been good to us. Beautiful location, and space to spend our week of relaxation, sun, good company, and fun!"
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai
Property grounds
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
10.0 out of 10, Exceptional, (50)
"I'm missing those ocean breezes from the bedroom already! This was a great rental property. We snorkeled every day right outside the back door. We loved the back porch, with shade from the sun. This is the quieter side of the island, which made it really relaxing. We appreciated that the property comes with kayaks and that the pool is also an option. We also loved the botanical gardens, which are nearby. Our favorite restaurant was Tukka, which is about 10 minutes away. Note: There is a small...
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
On the beach, sun loungers, beach towels
Incredible Beach Front Villa with a Pool!
10.0 out of 10, Exceptional, (19)
"We came to Grand Cayman to celebrate a friends 40th birthday. There were only 3 of us so we had plenty of space during our stay. The beach access was great. We cooked more of our meals at the villa, the grocery store was only 10-15 minutes away. We spent our time at Governors beach. The water is pool blue and clear at the floor. We also used the gear from the villa to go snorkeling at a near by cove. We really enjoyed our stay. Hosts were very responsive."
Incredible Beach Front Villa with a Pool!
Property grounds
Oceanfront King Villa Direct Beaches and Hot Tub
10.0 out of 10, Exceptional, (6)
"Home was beautiful and perfect in every way. Owners were very responsive to requests for info and everything was ready when we got there. Stay couldn’t have been better! Thanks for helping to make this a wonderful experience!"
Oceanfront King Villa Direct Beaches and Hot Tub
Outdoor pool
Private Luxury Waterfront Villa with Pool
10.0 out of 10, Exceptional, (16)
"Very relaxing stay in cayman, pool was great. Location was very good. Can’t wait to comeback next year."
Private Luxury Waterfront Villa with Pool
Outdoor pool
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
10.0 out of 10, Exceptional, (93)
"10/10 5-Star rental. Without hesitation, Calypso Blue exceeded our expectations. From booking the reservations, to check-in, to departure ... everything was 100% spot on. Craig [the owner] was extremely responsive and provided great recommendations for us to explore during our vacay. The place is paradise!! We had a blast and will return!"
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Exterior
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-
Beach
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!
Exterior
Oasis 7 is a stunning Beach front home on Seven Mile Beach
10.0 out of 10, Exceptional, (13)
"This beautiful house at the upper end of seven mile was perfect for our stay with 16 members of our family. The manager was extremely attentive and responded immediately for any questions or requests we had. Would definitely go back."
Oasis 7 is a stunning Beach front home on Seven Mile Beach
Exterior
Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman
10.0 out of 10, Exceptional, (27)
"Beautiful from the moment you arrive. Could not have dreamed for a better place to stay for the 14 of us."
Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman
Beach
Old Man Bay Villa #2 - Modern, One Bedroom Villas
10.0 out of 10, Exceptional, (13)
"My husband and I had a wonderful stay at Old Man Bay villa! Perfect location, very clean and well equipped Villa. We met the owners and they were very nice and accommodating . We look forward to seeing them again and renting the Old Man Bay Villa on our next stay!"
Old Man Bay Villa #2 - Modern, One Bedroom Villas
Caribbean Paradise – Beachfront Villa South Sound Beauty and Resort Amenities
10.0 out of 10, Exceptional, (8)
"Amazing."
Caribbean Paradise – Beachfront Villa South Sound Beauty and Resort Amenities
Property grounds
Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai
10.0 out of 10, Exceptional, (47)
"We had the extended family fly down from as far away as California, for my daughter's graduation from St. Matthew's University & all of us loved our stay at Villa Bellagio. Excellent location & so much privacy!! Our host (Barbara) was very responsive & accommodated all of our requests. Villa was perfect for larger families like ours. We're already making plans to return because it really brought the entire family together again. Can't recommend this VRBO enough!"
Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai
A heated pool
Evolution: Luxe Single-level Villa w/Private Pool, Jacuzzi, Dock
10.0 out of 10, Exceptional, (2)
"This house was stunning! The view was breathtaking! Would absolutely recommend staying here. The management staff were SO friendly and attentive. Only issue we had were locals using the pier on the property and asking to use the pool and jacuzzi."
Evolution: Luxe Single-level Villa w/Private Pool, Jacuzzi, Dock
Pool
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!
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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.