Villa holiday rentals in Cayman Islands

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Popular amenities for villa rentals in Cayman Islands

Private villa rentals

Superhost
Villa in North Side
4.87 out of 5 average rating, 55 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

ChristyRating, 5 stars2 months ago
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing
Guest favourite
Villa in North Side
4.93 out of 5 average rating, 45 reviews

Villa at the Sea Front

NicoleRating, 5 stars1 month ago
We were so happy to be back. Tetyana’s place was just as lovely as last year but with some lovely upgrades! We had an amazing week and look forward to coming back again. Thank you!!!!
Guest favourite
Villa in East End
4.94 out of 5 average rating, 48 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

MariaRating, 5 stars2 weeks ago
We had a great time staying at Kabs place. It’s a fantastic house, beautifully decorated. The oceans views were simply amazing. A lot of driving though, but can’t beat the island and serene feeling at the east end. Kab was a great host and communicated clearly and often. We loved staying at Kabs place and will stay there again!
Guest favourite
Villa in West Bay
4.92 out of 5 average rating, 118 reviews

Luxury villa right across 7mile Beach + Bed Swing

IleyaRating, 5 stars1 month ago
Great location especially for the price! It's across the street from a quite beach and in a less touristy area.
Superhost
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars1 month ago
The property is perfectly positioned on the island, everything is within a 20 minute drive. The beach at the property was very quiet and convenient when you want to relax and pause the island exploration. The house is equipped with everything you may need. If you like to cook they provide everything. If you want to eat out there are plenty of options in a 5-10 minute radius. I’d highly recommend this property if you want to both explore and take advantage of a beach/pool combo. Lastly, Ann was very responsive before, during and after our stay. She was very helpful when we had questions.
Superhost
Villa in seven mile beach, george town
New place to stay

Laguna | Relaxing Family Oasis

GodefridaRating, 5 stars3 weeks ago
The home is situated in the second row from the beach which provides easy access to the beach and you're not bothered by a busy noisy beach (especially during high season). There are chairs/umbrellas to use on the beach specifically for the Laguna Bay community. The home is overlooking a nice pond with turtles. There are roosters in the neighbourhood. Friendly but noisy in the morning and will wake you up at the crack of dawn so bring some earplugs if you like to sleep in. The home is a townhouse in a row of around 5 and this is the corner lot. Neighbours were quiet and friendly. There is also a security guard on duty 24/7. It's a short walk to major grocery store (Fosters) which is situated in Camana Bay - an upscale area with lots of great restaurants overlooking the bay. The ice cream store just outside the compound is convenient and great products. Home also comes with pickle ball sets. Overall a great relaxing stay.
Guest favourite
Villa in West End
5 out of 5 average rating, 10 reviews

5-bdm beachfront villa w/pool, cabana & more

LisaRating, 5 stars5 months ago
Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.
Guest favourite
Villa in Old Man Bay
4.91 out of 5 average rating, 67 reviews

Affordable Old Man Bay Villa #1

CesiliaRating, 5 stars2 weeks ago
this was a great place to stay. It was very quiet and private. It is on the calm side of the island which is exactly what we were looking for. The house was clean and well equipped. It had two smart TVs which was nice when we just wanted to relax after sightseeing. Two bathrooms are also a huge plus. They supplied you with beach equipment including beach chairs, towels and a cooler. My only caution would be if you can't handle stairs this might not be the place for you. The bedroom and full bath can only be accessed by a spiral staircase and the steps are a bit steep. It wasn't a problem for us but might be helpful for future travelers to know. We would definitely stay again. It was clean and quiet.

Luxury villa rentals

Villa in Rum Point
4.83 out of 5 average rating, 6 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

ChristineRating, 5 stars78 months ago
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.
Villa in North Side
5 out of 5 average rating, 5 reviews

Beautiful beachfront, romantic get away!

ChristinaRating, 5 stars38 months ago
This home is near a lot of tourist attractions. And includes everything you need to feel at home. It’s really visible in the details, like a sunscreen exchange box, cotton swabs, towel and water bins to wash and dry your feet from the sand before you come inside the house, an amazing kayak. You’ll have no regrets staying here. It’s absolutely amazing.
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars10 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
Guest favourite
Villa in North Side
4.93 out of 5 average rating, 45 reviews

Villa at the Sea Front

NicoleRating, 5 stars1 month ago
We were so happy to be back. Tetyana’s place was just as lovely as last year but with some lovely upgrades! We had an amazing week and look forward to coming back again. Thank you!!!!
Villa in Old Man Bay
4.9 out of 5 average rating, 10 reviews

4 Bedroom home on private nature reserve

RichRating, 5 stars22 months ago
Excellent place to stay if you like to be off the beaten path. Plenty of space for my family of 6. 30-40min to anything you wanted to do on the island. Frank was always responsive to the few questions we had along our stay. If you like a nice private place to gather the family after a long day of diving, snorkeling or beach time this is the place for you.
Top guest favourite
Villa in East End
5 out of 5 average rating, 11 reviews

Cayman Wavelength - East End Paradise Villas

EmilyRating, 5 stars1 month ago
Larry was a wonderful host. Always responsive to our questions and respectful. We loved the quiet location and the proximity to some great local restaurants. The pool area was quiet our entire trip. The views from all angle of the house were incredible of the ocean. Keep in mind, water shoes are a must if you're desiring to swim in the ocean from this property. Overall, we would happily book Larry's house again for a future trip!
Superhost
Villa in seven mile beach, george town
New place to stay

Laguna | Relaxing Family Oasis

GodefridaRating, 5 stars3 weeks ago
The home is situated in the second row from the beach which provides easy access to the beach and you're not bothered by a busy noisy beach (especially during high season). There are chairs/umbrellas to use on the beach specifically for the Laguna Bay community. The home is overlooking a nice pond with turtles. There are roosters in the neighbourhood. Friendly but noisy in the morning and will wake you up at the crack of dawn so bring some earplugs if you like to sleep in. The home is a townhouse in a row of around 5 and this is the corner lot. Neighbours were quiet and friendly. There is also a security guard on duty 24/7. It's a short walk to major grocery store (Fosters) which is situated in Camana Bay - an upscale area with lots of great restaurants overlooking the bay. The ice cream store just outside the compound is convenient and great products. Home also comes with pickle ball sets. Overall a great relaxing stay.
Villa in LITTLE CAYMAN
5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

PaulRating, 5 stars13 months ago
Very high quality and luxury condo, extremely homely and comfortable, in a beautiful small and quiet development of just 8 apartments. The island is amazing and use of kayaks and snorkeling from the resort was also great. Check-in / check-out could have been a bit clearer in terms of instructions and pick-ups etc , but great place on an amazing island, even if food options are very limited (Hungry Iguana by far the best!)

Villa rentals with a pool

Superhost
Villa in North Side
4.87 out of 5 average rating, 55 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

ChristyRating, 5 stars2 months ago
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars10 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
Guest favourite
Villa in East End
4.94 out of 5 average rating, 48 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

MariaRating, 5 stars2 weeks ago
We had a great time staying at Kabs place. It’s a fantastic house, beautifully decorated. The oceans views were simply amazing. A lot of driving though, but can’t beat the island and serene feeling at the east end. Kab was a great host and communicated clearly and often. We loved staying at Kabs place and will stay there again!
Top guest favourite
Villa in East End
5 out of 5 average rating, 11 reviews

Cayman Wavelength - East End Paradise Villas

EmilyRating, 5 stars1 month ago
Larry was a wonderful host. Always responsive to our questions and respectful. We loved the quiet location and the proximity to some great local restaurants. The pool area was quiet our entire trip. The views from all angle of the house were incredible of the ocean. Keep in mind, water shoes are a must if you're desiring to swim in the ocean from this property. Overall, we would happily book Larry's house again for a future trip!
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars5 months ago
My wife and I traveled to Cayman Brac with 2 of our adult children over Christmas week. Coral Beach Villa was the perfect property for this stay. It is centrally located, in a very private setting, with a private pool and hot tub. The three master bedroom suites were ideal and gave my adult children the individual privacy they wanted while on vacation. Joy was a delight to work with, providing valuable insight on the island and responding immediately to any questions or requests I had. I would highly recommend this property to anyone wanting high-end private accommodations on Cayman Brac.
Superhost
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars1 month ago
The property is perfectly positioned on the island, everything is within a 20 minute drive. The beach at the property was very quiet and convenient when you want to relax and pause the island exploration. The house is equipped with everything you may need. If you like to cook they provide everything. If you want to eat out there are plenty of options in a 5-10 minute radius. I’d highly recommend this property if you want to both explore and take advantage of a beach/pool combo. Lastly, Ann was very responsive before, during and after our stay. She was very helpful when we had questions.
Superhost
Villa in seven mile beach, george town
New place to stay

Laguna | Relaxing Family Oasis

GodefridaRating, 5 stars3 weeks ago
The home is situated in the second row from the beach which provides easy access to the beach and you're not bothered by a busy noisy beach (especially during high season). There are chairs/umbrellas to use on the beach specifically for the Laguna Bay community. The home is overlooking a nice pond with turtles. There are roosters in the neighbourhood. Friendly but noisy in the morning and will wake you up at the crack of dawn so bring some earplugs if you like to sleep in. The home is a townhouse in a row of around 5 and this is the corner lot. Neighbours were quiet and friendly. There is also a security guard on duty 24/7. It's a short walk to major grocery store (Fosters) which is situated in Camana Bay - an upscale area with lots of great restaurants overlooking the bay. The ice cream store just outside the compound is convenient and great products. Home also comes with pickle ball sets. Overall a great relaxing stay.
Guest favourite
Villa in West End
5 out of 5 average rating, 10 reviews

5-bdm beachfront villa w/pool, cabana & more

LisaRating, 5 stars5 months ago
Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.

Destinations to explore