Villa holiday rentals in Cayman Islands

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

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 stars3 months ago
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing
Superhost
Villa in South Sound
4.81 out of 5 average rating, 31 reviews

Incredible Beach Front Villa!

KrisRating, 5 stars2 weeks ago
This was a last minute trip and it was beautiful. The highlight for me was sitting on the patio every morning and night with the breeze and the sound of the ocean. The main bedroom upstairs had a very comfortable bed and a great view of the water. The kitchen had everything we needed to cook and also we used the barbecue. I definitely recommend Jason’s place for your next vacation.
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, 49 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

BrandiRating, 5 stars1 week ago
The property is in a quiet location with ocean views from every room. A beautiful pool with lots of sun or shade depending on your mood. The location is right across from a private beach. Kab was awesome to work with and has a lot of local recommendations in a notebook. Very close to Tukka, which was so good we went there twice during our stay! I would definitely stay here again!
Guest favourite
Villa in West Bay
4.92 out of 5 average rating, 119 reviews

Luxury villa right across 7mile Beach + Bed Swing

AbigailRating, 5 stars1 week ago
It was clean and accurately described. The hosts were very communicative and replied within a timely manner. The location is beautiful and in walking distance to the beach and other necessities.
Superhost
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars2 months 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 West End
4.86 out of 5 average rating, 14 reviews

2-bdm tropical beach paradise w/ pool, cabana&more

TimothyRating, 5 stars2 months ago
Henry’s place was the perfect place for some deep relaxation! Right on the water, with beautiful grounds and hammocks that were perfect for drifting in and out of sleep, reading, and generally soothing the days away. The location too, was perfect. Just a few minutes from “downtown” and under ten minutes to the Brac Scuba Shack. The sea was a bit choppy right in front of the house, but on calm days, you could absolutely shore dive just out the front. While we were there, the other two units were unoccupied, which meant that we had the hammocks and pool to ourselves. The interior was perfectly appointed with a great kitchen and comfy couches. Communication was impeccable. We would absolutely return!
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.

Luxury villa rentals

Villa in West Bay
4.86 out of 5 average rating, 7 reviews

Cayman Breezes at Villas Pappagalo

EmiliRating, 5 stars28 months ago
We loved our stay! There was lots of space for gathering as a family. The kitchen was sufficient for our cooking needs. Loved the updated bathrooms. Everyone in our group said their beds were comfortable. Each bedroom had a balcony with an ocean view which was a huge plus! The beach was just lovely. One thing we were just a bit disappointed with was the wind, which no one can control! It made the ocean almost too rough to get into and churned up things so the snorkeling was not great. We made a friend at the condo and she said the west side of the island tends to be windier, but some days they have no wind and when that happens the snorkeling is awesome!
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.
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.
Villa in Old Man Bay
4.9 out of 5 average rating, 10 reviews

4 Bedroom home on private nature reserve

RichRating, 5 stars23 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.
Villa in Rum Point

Dreamy Oceanfront Villa Prime Location

KylerRating, 5 stars5 months ago
Awesome spot. It’s located on a beautiful breezy beach with great snorkeling right off the sand. The house is very clean and newly renovated. A short walk to rum point and a great quiet location. We went during one of the busiest weeks of the year and it felt like we were secluded and private.
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 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 stars3 months ago
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing
Superhost
Villa in South Sound
4.81 out of 5 average rating, 31 reviews

Incredible Beach Front Villa!

KrisRating, 5 stars2 weeks ago
This was a last minute trip and it was beautiful. The highlight for me was sitting on the patio every morning and night with the breeze and the sound of the ocean. The main bedroom upstairs had a very comfortable bed and a great view of the water. The kitchen had everything we needed to cook and also we used the barbecue. I definitely recommend Jason’s place for your next vacation.
Guest favourite
Villa in East End
4.94 out of 5 average rating, 49 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

BrandiRating, 5 stars1 week ago
The property is in a quiet location with ocean views from every room. A beautiful pool with lots of sun or shade depending on your mood. The location is right across from a private beach. Kab was awesome to work with and has a lot of local recommendations in a notebook. Very close to Tukka, which was so good we went there twice during our stay! I would definitely stay here again!
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 stars2 months 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
5 out of 5 average rating, 3 reviews

Laguna | Relaxing Family Oasis

GodefridaRating, 5 stars1 month 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.
Superhost
Villa in West End
4.86 out of 5 average rating, 14 reviews

2-bdm tropical beach paradise w/ pool, cabana&more

TimothyRating, 5 stars2 months ago
Henry’s place was the perfect place for some deep relaxation! Right on the water, with beautiful grounds and hammocks that were perfect for drifting in and out of sleep, reading, and generally soothing the days away. The location too, was perfect. Just a few minutes from “downtown” and under ten minutes to the Brac Scuba Shack. The sea was a bit choppy right in front of the house, but on calm days, you could absolutely shore dive just out the front. While we were there, the other two units were unoccupied, which meant that we had the hammocks and pool to ourselves. The interior was perfectly appointed with a great kitchen and comfy couches. Communication was impeccable. We would absolutely return!
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