
Villa vacation rentals in Old Man Bay
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Top-rated villa rentals in Old Man Bay
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Vacation rentals for every style
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Popular amenities for Old Man Bay villa rentals
Private villa rentals

Luxury 3bd Beach Front, # 4 Green, Stunning Views
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing

Incredible Beach Front Villa!
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.

Villa at the Sea Front
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!!!!

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
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!

4 Bedroom home on private nature reserve
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.

Luxury villa right across 7mile Beach + Bed Swing
Great location especially for the price! It's across the street from a quite beach and in a less touristy area.

A Beach Villa in Paradise
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.

Laguna | Relaxing Family Oasis
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.
Luxury villa rentals

Incredible Beach Front Villa!
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.

Gorgeous Sandy Beachfront at Azure Breeze Villas
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.

Beautiful beachfront, romantic get away!
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 at the Sea Front
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!!!!

4 Bedroom home on private nature reserve
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.

Cayman Wavelength - East End Paradise Villas
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!

Laguna | Relaxing Family Oasis
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.

Cayman Breezes at Villas Pappagalo
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 rentals with a pool

Luxury 3bd Beach Front, # 4 Green, Stunning Views
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing

Incredible Beach Front Villa!
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.

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
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!

4 Bedroom home on private nature reserve
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.

Cayman Wavelength - East End Paradise Villas
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!

A Beach Villa in Paradise
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.

Laguna | Relaxing Family Oasis
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.

Cayman Breezes at Villas Pappagalo
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!
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