House vacation rentals in Cayman Brac

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Popular amenities for Cayman Brac house rentals

House rentals with a pool

A serene outdoor space features white lounge chairs positioned by a swimming pool, with gentle palm trees swaying in the breeze. A fabric shade extends above, providing protection from the sun, while the ocean glimmers in the background under a soft sunset light.
Home in Stake Bay
5 out of 5 average rating, 15 reviews

Sea Fan Meadows: Oceanfront w/ Pool

MatthewRating, 5 stars9 months ago
Have been wanting to vacation at Cha Che’s home for 15years! Finally made it - didn’t want to leave! Total privacy, peaceful, and tranquil. Watched sunrise and sunset from the pool every day. House was lovely. Ocean was a bit rough some days due to hurricane Beryl but great snorkeling on property. Pool was perfect. Kitchen was lovely. Bed was comfy. Couldn’t ask for better. Will definitely return on our next trip to Cayman as it felt like our home away from home!!!
A view from a covered porch offers a glimpse of the freshwater pool and the ocean beyond. Palm trees provide greenery, while gentle waves can be seen lapping at the shoreline in the distance. The space exudes a relaxing atmosphere.
Home in Cayman Brac
5 out of 5 average rating, 15 reviews

Captain's Cove Luxury Private Beachhouse

JulianRating, 5 stars12 months ago
An out of this world location. The sound of the sea, the warm breeze, the peace and quiet, crystal clear night skies and twinkling stars, relaxing on the veranda. Could have quite happily spent another week there, the house was very comfortable and AC and ceiling fans kept things at a moderate temperature despite temperatures outside heading in the low 90F's. Location wise its easy to find and easily accessible from the airport, within 15/20 minutes. Will recommend to friends and family and would love to return at some point.
A clear view of the ocean is framed by palm trees, with gentle waves lapping against the rocky shoreline. A compact swimming pool lies just outside a covered terrace, surrounded by a stone deck. Sunlight reflects off the water, creating a serene atmosphere.
Home in Cayman Brac
4.44 out of 5 average rating, 9 reviews

Southern Reach. "A Little Piece of Paradise

TristanRating, 5 stars39 months ago
Our second trip in only a few months - love the location for the nature and the pool is a big hit. Paul is very responsive. Looking forward to coming back soon!
Guest favorite
An aerial view captures the layout of the property, highlighting the main house and the private pool. Outdoor furniture is arranged around the pool, with shaded areas provided by umbrellas, surrounded by sandy terrain and green vegetation.
Home in Spot Bay
5 out of 5 average rating, 6 reviews

Dan's Dive Seaside Retreat in Spot Bay with Pool

ChristineRating, 5 stars1 week ago
We were met at the Airport by Liesel who took us to the house and showed us around, this wasn't necessary as the location was easy to find, however is was a nice start and touch to our weekend away. You do need to hire a vehicle if staying here as it is a distance from most restaurants. Overall a nice quiet location with stunning views, would stay here again.
The outdoor pool area features a shaped pool with a soothing spa nearby, overlooking the tranquil sea. Palm trees line the horizon, and soft hues of evening light reflect off the water, creating a serene setting for relaxation.
Home in Stake Bay
5 out of 5 average rating, 3 reviews

2 Homes 10 Guest Waterfront Luxury Cayman Brac

JanRating, 5 stars7 months ago
This is the second time that we have vacationed on Cayman Brac. We love the laid back, friendly atmosphere, the incredible natural beauty of the island, the snorkling (some gear provided), and the great accommodations! We planned to have more family members join us, but when they couldn't come, we decided to live the rich life at Coral Beach Villa ourselves. My husband and I had the main house to ourselves, and my son and daughter-in-law took the guest house. The entire place was equipped to sleep 10 comfortably with all bedrooms spacious with ensuite baths. The kitchen had everything we needed, and washer and dryer in laundry. The dining table was huge, but we preferred to eat most meals on the lovely outdoor table. Lounging by the pool at our completely private resort was our favorite activity, and Mr. Orane, the property manager, regularly came to clean the pool and check to see if we were all well. A tropical storm blew through, but the house was sturdy, and we never felt unsafe.

Weekly house rentals

Superhost
A sunlit lounge area features large windows offering views of the coastline. A blue sofa is positioned next to a wooden folding chair, with sheer curtains allowing soft light to fill the space. A decorative rug complements the tile flooring.
Home in Cayman Brac
4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

GingerRating, 5 stars1 month ago
A beautiful spot on Cayman Brac. We watched the sunrise every morning. Very clean, accurate photos and description, comfortable beds, gorgeous views. The pool needed some attention while we were there and the host was super responsive. As previously mentioned in other comments, the pool area is very sunny during the afternoon. We had an amazing stay and would stay again when visiting Brac.
Superhost
A clear blue pool lies adjacent to a private beach, surrounded by soft white sand. Palm trees gently sway in the breeze, and the tranquil ocean stretches towards the horizon under a bright blue sky with scattered clouds.
Home in Cayman Brac
5 out of 5 average rating, 16 reviews

Featherstone - Upstairs Beach Front Apartment

JeffRating, 5 stars1 month ago
Coralie was great. Proactive communication. Flexible on check-in and -out. Helped right away with a minor problem Place was great. Cottage vibe, nicely decorated, comfortable Mattresses were great/comfy Kitchen (very important for me cuz we cook) was stocked with basics - right spices, good amount of condiments in the fridge, pots, pans, etc. We would stay again.
Superhost
A young seabird is nestled among green foliage, showcasing soft white feathers and a distinctive black face. The surrounding leaves create a vibrant backdrop, highlighting the bird's delicate features and its natural habitat.
Home in West End
5 out of 5 average rating, 3 reviews

Sunsets! sandy beach, great outside screened in rm

JohnRating, 5 stars15 months ago
Henry’s place is on the west end and right on the water. It is a beautiful location. It is very well equipped. He was very responsive and helpful to make our stay a great one. Would definitely recommend!
Guest favorite
Two bicycles are parked on sandy ground in front of a two-story beach house. The house has a wraparound veranda and bright blue accents, surrounded by lush greenery and partial ocean views. Clear skies can be seen above, enhancing the outdoor setting.
Home in Blossom Village
4.95 out of 5 average rating, 39 reviews

Gorgeous Beach House in Little Cayman

BRating, 5 stars3 weeks ago
Great stay at the Hideaway. Location is off the beaten path, but so is the whole island. Hideaway was clean and comfortable. A large iguana hung around the shed during my stay. The house is mere steps from the beach. The beach had algae growth, which prevented swimming. However, this algae seemed common around the island unfortunately. Considering the salt does a number on these properties, the bungalow was in good condition. The hanging chair on the patio was my favorite. The property manager quickly resolved a broken bolt holding the chair -- responsive hosts. This property is great for a couples getaway, or family with 2 children. Prepare ahead for food provisions. The one store has limited items. I was able to make coffee without a store visit since the kitchen was well equipped. The e-Bike ride from airport/store is 15-20 min. A scooter would be more convenient to reach further parts of the island. Little Cayman is best suited for those looking for solitude, and Hideaway delivers
Top guest favorite
The outdoor area features a large swimming pool with a built-in jacuzzi, surrounded by lounge chairs and tropical vegetation. A shaded cabana is visible, providing an area for relaxation with ocean views beyond. The clear blue water and bright sky create a serene atmosphere.
Home in Stake Bay
5 out of 5 average rating, 60 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

ShahlaRating, 5 starstoday
Our stay at Tides End, Cayman Brac was nothing short of spectacular. The home itself was absolutely stunning—beautifully designed, immaculately clean, and equipped with every amenity you could possibly need (and more!). The location couldn’t have been more perfect—peaceful, private, and surrounded by breathtaking views. From the moment we arrived, we felt completely at ease. The hosts were incredibly gracious and attentive, making sure we had everything we needed to enjoy our stay to the fullest. Their warm hospitality added a personal touch that made the experience even more special. Whether you’re looking for a relaxing escape or a base to explore all that Cayman Brac has to offer, Tides End is the ideal choice. We can’t wait to return!
Superhost
A light blue two-story house is surrounded by lush greenery and features a flowering bougainvillea tree. A wooden staircase leads to the upper level, enhancing the home's coastal charm. Adjacent to the house, sandy beach and tropical foliage create a serene outdoor atmosphere.
Home in West End
4.8 out of 5 average rating, 10 reviews

The Ocean Odyssey Main Guest House - Sonscape

SueRating, 5 stars3 weeks ago
AH-MAZ-ING. Perfect location. Amazing sunset. Fully stocked kitchen. Hammocks, deck view, and a very large space for our group. Books to pursue, a beautiful beach to wander, or just time to be still and relax, can’t recommend more.
Top guest favorite
The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.
Home in Little Cayman
4.96 out of 5 average rating, 168 reviews

Just Chillin in Little Cayman

SophiaRating, 5 stars2 weeks ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!

Private house rentals

Superhost
A sunlit lounge area features large windows offering views of the coastline. A blue sofa is positioned next to a wooden folding chair, with sheer curtains allowing soft light to fill the space. A decorative rug complements the tile flooring.
Home in Cayman Brac
4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

GingerRating, 5 stars1 month ago
A beautiful spot on Cayman Brac. We watched the sunrise every morning. Very clean, accurate photos and description, comfortable beds, gorgeous views. The pool needed some attention while we were there and the host was super responsive. As previously mentioned in other comments, the pool area is very sunny during the afternoon. We had an amazing stay and would stay again when visiting Brac.
Superhost
A clear blue pool lies adjacent to a private beach, surrounded by soft white sand. Palm trees gently sway in the breeze, and the tranquil ocean stretches towards the horizon under a bright blue sky with scattered clouds.
Home in Cayman Brac
5 out of 5 average rating, 16 reviews

Featherstone - Upstairs Beach Front Apartment

JeffRating, 5 stars1 month ago
Coralie was great. Proactive communication. Flexible on check-in and -out. Helped right away with a minor problem Place was great. Cottage vibe, nicely decorated, comfortable Mattresses were great/comfy Kitchen (very important for me cuz we cook) was stocked with basics - right spices, good amount of condiments in the fridge, pots, pans, etc. We would stay again.
Superhost
A young seabird is nestled among green foliage, showcasing soft white feathers and a distinctive black face. The surrounding leaves create a vibrant backdrop, highlighting the bird's delicate features and its natural habitat.
Home in West End
5 out of 5 average rating, 3 reviews

Sunsets! sandy beach, great outside screened in rm

JohnRating, 5 stars15 months ago
Henry’s place is on the west end and right on the water. It is a beautiful location. It is very well equipped. He was very responsive and helpful to make our stay a great one. Would definitely recommend!
Guest favorite
Two bicycles are parked on sandy ground in front of a two-story beach house. The house has a wraparound veranda and bright blue accents, surrounded by lush greenery and partial ocean views. Clear skies can be seen above, enhancing the outdoor setting.
Home in Blossom Village
4.95 out of 5 average rating, 39 reviews

Gorgeous Beach House in Little Cayman

BRating, 5 stars3 weeks ago
Great stay at the Hideaway. Location is off the beaten path, but so is the whole island. Hideaway was clean and comfortable. A large iguana hung around the shed during my stay. The house is mere steps from the beach. The beach had algae growth, which prevented swimming. However, this algae seemed common around the island unfortunately. Considering the salt does a number on these properties, the bungalow was in good condition. The hanging chair on the patio was my favorite. The property manager quickly resolved a broken bolt holding the chair -- responsive hosts. This property is great for a couples getaway, or family with 2 children. Prepare ahead for food provisions. The one store has limited items. I was able to make coffee without a store visit since the kitchen was well equipped. The e-Bike ride from airport/store is 15-20 min. A scooter would be more convenient to reach further parts of the island. Little Cayman is best suited for those looking for solitude, and Hideaway delivers
Top guest favorite
The outdoor area features a large swimming pool with a built-in jacuzzi, surrounded by lounge chairs and tropical vegetation. A shaded cabana is visible, providing an area for relaxation with ocean views beyond. The clear blue water and bright sky create a serene atmosphere.
Home in Stake Bay
5 out of 5 average rating, 60 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

ShahlaRating, 5 starstoday
Our stay at Tides End, Cayman Brac was nothing short of spectacular. The home itself was absolutely stunning—beautifully designed, immaculately clean, and equipped with every amenity you could possibly need (and more!). The location couldn’t have been more perfect—peaceful, private, and surrounded by breathtaking views. From the moment we arrived, we felt completely at ease. The hosts were incredibly gracious and attentive, making sure we had everything we needed to enjoy our stay to the fullest. Their warm hospitality added a personal touch that made the experience even more special. Whether you’re looking for a relaxing escape or a base to explore all that Cayman Brac has to offer, Tides End is the ideal choice. We can’t wait to return!
Superhost
A light blue two-story house is surrounded by lush greenery and features a flowering bougainvillea tree. A wooden staircase leads to the upper level, enhancing the home's coastal charm. Adjacent to the house, sandy beach and tropical foliage create a serene outdoor atmosphere.
Home in West End
4.8 out of 5 average rating, 10 reviews

The Ocean Odyssey Main Guest House - Sonscape

SueRating, 5 stars3 weeks ago
AH-MAZ-ING. Perfect location. Amazing sunset. Fully stocked kitchen. Hammocks, deck view, and a very large space for our group. Books to pursue, a beautiful beach to wander, or just time to be still and relax, can’t recommend more.
Top guest favorite
The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.
Home in Little Cayman
4.96 out of 5 average rating, 168 reviews

Just Chillin in Little Cayman

SophiaRating, 5 stars2 weeks ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!

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