Holiday Homes in Grand Cayman

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Featured Holiday Homes in Grand Cayman

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
Beach towels

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

9.6 out of 10, Exceptional, (32)
"We loved staying at the Yellow House during our time in Grand Cayman. The location provided a good home base for exploring the island in all directions, and a quiet place to unwind afterwards. The house is well maintained, provided a lot of amenities for our family, and the host was very helpful providing info and communicating with us. We recommend the Yellow House for your next vacation!"
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Property grounds

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had an absolutely amazing stay at Azure Breeze in early November! Our group, consisting of 6 people (3 couples), were extremely happy with the accommodations, including comfortable beds, a spacious and aesthetic living room/dining room area, and the ability to walk straight out to the beach! On top of accommodations, this property is in a fantastic location on Grand Cayman, the North Side, just minutes from two of our favorite hangout spots, Rum Point and Kaibo (both of which are recently...
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Property grounds

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

9.8 out of 10, Exceptional, (155)
"This was a very comfortable size home for four adults and two children (10 and 6) We were happy with all the supplied towels, many pantry items and coffee available in the kitchen (I wish I had looked more carefully before we went to the store!) and especially all of the well organized and good quality snorkel and beach gear in the garage. We would have loved it had the wind cooperated for us to use the kayak that was also at the ready in the back yard. The home was spotless and ready upon...
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Property grounds

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (22)
"We had such a great stay! The owners have made sure that every convenience and comfort of home has been accounted for. When you arrive there are toiletries and a fully equipped kitchen ready for you. There are many extra details such as backyard games and kayaks. The beach is the backyard and there are snorkel sets to use. The pool on the patio is just right with plenty of seating, whether you want shade or sun. The personalized crafts throughout the house are a nice touch and add to the...
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Coco Kai Beach Front Villa with Heated Pool and Private Dock
A heated pool

Coco Kai Beach Front Villa with Heated Pool and Private Dock

10.0 out of 10, Exceptional, (81)
"Our family of 7 enjoyed the stay at Coca Kai. We really liked the location and cleanliness of the house. A vehicle is necessary for getting around. Thanks for the hospitality. "
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Slice of Paradise- 2 mins from Spotts Beach!
Property grounds

Slice of Paradise- 2 mins from Spotts Beach!

9.2 out of 10, Wonderful, (10)
"The rental space is perfect for one or two people in a beautiful home. They are also very helpful and having someone to pick you up from the airport is fantastic. "
The price is AU$275
includes taxes & fees
6 Jan - 7 Jan 2025
Slice of Paradise- 2 mins from Spotts Beach!
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Property grounds

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

10.0 out of 10, Exceptional, (7)
"Location is fantastic if you like to snorkel. Home is close to Rum Point and an easy walk down the beach. We had a good bit of rain (early June stay) but were told by the locals that it was unusually rainy. Be sure to try Tukka and Check In restaurants."
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool
Outdoor pool, a heated pool

Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool

10.0 out of 10, Exceptional, (68)
"We spent a delightful couple of weeks in West Bay, initially celebrating my 70th birthday and then exploring the island's incredible range of attractions. The house had everything, from heated swimming pool to gas barbecue and pizza oven, from table tennis table to indoor gym. It is also situated close to a nice beach with great snorkelling and rock pooling and the Heritage Kitchen, a small shack selling the best home-cooked mahi-mahi and lobster, best enjoyed with a beer whilst watching the sun...
Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
On the beach, sun-loungers, beach towels

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

10.0 out of 10, Exceptional, (34)
"The location and property itself was great! We had a wonderful time."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
Pool

Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside

9.6 out of 10, Exceptional, (18)
"I rented this home for a family vacation, that included my elderly parents. Everything you could possibly want is onsite or a quick message to the groundskeepers and it would be delivered. Lots of space…indoors and outdoors. Felt very private. Would definitely recommend this home!"
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
PROMO: Waterfront Villa on Private Beach at Rum Point, 3 Free Kayaks, 4 bikes
On the beach, sun-loungers, beach towels

PROMO: Waterfront Villa on Private Beach at Rum Point, 3 Free Kayaks, 4 bikes

9.8 out of 10, Exceptional, (60)
"Our stay at Barefoot Lagoon #11 was fantastic. Our family of 4 was very comfortable there. Prior to our stay the property owner provided us with maps and various places to explore during our stay. During our stay I had a question and the property owner was quick to respond. Having the beach across the street, bay just outside the back door along with a pool too was lovely. We took the kayaks out three times in the evening to experienced the bioluminescence. It was magical! This was one of the...
PROMO: Waterfront Villa on Private Beach at Rum Point, 3 Free Kayaks, 4 bikes
Ocean Paradise
Outdoor pool, pool loungers

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise
Neptune's Nest by the Sea, East End
Outdoor pool

Neptune's Nest by the Sea, East End

10.0 out of 10, Exceptional, (13)
"Great setup and amenities for a great price "
Neptune's Nest by the Sea, East End
15% OFF - select summer weeks!
On the beach, sun-loungers, beach towels

15% OFF - select summer weeks!

10.0 out of 10, Exceptional, (19)
"We booked a quick get away and it was perfect. The house, the location, the grounds, everything. Thank you for offering us your beautiful home. We hope to return soon."
15% OFF - select summer weeks!
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
Pool

Villa Esprit – 3 Bedroom Beachfront Villa in North Side

10.0 out of 10, Exceptional, (82)
"We really enjoyed our stay at this property. We were looking for a place to disconnect and relax. This place certainly delivered. The overall property is gorgeous. Very well maintained and clear pride in ownership. We were very happy with the North Shore. We had contemplated going to 7 mile, but we were very happy we did not. Very different vibe on that side of the island and not at all what we were looking for for this trip. We would recommend."
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Outdoor pool, a heated pool

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Pool

Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling

9.6 out of 10, Exceptional, (37)
"This property is incredible. The pictures don't do it justice. The location is amazing (right next to Starfish Point) and the house has everything you need! We hired a chef to come to the house and cook for us, and he was pleased with how the kitchen was stocked with pots, pans, and cooking utensils. The pool can't be heated but we wouldn't have needed a heater anyway. We would definitely stay here again! "
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Spacious Open Concept Large family house with 3 bedrooms. Amazing space.
Property grounds

Spacious Open Concept Large family house with 3 bedrooms. Amazing space.

10.0 out of 10, Exceptional, (17)
"Stay was great. House had all the items we needed and some. Had a good size back yard if you were to bring a pet. It had a place to grill, hot tube. The place was very clean with NO bugs A+ for me. Home got really cold at night great AC and during the day it was a comfortable setting. Plenty of room for a big family to stay. House is in a good neighborhood, and it was quiet. Really was a home away from home...."
Spacious Open Concept Large family house with 3 bedrooms. Amazing space.
Skai Blue: Pool, Free Kayaks, and Dock on Bio Bay.
Outdoor pool

Skai Blue: Pool, Free Kayaks, and Dock on Bio Bay.

9.0 out of 10, Wonderful, (2)
"My siblings and our families stayed at S’Kai Blue and had the most wonderful time. Property is well appointed, location was stunning, and management were easy to work with. Some cleanliness issues on the beachfront including broken glass and a pile of nails were the only issues we encountered. We had an infant and a few young kids staying with us so that was concerning and did limit the time we spent enjoying the beach front. Management responded quickly to the issue and sent a crew over to...
Skai Blue: Pool, Free Kayaks, and Dock on Bio Bay.
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living
Pool

Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living

9.6 out of 10, Exceptional, (16)
"We really enjoyed our family time at Cayman Dream! The pool was great- we swam every day. The house was great- we cooked a lot of meals at home. The A/C was very welcomed at the end of hot days at the beaches. Our kids enjoyed the cats and chickens that welcomed us every day. Overall a really great vacation."
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living
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.
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Other property types in Grand Cayman

Galleon Villas by Hello Cayman Vacation
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, (174)
"Great vacation spot"
The price is AU$1,189
includes taxes & fees
5 Jan - 6 Jan 2025
Galleon Villas by Hello Cayman Vacation
Villas of the Galleon
On the beach, white sand, sun-loungers, beach umbrellas

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (92)
"The villa was clean and had everything we needed for our stay. I would recommend. "
Villas of the Galleon
ONE Canal Point
Exercise/lap pool

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (89)
"One Canal Point is a fantastic newer property that is very close to heart of Seven Mile Beach. We chose this property because it was a little quieter than all the hotel/resort action along the beach...and were glad we did. It is a fantastic property. Check-in and check-out was very easy. Pool and hot tub are exceptional. Plenty of nearby restaurants that we chose not to get a car. A little tricky to walk to Camana Bay (grocery store and water taxi) but we did with no worries. The ONLY...
ONE Canal Point
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.