Holiday Homes in Grand Cayman

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Featured Holiday Homes in Grand Cayman

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!
Slice of Paradise- 2 mins from Spotts Beach!
9.2 out of 10, Wonderful, (9)
"Very nice quiet neighborhood just a short drive from main parts of George town. Property manager very communicative to ensure smooth check in and arrival process. Has everything you need for a peaceful night or 2. "
The price is AU$268
includes taxes & fees
22 Nov - 23 Nov
Slice of Paradise- 2 mins from Spotts Beach!
Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman
9.8 out of 10, Exceptional, (30)
"Ease and comfort. Property exactly as described and reviewed by others. Key for our family was comfy beds, good view, nice kitchen, paddle boards, and good snorkeling. We were on scuba dive vacation. We have always stayed north end of 7 mile beach and looking to explore north and east side. We scuba dove every morning and snorkeled in afternoon (10 feet from house). We saw more marine life on coral heads outside the house than we did on scuba dives. The coral heads stretch a mile...
Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (153)
"Sadly, our second week at this house was cut short by Hurricane Beryl, but our first week here was amazing. The house has absolutely everything you need for the beach. The pool was beautiful and we had coffee on the beach every morning. We love the slower pace of Rum Point and this house was so peaceful and beautiful. Karen was wonderful and very quick to respond."
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
10.0 out of 10, Exceptional, (54)
"The house had everything we needed to be comfortable. We love the ice machine that was a bonus! We had a great time in the pool, at the beach, and with the kayaks. We usually stay in this area and love it. Thank you for an easy stay and a fantastic week."
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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!!
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
10.0 out of 10, Exceptional, (31)
"We LOVED every minute of our stay! Amazing location and the villa was spectacular. We wanted for nothing. Everything we could possibly need to enjoy our trip was provided; floats, snorkel gear, coolers, beach towels, fully appointed kitchen, etc. Great beach just steps away. We saw giant lobster, lion fish, starfish, and other various sea creatures right there at the property. Kaibo and Run Point offered fantastic dining options! Thank you for everything!"
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise
FREE Summer Night! Private oceanfront home with wrap-around screened porch
10.0 out of 10, Exceptional, (23)
"We all loved the house! It had everything we needed for a great stay. It’s away from the hustle and bustle of Georgetown, but not a far drive to get there for the day. Having the ocean view as the backyard was amazing. We would definitely rent from Brooke again!"
FREE Summer Night! Private oceanfront home with wrap-around screened porch
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
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
9.6 out of 10, Exceptional, (36)
"Clean enough space for 6 adults 5 children Access to Kaibo and rum point Star fish point was across the street Great sea shell hunting"
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Villa Olea - Grand Harbour
10.0 out of 10, Exceptional, (2)
"Lovely property and owner, fantastic stay thank you. Great communication. Great area close to shops and restaurants. Wonderful pool, waterside location."
The price is AU$2,103
includes taxes & fees
4 Dec - 5 Dec
Villa Olea - Grand Harbour
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
9.8 out of 10, Exceptional, (8)
"The property was amazing! It was well laid out and so gorgeous. We had a great time."
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!
9.2 out of 10, Wonderful, (7)
"This was our first time to the island. We enjoyed our stay very much. The house is very comfortable and the outdoor space was very relaxing. Penny, the property manager was great, very knowledgeable and attentive."
In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
8.0 out of 10, Very good, (1)
"Property is well furnished and quite comfortable for large groups with all the necessary amenities. Great views and close to tennis/pickleball courts. It is located some distance from resort and the golf cart commute (5 minutes) is not the most scenic. Just wish the pool would have been heated as it was too cold to utilize."
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
10.0 out of 10, Exceptional, (2)
"Excellent location and perfect for family setup with three different areas."
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
10.0 out of 10, Exceptional, (14)
"Spent 10 days at the house. Very close to the airport and downtown for shopping, restaurants and markets. Enjoyed using the kayaks and paddle boards. Snorkeled out towards the breakers and it was very good. House is beautiful, had everything we needed to enjoy some quiet time. Patricia and Tricia were awesome to deal with. Would definitely go again."
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
Relax Enjoy and Play
9.6 out of 10, Exceptional, (15)
"It was a great stay. The unit was right next to the pool and we didn't see anyone in the pool all 5 days we stayed. We explored the island during the day and lounged at the pool at night. The kitchen is well equipped and we had no problem preparing meals. I had read reviews about the AC being locked at 75 degrees but this was not a problem. When you are at the beach all day, coming back to 75 degrees is great. And there are ceiling fans throughout the unit. I would definitely stay there again."
Relax Enjoy and Play
LEMONGRASS HAVEN 3 bedroom home
LEMONGRASS HAVEN 3 bedroom home
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot
2.0 star property
10.0 out of 10, Exceptional, (17)
"The house was perfect! The views were incredible! Everything about our trip was perfect! The kids loved the snorkeling right outside the house, it was truly unforgettable!"
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot
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
3.5 star property
10.0 out of 10, Exceptional, (158)
"Best place to stay in Cayman. "
The price is AU$897
includes taxes & fees
22 Nov - 23 Nov
Galleon Villas by Hello Cayman Vacation
Villas of the Galleon
2.5 star property
9.8 out of 10, Exceptional, (86)
"Beautiful beach and close to all amenities love Andrew who has worked there for years always excellent we have been staying there for years our favorite place "
Villas of the Galleon
Regal Beach Club
4.0 star property
9.6 out of 10, Exceptional, (226)
"This was a last minute booking due to hurricane milton. This place was great. They accommodated an early check in. Check in was easy. Kitchen had everything we needed. Plenty of towels. Very sweet security guard on the property. Would stay again."
Regal Beach Club
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.
Beautiful view of the beach with palm trees

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