Holiday Homes in Cayman Islands

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Featured Holiday Homes in Cayman Islands

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$266
includes taxes & fees
8 Dec - 9 Dec
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$3,694
includes taxes & fees
15 Dec - 16 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

Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U

9.8 out of 10, Exceptional, (51)
"The property is very well maintained. Beds are comfortable, kitchen well stocked with plates, utensils, etc, large refrigerator. Location couldn’t be better. "
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U

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

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

10.0 out of 10, Exceptional, (5)
"Enjoyed our time at the Brac"
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!
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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Beautiful view of the beach with palm trees

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