Vacation Homes in Cayman Islands

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Top Cities in Cayman Islands

Compare 230 Vacation Homes in Cayman Islands with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (156)
"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

Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside

9.6 out of 10, Exceptional, (19)
"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

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

9.6 out of 10, Exceptional, (33)
"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!

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

Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point Beach!

10.0 out of 10, Exceptional, (30)
"This was the best VRBO we have ever been to. The villa was in perfect order and had thought through every detail. There were cooking oils and spices to help with meals. Coffee, filters, first aid kits, shampoo/confitioner, hair dryer, beach towels, beach bags, every detail was thought of. There was an excellent restaurant at the beach club across the street. Rental car is essential. Great location for a relaxing and laid back vacation. We ate in a couple of nights and went out other nights. If...
Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point Beach!

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"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 peace and tranquility of this cottage Works Wonders on the soul....

10.0 out of 10, Exceptional, (53)
"This property is away from the busy touristy part of the island. It is beautiful. The house is perfect for big groups. We had an extended family vacation. The one thing that would make this property perfect, which I know the owners can’t do anything about, is entry to the “beach/ocean” right in front of the house. The owners provide an excellent solution with the paddle boards and kayaks to make it out to a part that you don’t sink when you stand up though. We found plenty of other beaches close...
The peace and tranquility of this cottage Works Wonders on the soul....

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 AED 514
AED 624 total
includes taxes & fees
6 Jan - 7 Jan
Slice of Paradise- 2 mins from Spotts Beach!

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

10.0 out of 10, Exceptional, (35)
"The location and property itself was great! We had a wonderful time."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Villa on Bioluminescent Bay, short walk to Rum Point beach, 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...
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

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

10.0 out of 10, Exceptional, (13)
"Great setup and amenities for a great price "
Neptune's Nest by the Sea, East End

Villa Esprit – 3 Bedroom Beachfront Villa in North Side

10.0 out of 10, Exceptional, (83)
"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

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

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.

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.

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

9.0 out of 10, Wonderful, (2)
"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!

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

10.0 out of 10, Exceptional, (1)
"We very much enjoyed our stay. The house was nice. I believe it just changed hands and they are in process of updating a few things. Nothing that affected our vacation. The only thing that really affected us was thunderstorms but it sure was nice to have this house to relax in. The pool and spa were excellent. They did end up with quite a few leaves, etc due to the storms but that was just mother nature. The East Side is the quiet side. We only saw a handful of people on the beach the entire...
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
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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