
Grand Cayman family rentals
We found 1,289 family rentals — enter your dates for availability
Find the best place to stay - Grand Cayman
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
Sleeps 8 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
The peace and tranquility of this cottage Works Wonders on the soul....
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Sleeps 14 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers
Sleeps 11 · 4 bedrooms · 4+ bathrooms
Top rated rentals - Grand Cayman
7 Mile Getaway
1010 out of 10
Exceptionalexceptional
187 reviews(187 reviews)
This property is in a great location, with all amenities nearby. The swim up bar is a fun touch. We will hopefully return for a longer stay. The hosts did a very nice job of making this unit more of a home than a hotel.
Glenn S.
Stayed Mar 2025
Cayman Rugby Retreat
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Our son had the great opportunity to train with the Cayman National team coaches and this fantastic condo was the ideal location for all we did and saw on the island. The kitchen and rooms are well appointed, the ocean is outside your door, and shopping and essentials are all walking distance. Highly recommend a stay at Cayman Reef!
Jay T.
Stayed Mar 2025
Great place
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
What a wonderful stay at the Villas of the Galleon!
Everything about it exceeded our expectations from the cleanliness and house keeping to the location and most of all how wonderful to have all the appliances and utensils in the kitchen in great working order.
Beds were very comfortable and lots of bath and beach towels
Can't say enough good things about this place.
The property is very well maintained with lots of lounge chairs on the beach.
Will return soon
George K.
Stayed Dec 2024
Spacious and clean
1010 out of 10
Exceptionalexceptional
129 reviews(129 reviews)
We really enjoyed our stay at this property. Communication with the host was excellent, the apartment had more than enough room for all 5 of us, and the property facilities were great. Everyone enjoyed swimming in the pool, hot tub and grotto. Access to transit was easy and there were enough restaurants close by that we didn’t need to go far when we wanted to eat out. The grocery store was an easy 15 minute walk down the road. Andy’s car rental is a 5 minute walk, so that made our car rental for a one day excursion very convenient. Thanks for making our time in Grand Cayman enjoyable!
Fera P.
Stayed Nov 2024
Really good
1010 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Beautiful sea side house with large windows overlooking large deck and in ground pool. The house is very clean. Love the dual-climate A/C.
Thank you Jim & Cora!
Bert S.
Stayed Jun 2024
March break getaway
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Amazing property for us for the week. The ocean views and sunsets were awesome! The comfo was well equipped and the host Jayne was east to contact and quick to respond to our questions. We are already planning a return trip! Thanks Jayne😎
Dan B.
Stayed Mar 2024
Paradise at Your Doorstep
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Amazing property and location. Large pool you can do laps in, kayaks and other equipment, and snorkeling with lots of fish and interesting rock formations right off the beach. A gazebo at the end of the dock that it great for relaxing, enjoying the sea breeze, and kicking back and reading a book. Away from the traffic and hustle and bustle but close to activities at Rum Point.
The property needs a bit of TLC though, signs there was a roof leak in the past that hasn't been fully restored, dirty windows marring the beautiful view, rusted outdoor pizza oven and BBQs, and signs of age all around.
Overall excellent because anyone would enjoy the stay, but the property has the potential to be perfect.
John Y.
Stayed Mar 2024
Great host great home
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Welcoming and supportive host, went above and beyond.
Carl d.
Stayed Feb 2024
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