Grand Cayman Vacation Rentals & Condos - 92 Rentals Available

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Rum Point Apartment
1 BR / 1 BA / Sleeps 5 1 5 4 night min stay
Apartment / 1 Bedroom / Sleeps 5
1 bedrooms 1 bathroom Sleeps 5
High Speed Internet • Dishwasher • Microwave
"Mi Casa, Su Casa does exactly what it says on the tin! This beautiful Caribbean hideaway has captured the perfect balance between the stunning tropical picture perfect location, luxurious accommodation and vacation activities. We loved this intimate..."
- Anna Keating, Ireland
(1) Excellent (1 review)
1 / 24

Seven Mile Beach Condo
4 BR / 4.5 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 4.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This was our fourth time to the island. We travelled with 4 other couples. This was one of the few places we could find where we could all stay together. This condo was beyond perfect for our group. Every detail of the condo was perfect. We enjoyed having..."
- Whitney Edwards Hokett, Oklahoma City, OK
(6) Excellent (6 reviews)
1 / 100

Rum Point Villa
3 BR / 3.5 BA / Sleeps 6 3 6 3 night min stay
Villa / 3 Bedrooms / Sleeps 6
3 bedrooms 3.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"My family rented 2 condos at Rum Point Retreat and both condos were very nice. The Point is great for both sunrise and sunset and the beach is lovely, especially if you walk out to your left. If you stay close to the water you can walk in front of some..."
- Karin Clarke, London, Ontario
(1) Excellent (1 review)
1 / 19

Rum Point Condo
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"The title says it all. A wonderful 3 week stay in this condo. The condo is very clean and has everything you need for a self- catering holiday. The location is a bit remote but well worth it. Beautiful views and a very quiet part of the island. Beautiful..."
- Laurie Clayton, Walla Walla, WA
(1) Excellent (1 review)
1 / 15

Seven Mile Beach Condo
3 BR / 2 BA / Sleeps 8 3 8 5 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We recently spent the week of New Years at Coconut Bay in this condo and had a great time. It was all we could ask for. Clean, lots of dishes and pots and pans and plenty of beach towels for our many visits to the beach. We were out and about each..."
- Belinda Rude, Kearney, NE
(2) Excellent (2 reviews)
1 / 24

Seven Mile Beach Condo
2 BR / 2.5 BA / Sleeps 4 2 4 Min stay varies
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2.5 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Harbor Heights #6 was great for our January getaway. Updated, clean, well- equipped and the great property location added to the enjoyment of Cayman! The kitchen was so great that we cooked in all but one night! The owners considered all needs ..."
- Amy Rhew Keeter, Greensboro, NC
(1) Excellent (1 review)
1 / 41

George Town Villa
6 BR / 5 BA / Sleeps 17 6 17 Min stay varies
Villa / 6 Bedrooms / Sleeps 17
6 bedrooms 5 bathrooms Sleeps 17
High Speed Internet • Dishwasher • Microwave
"Seascape is everything a big group could want. An absolutely beautiful house, right on Seven Mile Beach. Yuri, the on site manager, is wonderful. You can walk to a beach bar, and some of the most wonderful restaurants are also within walking distance...."
- Mary Grilliot, Suburban Dayton Ohio
(1) Excellent (1 review)
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About Grand Cayman

South of Miami, by roughly 480 miles, sits Grand Cayman Island. It is the largest of the Cayman Islands, and this paradise features sparkling lagoons, breathtaking water views, and a relaxing atmosphere. Choose from a variety of Grand Cayman vacation rentals to complete your stay and live like a local while vacationing in this tropical oasis. 


The best time to visit Grand Cayman is during the winter months from mid-November to April. This time of year brings comfortably warm temperatures, abundant sunshine, and little rain. Temperatures typically top out in the low-80s during these months. Springtime brings slightly warmer temperatures and the occasional sudden bursts of rain. During the summer, visitors can enjoy temperatures in the upper-80s, but must be keep in mind the potential for hurricanes from June until November. 

Things to do

While you might be inclined to simply relax in the comfort of Grand Cayman vacation rentals, there are plenty of attractions on the island to keep you busy and entertained during the day. An unforgettable and fascinating attraction is Stingray City. Actually a sandbar and one of the Cayman Islands’ most special landmarks, Stingray City gives visitors the chance to swim and snorkel amongst stingrays in the crystal-clear waters. There are a number of boat charters that will take visitors to the sandbar for an afternoon unlike any other. Other fun activities in the water include going for a dive at the Kittiwake Shipwreck to explore the artificial reef that has been created there or snorkeling around Rum Point.

In terms of beaches, Grand Cayman has many impeccable ones to choose from. Seven Mile Beach and Governor’s Beach are two of the most popular in the area, and both are known for their tranquil waters and soft sands. Unfurl your towel and spend a day soaking up sun, or take part in a volleyball match with other beachgoers.

Other fun things to do in Grand Cayman include visiting the Cayman Turtle Farm, which spans 23 acres and includes a waterslide as well as some 11,000 green sea turtles. Stroll through the Queen Elizabeth II Botanic Park to see some of the island’s natural flora and fauna. Pedro St. James National Historic Site is a “castle”-turned-museum and the oldest building in the Caymans. Here, visitors can learn about the unique heritage and culture of Cayman while exploring the seven acres of land by the sea that this site sits on. 

Food & Dining

While you might choose to cook up dinner in the comfort of your Grand Cayman vacation rentals some nights, make sure to go out and taste the local cuisine on the island. Food here includes traditional Afro-Caribbean fare, such as plantain, cassava, and bread fruit, and jerk seasoning is commonly used to season meat dishes. Tukka Restaurant & Bar is a casual hot spot located right on the water. Here, treat yourself to jerked chicken thighs or Caribbean lobster tails. In George Town, enjoy relaxed dining at The Brasserie. Known for the freshest of fish and local, seasonal ingredients, everyone in your group will find something they’ll love. 


As if vacationers need any more reason to visit Grand Cayman, this island’s fantastic events provide another excuse to travel here. Every year, Grand Cayman is home to the Cayman Cookout, which features the culinary delights of famous chefs. Another event that often has families visiting Grand Cayman is the Flowers Sea Swim. This sporting event takes place in June on the island’s Seven Mile Beach. In November, kids will love the pirate theme during Grand Cayman’s Pirates Week Festival. The event features music, dancing, competitions, food, and fireworks, and costumes are encouraged.

From divine relaxation on the beach to unforgettable outdoor adventures, this island paradise has something to satisfy every taste. Stay in Grand Cayman vacation rentals for extra space and privacy during your trip. Once you get settled in your temporary home-away-from home you might never want to leave!