Cayman Islands Vacation Rentals & Condos - 113 Rentals Available

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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 / 33

East End Home
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Beautiful, well appointed home with semi private pool. As long as you understand where you are located, you will not be disappointed. It is all that is described and more. Looking forward to going back!"
- Suzanne Walsh, Ontario, Canada
(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 / 6

Little Cayman Condo
3 BR / 3 BA / Sleeps 6 3 6 No min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We are always a little apprehensive about renting places we've not previously visited. This was our 15th trip to the Caribbean, our first to Little Cayman. This 3 bedroom condo was just as advertised ... it was fantastic! . To start with the hotel ..."
- Rene Cote, Richmond, VA, USA
(1) Excellent (1 review)
1 / 7

North East Bay Cottage
1 BR / 1 BA / Sleeps 3 1 3 Min stay varies
Cottage / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
"We truly loved our vacation at this wonderful destination. Everything was perfect. My absolute favorite part was listing to the waves at night while going to sleep and feeling the soft sea breeze flow through our beautiful cottage. The mornings I ..."
- Jodi Magrum, Bloomington, Minnesnowta
(1) Excellent (1 review)
1 / 28

West Bay Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We had a great time at the iron shore house, our room was very clean, bed super comfortable. Met so many really nice and helpfull at the house, at least 3 chefs and numerous bartender live there long term, so we where really taken care off. Our Host..."
- Frank Schilling, Seattle USA
(1) Excellent (1 review)
1 / 23

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 Cayman Islands

Calm blue waters, white sand, and swaying palm trees are the hallmarks of the Cayman Islands. Located south of Cuba and west of Jamaica, the Caymans are becoming the place to vacation in the Caribbean. Cayman Islands vacation rentals are perfect for families who want the comforts of home as they explore this island paradise. The Cayman Islands have so much beauty and adventure to offer its visitors, and this destination can’t be missed.

Climate

The Caymans enjoy a tropical marine climate. Temperatures hold steady around 80 degrees Fahrenheit during the summer and hover around 70 degrees in the winter. Summer is the wet season for the Cayman Islands, and it lasts from May to October. Winters are relatively dry and cool by island standards. The best time to visit the Cayman Islands is between May and June when temperatures are at their best and the weather is calm and clear.

Areas within the Cayman Islands

The Caymans consist of three islands: Grand Cayman, Cayman Brac, and Little Cayman. Grand Cayman is the largest of the three islands. Historic George Town offers fine dining and duty-free shopping among traditional Caribbean-style buildings. Cayman Brac has the most spectacular landscape of the three islands. Book Cayman Island vacation rentals with wonderful views of the limestone outcropping, or “brac,” in the center of the island which gives Cayman Brac its name. Little Cayman is smaller and less developed than its sisters but is world famous for scuba diving and has more than 50 unique dive sights.

Things to Do

The Cayman Islands are a playground for seaside activities and entertainment. On Grand Cayman, enjoy the white sands and crystal waters of Seven Mile Beach, voted one of the world’s ultimate beaches. When you’re not cooling off in the water or strolling along the sand at Seven Mile Beach, you can get up close and personal with the local wildlife at Stingray City and interact year-round with the friendly southern stingray here. Offshore, scuba dive through the warm, cerulean waters, explore man-made reefs like the USS Kittiwake. Visit the South Hole Sound Lagoon or dive at Bloody Bay Wall Marine Park on Little Cayman to see the brilliant underwater landscape.

Away from the sandy beaches, visit the imposing, three-story Pedro St. James Castle in Savannah, learn about the maritime past of the Cayman Islands at East End Lighthouse Park and discover the history of the Cayman Islands at the National Museum. Take the kids to Booby Pond Nature Reserve on Little Cayman, and see red-footed boobies at the largest colony in the Western Hemisphere. Birdwatching is popular on Cayman Brac where visitors can catch a glimpse of more than 200 species that call the island home.

Food & Dining

The cuisine of the Cayman Island is a mix of Jamaican, British, and native culinary traditions often supplemented with international flair. Local dishes contain native fruits, such as coconuts, plantains, breadfruit, and cassava, and reflect the abundance of the islands. Seafood is also prevalent in a variety of chowders and stews that contain conch, lobster, shrimp, and fresh fish. These local and Caribbean ingredients can be found in the dishes served up Upstairs at Kaibo, a renowned restaurant overlooking the serene North Sound. For casual dining with a colorful, Caribbean flair, head to Sunshine Grill, a favorite of the locals in Grand Cayman. For fishing enthusiasts, some restaurants even have “you catch, we cook” options.

Whether you enjoy swimming, diving, learning or simply relaxing, the Cayman Islands have something for every vacationer. Cayman Islands vacation rentals offer the perfect home away from home during your getaway and will allow you to see the island through the eyes of a local. There’s no place quite like the Cayman Islands for an island retreat.