Discover a selection of 1,000 vacation rentals in Grand Cayman, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $165 per night, and houses and villas are popular options for a stay in Grand Cayman. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Grand Cayman
Destination guide

Enjoy nature and culture near Grand Cayman vacation homes

Grand Cayman combines arts and culture with beautiful scenery and outdoor fun to create the perfect beachside retreat. From swimming with massive stingrays in crystal-clear water to exploring the traditional architecture while shopping for luxury goods, Grand Cayman has an excursion that appeals to both nature lovers and those who appreciate the finer things. Vacation home rentals in Grand Cayman can be found throughout the island, ensuring that you’re close to the locations that matter most.


Experience Grand Cayman history

Grand Cayman has a long and rich history that’s celebrated in various heritage sites and museums. Pedro St. James, an 18th-century home and grounds with historic displays and educational exhibits, and the Cayman Islands National Museum, a museum featuring exhibits on cultural and natural history of the islands, are ideal for history buffs. The Kittiwake Shipwreck & Artificial Reef is a dive site and remnant of a submarine rescue vessel that was sunk to create a beautiful coral reef, and the Cayman Motor Museum offers dozens of exotic and classic car and motorbike exhibits to excite vehicle enthusiasts. Vacation homes in the area put you within easy access of these interesting historic sites.

Things to do

Explore all Grand Cayman has to offer from cottage rentals

Grand Cayman offers boundless opportunities for excitement and fun, though there are some must-see destinations for your retreat. Vacation homes are available near some of the top destinations, including Stingray City, a series of shallow sandbars that attract a huge population of large southern stingrays. The Cayman Turtle Centre: Island Wildlife Encounter is a breeding center that offers snorkeling with turtles, tropical-bird feeding, and a pool, making it a great choice for animal lovers. Seven Mile Beach, a scenic spot for swimming and snorkeling among the creatures dwelling in the colorful coral reef, and Camana Bay, a bayside retail and entertainment district with blocks of shops and restaurants, are some other highlights.


Seaside fun in Grand Cayman

Whether you’re looking for family-friendly beachside fun or extreme watersports and adventure, Grand Cayman has a diverse range of beaches near local vacation homes. Spotts Beach is a quiet, palm-framed beach with a tranquil energy and beautiful scenery for snorkeling, while Rum Point Beach has just enough waves and wind for watersports like surfing, paddleboarding, and windsurfing. Smith’s Barcadere is a sandy cove that’s perfect for families with small children, thanks to its soft sand and gentle water, and Starfish Point is a relaxed, secluded beach with shallow water and colorful starfish, offering a quiet retreat.

Restaurants and bars

Culinary delight in Grand Cayman

Grand Cayman offers some of the unique tastes of the Caribbean blended with authentic dishes of the islands, creating an exciting culinary experience that’s sure to create new favorites. Whether you prefer seafood shacks or five-star dining, you’ll find a range of restaurants with recipes that combine classic cuisine with local ingredients bursting with flavor. No matter your craving, vacation rentals in Grand Cayman ensure you’re close to all the tastes the islands have to offer.

How many vacation rentals are available around Grand Cayman, KY?

Our 2022 property listings offer a large selection of 830 vacation rentals around Grand Cayman. From 213 house rentals to 76 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.