Grand Cayman Vacation Home Rentals

On your next trip, consider a Grand Cayman vacation home rental for your accommodations. There are 5 vacation homes in Grand Cayman resorts. Vacation home rentals are generally appealing for many reasons. Some of the foremost being cost savings, more space, and no tips or service charges that are associated with hotel rooms. Vacation rental homes have kitchens for cooking, living rooms for gathering together and offer the appeal of living in a real neighborhood and soaking up the rhythm of the locals.

With our friendly, responsive customer service and extensive informational website, renting a Grand Cayman vacation home from Owner Direct Vacation Rentals is a breeze. Find your perfect location and home size to suit your needs, no matter what your criteria. We have vacation homes in Castaways Cove, Cayman Reef Resort, Georgetown Villas, Hyatt Regency Grand Cayman Resort & Villas, Island House and many more locations.

Rental Amenities

Accessibility

Bedrooms

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only

5 Vacation Home Rentals

Your Favs ()
view Tile View List View
sort by
Vacation homes for your chosen destination will appear first in the list of results. Other properties in nearby areas will appear second in order.
  • Sleeps 14. Close to Beaches!

    Sleeps 14. Close to

    West Bay Grand Cayman: House
    • 5 BDR
    • 4 BA
    • Sleeps 14
    • #205612
    avg $536 USD/night Credit Card
    Spend your Holiday in this fantastic Cayman Islands guest house. We still have dates available for 2015/2016 and they’re going fast. This incredible home is a 5 minute walk away from West Bay Public Beach and has a supermarket across the street. A small shopping plaza with a bank, pharmacy and 24 hour Subway is a one minute walk away. No car. No problem. The public bus stops right in front of the house. Take a 5 minute bus ride to Camana Bay; an outdoor mall with restaurants, shops, Cineplex and home to the islands only observation tower. The bus runs along Seven Mile Beach and on to George Town . Read our reviews, see why our guests love us. Special ends October 31st, 2015 Black out dates Dec 1st – Jan 15th This tropical retreat boasts a fully loaded kitchen with granite counter tops, six burner gas stove, large capacity refrigerator and two dishwashers perfect for feeding a large family or group. State of the art media room with a 73 inch high definition television, PS3, complete surround sound and plush recliners providing hours of entertainment. Downstairs, the master suite has a comfortable memory foam king bed and an en-suite bathroom with a granite double vanity and whirlpool tub. Perfect for relaxing after a long day at the beach. Downstairs also has a cozy Queen bedroom and a serene King bedroom that shares a full bathroom. Downstairs also has a half-bath for visitors. The upstairs has a spacious double Queen bedroom and a double Full bedroom that shares a bathroom. In total the house sleeps up to 14 people very comfortably. The screened in back porch can be accessed from the media room, downstairs Master bedroom and Queen bedroom. It’s the ideal escape to enjoy the fresh Cayman breeze without the insects. Contact us now to book your Cayman Holiday!
  • Beachfront Villa, Northside/ Rum Point with Studio

    Beachfront Villa

    Grand Cayman: House
    • 5 BDR
    • 5 BA
    • Sleeps 14
    • #204456
    avg $1,160 USD/night  
    This is a luxury vacation villa with separate studio on the laid back north side of Grand Cayman. The home sits on its own private beach overlooking the Caribbean with a 120-foot dock, freshwater pool, and gazebo. The reef and coral heads just off the Gazebo is one of the very best snorkeling locations on the Island. A Perfect 10 - it sleeps 14 in its four-bedroom main villa and Two one-bedroom studio. With cheerful decor and plenty of sunlight, each room in the spacious main house radiates Cayman's warm spirit. Relax as ceiling fans spin from the living room's cathedral ceiling. Iron and ironing board. Ceiling-Fans Jacuzzi. Spacious living room and dining room. Each room is designed to catch the fresh sea breezes, to give an air of spaciousness with high cathedral ceilings, and to enjoy the ever-changing aquamarines of an inviting ocean. A new pool and Tiled Deck was installed in September 2001. The interior had a total renovation in 2012. Including new furniture, TV's and bedding. Local Phone and a "VOIP" USA phone. Free calls to the USA/Canada.
  • Beachfront Villa, Northside/ Rum Point

    Beachfront Villa

    Grand Cayman: House
    • 4 BDR
    • 4 BA
    • Sleeps 14
    • #14491
    avg $712 USD/night  
    This is a luxury vacation villa on the laid back north side of Grand Cayman. The home sits on its own private beach overlooking the Caribbean with a 120-foot dock, freshwater pool, and gazebo. The reef and coral heads just off the Gazebo is one of the very best snorkeling locations on the Island. A Perfect 10 - it sleeps ten in its four-bedroom main villa and one-bedroom studio. With cheerful decor and plenty of sunlight, each room in the spacious main house radiates Cayman's warm spirit. Relax as ceiling fans spin from the living room's cathedral ceiling. Iron and ironing board. Ceiling-Fans Jacuzzi. Spacious living room and dining room. Each room is designed to catch the fresh sea breezes, to give an air of spaciousness with high cathedral ceilings, and to enjoy the ever-changing aquamarines of an inviting ocean. A new pool and Tiled Deck was installed in September 2001. The interior had a total renovation in 2009. Including new furniture, TV's and bedding. Local Phone and a "VOIP" USA phone. Free calls to the USA/Canada.
  • Beachfront 6 Br 5+ Bathrooms Northside/ Rum Point

    Beachfront 6 Br 5+

    Grand Cayman: House
    • 4 BDR
    • 4 BA
    • Sleeps 14
    • #204457
    avg $1,300 USD/night  
    This is a luxury vacation villa on the laid back north side of Grand Cayman. The home sits on its own private beach overlooking the Caribbean with a 120-foot dock, freshwater pool, and gazebo. The reef and coral heads just off the Gazebo is one of the very best snorkeling locations on the Island. With cheerful decor and plenty of sunlight, each room in the spacious main house radiates Cayman's warm spirit. Relax as ceiling fans spin from the living room's cathedral ceiling. Iron and ironing board. Ceiling-Fans Jacuzzi. Spacious living room and dining room. Each room is designed to catch the fresh sea breezes, to give an air of spaciousness with high cathedral ceilings, and to enjoy the ever-changing aquamarines of an inviting ocean. A new pool and Tiled Deck was installed in September 2001. The interior had a total renovation in 2009. Including new furniture, TV's and bedding. Local Phone and a "VOIP" USA phone. Free calls to the USA/Canada.
  • Stunning Ocean Sunsets in Cayman Kai

    Stunning Ocean Sunsets in

    Grand Cayman: Townhouse in a complex
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #36879
    avg $350 USD/night Credit Card
    Enjoy the Cayman Kai area of Grand Cayman at this 2 bedroom, 2 1/2 bath townhouse. Spectacular Rum Point Beach offers fantastic snorkeling,water sports and glowing sunsets.
The properties below do not meet one of your search or location preferences. You can click here to hide this list of properties if desired.
  • New Luxurious Condo at Affordable Rates.

    New Luxurious Condo at

    Cayman Brac: Kings Point: Townhouse in a complex
    • 2 BDR
    • 3 BA
    • Sleeps 6
    • #208289
    avg $170 USD/night Credit Card Paypal Pet Friendly
    As you arrive to our townhouse at this new complex, you will be welcomed by the lush exotic greenery. Inside our home, you feel the coolness of the fresh air from the fans and air conditioning. Your feet touch the double glazed Italian porcelain tiles and melt you into your experience. Such luxury. Everything that you could want to make your vacation the best. Exhausted from your flight, you head right up the carpeted stairs to find your King bed waiting for you in the Master Bedroom. But to sleep. No. One step out to the balcony and the fragrant tropical air, the swimming pool and hot tub beckon you to explore further. Quickly changing into your swim suit, you dash downstairs, thru the main floor and out the patio door just a few steps to the awaiting swimming pool and hot tub. Shall you stop by the four awaiting hammocks on the way down to the ocean. Later. There it is. Just steps from your door ~ THE OCEAN. With a cut, stairs and ladder, there is easy access into the ocean right in front of our home. Finally, back into the home. Well furnished with everything that you could want. Livingroom with large sofa that pulls out to a Queen bed, large overstuffed chair and ottoman, end tables, coffee table and recreation centre with large 40 inch television and blu ray player. A welcome binder is there for you to use as a guide to this island, full of excellent ideas of things to do, where to dive or snorkel, restaurant suggestions and so much more. There beside the dining room is a large shelving unit filled with jigsaw puzzles, books, DVDs, board and card games and everything you could want in the event of a rainy day. A laundry closet with washer and dryer and two dryer racks for fresh air drying and complete with large ironing board and iron. A powder room is downstairs and two full bathrooms upstairs all with high end fixtures. Ah, the kitchen. I didn’t come on vacation to cook, is the comment that I hear most often. And yet ~ look at this beautiful kitchen, decked out with everything that you could possibly want. Lots of dishes, glasses, cutlery, pots and pans, Pyrex and Corning Ware, every small appliance that you could want . . . all this awaits you as you prepare the local fresh catch of the day. And back upstairs at the end of the day. Ah, but just a moment out on the balcony, sitting back to watch the stars. Or shall we soak in the hot tub first. Or shall we lounge in the large bath tub with the beautiful waterfall spout. Relax and fall asleep on the large King Size pillow top mattress with four large King pillows. Or were you relegated to the back bedroom. Not to worry, all windows have views of the ocean and the bluff. The second bedroom has a nice Queen bed with the same pillow top mattress, and another four King pillows. And yes, it has its own private bathroom with large shower with rain shower head. Luxury throughout. WELCOME AND ENJOY!

Can't find what you are looking for? Try these nearby vacation rental regions

Grand Cayman News and Events

Grand Cayman Annual Events & Festivals
www.wordtravels.com

Pirate Festival (November): The Pirates invade George Town, Grand Cayman each November for a fiesta of music, dancing, costumes, food, drink and fireworks. Pirate Week is a one of a kind and the only place to celebrate the colourful characters of the past is in the warm sun of the Caribbean. The 'Pirates' land in George Town Harbour in renovated pirate ships, hoisting their Jolly Rogers high to the delight of thousands of families who gather to enjoy the Islands' heritage. A variety of parties, sporting events and cultural heritage celebrations take place throughout the week and leading up to it. There is something for the whole family.

Cayman Cookout (January): The Cayman Islands Cookout is a world class food and wine event that draws well-known international chefs, wine experts and spirit blenders from all over the world. Events for the cookout include cooking demonstrations, special gala dinners, culinary island tours and wine tastings. While one of the big focuses of the event is delicious food and fine wine, another focus is the Cayman Islands and enjoying the natural beauty and splendour of the islands.

Intertrust Cayman Islands Marathon (December): The Intertrust Cayman Islands Marathon - including a full marathon, a half marathon, a team relay race and a kids' fun run - gives runners the opportunity to run a race on a beautiful, fast and very flat course, one loop for half marathoners and two for the marathoners, with the option to extend the trip into a relaxing post-marathon island holiday. The race has been rated as very well organised, with plenty of special touches and freebies such as greeters at the airport, free shuttle services to and from the start and finish, a carb-loading dinner included in the cost, and more. It is also a Boston qualifier for those aiming for the prestigious marathon the following year. Local crownd support for the races is inspiring, with people crowding onto sidewalks to watch the runners and cheer them along. With the early start time, runners avoid the worst of the day's heat and have the opportunity to start running under the clear starry skies, and watch the sunrise as the run continues.

The Family Travel Network
10 Spectacular Places for Families to See Sea Turtles
By Nancy Schretter, Editor
http://www.familytravelnetwork.com/articles/10_family_seaturtles.asp

One spot in the Caribbean that is often associated with sea turtles is the Cayman Islands. Over 340,000 cruise passengers and visitors to Grand Cayman Island stop to visit the Cayman Islands Turtle Farm, home to over 16,000 Green sea turtles. Visitors have the opportunity to observe tiny baby sea turtles as well as massive adults, and a small group of young Green sea turtles are available to be held by guests. Each year, over 28,000 hatchlings and yearlings are released by the Farm into the waters surrounding the Cayman Islands.

It is quite rare to have the opportunity to see sea turtles in the wild. Along the adjoining sidebar, you'll find 10 spectacular locations for families to see marine turtles nesting, hatching, and swimming in their natural environment. One or two are in rather remote locations, but almost all offer excellent accommodations for families combined with outstanding eco-tourism opportunities. If your family loves nature, pick any of these destinations and you'll be likely to have the opportunity to make vivid vacation memories of your own.

Point of Interest - Stingray City
www.caymanislands.ky/activities/attractions/stingraycity.aspx

Ever pet a stingray in an aquarium? How about petting a few dozen while wading in the Caribbean? The Stingray City Sandbar is one of the top Cayman attractions and a must-do on your Grand Cayman vacation. Stingray City is home to a whole fleet of southern stingrays who congregate near the shore.

The stingrays began gathering in the area decades ago when fisherman used to clean fish on the shallow sand bars. The stingrays would forget their normally shy dispositions and feast on the guts of the cleaned fish. Soon the stingrays began to associate the sound of a boat motor with food. In the late 1980s, divers started feeding squid to the stingrays, one of their favourites.

Today, Stingray City is a readily accessible, once-in-a-lifetime Grand Cayman experience for anyone who wishes to see one of nature’s most majestic creatures up close.
Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543