Cayman Islands Vacation Rentals by Owner

On your next trip, consider a Cayman Islands vacation home rental for your accommodations. There are 7 vacation homes in Cayman Islands 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 Cayman Islands 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 Cayman Brac, Grand Cayman, Carib Sands Beach Resort, Cayman Breakers, Kings Point and many more locations.

Cayman Islands last minute deals on vacation homes will be highlighted in red if available. Start your accommodation search in Cayman Islands now. Just enter your travel dates, number of travelers, and click 'search' for a list of properties for rent.

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7 Vacation Rentals

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  • New Luxurious Condo at

    Kings Point: Townhouse in a complex
    • 2 BDR
    • 3 BR
    • Sleeps 6
    • #208289
    from $157.00/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!
  • Beachfront Villa

    Grand Cayman: House
    • 5 BDR
    • 5 BR
    • Sleeps 14
    • #204456
    from $855.00/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

    Grand Cayman: House
    • 4 BDR
    • 4 BR
    • Sleeps 14
    • #14491
    from $712.00/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 Villa

    Grand Cayman: House
    • 4 BDR
    • 4 BR
    • Sleeps 14
    • #204457
    from $930.00/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

    Grand Cayman: Townhouse in a complex
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #36879
    from $275.00/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.
  • 3 BD Ocean Front Home, Rum

    Grand Cayman: Beach style house
    • 3 BDR
    • 3 BR
    • Sleeps 8
    • #204785
    from $299.00/night Credit Card Pet Friendly
    Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. This unit offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day, while listening to the waves lapping just steps from your door. The ideal setting for families, couples and friends, our 3,000 sq ft luxury Home offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant furnishings's, high tech amenities, and provide the comforts, privacy and conveniences found in your own home. There is a futon that can sleep 1 adult, or 2 children younger than 12 years old Breathtaking ocean views from the Home allow you to enjoy the ocean's many moods from tranquil dawn to glorious sunset. Whether the purpose of your visit is a weekend getaway with friends, a family vacation or a honeymoon, discover why this unit will become your home away from home. The unit offers one of the best and most affordable luxury beach front home vacation rental in the Cayman Islands. Stay from three (3) nights or as long as you want. This unit represents 5 properties in the same location. All are identical except 2 are beachfront and 3 are ocean view.
  • End of Summer Special

    West Bay Grand Cayman: House
    • 5 BDR
    • 4 BR
    • Sleeps 14
    • #205612
    from $500.00/night Credit Card
    Coming to Cayman in the months of August, September, or October 2015. Stay in this relaxing and comfortable home close to beaches and conveniences for $280 per night taxes included. We have dates available for these months and with this incredible rate they won’t last. This is by far the best deal available for a home this large. We are a 5 minute walk away from West Bay Public Beach and the supermarket is 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. Contact us to see if your dates are available. Start your Cayman vacation in this amazing home. Special ends August 15th, 2015. This tropical home is perfectly located close to popular tourist attractions and boasts a blossoming fruit tree garden with a variety of fruits for your enjoyment during your stay. The kitchen and bathrooms are beautifully done and have granite tops and all wood cabinets. The kitchen appliances are all high efficiency Kitchenaid stainless steel appliances. This spacious home is located across the street from the Old Homestead; a famous historical home and is a two minute walk from West Bay Public Beach, 4 restaurants, Fosters Food Fair—a full service grocery store, gas station, bus stops, churches and a shopping plaza with a photo center, pharmacy, bank, 24 hour Subway sandwich shop, dry cleaners, beauty salon and clinic. The AL Fresco Café offers beach front dining in a casual atmosphere and serves many local dishes. There is also a local fish fry restaurant steps away.
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