We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Grand Cayman Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $426 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to Grand Cayman are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 336 Rentals in Grand Cayman
    Sort by:
    Default
    Villa Esprit1 / 23
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Waterfront
    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located on a secluded private beach only twenty minutes from the airport. Slide open the door to your private beachfront patios, Jacuzzi waterfall pool, and snorkeling paradise. Enjoy your morning coffee on...
    View all property information
    Location Information
    West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Kaibo Yacht Club #29C1 / 12
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Washer
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters dock at the Yacht Club for some excellent beachfront BBQ, tropical cocktails, or a gourmet meal overlooking the sea. And you can stroll to all of this...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    White Sands #11 / 12
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Parking
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definition of “Caribbean paradise” with its white sand, shimmering turquoise water, tall palm trees—and three hammocks facing the sea for the ultimate tropical nap. White Sands’ pristine, totally private...
    View all property information
    Location Information
    Seven Mile Beach, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    On The Bay #1041 / 18
    (20)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternative to the bustle of Grand Cayman’s more active areas— just 10 minutes from Rum Point. The living is easy here. Head to the private beach and swim in a...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5BR Luxury Cos Kai is directly waterfront with its own white sand barefoot beach in the private resort neighborhood of Cayman Kai within Rum Point. This is a non-smoking villa (including the screened-porch).This two-story luxury villa is a great family or multiple-couple villa choice offering...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1701
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 15
    Make Inquiry
    The Pools #101 / 15
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    • Grill
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing perk: your own enclosed, sea-view swimming pool. Spend a day on the white sand beach just outside beyond your back door (or at nearby Rum Point), then return to your 2-bedroom, 2-bath condo and dip...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Rum & Kai - TripAdvisor Rum Point Award Winner1 / 52
    (47)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from it all at "Rum and Kai", at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. Thanks to our discerning guests, we have recently been designated as a TripAdvisor and FlipKey...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Save time - get the best Grand Cayman rentals sent straight to your email!
    Get the List
    Regal Beach Club #4211 / 34
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The legendary Seven Mile Beach is known for its pristine aqua blue water, white powdery sand and breathtaking sunsets. This second floor, two bedroom with two bath villa has enough space to sleep up to 7 people with a King bed, two twin beds and two pull out sofas in the living room. Cable...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Ocean Paradise Home # 4 Green - Fall Discount 20% Off1 / 7
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall Discount 20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray...
    View all property information
    Location Information
    North Side, Grand Cayman KY 1006
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Balcony
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience stunning oceanfront views from this modern and newly renovated third floor villa.All of the comforts of home can be found right here in this charming two bedroom/two bath villa. Beautifully decorated with a touch of the islands, relaxation is an absolute must while indulging in the...
    View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1204
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Waterfront
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled amongst whispering palms on The Cove in the popular Cayman Kai area on the north coast is a comfortable family home that welcomes all! Arranged on two floors this is the perfect ‘home from home’. With 5 bedrooms and 5 bathrooms this beach house makes for the perfect family get-together or...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1000
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Inquiry
    Caymanease An Oceanfront Home on a Private Beach with a Pool and Kayaks1 / 33
    (36)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Caymanease is a private, oceanfront home with a pool sitting on a secluded, private sandy beach located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, and enclosed outdoor shower, an oceanfront pool, kayaks and all the amenities you need to have a...
    View all property information
    Location Information
    North Side, Grand Cayman KY1 1107
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3BR/2BA Great Escape and attached 1BR/1BA Guest Cottage are located on the quiet cove in Cayman Kai on the north coast, only steps from the Rum Point Club. Rental of both gives guests two superb king master suites, a king bedroom and a queen bedroom. A large screened porch offers conversational...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Waterfront
    • Internet Access
    • Grill
    • Air Conditioning
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. Recently Renovated this very popular villa is one of only 2-3 villas that offers shore-diving (SCUBA) to the famous Cayman Wall. 4-5BR en-suite bathrooms and luxury feel. Completely re-tiled and bathrooms all...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2200 square feet 3 bedroom 3 full bathrooms full kitchen and laundry room . Outdoor pool two Jacuzzis multiple barbecue grills. Directly across the street from grocery store if needed with restaurants in walking distance with doctors office across the road if needed. Restaurants and nightlife in...
    View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1109
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Beachfront Rum Point Retreat #31 Condo Ground Flr1 / 29
    (28)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #31 Retreat at Rum Point is paradise for families with kids, couples and seniors. Ground Floor Condo, newly re-furnished with sleep sofa, new bedding, ceiling fans, propane grille. We are constantly upgrading! We have it ALL just steps from our condo. You can swim/snorkel/sunbathe from our...
    View all property information
    Location Information
    Rum Point, Grand Cayman KY 1 1700
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Moon Bay #311 / 17
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moon Bay #31 is a wonderful complex located on the majestic south shore. Just a few (barefoot) steps from the condo will lead you to the beach. Snorkeling the reef is a favourite activity here—it is teeming with vibrant and fascinating sea life. At the right time of year the beach at Moon Bay is a...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a second floor condominium located at Castaways' Cove at The Reef Resort. It is a 2 bedroom unit with a private balcony overlooking the Caribbean where you can enjoy your morning coffee or evening ocean sunset or anything in between. We are steps away from the white sand beach and the...
    View all property information
    Location Information
    East End, Grand Cayman KY1 1801
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    6 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home also has an in-ground pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand...
    View all property information
    Location Information
    North Side, Grand Cayman KY1
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 15
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Terrace
    • Housekeeping Included
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very new and clean 1 bedroom 1 bathroom, including living room, dinette, kitchen, full bathroom, can comfortably sleep 3 Adults or 2 Adults and 2 children. Air conditioning, flat screen smart tv, beautiful mediteranean style villa. Swimming pool and zen garden on property, staff on property. A home...
    View all property information
    Location Information
    West Bay, Grand Cayman KY11208
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome the morning sunrise in this one bedroom poolside suite with tropical pool and garden views. Relax at the beach and look out over a million shades of blue and turquoise. So you can watch the sun rise every morning and witness the incredible sight of the full moon over the water at night. It...
    View all property information
    Location Information
    Gun Bay, Grand Cayman KY1 1106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Internet Access
    • Air Conditioning
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4BR/4BA Mahogany Cove Villa is directly oceanfront in the Cottage District, on the south coast in the middle of the island. Featuring a uniquely flexible floor plan, Mahogany Cove can be rented in multiple configurations to suit anyone from honeymooning couples to large family trips. Excellent...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    Morning Glory1 / 24
    (5)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morning Glory is truly one of the most elegant residential estates on the south coast. This state-of-the art house features 5 bedrooms and 5.5 bathrooms, with a 2 bed/1 bath apartment above the garage, that all together accommodates a total of 14 people. This stunning home sits atop a 20 foot...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1000
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3BR/3BA Lone Palm in Gun Bay, East End is an award-winning floorplan by renowned architect John Doak. Second floor loft ( trundle bed) offers overflow sleeping. 200 foot wide sandy oceanfront lot assures guest privacy. Many windows and glass doors across the oceanfront covered verandah flood the...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Waterfront
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
    View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1206
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    White Sands #41 / 10
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Parking
    • Grill
    • Waterfront
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combines a right-on-the-beach location with indulgences large and small—from carefully chosen furnishings and finishes to luxury linens, a second TV with cable in the bedroom and an iPod tower. Ideal for a...
    View all property information
    Location Information
    Seven Mile Beach, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Mi Casa, Su Casa, The Retreat at Rum Point1 / 21
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mi Casa, Su Casa is exactly what it sounds like, a home from home. This is a one bed, one bath 1039 sq foot condo with a large master bedroom (bamboo sheets), a good sized living area, a spacious kitchen and a bathroom (bamboo towels) with a bath/shower combo. Lovingly renovated in 2010 with teak...
    View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1700
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Inquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Plum Villa is an open floor plan private villa, located directly on a large beach overlooking the multi-colored Caribbean sea. This 2 story expansive home is designed to enjoy the open air breezes and outdoors with a large open deck surrounding the freshwater pool. The North Side of Grand...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Inquiry
    On The Rocks1 / 26
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Waterfront
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand Cayman, making it a scenic paradise. Its elegantly furnished, sumptuous and spacious rooms in this deluxe villa are a delight to all. The private...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5BR Luxury Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an elevated point of land and enjoys a private wide white-sand beach with excellent snorkeling and sunbathing. Infinity pool, multi-tiered oceanfront terraces, panoramic roofed balconies and a covered...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR/2BA Fantasea Villa is a large waterfront villa with private pool in Cayman Kai on the quiet cove, facing due west. A cute, pink Caribbean-style home, Fantasea offers sparkling waters and quiet sunsets from the oceanfront pool and large screened porch. This airy beach front home with private...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Caribbean Paradise 91 / 12
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighbourhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introductory discount on now! Book now and enjoy 25% off regular rates! New Pics Forthcoming! Introducing Mayfair Estate, a magazine-worthy villa that helps you focus on what's important: refined natural beauty, intuitive luxuries, and distraction-free moments with family. Expansive windows survey...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands 10001
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 22
    Make Inquiry
    Kozy Kai - Sealodge #171 / 13
    (17)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean views from nearly every room and a spacious patio overlooking the water create your own personal paradise. For a very reasonable nightly rate, you can get...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Waterfront
    • Grill
    • Internet Access
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We’ll Sea is on the North side of the island, just 250 yards from the popular and well-loved Rum Point Club. This charming beach cottage features a perfect white-sand beach with clear, shallow waters for barefoot swimming just steps from the two-story screened lanai. Guests will love kicking back...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Kirk Kove1 / 15
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house found on a quiet, protected cove, Kirk Kove offers plenty of space, both indoors and out, for your group to sprawl out and soak up paradise. Outside, you’ll find a setup reminiscent of a beachfront...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Waterfront
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, bright and cheerfully decorated beach front house is best for those casual beach lovers and avid snorkelers who enjoy lots of peace and quiet! Perched to embrace the refreshing Caribbean sea breezes and spectacular sea view, a cool tropical cocktail on your sundeck is a must, as well...
    View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Internet Access
    • Grill
    • Waterfront
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two Rainbows is one of our most popular 5BR villas. Located in Cayman Kai within the turquoise waters of the North Sound, Two Rainbows offers the sought-after combination of a white sand barefoot beach, breathtaking views, oceanfront freshwater pool, and plenty of privacy. Guests can watch the...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the third floor this two-bedroom, two-bath Ocean View villa sleeps up to 6 people with a King bed in the Master, two twin beds in the 2nd bedroom and a pull out couch. Renovated late fall of 2014, you will know that you have escaped to the Caribbean as soon as you walk in the front door...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Internet Access
    • Terrace
    • Washer
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR (and Den) KiToCay is a 3,000 sq ft, sun-filled Unique home located in the village of Old Man Bay within walking distance to Over The Edge Restaurant and Bar. This 2-story villa owns the vacant lots on either side of it preserving privacy. The master suite is on the second floor with a very...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • DVD Player
    • Children's Pool
    • Air Conditioning
    • Grill
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located on Seven Mile Beach near many shops, restaurants, and activities. Our unit is on the second level, oceanfront!! If you have a large family or group and need more space, we have another condo next door! We can rent you one, or both condos. They each sleep 6 people. Our huge porch is...
    View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1103
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Truly Oceanfront luxury in Grand Cayman1 / 12
    (44)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Washer
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. "On the Bay" has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum...
    View all property information
    Location Information
    Old Man Bay, Grand Cayman KY1 1001
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Studio, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritts Tortuga Club Resort - East End Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturday check in Studio Poolside Suite Our Grand Cayman Studio suite is poolside with an area of approximately 450 square feet, one minute walk to the beach. Studio suits two, with a...
    View all property information
    Location Information
    East End, Grand Cayman KY1 1106
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Inquiry
    7 BR 'Kaia Kamina'1 / 37
    (5)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Washer
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Cayman Villas proudly presents 'Kaia Kamina,' located in the resort community of Cayman Kai, near Rum Point, on Cayman's North Shore. Offering the most exclusive collection of private, family-friendly, oceanfront villas in Grand Cayman, we carefully outfit each residence with our “LCV...
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1302
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 18
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall Discount 20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray...
    View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1206
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Island Pines #391 / 14
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Pines’ prime location on Seven Mile Beach is right in the middle of all the action. It’s a small beach front complex on a vibrant stretch of pristine white sand, glittering aquamarine waters and a large pool with a BBQ area, shady palm trees and hammocks for a lazy afternoon snooze. Island...
    View all property information
    Location Information
    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Terrace
    • Balcony
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thatch Hill is located on the Northside of the island, just 300 yards east of the Rum Point Club. Thatch Hill features elevated views of the sparkling Caribbean sea, a large oceanfront freshwater pool, and a spacious screened porch for relaxing and watching the sunset after a day of surf and sand....
    View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Grand Cayman Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    87° 78°
    September
    85° 77°
    October
    83° 75°
    November
    81° 74°
    December

    Additional Grand Cayman Info

    Go to map view
    • Local time: 08:26 AM (EST)
    List your property
    Owner log in