Photo: Caribbean

  Cayman_Island  Cayman Island - Holiday Rentals in Cayman Island   



Select your Dates and Guests for more accurate results.
location_on

today
group_add
filter_alt Filters (0)

Cayman Island Cayman Island:




pets
pool

wifi
golf_course

ac_unit
wheelchair_pickup


Price per night:

search
location_on Region
favorite_border
Found 74 Cayman Island vacation rentals
5/5
pool
wifi
Condo
10
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 731 GBP | $ 999 USD)
From
€ 813 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (9)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
4BR on the Pool at Boggy Sands Club, Seven Mile Beach.
4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, King, Full & Full and 2 Bunk Beds to sleep 4 kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious King bed and en-suite. 3rd Bedroom is set up for 4 kids with 2 bunk beds and en-suite. 4th Bedroom is has 2 Full beds, entertainment centre and bathroom ...

Booked      Available           highlight_off   
pets
pool
wifi
Condo
10
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 657 GBP | $ 898 USD)
From
€ 731 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
4BR Seven Mile Beach - Boggy Sands - Parrot Penthouse (P3)
Parrot Penthouse 4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, Queen, Twin & Twin and 2 Bunk Beds for the kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious queen bed and en-suite. 3rd Bedroom has 2 Twin beds and en-suite. 4th Bedroom is set up for kids with 2 bunk beds, entertainment centre and ...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 219 GBP | $ 299 USD)
From
€ 243 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

Rum-Point, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each vil...

Booked      Available           highlight_off   
pool
wifi
Apartment
10
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 731 GBP | $ 999 USD)
From
€ 813 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
4BR Seven Mile Beach - Boggy Sands Club - Parrot 1
Parrot 1, Ground Floor Garden Paradise. 4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, Queen, Twin & Twin and 2 Bunk Beds for the kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious queen bed and en-suite. 3rd Bedroom has 2 Twin beds and en-suite. 4th Bedroom is set up for kids with 2 bunk b...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
5
Baths
verified_user Book Online
(£ 255 GBP | $ 349 USD)
From
€ 284 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (8)
verified_user Book Online

highlight_off

Cayman-Brac, Cayman Brac Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
“Everything about this place is first class!” 3 King Bed Beachfront Villa
Imagine waking up to the beautiful palm tree and ocean views of Coral Beach Villa in Bamboo Bay, Cayman Brac. The sun, surf, and natural beauty of Cayman Brac will delight your senses and rejuvenate your soul. Cayman Brac is a short 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 king bed master bedrooms, each with a separate ensuite bathroom. For maximum privacy, the bedrooms radiate out from the central living space. If you need more room for additional family members or friends, simply add the adjacent one bedroom cottage for 1-4 more guests. Inquire re: rates. Unlike other properties on Cayman Brac, our cottage is NOT rented separately from the main villa, guaranteeing complete privacy for guests. At Coral Beach Villa you can count on exclusive access to all the villa amenities, including the poo...

Booked      Available           highlight_off   
pool
wifi
Villa-House
6
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 219 GBP | $ 300 USD)
From
€ 244 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

George-Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
San Sebastian 3 Bedroom Townhome South Sound, Grand Cayman
Stunning 3 bedroom townhouse, across three levels in an exclusive quiet and tranquil, gated community in South Sound across from the beach, the complex is gated as well as each property being gated. Modern furniture and decor throughout. Open plan living room, kitchen, dining room. Three private patios; roof top, rear screened patio and front gated patio. Master bedroom and second bedroom with en suite bathrooms, WC on the ground floor. Access to on site gym, tennis court and resort style pool. The complex is quiet and family oriented and not suitable for young groups or parties. Amenities: BBQ IRON KETTLE SHARED OUTDOOR POOL UNHEATED SHARED TENNIS AREA FISHING NEAR AREA WATERSPORTS NEAR CLIMBING FRAME FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER GYM INTERNET ACCESS LINENS PROVIDED TO...

Booked      Available           highlight_off   
5/5
wifi
Villa-House
8
Sleeps
3
Bedrooms
4
Baths
verified_user Book Online
(£ 216 GBP | $ 295 USD)
From
€ 240 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (2)
verified_user Book Online

highlight_off

South-Town, Little Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
wifi WiFi
3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman
Salt Rocks Villa is positioned high on the rock shoreline with panoramic views of the Caribbean Sea. No neighbors as far as the eye can see and the only noises you will hear are the waves on the shoreline and the breeze gently blowing in the trees. You will love the view, the sunsets, the pure clean air, the solitude, the night skies, away from it all in your own sanctuary. The open-plan floor space and the amazing naval architectural design vaulted ceiling make this private villa unique. Every living room, every bedroom, all have an uninterrupted view of the ocean. Amenities: BBQ IRON KETTLE PRIVATE YARD AREA FISHING NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING TOASTER TV WASH...

Booked      Available           highlight_off   
pets
pool
wifi
Villa-House
7
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 483 GBP | $ 660 USD)
From
€ 537 /Night 
(Min Stay 2 nights)
verified_user Book Online

highlight_off

Caribbean, Caribbean Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Regal Beach Club #634
Ocean front condo located at the heart of 7 Mile Beach! Newly renovated 3rd floor direct ocean view condo with 3 bedrooms (2 King beds, 2 Twin beds) and 3 bathrooms. Large families can take advantage of the extra queen sleeper sofa available in the living room. This luxury condominium has the white sand and turquoise sea of the most prestigious beach of Cayman right at its doorstep. The unit has been completely remodeled in 2016 with fine furnishings, high end bedding, high speed fiber optic Wi-Fi, fiber optic cable TV with the widest variety of HBO. The condo is equipped with the following: -Complimentary high speed fiber optic Wi-Fi -New flat panel TVs in the living area and each bedroom -Movie Max supreme pack in the living room and all bedrooms -Beach toys for kids, pack 'n play and high chair upon request -Fully equipped with bath towels, beach towels, shampoo, shower gel, condition...

Booked      Available           highlight_off   
5/5
pets
wifi
Villa-House
17
Sleeps
6
Bedrooms
5
Baths
verified_user Book Online
(£ 2,195 GBP | $ 3,000 USD)
From
€ 2,441 /Night 
(Min Stay 5 nights)
rate 5/5 Reviews (8)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 5 nights)
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Seascape - A Luxury Villa on Seven Mile Beach on Grand Cayman, Cayman Islands
Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an unbelievable house on this celebrated seafront. This remarkable house boasts 3 spacious floors with king-sized bedrooms on each floor, all facing the ocean and 4 of the 7 sleeping areas are master suites. The ground floor has a large kitchen and dining room with formal sitting area and glorious walk out right on to SMB. Beach lovers will revel in the covered patio with spray hoses for fresh water rinses after a swim in the sea or walk on the beach, tiki huts on the beach and plenty of lounge chairs. The gentle surf and beach that graces the villa property is all white sand and perfect for small c...

Booked      Available           highlight_off   
pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 878 GBP | $ 1,200 USD)
From
€ 976 /Night 
(Min Stay 5 nights)
verified_user Book Online

Exact Location Not Provided
highlight_off

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Seven Mile Private Canal Waterfront Home
Welcome to our gorgeous 4 bedroom, 4 bath corner lot Canal Front home with night lit pool overlooking 285 feet of water in the very desirable and exclusive seven mile corridor area. It is perfect for large families or groups to enjoy and relax by the pool. This gated community house is close to all shopping, beaches, and restaurants, and our home is on the first block so you can walk a couple hundred yards for groceries and a couple hundred more to get to the beach. Each bedroom has its own bathroom; One King Bed in Master, 2 Queen Beds in 2 Bedrooms and a Futon in the 4th bedroom/office. There is also a gym with treadmill, elliptical, and universal weight rack. Each room has a great view of the water and each has its own patio. There are many great restaurants located minutes from our home or you can cook in our spacious gourmet kitchen with every amenity you could need to enjoy meal...

Booked      Available           highlight_off   
5/5
wifi
Apartment
6
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 292 GBP | $ 399 USD)
From
€ 325 /Night 
(Min Stay 2 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
ac_unit Air Conditioning
wifi WiFi
Heart of Seven Mile Beach
Located on the Heart of Seven Mile Beach, WaterWorks is on a unique little road with direct beach access only a few feet away from the property; taking you directly to one of the best stretches of Seven Mile Beach. An elevator takes you from the Lobby of the building directly into the apartment, where you are greeted by a modern and open layout. The apartment is fully equipped, with every closet and drawer serving you-since the unit is not owner occupied at any time. Camana Bay town centre, Foster's Food Fair (supermarket) and many famous restaurants are within walking distance. Enjoy revitalizing days just footsteps away from the Beach, where there are stunning sunsets and fantastic snorkeling spots. You can enjoy the beach, located directly in front of our 20 foot access, using the beach lounges we provide. Amenities: AIR CONDITIONING INTERNET ACCESS PARKING<b...

Booked      Available           highlight_off   
5/5
pool
wifi
Apartment
6
Sleeps
3
Bedrooms
4
Baths
verified_user Book Online
(£ 256 GBP | $ 350 USD)
From
€ 285 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (15)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
CoCoCondo - Your Home Away from Home in the Caribbean
CoCoCondo is a spacious 3BR, 3.5 Bath Townhouse-style condo in a beautiful oceanfront complex in a quiet residential area, close to Seven Mile Beach, a short 15 minute drive from the airport and located right on the public bus route. Family-friendly, diver friendly, with full air conditioning and ceiling fans throughout, broadband wireless internet, HD television. The top floor is a Grand Master suite with a king-size bed, a futon, en-suite luxury shower room and High-def TV. The middle floor has two bedrooms and 2 baths, and the ground floor boasts a large fully-equipped kitchen, dining area and living area with a patio to relax after a day of seeing what Cayman has to offer. There are 2 heated swimming pools on site, one right off our back patio, and wonderful shore-diving, with tanks and weights available right by the water. Amenities: BBQ HAIRDRYER IRON...

Booked      Available           highlight_off   
5/5
pets
pool
wifi
Condo
6
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 256 GBP | $ 350 USD)
From
€ 285 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (10)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Modern condo steps from the beach
You'll love this bright, clean and spacious home, tricked out with the latest entertainment tech. Perfect for your island getaway, this home is a few short steps from the white sand and crystal clear water of Seven Mile Beach. The unit comes with a paddleboard and snorkeling gear, ideal for the marine park 2 minutes away. Walking distance from the stores - enjoy a night of BBQing with friends. Prefer a night out? You are on a bus route and minutes from the best Cayman restaurants and hot spots. Amenities: BBQ IRON KETTLE SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SATELLITE TV TOASTER TV<b...

Booked      Available           highlight_off   
5/5
pool
Condo
7
Sleeps
3
Bedrooms
4
Baths
verified_user Book Online
(£ 201 GBP | $ 275 USD)
From
€ 224 /Night 
(Min Stay 4 nights)
rate 5/5 Reviews (2)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 4 nights)
pool Swimming Pool
Beautiful 3 Story Divers Vacation Paradise!
Almost too good to be true!!! 3 story 2300 square foot condo with it's own private patio steps away from a beautiful in ground heated swimming pool. There are 2 pools on the complex (both outdoor and heated) and guests are invited to use both! The upper pool has beautiful ocean views while the lower pool is surrounded by lush tropical landscaping. Follow the wooden path to the waterfront to watch breath taking sunsets or climb down the ladder into the crystal clear blue waters perfect for snorkeling, scuba diving or a refreshing dip. Try your hand at paddle boarding or kayaking off the waterfront as well if you choose. All of our guests receive a 10% discount when booking any of these water activities through Stingray Watersports. Outdoor showers are present and a rinse tank for scuba gear too. Discounted tanks and weights are available on site for those diving enthusiasts. If you are mo...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
7
Sleeps
3
Bedrooms
4
Baths
verified_user Book Online
(£ 201 GBP | $ 275 USD)
From
€ 224 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Relax at Coconut Bay!
Whether you have come to relax, soak up the sunshine or enjoy spectacular diving, our island home is for you! It is a newly refurbished and spacious town house set over 3 floors in a small complex with two pools, a beach, dive station, ladder to access the ocean and some of the best shore diving on the island! Family friendly, Close to the beaches and shops what more could you need? The House: The first floor is brightly decorated and open plan with a modern kitchen, eating area, lounge with large flat screen TV and a patio opening out onto one of 2 pools at Coconut Bay. This is perfect for chilling out or grilling dinner on the BBQ. The second floor has a modern family bathroom, washer and dryer, 2 large bedrooms, one with queen size bed and en-suite bathroom the other has 2 twin beds. On the second floor is a large loft with a queen size bed, day bed, study area overlooking the pool....

Booked      Available           highlight_off   
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 165 GBP | $ 225 USD)
From
€ 183 /Night 
(Min Stay 4 nights)
verified_user Book Online

highlight_off

East-End, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
wifi WiFi
Villa with Ocean Views and 200ft of PRIVATE Beach
Ocean Whispers Villa is a beautiful 3 bedroom house, overlooking the ocean/beach. The views are breathtaking, and the cool ocean breezes soothe the soul. Located in a safe neighborhood, in the quiet district of East End, this house provides the peace and tranquility you seek on your vacation. Situated away from the busy tourist areas on the western side of Grand Cayman. Included with the house, is a large cabana situated on it's own private beach directly across the street (1 minute walk). Amenities: BBQ IRON KETTLE PRIVATE YARD SECURE PARKING AREA GOLF FAR AREA WATERSPORTS NEAR DSC RURAL FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SAFE SATELLITE TV TOASTER TV WASHING MACHINE WIFI STOVE OCEAN VI...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
6
Sleeps
3
Bedrooms
2
Baths
verified_user Book Online
(£ 165 GBP | $ 225 USD)
From
€ 183 /Night 
(Min Stay 5 nights)
rate 5/5 Reviews (2)
verified_user Book Online

highlight_off

West-End, Cayman Brac Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Contemporary open house, spectacular ocean views, butterflies, sweet sunsets
The Copper Turtle is low-key, elegant – have a good time, feel comfortable. Open floor plan (2700 sq ft!), lots of space both inside and out. The first thing that everyone notices as they walk in the front door is the really large open space, with an amazing side to side full view of the ocean, blue skies, clouds and dive boats bobbing. At the Copper Turtle we have 160 feet of lovely beachfront on the quiet North side of the Brac; our sweetest feature is the full screened-in porch that runs the length of the beach side. On the right is the hammock, from which to watch the butterflies and dragonflies flitting across the flowers, in the middle are Adirondack chairs and a table, to watch the lightning show from tropical clouds running up against the mountains of Cuba (50 miles north), on the left is the outdoor dining table, the place to set up a laptop, answer some quick e-mails, watc...

Booked      Available           highlight_off   
5/5
pets
Villa-House
7
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 513 GBP | $ 701 USD)
From
€ 570 /Night 
(Min Stay 7 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

Little-Cayman, Little Cayman Cayman Island

(minimum stay 7 nights)
pets Pets Allowed
ac_unit Air Conditioning
Rest Azured
This beach house, with 3 bedrooms, 3 full baths and extra room for additional guests, is the perfect place to bring families and friends for the ultimate Little Cayman experience. Situated on Charles' Bight, the property boasts 120 feet of ocean front for great bone fishing, snorkeling, kayaking, etc. right from your own private beach. Little Cayman is one of the world's best dive destinations and there are numerous dive operators catering to novice as well as the most advanced open water diver at your disposal. Point of Sand, undoubtedly the prettiest beach of the 3 Cayman Islands, is a short drive or bike ride away. The house is fully equipped with all you'll need for a comfortable stay. Because of limited grocery availability in Little Cayman, arrangements can be made to stock your fridge & cupboards in advance, ready for your arrival for an additional fee. Because these will nee...

Booked      Available           highlight_off   
pool
wifi
Villa-House
10
Sleeps
4
Bedrooms
3
Baths
verified_user Book Online
(£ 732 GBP | $ 1,000 USD)
From
€ 814 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Lime Tree Villa. Canal Front
4 private bedrooms 2 ensuite plus full use of our spacious house in a secure gated community. We have modern furnishings inc fully equipped kitchen, a pool and a moroccan conservatory. Just 9 min walk to the beach. The space: You will have your own private bedroom (with views of the palm trees in the garden), with a comfy kingsize bed, plus your own private bathroom right next door. The room comes complete with bedside tables, chests of drawers and wardrobe space, a/c and a ceiling fan. We will provide you with towels for your stay, clean bed linen plus beach towels for you to use. Guest access: We would love you to feel at home in our house! Our spacious TV room has Italian white leather sofas (perfect for movie-watching) and a large flatscreen TV with access to Netflix. Kitchen is fully equipped with everything you might need; blender, toaster, Nutri-bullet, dishwasher, Espresso...

Booked      Available           highlight_off   
5/5
pool
wifi
Apartment
4
Sleeps
3
Bedrooms
1
Baths
verified_user Book Online
(£ 292 GBP | $ 399 USD)
From
€ 325 /Night 
(Min Stay 1 night)
rate 5/5 Reviews (2)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Luxury Condo #2 on Boggy Sand Road-Garden Level
Windsong is comprised of four luxury boutique condominiums. Our gated property is located on one of the most coveted streets on island, Historic Boggy Sand Road. We’re steps from pristine, unpopulated Boggy Sand Beach which is the northernmost part of Seven Mile Beach. Amongst the quietness at night, you can hear the waves breaking on the beach. With its own beautiful pool and lush gardens, Windsong is a private sanctuary all its own. This beautifully furnished apartment has 1,600 sq. ft. of spaciousness. There’s plenty of room for your family and/or friends. This garden level unit has a comfortable patio to relax and is just a few feet from our custom pool and professionally landscaped gardens. The kitchen is fully outfitted and there are plenty of linens and beach towels. Attention to detail is clear throughout the property. Concierge Services: Private Cook, Housekeeping S...

Booked      Available           highlight_off   
pool
wifi
Apartment
10
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 731 GBP | $ 999 USD)
From
€ 813 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

West-Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
4BR Seven Mile Beach - Boggy Sands Club - Parrot 2
Parrot 2 4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, King, Twin & Twin (or King) and 2 Bunk Beds for the kids). 2600 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a Private Beach Access. Luxury condos on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the most secluded part of Seven Mile Beach. Spacious with open plan kitchen, dining area and living room leading onto a very large balcony. The Master bedroom also leads onto a private Balcony so that guests can enjoy some private space outside. The Master has a Full Bathroom with Rain Shower and stand-alone bathtub. 2nd Bedroom with a luxurious queen bed and en-suite. 3rd Bedroom has 2 Twin beds and en-suite. 4th Bedroom is set up for kids with 2 bunk beds, entertainment ce...

Booked      Available           highlight_off   
wifi
Villa-House
10
Sleeps
4
Bedrooms
2
Baths
verified_user Book Online
(£ 313 GBP | $ 428 USD)
From
€ 348 /Night 
(Min Stay 5 nights)
verified_user Book Online

highlight_off

North-Side, Grand Cayman Cayman Island

(minimum stay 5 nights)
ac_unit Air Conditioning
wifi WiFi
Oceanfront Northside Villa w/Sun Porch & Pvt Beach
Experience pure beach life tranquility at ‘Conquered Fame,’ a 4-bedroom, 2-bathroom beachfront vacation rental villa in the Cayman Islands. Situated on half an acre in the peaceful Rum Point area of Cayman Kai, this 1,500 square foot home comfortably sleeps 10, and offers an amazing open-layout, sun porch and backyard deck leading to the private white sand beach and turquoise sea. - THE PROPERTY - Master Bedroom: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Bedroom 4: 2 Twin Beds | Living Room: Pullout Sofa | Sun Porch: Pullout Sofa Walk along the tiled path underneath a veil of tree blossoms and enter into the spacious, bright, yellow and blue kitchen, combined with a living area with grey tile floors and a vaulted ceiling. This open area features a well-equipped kitchen, center island and bar seating, where you can sit while chatting with the chef of the gr...

Booked      Available           highlight_off   
pool
wifi
Apartment
10
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 476 GBP | $ 650 USD)
From
€ 529 /Night 
(Min Stay 5 nights)
verified_user Book Online

highlight_off

Seven-Mile-Beach, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Luxury Beachfront Oceanfront 3 Bed/3 Bath - Seven Mile Beach - Sunset View
Welcome to our beautiful second floor (with elevator) beachfront apartment, situated right on Seven Mile Beach! The apartment is located in Laguna Del Mar, a small and friendly condo community complete with a private swimming pool, Jacuzzi, barbecue, private beach access, tennis court, fountain pond, and 24hr security. Our apartment features three bedrooms, three bathrooms, a bright living room with a fully-equipped spacious open kitchen, and a large terrace for breathtaking sea and sunset views. The living room has a comfy leather pull-out couch, a wide-screen television, and a large dining room table The master bedroom has large ocean-facing windows, direct terrace access, and a full walk-in closet. The master bathroom is equipped with two large sinks, an open shower and a Jacuzzi tub. The second bedroom features a king size bed, private bathroom and shower, and a large closet. ...

Booked      Available           highlight_off   
wifi
Villa-House
7
Sleeps
3
Bedrooms
2
Baths
verified_user Book Online
(£ 292 GBP | $ 399 USD)
From
€ 325 /Night 
(Min Stay 4 nights)
verified_user Book Online

highlight_off

Rum-Point, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
wifi WiFi
RUMPOINT VILLA-OCEAN FRONT
As one steps onto this property the sight, sound of the ocean greets you. This 3 bed, 2 bath charming Cottage, which was once a private home, is tastefully furnished with many personal touches and sits perfectly amongst the landscaped grounds. The owner loves her garden which includes native mature grape and coconut trees amongst other manicured trees, shrubs and flowering plants. The 180 deg panoramic view of meandering coastline and open ocean from the outdoor deck allows plenty of space for entertaining visitors, watching sunrises/ sunsets and is also great for one or many to sit, relax and forget about the time. If the deck isn't your choice, the white sandy beach is always a great 2nd option. This quiet beach is shared by very few properties and is as private as the island offers so pull up a beach chair, play a game of Bocce, or watch the kids play and build sand castles. Rem...

Booked      Available           highlight_off   
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 190 GBP | $ 259 USD)
From
€ 211 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

Grand-Cayman, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 219 GBP | $ 299 USD)
From
€ 243 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

Grand-Cayman, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 190 GBP | $ 259 USD)
From
€ 211 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

North-Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 190 GBP | $ 259 USD)
From
€ 211 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

North-Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
5/5
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 219 GBP | $ 299 USD)
From
€ 243 /Night 
(Min Stay 3 nights)
rate 5/5 Reviews (1)
verified_user Book Online

highlight_off

Grand-Cayman, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
pool
wifi
Villa-House
8
Sleeps
3
Bedrooms
3
Baths
verified_user Book Online
(£ 190 GBP | $ 259 USD)
From
€ 211 /Night 
(Min Stay 3 nights)
verified_user Book Online

highlight_off

Grand-Cayman, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool
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 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, each of the five 3,000 sq ft luxury villas offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishings , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from each villa allow you to e...

Booked      Available           highlight_off   
Page 1 of 3
 
1  |  2  |  3

FEATURED CAYMAN ISLAND HOLIDAY RENTALS
flag Map of cayman island

Some locations not available/accurate
Popular holiday rentals searches: 6:39:19 AM

Welcome to our Holiday Rentals and Short Term Stay in Cayman Island page.


Related Searches:
Holiday Villas for rent in Cayman Island | Holiday apartments for rent in Cayman Island | Holiday Condos for rent |

  Cayman Island Pet friendly rentals | Find   Cayman Island Internet access rentals | | Find   Cayman Island Rentals with pool | | | | |

Find Cayman Island holiday rentals using the search facility provided top of the page or browse through specific locations. We advertise holiday home ads listed direct by owners or agents, whether you are looking for a holiday home in Cayman Island , or short term self catering accommodation in Cayman Island. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos.
All of our Cayman Island vacation rentals are updated daily and you are free to contact the owner or agent directly.
With a large selection of property adverts, from cheap Cayman Island Apartments to Pet friendly Villa rentals and luxury resort homes.
Where are the top 10 Cayman Island holiday rental destinations?
Search for your accommodation using our Map to find the best places to rent.
Where to Live in Cayman Island?


See our recommended holiday homes in Cayman Island for up to availability and prices.
List Your Property
network
Advertise your property.
Our unique distribution network reaches millions of users each and every month.
Accounts from £2.99, try it for £0.99 for your first month!
English language

Change Language    highlight_off