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Found 214 Cayman Island vacation rentals
5/5
10
Sleeps
4
Bedrooms
4
Baths
pool
Condo
5/5 Reviews (9)
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(€ 5,042  £ 4,604)
From
$ 5,593 /Week 
or $799 /night (Min Stay 3 nights)
5/5 Reviews (9)
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West Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
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 ...

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4
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
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(€ 1,578  £ 1,440)
From
$ 1,750 /Week 
or $250 /night (Min Stay 3 nights)
 
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Rum Point, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Kaibo, Rum Point Grand Cayman 2 Bed Ocean Front Condo
If you are seeking relaxation or a perfect romantic getaway, this two bedroom, two bathroom ocean front condo is a piece of paradise. Situated on a quiet cove with stunning private beach and ocean views. Restaurants and coffee shop right next door. With granite counter tops, ceramic tile floors and central AC. Open plan kitchen with breakfast bar is perfect for entertaining opens to the dining area. The living area is bright and overlooks the private screened in patio. In the master bedroom you will find a king size bed and an en suite bathroom, a queen in the second bedroom. Right next door to Kaibo Beach Bar, Kaibo Upstairs and Kaibo Espresso. A 1 mile walk from Rum Point. Amenities: BBQ IRON JACUZZI KETTLE SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA WATERSPORTS NEAR DSC BEACHFRONT FRIDGE AIR CONDITIONING BALCONY TERRAC...

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6
Sleeps
2
Bedrooms
3
Baths
pool
Villa-House
 
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(€ 2,366  £ 2,161)
From
$ 2,625 /Week 
or $375 /night (Min Stay 5 nights)
 
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Rum Point, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Sandbar Beach Island House 11, steps from Rum Point, FREE kayaks, bicycles, WIFI
SWIM with Stingrays, SNORKEL close to the coolest corals around Barrier Reef, DIVE to devilishly deep drop-offs and wicked wrecks or KAYAK slowly under a blanket of stars Cayman?s only bio-luminescent bay , the best in the Caribbean! Our Island House is designed for life in the Tropics where "Inside and Outside become One". DISCOUNT: 10% Off Stingray City DISCOUNT: 15 % Off Car Rental DISCOUNT: 20 % Off Swimming with Dolphins A Caribbean Island Vacation at our Island House at Rum Point, Grand Cayman has long been a pleasant alternative to a Hotel Room Vacation. ' More Comfort, More space! More privacy! More for your money! From the time you move in to the minute you depart, you'll have your own private home with all of its comforts and extra amenities listed below at your disposal. Kick off your shoes, relax in a home away from home, play in the sea, swim in the pool, taste culina...

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5/5
4
Sleeps
3
Bedrooms
1
Baths
pool
Apartment
5/5 Reviews (2)
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(€ 2,265  £ 2,069)
From
$ 2,513 /Week 
or $359 /night (Min Stay 1 night)
5/5 Reviews (2)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
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...

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5/5
7
Sleeps
3
Bedrooms
3
Baths
pool
Apartment
5/5 Reviews (7)
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(€ 1,735  £ 1,585)
From
$ 1,925 /Week 
or $275 /night (Min Stay 5 nights)
5/5 Reviews (7)
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East End, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Crescent Beach (Sky) at Half Moon Bay
Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional crib/cot. The two apartments are together suitable for groups of up to 12 persons. Each apartment is very spacious at about 2,100 sq. ft.. The world-famous Shetty Health City hospital is just a quarter mile away and the apartments therefore offer convenient proximity for the families of patients undergoing heart and other surgery at the hospital. Half Moon Bay is a rural development featuring a mix of ironshore and beach frontage onto the ocean. Our home, Crescent Beach, features fresh white sand which is cycled on a continuous basis by the action of waves and currents and is therefore chose...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
 
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(€ 1,893  £ 1,729)
From
$ 2,100 /Week 
or $300 /night (Min Stay 3 nights)
 
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George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
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
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
5/5 Reviews (11)
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(€ 1,104  £ 1,008)
From
$ 1,225 /Week 
or $175 /night (Min Stay 3 nights)
5/5 Reviews (11)
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North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6
PERFECT VACATION RETREAT- CAYMAN STEAD is a beachfront 2 bedroom, 2 bath luxury condo. It sleeps 6 comfortably with its 2 king beds as well as a queen sofa bed. Beach and Ocean views from every room constantly reminding you that you are in a Caribbean paradise. Each room is newly decorated with Caribbean and Sea art that stands out beautifully against the tiled floors and granite counter tops. The 8 foot glass dining room table allows for a spacious gourmet meal among friends. Fully furnished, the kitchen is stocked with cooking accessories including microwave ovens, toaster ovens, blenders, a coffee pot and dining utensils. Each bedroom tastefully done to make this your home away from home. When we chose our new name after the rebuild, we joked,.. We felt like it was our HomeStead... Our CAYMAN STEAD... Or we came (here) instead.. Hence .. Cayman Stead. Come enjoy our diving haven, ...

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4/5
7
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
4/5 Reviews (5)
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(€ 1,256  £ 1,147)
From
$ 1,393 /Week 
or $199 /night (Min Stay 2 nights)
4/5 Reviews (5)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort
Beachfront condominiums, right next to the New Margaritaville Resort. You do not need to cross the road to get to the beach as the condos are on the beach side. The unit is on the ground floor and has a garden view. It is not facing the beach however a 2 minute walk to the beach and NO HASSLE of having to go up and down any stairs! Sleeps 4 people comfortably (two couples) and can sleep up to 7 people as there is a sofa bed on the living room that can sleep up to 2 people and a sofa/couch that can sleep one person. From the front door, the beach is about a 2 minute walk, equipped with beach loungers and umbrellas COMPLIMENTARY for you to use and an outdoor shower. The pool bar is also 25 feet from the front door called "5 O'clock somewhere". Cayman's largest pool with a beautiful waterfall feature, mini lazy river, hot tub, outdoor communal BBQ/picnic area, kiddie pool. Walking distan...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
pool
Condo
 
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(€ 2,209  £ 2,017)
From
$ 2,450 /Week 
or $350 /night (Min Stay 4 nights)
 
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 4 nights)
pool Swimming Pool
Cayman Reef Resort
Our condo is a 30 second walk to the world famous Seven Mile Beach. The beautiful miles of white sandy are right there. Snorkeling is available right from our beach. Many great restaurants are available within walking distance. Grand Cayman is very safe island with friendly people to greet you. The warm inviting ocean is just a few feet away. The salt water swimming pool is available as well as our own tennis court. Amenities: IRON AREA TENNIS NEAR AREA WATERSPORTS NEAR DSC BEACHFRONT DRYER DISHWASHER LINENS PROVIDED TOWELS PROVIDED MICROWAVE STAFF SAFE TV WASHING MACHINE STOVE OCEAN VIEWS CEILING FANS WATER VIEWS Suitabilities: ALL...

Booked      Available           highlight_off   
16
Sleeps
8
Bedrooms
8
Baths
pool
Villa-House
 
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(€ 31,551  £ 28,810)
From
$ 35,000 /Week 
or $5,000 /night (Min Stay 7 nights)
 
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West Bay, Grand Cayman Cayman Island

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Special Offer for Kaaboo Festival 2/9 - 2/18/19. Only 30 min walk. Beach Front.
Beautiful Home located on Seven Mile Beach. 5 Bedroom Main Residence and 3 Bedroom Guest Home across the street. This home includes a full gym, infinity pool, brand new hot tub, two full kitchens, full-size tennis court, and plenty of space for a large group of people to have a great time in Grand Cayman! This is a rare opportunity to stay in one of the most beautiful homes on Cayman Island. If you are coming to the island for the Kaaboo music festival, this home is located within walking distance! It is about a 30 minute walk or 5 minute car ride. Amenities: PRIVATE YARD SECURE PARKING SHARED OUTDOOR POOL HEATED AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabilities: ALL...

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
5/5 Reviews (1)
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(€ 1,887  £ 1,723)
From
$ 2,093 /Week 
or $299 /night (Min Stay 3 nights)
5/5 Reviews (1)
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Rum Point, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
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   
5/5
7
Sleeps
3
Bedrooms
3
Baths
pool
Apartment
5/5 Reviews (18)
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(€ 1,735  £ 1,585)
From
$ 1,925 /Week 
or $275 /night (Min Stay 5 nights)
5/5 Reviews (18)
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East End, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Crescent Beach (Sand) at Half Moon Bay
Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional crib/cot. The two apartments are together suitable for groups of up to 12 persons. Each apartment is very spacious at about 2,100 sq. ft. The world-famous Shetty Health City hospital is just a quarter mile away and the apartments therefore offer convenient proximity for the families of patients undergoing heart and other surgery at the hospital. Half Moon Bay is a rural development featuring a mix of iron-shore and beach frontage onto the ocean. Our home, Crescent Beach features fresh white sand which is cycled on a continuous basis by the action of waves and currents and is therefore chosen...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
 
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(€ 1,578  £ 1,440)
From
$ 1,750 /Week 
or $250 /night (Min Stay 5 nights)
 
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Rum Point, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
CaymanOnTheBeach
Our luxury NON SMOKING GROUND FLOOR condo is nestled in a tropical paradise on the shores of Cayman Kai, in the exclusive Rum Point area of Grand Cayman. Seventeen feet of glass doors face the water. Walk right out your back door and you are on the beach. Not the crowded beach on the tourist side of island but a quiet haven to relax and unwind yet close by to the activity of the local kaibo Yacht Club beach bar and restaurant. It is a short drive (the island is only 20 miles long) to town and unlimited activities and tourist adventures. Park your chair under the palm trees or thatched-roofed gazebo and relax in the gentle ocean breezes. This is a small complex of 20 condos -5 buildings of 4 units each sharing over 300 feet of private beach. There is a pool and spa too. A perfect place for couples and families alike. Phase 1 is NOT older - it is only one year older than phase two condos...

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6
Sleeps
2
Bedrooms
1
Baths
Apartment
 
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(€ 947  £ 864)
From
$ 1,050 /Week 
or $150 /night (Min Stay 4 nights)
 
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East End, Grand Cayman Cayman Island

(minimum stay 4 nights)
Cayman Snuggle Beach - 1 or 2 bedrooms
This spacious, private 1 bedroom apartment takes up the entire ground floor level of a large 3-storey house in the East End of Grand Cayman. It walks out directly to a stunningly beautiful white, sandy beach, lush with vegetation and palm trees, right on your doorstep. Lounge chairs are on the beach and there is great snorkelling right off the pier! The views from all windows are spectacular. There is an 8' wide by 30' long patio with lounge chairs, and the piece de resistance is a large, built-in circular whirlpool tub overlooking the Caribbean Sea at the end of the patio for your exclusive use! There is also a BBQ for you to use. This apartment has been newly renovated & freshly painted in a bright, colourful Caribbean colors. There is a new, king-size bed with headboard, beautiful yellow comforter with matching sheets and colourful original Caribbean artwork on the walls by l...

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10
Sleeps
4
Bedrooms
5
Baths
pool
Condo
 
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(€ 6,310  £ 5,762)
From
$ 7,000 /Week 
or $1,000 /night (Min Stay 5 nights)
 
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Oceanfront Luxury 4-bed Condo In Boutique Development On SMB
Located on a beautiful pristine section of Seven Mile Beach, Sea Breeze is a boutique condo development of just nine luxury corner condos with incredible ocean views. Condo 3 is located on the second floor and can sleep up to 10 guests in comfort (and can be rented alongside condo 4 next door for larger groups). It is a beautifully furnished unit with everything supplied for a memorable vacation. The development itself benefits from an oceanfront infinity pool, private beach (although all of Cayman's beaches are public below the high-tide mark) with plenty of beach chairs and loungers, a well-equipped gym and secure underground parking. In addition an overnight security guard is employed on site at Sea Breeze for added peace of mind. Sea Breeze is located in Seven Mile Beach and less then a 10 minute drive to most of the amenities the area has to offer including great restaurants, tour o...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
4
Baths
pets
pool
Condo
 
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(€ 4,102  £ 3,745)
From
$ 4,550 /Week 
or $650 /night (Min Stay 3 nights)
 
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
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
7
Sleeps
3
Bedrooms
3
Baths
pets
Villa-House
5/5 Reviews (1)
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(€ 4,417  £ 4,033)
From
$ 4,900 /Week 
or $700 /night (Min Stay 7 nights)
5/5 Reviews (1)
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Little Cayman, Little Cayman Cayman Island

(minimum stay 7 nights)
pets Pets Allowed
ac_unit Air Conditioning
Rest Azured
This brand new beach house provides unparallelled luxury in Little Cayman. With 3 bedrooms, 3 full baths and extra room for additional guests, it 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 ...

Booked      Available           highlight_off   
5/5
5
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
5/5 Reviews (1)
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(€ 1,256  £ 1,147)
From
$ 1,393 /Week 
or $199 /night (Min Stay 5 nights)
5/5 Reviews (1)
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George Town, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Direct Beachfront Condo,quiet,with pool and tennis
Welcome to coral bay village, your beachfront paradise. Located right on a secluded beautiful white sand beach, close enough to georgetown and the airport for your convenience, but far enough to enjoy the quiet and beauty without the crowds and rowdiness of seven mile beach. For less than the price of a reasonable hotel room you can enjoy a two bedroom condo with a full kitchen and plenty of space, beautiful grounds and perfect beach. Relax on a lounge chair under a palm tree and listen to the gentle waves lapping on the virtually private beach. When looking for activity, grab your tennis racket and play a few games on our newly resurfaced tennis court, or take a dip in our pool. Adventure awaits right off our beach. Bring your snorkeling gear-snorkel right off our beach and see many different types of fish and coral, and sea turtles! Our reef protected area is a popular feeding groun...

Booked      Available           highlight_off   
6
Sleeps
1
Bedrooms
2
Baths
pool
Condo
 
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(€ 1,130  £ 1,031)
From
$ 1,253 /Week 
or $179 /night (Min Stay 7 nights)
 
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East End, Grand Cayman Cayman Island

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Condo and Scuba Dive Resort on East End
ONE BEDROOM DELUXE POOLSIDE CONDOMINIUM ? 1100 SQ.FT. - 8 CONDOMINIUMS Full one bedroom deluxe condo with private bedroom with King size bed, full bathroom + 3/4 bathroom, living room and fully equipped kitchen. In the living room area there is a large entertainment center, which stows 2 full size twin beds that can pull down out of the unit, therefore having the flexibility to sleep either 2 or 4 people. Also has a private balcony. EXPERIENCE 'Rollo-B' Roll out of Bed and onto the waiting dive boat... No 'Busses to the Boats' at Compass Point Dive Resort. We are the true meaning of rolling out of bed and getting right on to the dive boat. The resort could be called a land based live-a-board, with dive boats on your door step, ready to take you diving. Your bedroom is so close to the water and the dive boats, we like to say "Roll Out of Bed and onto the Dive Boat"- and this is the...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (3)
verified_user Book Online  
(€ 1,262  £ 1,152)
From
$ 1,400 /Week 
or $200 /night (Min Stay 4 nights)
5/5 Reviews (3)
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George Town, Grand Cayman Cayman Island

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
Oceanview/Poolside Condo on Seven Mile Beach
Our poolside/ocean view condo is located at the Sunset Cove Complex. This beach front complex is on the south end of Seven Mile Beach. The beach is a long crescent of coral-sand beach on the western end of Grand Cayman Island. It is known for its beauty, recently receiving the honor of 'The Caribbean's Best Beach' from Caribbean Travel and Life Magazine. We are walking distance to George Town, as well as water sports rental, restaurants, supermarket, shopping and nightlife. Our second floor 2 bedroom / 2 bathroom condo is bright, spacious, and open plan. It has a fully equipped kitchen with stainless steel appliances including full size fridge, stove, microwave and dishwasher. It also has a full size washer and dryer. We have a large living room / dining room with a new flat screen TV with HD cable and DVD player. The condo is equipped with Wi-Fi for your co...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
5/5 Reviews (13)
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(€ 1,073  £ 980)
From
$ 1,190 /Week 
or $170 /night (Min Stay 5 nights)
5/5 Reviews (13)
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Grand Cayman, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Cayman Conch Quest Beachfront Condo in Rum Point
Welcome to Cayman Conch Quest! Our first floor location has great unobstructed views of the Caribbean Sea and direct access to the beach and pool, both only steps from the private lounging deck. Enjoy your meals in the screened lanai where the sights and sounds of the ocean will make you wish you could stay longer. Take long, quiet walks on the beach, past multi-million dollar homes, usually with not another person in sight. Amenities: BBQ CHILD POOL HAIRDRYER HIGHCHAIR IRON KETTLE SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA WATERSPORTS NEAR DSC SHORT RENTAL DSC WINTER SUN DSC BEACHFRONT FRIDGE AIR CONDITIONING DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SAFE SATELLITE TV TOASTER TV WASHING MACHINE...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
2
Baths
Villa-House
 
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(€ 2,619  £ 2,391)
From
$ 2,905 /Week 
or $415 /night (Min Stay 5 nights)
 
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North Side, Grand Cayman Cayman Island

(minimum stay 5 nights)
ac_unit Air Conditioning
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   
5/5
4
Sleeps
2
Bedrooms
3
Baths
pool
Apartment
5/5 Reviews (24)
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(€ 1,104  £ 1,008)
From
$ 1,225 /Week 
or $175 /night (Min Stay 2 nights)
5/5 Reviews (24)
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Cayman Brac, Cayman Brac Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
2 bedroom condo on the quiet island of Cayman Brac
This is a ground floor, end unit, 2 bedroom - 3 bath condo located on a reef protected beach. You walk out the sliding door right onto the beach, within steps of the ocean. Restaurant, bar & pools on the property. The dive shop & grocery store are within a mile of the resort. Very quiet, friendly island! Amenities: BBQ IRON SHARED OUTDOOR POOL UNHEATED FRIDGE AIR CONDITIONING DRYER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SATELLITE TV TOASTER VIDEO WASHING MACHINE WIFI STOVE STEREO TELEPHONE BICYCLE ELDERLY ACCESSIBLE PATIO WATERFRONT BLENDER CEILING FANS BOOKS ALARM CLOCK WATER VIEWS DSC BEACH WATER DSC BEACH LAKESIDE Suitabilities: ALL...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
pool
Villa-House
 
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(€ 947  £ 864)
From
$ 1,050 /Week 
or $150 /night (Min Stay 5 nights)
 
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East End, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
Morris Tortuga One bedroom
This is a fixed week timeshare rental with Saturday check-in. A beachside paradise on one of the world's most beautiful islands, Morritt's Tortuga is a tropical paradise. Snorkeling just outside your door, with a complete diving and snorkeling program at the resort. Two stunning pools, one quiet & perfect for reading a book or taking a nap, the other complete with a swim up bar, music, activities for kids, and poolside games. Dine on international and island cuisine at David's or Mimi's. Amenities: BBQ IRON JACUZZI KETTLE AREA FISHING NEAR AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE CENTRAL HEATING DRYER DISHWASHER DVD FREEZER GAMESROOM GYM LINENS PROVIDED TOWELS PROVIDED MICROWAVE PINGPONG POOL TABLE STAFF SAFE TOASTER TV WASHING MACHINE STOVE EL...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
1
Baths
B and B
 
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(€ 789  £ 720)
From
$ 875 /Week 
or $125 /night (Min Stay 2 nights)
 
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Bodden Town, Grand Cayman Cayman Island

(minimum stay 2 nights)
ac_unit Air Conditioning
Endless Summer 345
Endless Summer 345 is a true getaway in the Cayman Islands. Enjoy a relaxing and quiet Island experience located within the Bodden Town area very close to the beach. Endless Summer is within an remote area, where you can feel the cool sea breeze while enjoying chilled beverage. Overall your experience with Endless Summer will be a relaxing, quiet, private and outstanding visit to the Cayman Islands. We look forward to having you visit our guesthouse and experiencing a true 345 island life! Amenities: IRON KETTLE PRIVATE YARD SECURE PARKING DSC CITY FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SATELLITE TV TOASTER TV WASHING MACHINE WIFI STOVE PATIO CEILING FANS WATER VIEWS DSC BEAC...

Booked      Available           highlight_off   
5/5
10
Sleeps
4
Bedrooms
4
Baths
pool
Condo
5/5 Reviews (15)
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(€ 4,102  £ 3,745)
From
$ 4,550 /Week 
or $650 /night (Min Stay 1 night)
5/5 Reviews (15)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
4BR Penthouse 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. Penthouse has Ocean Views. 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 kids with 2 bunk beds (Sleep 4) and en-suite. 4th Bedroom is has 2 Full beds, ...

Booked      Available           highlight_off   
5/5
4
Sleeps
1
Bedrooms
2
Baths
Condo
5/5 Reviews (17)
verified_user Book Online  
(€ 789  £ 720)
From
$ 875 /Week 
or $125 /night (Min Stay 3 nights)
5/5 Reviews (17)
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Bodden Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
The Sun Spott (Spotts Beach)
A 900+ sq foot loft condo with two full baths. King Bed upstairs. Queen pullout bed downstairs with memory foam/temper-soft mattress. 60 second walk to our favorite beach on island (Spotts Beach). Amenities appx 1 mi away, including grocery, liquor store, pharmacy, bank, restaurants. DISH Network TV. Smoker BBQ Grill. Beach chairs. Two snorkel sets Life vests Beach Towels. Located in heart of the island to explore both coasts. Out of the way of hustle & bustle of the 7 Mile Strip. Our place is also accredited and inspected through the Cayman Islands Dept of Tourism to meet the same tourism standards as hotels such as the Ritz Carlton or the Marriott. Public transport available but rental car is a little easier to get around. Happy to make any recommendations. Check in time is 3 pm, Check out time is 10 am. We can normally be flexible with this. Amenities: BBQ ...

Booked      Available           highlight_off   
3
Sleeps
1
Bedrooms
1
Baths
pets
pool
Villa-House
 
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(€ 1,571  £ 1,435)
From
$ 1,743 /Week 
or $249 /night (Min Stay 3 nights)
 
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West Bay, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Mediterranean Villa
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 away from home as all comforts of home will be found in this unit. Amenities: BBQ BALCONY TERRACE LINENS PROVIDED TOWELS PROVIDED STAFF TV STEREO SOLARIUM ELDERLY ACCESSIBLE PATIO DECK CEILING FANS HOUSEKEEPING INCLUDED Suitabilities: ALL...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
5
Baths
pool
Condo
 
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(€ 6,310  £ 5,762)
From
$ 7,000 /Week 
or $1,000 /night (Min Stay 5 nights)
 
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West Bay, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
Large Luxury Oceanfront Seven Mile Beach Condo
Condo 4 at Sea Breeze is a superbly appointed and furnished four-bedroom oceanfront condo on Seven Mile Beach. Located on the second floor, and with beautiful views of the Caribbean Sea and the pristine beach, it is perfectly located for a Grand Cayman vacation. The four bedrooms, along with a sleeper sofa in the media room, offers accommodation for up to 10 guests comfortably. It can also be booked alongside condo 3 next door enabling larger groups to book out the whole floor for special occasions. Condo 4 is a bright corner condo with a beautiful oceanfront terrace, perfect for dining and relaxing. Meanwhile Sea Breeze itself has plenty to offer guests. Sea Breeze is a boutique condo development of just nine large condos nestled at the quieter northern end of Seven Mile Beach, yet just over a kilometre from the five-star Kimpton Seafire resort. All the amenities of Seven mile Beach, in...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
 
verified_user Book Online  
(€ 1,798  £ 1,642)
From
$ 1,995 /Week 
or $285 /night (Min Stay 5 nights)
 
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Rum Point, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
Rum Point Retreat 17
Our unit is on the very tip of Rum Point, providing both stunning sunrises and sunsets. Ocean views are present in the Master Bedroom and the living areas. You can walk right off the balcony to white sand beaches that offer the best snorkeling in Grand Cayman. Within the complex, you will find a swimming pool, gym, and tennis court. The Rum Point Restaurant, Wreck Bar & Grill, and The Rum Point Beach Club and Dock are located next door for easy access to dining and watersports. Amenities: IRON KETTLE AREA FISHING NEAR AREA GOLF FAR AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE DRYER DISHWASHER DVD FREEZER GAMESROOM GYM LINENS PROVIDED TOWELS PROVIDED MICROWAVE PINGPONG POOL TABLE STAFF SAFE TOASTER TV WASHING MACHINE STOVE STEREO ELDERLY ACCESSIBLE...

Booked      Available           highlight_off   
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FEATURED CAYMAN ISLAND HOLIDAY RENTALS
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Find Cayman Island villa rentals using the search facility or use the region links to browse through specific Cayman Island holiday region. We advertise holiday home ads listed direct by owners or agents. holiday rentals in Cayman Island are all furnished self catering lets in Cayman Island that rent on short term bases and all of our listings come with weekly prices and pictures. 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 rental adverts 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 properties to luxury resort homes for rent in Cayman Island . Property owners easily advertise your vacation home in Cayman Island , see our advertising packages for full details.
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