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Found 220 Cayman Island vacation rentals
Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
rate 5/5
10
Sleeps
4
Bedrooms
4
Baths
pool
Condo
rate 5/5 Reviews (14)
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(€ 4,063  £ 3,474)
From
$ 4,550 /Week 
or $650 /night (Min Stay 1 night)
rate 5/5 Reviews (14)
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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, ...

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Cayman Island holiday rental in Grand Cayman, West Bay
rate 5/5
6
Sleeps
3
Bedrooms
4
Baths
pool
Apartment
rate 5/5 Reviews (15)
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(€ 1,875  £ 1,603)
From
$ 2,100 /Week 
or $300 /night (Min Stay 3 nights)
rate 5/5 Reviews (15)
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West Bay, Grand Cayman Cayman Island

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

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
10
Sleeps
3
Bedrooms
3
Baths
pool
Apartment
 
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(€ 4,063  £ 3,474)
From
$ 4,550 /Week 
or $650 /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
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. ...

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Cayman Island holiday rental in Grand Cayman, Grand Cayman
rate 5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
rate 5/5 Reviews (13)
verified_user Book Online  
(€ 1,063  £ 909)
From
$ 1,190 /Week 
or $170 /night (Min Stay 5 nights)
rate 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...

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Cayman Island holiday rental in Grand Cayman, East End
6
Sleeps
2
Bedrooms
1
Baths
Apartment
 
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(€ 938  £ 802)
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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Cayman Island holiday rental in Grand Cayman, East End
4
Sleeps
1
Bedrooms
1
Baths
pool
Villa-House
 
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(€ 3,001  £ 2,565)
From
$ 3,360 /Week 
or $480 /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
Premier Morritt's Tortuga Club resort offers a luxury beach front paradise atmosphere, with 2 pools a waterfall and swim up cocktail bar. Each air conditioned apartment has a balcony and a fully equipped kitchen. The property's restaurant serves gourmet food and there are several bars. Many other dining options within 1 km This resort offers a private beach and a spa on site. Outdoor activities such as snorkelling, scuba diving and windsurfing are within 5 kms of the resort. International airport is 40 mins away. Amenities: BBQ CHILD POOL SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA GOLF NEAR AREA TENNIS NEAR DSC BEACHFRONT FRIDGE AIR CONDITIONING BALCONY TERRACE DVD GYM LINENS PROVIDED TOWELS PROVIDED MICROWAVE SAFE SATELLITE TV TV STOVE OCEAN VIEWS BICYCLE ELDERLY ACCESSIBLE<...

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Cayman Island holiday rental in Cayman Brac, Cayman Brac
rate 5/5
4
Sleeps
2
Bedrooms
1
Baths
pets
Villa-House
rate 5/5 Reviews (3)
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(€ 938  £ 802)
From
$ 1,050 /Week 
or $150 /night (Min Stay 3 nights)
rate 5/5 Reviews (3)
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Cayman Brac, Cayman Brac Cayman Island

(minimum stay 3 nights)
pets Pets Allowed
ac_unit Air Conditioning
Cayman Brac Getaway--A Perfect Island Beach House!
The Getaway has been described as 'the perfect island beach house'. The house has an open modern design that allows the breeze to flow through the rooms. Situated on the south (windward) side of Cayman Brac, the Getaway oceanfront home is cooled by constant trade winds. Air conditioning is also available if preferred. An open gable design, double French doors, vaulted ceilings with ceiling fans in every room, tile floors throughout, and a screen porch all add to the island experience. The screen porch has a hammock and lounge chairs perfect for a nap, reading, or just taking in the refreshing ocean views and breeze. A private sandy beach area great for sunbathing is right outside the back door. Also, a large barbecue grill provides a perfect place to grill your catch of the day! The home is just a few steps (only 120 feet) from the clear, turquoise, Caribbean Sea. There are 3 tidal poo...

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Cayman Island holiday rental in Grand Cayman, West Bay
rate 4/5
6
Sleeps
2
Bedrooms
2
Baths
Apartment
rate 4/5 Reviews (9)
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(€ 1,407  £ 1,203)
From
$ 1,575 /Week 
or $225 /night (Min Stay 4 nights)
rate 4/5 Reviews (9)
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West Bay, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
calypso cove #5 "Beach comber"
Grand Cayman Island hideaway 'Seven Mile Beach' location. (80 Town Hall Road, West Bay). Perfect for snorkeling, scubadiving, sport fishing, or simply basking in the sun on our pristine secluded beach. We are a small private complex consistingof seven apartments ranging from studios to 2 bedroom 2 bath units.Across the street from Calypso Cove is a beach side restaurant 'Alfresco,' serving everything from pizza, burgers to fineseafood. Two minutes away is the Heritage Kitchen famous for its local foods - fish tea, fish and conch.Walk one more minute and you are Heritage Squatre where you can find a Medical Clinic, Pharmacy,Bankand Subway Sandwich.Further along the road you'll find Foster's Food Fair, a full scale supermarket.Taxi's (mini vans) run all the time and will pick up and drop anywhere.The snor...

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Cayman Island holiday rental in Grand Cayman, Bodden Town
4
Sleeps
2
Bedrooms
2
Baths
Apartment
 
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(€ 409  $ 458)
From
£ 350 /Week 
or £50 /night (Min Stay 4 nights)
 
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Bodden Town, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
Grand Cayman: large 2 bedroom,2 bedroom apartment with a sea view terrace
The 'Sunset paradise' apartment is a large two bedroom, two bathroom apartment with a wonderful sea view terrace located in the historic Bodden Town and just across the road from the beach. It's a perfect location in the middle of Grand Cayman island so you're within easy reach of Seven Mile beach or if you fancy a relaxing afternoon Rum Point is only 20 mins drive. We have 4 identical size apartments located in the same building and they have the same layout, size and apartment key features. The photos on the listing are from the ground floor apartment but the other apartments are very similar. It will be our pleasure to welcome you in one of our apartment APARTMENT KEY FEATURES: - modern,large and very light two bedroom apartment with 2 on-suite bathrooms - large sea view terrace overlooking the ocean just across the road - sleeps 4 people (queen size bed in bedroom one + 2 si...

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Cayman Island holiday rental in Grand Cayman, West Bay
10
Sleeps
4
Bedrooms
5
Baths
pool
Condo
 
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(€ 6,251  £ 5,345)
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...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
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(€ 2,157  £ 1,844)
From
$ 2,415 /Week 
or $345 /night (Min Stay 2 nights)
 
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
At home on Seven Mile Beach
This apartment number 532 Regal Beach Club has been our home for the last 6 years, but due to a recent addition to the family, we have moved to something bigger. We are excited to offer it to you as a vacation rental to enjoy it just as much as we have. Fully renovated 3rd floor 2 Bedroom (1 King and full over full bunk beds), 2 bathroom (1 en-suite master). Pool and ocean views from the living room and patio. Centrally located on Seven Mile Beach, next door to the Marriott hotel and walking distance to EVERYTHING, including Camana Bay and many fantastic restaurants. The Complex is oceanfront and includes beach chairs, umbrellas, 2 swimming pools, whirlpool, tennis court, small gym and 2 barbeque grills. The gym has weights, treadmill and stationary bicycle. Free parking on the property. The unit has a fully equipped kitchen, standard television package (additional channels can be ...

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Cayman Island holiday rental in Grand Cayman, George Town
2
Sleeps
1
Bedrooms
1
Baths
Villa-House
 
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(€ 844  £ 722)
From
$ 945 /Week 
or $135 /night (Min Stay 3 nights)
 
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George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Queen Room + Bath (Hibiscus Room)
Hibiscus (Queen Room+Bath) is a comfortable room in the Addison & Lee Villa in George Town, Grand Cayman. This tastefully decorated room has a Queen size bed, spacious closet, TV, mini fridge and full-size own bathroom, outside the bedroom not en-suite. More information The space The Addison & Lee Cayman Villa is a newly renovated home in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions...perfect for business travellers, couples, families and small groups Amenities: BBQ AIR CONDITIONING BALCONY TERRACE INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED PARK...

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Cayman Island holiday rental in Grand Cayman, Rum Point
7
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
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(€ 1,969  £ 1,684)
From
$ 2,205 /Week 
or $315 /night (Min Stay 3 nights)
 
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Rum Point, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
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...

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Cayman Island holiday rental in Grand Cayman, Bodden Town
4
Sleeps
2
Bedrooms
2
Baths
pool
Condo
 
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(€ 938  £ 802)
From
$ 1,050 /Week 
or $150 /night (Min Stay 3 nights)
 
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Bodden Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
2bed (1queen, 2 twin), 2bath, beach, tennis & pool
Playa Vista at MoonBay is your affordable beach vacation. This condo is tastefully furnished and impeccably clean.The unit has a fully equipped kitchen, air conditioning, cable television, wireless fibre optic internet access, local cellphone and coin operated laundry. The master bedroom has a comfortable queen size bed and TV with DVD player. The second spacious bedroom has two twin beds, a couch and an ensuite bathroom equipped with all of the towels and linnens you will need for your stay.The grounds are tropically landscaped with a full tennis court, a fresh water pool and lounge chairs that invite you to relax on the beachfront.The white sand beaches with crystal clear water beckon you to take a long refreshing swim or go snorkeling right outside the condo.For those who seek action, there is an almost endless array of sports, deep sea games, fishing, ...

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Cayman Island holiday rental in Little Cayman, South Town
rate 5/5
2
Sleeps
1
Bedrooms
1
Baths
pool
Apartment
rate 5/5 Reviews (2)
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(€ 1,250  £ 1,069)
From
$ 1,400 /Week 
or $200 /night (Min Stay 4 nights)
rate 5/5 Reviews (2)
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South Town, Little Cayman Cayman Island

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
# 115, Carib Sands Beach Resort - Cayman Brac
Carib Sands Beach Resort is a striking vacation rental resort located on a sheltered white-sand beach on the south shore of Cayman Brac, Cayman Islands Experience some of the world's best diving while staying in exceptional comfort at the Carib Sands Beach Resort. The complex features a large, beach-front pool area, landscaped grounds and a dock pavilion which offers an exceptional view of Cayman Brac's spectacular sunsets. Our ground-floor one bedroom unit has central air conditioning, ceiling fans and cable television. The kitchen is fully equipped with full-size appliances and also has a microwave and coffee maker for your convenience. The bedroom is spacious and well appointed with a queen-sized bed, a large closet, night tables and chest-of-drawers. A queen-size Murphy bed is located in the living room. The living room has sliding glass patio doors opening onto a ...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
10
Sleeps
4
Bedrooms
4
Baths
pets
pool
Condo
 
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(€ 4,063  £ 3,474)
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 ...

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Cayman Island holiday rental in Cayman Brac, Cayman Brac
rate 5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
rate 5/5 Reviews (1)
verified_user Book Online  
(€ 1,563  £ 1,336)
From
$ 1,750 /Week 
or $250 /night (Min Stay 3 nights)
rate 5/5 Reviews (1)
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Cayman Brac, Cayman Brac Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Southern Reach Villa: Come and Spend Some Time in Paradise! New Inground Pool!
Southern Reach House sits on the very southeast side of Cayman Brac. A private house in a completely clean and safe environment. Cayman Brac is known as the Old Caribbean and is a quiet and tranquil paradise. Come and enjoy some time on this beautiful island. Our house comes fully equipped with Broadband WIFI, phone, Flat screen TV, DVD, and Dish Satellite. A new in ground cement pool was just finished in early Dec 2017. From our very private porch you can access the pool and spend time with a great ocean view. Amenities: BBQ IRON PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AREA FISHING NEAR AREA WATERSPORTS NEAR DSC HIKING DSC RURAL DSC BEACHFRONT FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE SAFE SATELL...

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Cayman Island holiday rental in Cayman Brac, Cayman Brac
rate 5/5
5
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
rate 5/5 Reviews (2)
verified_user Book Online  
(€ 938  £ 802)
From
$ 1,050 /Week 
or $150 /night (Min Stay 3 nights)
rate 5/5 Reviews (2)
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Cayman Brac, Cayman Brac Cayman Island

(minimum stay 3 nights)
pets Pets Allowed
ac_unit Air Conditioning
THE BREEZE, CAYMAN BRAC, CAYMAN ISLANDS. Luxury boutique beach house
Welcome to The Breeze. We are a luxury boutique beach house Located directly on the beach in beautiful Cayman Brac, just 25 mins from Grand Cayman by air. Recently renovated, we have 2 lovely bedrooms with ensuites shower rooms. Full sitting room, dining room and kitchen with full amenities. Enclosed porch with day bed for gazing out at the ocean. Hammocks and outdoor seating, sun loungers, Gas BBQ. The house is beautifully styled with your comfort in mind. We have a washing and drying area for your diving equipment. Full A/C. WIFI, limited cable TV, selection of games, designer linens and towels. Toiletries.Fully equipped kitchen. Stove, fridge, freezer, microwave, dishwasher, washing machine. Parking outside on private drive. Totally private location. Walk out of the back door onto our dramatically beautiful beach and garden area. Watch as the waves crash against the shoreline. Ima...

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Cayman Island holiday rental in Grand Cayman, Grand Cayman
rate 4/5
6
Sleeps
3
Bedrooms
2
Baths
Villa-House
rate 4/5 Reviews (3)
verified_user Book Online  
(€ 1,375  £ 1,176)
From
$ 1,540 /Week 
or $220 /night (Min Stay 3 nights)
rate 4/5 Reviews (3)
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Grand Cayman, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Beautiful White Sandy Beach. Weekly Special: Stay 7 nights pay only for 6 nights
Special Offer during Low Season (min. 1 week stay) Guest Review: "This beach front - reef accessible villa was absolutely amazing. The azure waters at our back door were absolutely the most healthy and best snorkeling on the island...." Our piece of paradise looks onto the turquoise waters of the Caribbean Sea, where a coral reef protects this part of the island, and coral heads are scattered for several miles in both directions. Swim in the warm shallow waters and make friends with the local denizens, parrot fish, French grunt, squirrel fish, blue tang and maybe a school of squid! Do some shelling on the beach and find half buried conch shells, ghost crabs and more. The Decor is by renowned artist April Cornell who called this home her Vacation Home for over 20 years. The bright Caribbean Colors and "Cave Wall Artwork" used throughout the House provide an artistic character that is...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
6
Sleeps
3
Bedrooms
2
Baths
pool
Apartment
 
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(€ 2,494  £ 2,133)
From
$ 2,793 /Week 
or $399 /night (Min Stay 1 night)
 
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
Luxury Condo #4 on Boggy Sand Road-Upper 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. Each beautifully furnished apartment has 1,700 sq. ft. of spaciousness. There?s plenty of room for your family and/or friends. The upper units have a large balcony with a pool view and partial sea views. The garden level units have 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 cl...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
rate 5/5
6
Sleeps
3
Bedrooms
3
Baths
Apartment
rate 5/5 Reviews (1)
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(€ 2,500  £ 2,138)
From
$ 2,800 /Week 
or $400 /night (Min Stay 2 nights)
rate 5/5 Reviews (1)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 2 nights)
ac_unit Air Conditioning
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...

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Cayman Island holiday rental in Grand Cayman, West Bay
rate 5/5
7
Sleeps
3
Bedrooms
4
Baths
pool
Apartment
rate 5/5 Reviews (39)
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(€ 1,875  £ 1,603)
From
$ 2,100 /Week 
or $300 /night (Min Stay 5 nights)
rate 5/5 Reviews (39)
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West Bay, Grand Cayman Cayman Island

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB
Located only steps from the shore and just five minutes north of Grand Cayman's famous Seven Mile Beach in the quiet West Bay neighborhood, Cayman Sunset is the ideal vacation condo for families or groups of friends looking for a Cayman Islands getaway.VACATION RENTAL HIGHLIGHTS- Spacious, townhouse-style layout (2,272 square feet) sleeps 6-7 people comfortably with queen beds in each bedroom plus a full-size daybed in the master suite- One of six oceanfront units in the complex with unobstructed sunset views direct from the living room, patio and two of the three bedrooms- Only five minutes by car to the white sands of Seven Mile Beach and a 15-minute drive from Owen Roberts International Airport (GCM)- Just 50 feet to the shore, with sparkling blue water easily accessible from the onsite dive ladder- Amazing snorkeling and shore diving with the famous ...

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Cayman Island holiday rental in Grand Cayman, West Bay
3
Sleeps
1
Bedrooms
1
Baths
Apartment
 
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(€ 906  £ 775)
From
$ 1,015 /Week 
or $145 /night (Min Stay 4 nights)
 
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West Bay, Grand Cayman Cayman Island

(minimum stay 4 nights)
ac_unit Air Conditioning
Calypso Cove #1 (Divers Cave)
Ground floor studio apartment - living room/bedroom combined. Full size bed and futon/sleeper sofa. Full kitchen and bathroom. Perfect for two persons but can sleep 3. Flat screen tv and WIFI included. Beach towels, beach chairs and umbrella provided. This unit has its own large patio with patio furniture and bbq. Steps from a private part of 7 mile beach, perfect swimming and snorkeling. Dive Operators are located just 100 yards away. A few great restaurants and a grocery store are very close by. Amenities: PRIVATE YARD AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabilities: ALL...

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Cayman Island holiday rental in Grand Cayman, George Town
16
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
 
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(€ 8,595  £ 7,349)
From
$ 9,625 /Week 
or $1,375 /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
Luxury Contemporary Home with stunning view of South Sound. Excellent location.
A beautiful yet comfortable luxury home. High quality furnishings and fixtures. As expressed in our reviews (see home Away), the view of South Sound from our oceanside location is stunning. Some of our guests enjoy just chilling on the patio with the pool and the barbeque, paddleboarding, or others enjoy the convenient access to scuba diving, beaches, sporting activities (tennis, golf, squash, kitesurfing) and shopping. This is not a typical "rental". It was outfitted for one of the owners to live in. State of the art electronics (sound, TV) and appliances. We send in a "lite" maid service for 3 hours a day, included in the price, so you can relax and enjoy your vacation. Many of our guests are repeat renters, some for weeks or months at a time. Join us. Amenities: BBQ HIGHCHAIR IRON KETTLE PRIVATE YARD SHARED OUTDOOR POOL UNHEATED AREA...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
rate 5/5
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Condo
rate 5/5 Reviews (9)
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(€ 1,750  £ 1,497)
From
$ 1,960 /Week 
or $280 /night (Min Stay 3 nights)
rate 5/5 Reviews (9)
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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
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...

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Cayman Island holiday rental in Grand Cayman, North Side
rate 4/5
8
Sleeps
3
Bedrooms
3
Baths
Villa-House
rate 4/5 Reviews (4)
verified_user Book Online  
(€ 1,619  £ 1,384)
From
$ 1,813 /Week 
or $259 /night (Min Stay 3 nights)
rate 4/5 Reviews (4)
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North Side, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream
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, our 3,000 sq ft luxury Home offers 3 bedroom (plus den), 3 bathrooms, fully equipped kitchen, elegant finishing's , high tech amenities, and provide the comforts, privacy and conveniences found in your own home . Breathtaking ocean views from the Home allow you to enjoy the ocean's many moods fro...

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Cayman Island holiday rental in Grand Cayman, George Town
2
Sleeps
1
Bedrooms
1
Baths
Villa-House
 
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(€ 1,156  £ 989)
From
$ 1,295 /Week 
or $185 /night (Min Stay 3 nights)
 
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George Town, Grand Cayman Cayman Island

(minimum stay 3 nights)
ac_unit Air Conditioning
King Suite Deluxe (Orchid Room)
The Orchid Room (King Suite Deluxe) is a Master suite in the Addison and Lee villa near Camana Bay. The room has a King size bed with memory foam mattress, en-suite bathroom, walk in closet, sitting area, TV, mini fridge and a balcony with view of the front garden. This is a spacious bedroom with tasteful decorations and lots of natural light. Guests can access a large living room, breakfast room, screened-in porch, lovely deck and outdoor pool. More information The space The Addison & Lee Cayman Villa is a newly renovated home in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay in Grand Cayman, only steps away from the white sandy beaches of Seven Mile Beach and a 10 minute walk to the town of Camana Bay where you will find the finest restaurants, shops, a cinema, unique island attractions...perfect for b...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
rate 5/5
4
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
rate 5/5 Reviews (9)
verified_user Book Online  
(€ 1,869  £ 1,598)
From
$ 2,093 /Week 
or $299 /night (Min Stay 3 nights)
rate 5/5 Reviews (9)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Ocean Views Long Sunsets 25 steps to water Ground Floor, pool outside front door
Great 2/BR. 2/Bath ground floor 2000 sq. ft. villa on Seven Mile Beach located walking distance from down town shopping , next door to "The Wharf" (one of the finest restaurants on the island) supermarket and of course only 80ft from the ocean. The villa is centrally air conditioned with ceiling fans in every room and has a porch facing the ocean. There is a dining area for six and a breakfast nook on the porch. Enjoy the best snorkeling on 7 Mile Beach at the shipwreck right outside your back door. The villa is furnished with the highest standard in the Plantation style. The open plan kitchen includes all amenities. Linens, beach towels,washer, dryer, iron, ironing board and blow dryers are provided.The complex is mostly occupied by owners who work. Which makes this a quite complex with no worries about noise at the pool. The main attraction on the island is the water sport activites...

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Cayman Island holiday rental in Grand Cayman, West Bay
rate 5/5
4
Sleeps
1
Bedrooms
1
Baths
pool
Apartment
rate 5/5 Reviews (14)
verified_user Book Online  
(€ 1,344  £ 1,149)
From
$ 1,505 /Week 
or $215 /night (Min Stay 4 nights)
rate 5/5 Reviews (14)
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West Bay, Grand Cayman Cayman Island

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
Cayman Beachfront at 22 Villas Pappagallo Resort
OCEANFRONT Ground floor one bedroom fully furnished Villa with TWO BEACHFRONT PATIOS. Avoid the maddening crowd and high prices of Seven Mile Beach resorts when #22 Villas Pappagallo is only ten minutes away from all the activities and only twenty minutes from the Robert Owens Airport. Once you experience Villas Pappagallo Resort with its 300 feet of secluded private beach located at the end of the road adjacent to Barkers National Park for yourself you will never go anywhere else! Once inside the Villa you will find fantastic views of the beautiful turquoise Caribbean Sea from both the living area and master bedroom. The 12 foot sliding glass doors allow you to walk straight out to the beach and ocean from both areas. Or just relax on your private beachfront patio while enjoying the beautiful ocean breeze. Also the Jacuzzi Spa and Olympic sized salt filtered pool are just steps away ...

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Cayman Island holiday rental in Grand Cayman, Seven Mile Beach
rate 5/5
10
Sleeps
4
Bedrooms
4
Baths
pool
Condo
rate 5/5 Reviews (9)
verified_user Book Online  
(€ 4,995  £ 4,270)
From
$ 5,593 /Week 
or $799 /night (Min Stay 3 nights)
rate 5/5 Reviews (9)
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Seven Mile Beach, Grand Cayman Cayman Island

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
4BR Pool View at Boggy Sands Club, Seven Mile Beach
Sand to Sea barefoot luxury. 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 kids with 2 bunk beds and en-suite. 4th Bedroom is has 2 Full beds, enterta...

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Welcome to our Cayman Island holiday rentals and Cayman Island vacation home rentals page.

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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