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Condos and villas in Cayman Islands, Caribbean

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All 346 Rentals in Cayman Islands
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From
$450
Per Night
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1 / 27
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Grand Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$831
Per Night
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1 / 36
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Seven Mile Beach
4 Bedrooms, 5 Bathrooms, Sleeps 10
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From
$185
Per Night
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1 / 18
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$275
Per Night
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1 / 13
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North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (8) Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Dishwasher
  • Patio
  • Grill
  • Dryer
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Snorkel right outside your villa on the quieter north side of Grand Cayman - where you will enjoy cooling sea breezes (the a/c is often a choice, not a necessity!) and breathtaking uninterrupted views of the ocean. No traffic jams, just the gentle sound of the waves breaking on the reef to lull you... View all property information
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5 of 5 stars Reviewed February 23, 2015
As a long time vaction rental patron, I found this house on the beach to be exactly what I wanted and expected. The house was in perfect order, included everything we needed for...
5 of 5 stars Reviewed January 13, 2015
Quiet.... North side beach far away from Seven mile beach. Eat at Kurts Corner. Dive with Ocean Frontiers.
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$135
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dryer
  • Microwave
  • DVD Player
  • Safe
  • Playground
  • Refrigerator
  • Grill
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ideally located condo on the renowned 7 mile beach. This spacious condo, on the 3rd floor, has 2 bedrooms, and 2 full bathrooms, with a sofa bed in the living room. This air-conditioned unit, with fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player, ceiling fans,... View all property information
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4 of 5 stars Reviewed February 9, 2015
The condo was well equipped and very bright as it is an end unit so lots of windows. Just steps to the pool and beach. Walking distance to many restaurants. The only negative...
4 of 5 stars Reviewed January 7, 2015
Very roomy 2 BR condo,can accommodate one large family or two couples with small kids, nice kitchen to cook your own meals and save for the big meals out, pools are great as is...
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$450
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1 / 5
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Beautiful 1900 sq feet condo with ocean views situated on Seven Mile Beach, 2 bed (both Queens), 2 bathroom (but with a sofa bed in the second room sleeping). Contemporary furniture. Excellent pool offering lap swimming. Beach is directly outside with a shipwreck which offers some of the best... View all property information
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From
$195
Per Night
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1 / 23
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Refrigerator
  • Stereo System
  • Dryer
  • Grill
  • Microwave
  • Parking
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our Sea Lodge cottage is located directly on the beach along the North Side of Grand Cayman in beautiful Cayman Kai, a secluded, tranquil, friendly, and safe area. It is beachfront, ground floor, one story property with a beautiful multicolor sea view that goes from turquoise to deep sapphire. It... View all property information
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5 of 5 stars Reviewed August 15, 2014
Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
5 of 5 stars Reviewed July 27, 2014
This is the hot season for Grand Cayman Island, but the design of the house allowed me to sleep without turning on the AC. It was a very comfortable 2 bedroom house. Kitchen...
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$177
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Refrigerator
  • Grill
  • TV
  • Dishwasher
  • Dryer
  • Stove
  • Washer
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This 1st floor, ocean front condo at Bonnie's Arch condominiums is truly a diver’s paradise, with direct access to the ocean and the pool. Bonnie's Arch dive site and Wall Dives are accessible directly from the property. There is something for everyone whether you enjoy relaxing by the pool in a... View all property information
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5 of 5 stars Reviewed February 18, 2015
The condo is very comfortable, nice, and airy, and pleasant to live in. A nice pool is in front of the condo with a partial view of the ocean obscured with another building more...
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$426
Per Night
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1 / 90
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Little Cayman
Studio, 4 Bathrooms, Sleeps 20
Details Reviews (5) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
A piece of Paradise Two 4 bedroom Villas A beautiful exclusive, tranquil and casual beach front setting on serene Little Cayman...a bird watchers, scuba divers, and snorkelers paradise. Nestled in South Hole overlooking the Caribbean Sea, the nautical style villas have 4 bedrooms and 2... View all property information
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5 of 5 stars Reviewed February 5, 2015
From the moment we walked into the villa, until we left , we had the most wonderful time in Little Cayman. The unspoilt beauty of Little Cayman's beaches is your back garden...
5 of 5 stars Reviewed January 9, 2015
Everything you need for beach side escape; Collection from the airport Pool Kayaks BBQ View Hammock Comfortable King beds Wifi Fishing Snorkeling Diving You will...
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$300
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1 / 29
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West Bay
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (31) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Waterfront
  • Linens Provided
  • A Winter Sun Getaway
  • Guest Count
  • Ceiling Fans
  • Towels Provided
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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,... View all property information
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5 of 5 stars Reviewed January 29, 2015
Everything was as pictured and promised. Darron, the owner was very quick to respond to any questions. The property manager Duncan & Linda were also so helpful and fun to talk...
4 of 5 stars Reviewed January 6, 2015
We had a fantastic visit at Cayman Sunset. Duncan (the property manager) and his family were fantastic hosts and helped to make our first trip to CI an amazing experience. The...
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From
$475
Per Night
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1 / 34
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Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (15) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Grill
  • Washer
  • Refrigerator
  • Parking
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This renovated three bedroom home in the Rum Point / Cayman Kai area of Grand Cayman has every amenity you could want and now includes a solar heated pool. It has all the luxuries of your home but sits on over a half acre of beach and the back door is steps away from the ocean. The cooling sea... View all property information
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5 of 5 stars Reviewed November 16, 2014
just wanted to say how much we enjoyed the property and home, and how easy the home owner was to deal with, thank you for a enjoyable vacation hope to see you next...
5 of 5 stars Reviewed October 20, 2014
If you are looking to immerse yourself in a luxurious getaway and truly get away from it all, with your own private beach, in a tropical paradise then look no further. This would...
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$230
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (17) Make Inquiry
Amenities & Details
  • Stove
  • VCR
  • Patio
  • Dryer
  • Washer
  • TV
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in the quiet and secluded Cayman Kai / Rum Point area of Grand Cayman, 'A Mid-Winter Night's Dream' is an ideal place for a tropical getaway. Situated on the ground floor, directly overlooking the ocean, we have great views of the Caribbean from every window. The screened-in lanai is a... View all property information
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5 of 5 stars Reviewed February 19, 2015
This was not our first trip to Grand Cayman and we are very familiar with the island and what is available by way of accommodation. We have always been partial to the North Side...
5 of 5 stars Reviewed June 28, 2014
The condo was perfect for us. There were 5 of us.. My wife and I, our 2 teenage daughters, and their friend. The accommodations were clean and very updated. All you need is here...
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$329
Per Night
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (14) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • DVD Player
  • Parking
  • Washer
  • TV
  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This is a nice large 3 bedroom, 2 bath condo right on the ocean on the famous Seven Mile Beach. Listen to the waves roll in as you enjoy your morning coffee in the breakfast nook. Or, watch the beautiful sunsets while relaxing on our huge 400 square foot patio. This is an end unit, so we have... View all property information
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5 of 5 stars Reviewed November 20, 2014
My husband and I, along with 2 other couples, rented this beautiful oceanfront condo in Grand Cayman. It was absolutely stunning! The condo is well kept and very clean and the...
5 of 5 stars Reviewed October 31, 2014
5 of us stayed here Oct 8-13, 2014 (All adults 25-53). The condo was perfect. Upon arrival, it was clean, well-stocked with virtually everything you need and the views were...
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From
$600
Per Night
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North Side
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Reviews (7) Make Inquiry
Amenities & Details
  • TV
  • Microwave
  • Parking
  • DVD Player
  • Garage
  • Grill
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This four bedroom beach house has undergone an extensive renovation including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the North... View all property information
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5 of 5 stars Reviewed February 13, 2015
This year, the two other couples we travel with each winter decided to try a rental rather than an all inclusive. Coral Loft looked like the perfect choice and it more than met...
5 of 5 stars Reviewed January 24, 2015
We stayed at Coral Loft in November, 2014. We were a group of 4, 2 couples and everyone felt the set up was perfect for us. The house can accommodate 8 people very comfortably...
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From
$800
Per Night
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Cayman Brac
Studio, 1 Bathroom, Sleeps 4
Booking
Details Reviews (7) Make Inquiry
Amenities & Details
  • Refrigerator
  • Gym
  • Microwave
  • Stove
  • Garage
  • DVD Player
  • Safe
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This tranquil and secluded, single story retreat (which sleeps 1 -4 people) is located on 1200 feet of private beach with an uninterrupted view of the varied azure and cobalt tints of the Caribbean Sea. We always pick up and drop off our guests to and from the airport in air-conditioned comfort.... View all property information
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5 of 5 stars Reviewed February 16, 2015
The ambiance,the staff, the food were just incredible. Great place to rest. One week is just enough. The location on the beach was breathtaking and we dined on the beach several...
5 of 5 stars Reviewed January 5, 2015
Our 2 daughters, ages 17 and 23, my husband and I spent 7 days exploring the Brac, relaxing poolside and enjoying ALL of the perks of Le Soleil d'Or. The entire week exceeded our...
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From
$150
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Patio
  • Stove
  • DVD Player
  • Grill
  • Refrigerator
  • Microwave
  • Dishwasher
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. View all property information
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5 of 5 stars Reviewed April 23, 2014
As you open up the door is a great energy awaiting! You have a spotless kitchen with island, a dining area, a family area, 2 great sized bedrooms and 2 baths. Open up your...
5 of 5 stars Reviewed April 7, 2014
We booked this unit seeking an escape from the rough winter weather and enjoyed our stay very much. The unit was nicely furnished and had everything needed for a restful stay. We...
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From
$300
Per Night
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Little Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Microwave
  • Terrace
  • Waterfront
  • Deck
  • Washer
  • Parking
  • Grill
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
If you are looking for relaxing, quiet seclusion with complete privacy, you have found the right place. Nestled in the heart of the world famous Bloody Bay Marine Park, this is the ONLY house on over 2 miles of tranquil beach. Perched 10 feet above the sand and less than 350 yards from some of the... View all property information
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5 of 5 stars Reviewed December 12, 2014
We spent a wonderful week in the most idyllic location. Little Cayman is a lovely island and if you want to step off the world for a week then this is the place to come. Jeb and...
5 of 5 stars Reviewed May 21, 2014
We just got back from a week long vacation at this beautiful beach home. If you are looking to stay at a non resort location on Little Cayman, this is it. The views from the house...
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From
$831
Per Night
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Seven Mile Beach
4 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • Refrigerator
  • Dryer
  • TV
  • Stove
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is undoubtedly one of the best four-bedroom condos available for short-term let on Seven Mile Beach. The apartment has been furnished with a keen attention to detail by of of Grand Cayman's premier interior designers, giving a serene, bright and airy space for complete holiday relaxation.... View all property information
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From
$325
Per Night
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1 / 45
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • TV
  • Refrigerator
  • DVD Player
  • Dryer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Nested on a quiet cove amid lush tropical foliage, this is a perfect place for a family or a romantic get-away. An open design Island House that brings nature and the island breeze indoors. Island Sunset, is only steps away from the famous Rum Point Beach where water sports, swimming or hammocks... View all property information
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From
$200
Per Night
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1 / 8
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Fully refurbished 1200 sq foot 2 bedroom, 2 bathroom condo set up upscale private complex set amid lush tropical gardens nestled by the ocean.Linga Longa at coconut bay is a perfect destination for those looking to explore and enjoy the Cayman Islands.The condo has just been fully renovated with a... View all property information
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From
$185
Per Night
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stove
  • Dryer
  • Washer
  • Grill
  • TV
  • Patio
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo at Bonnie's Arch condominiums is on the first floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for everyone... View all property information
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From
$170
Per Night
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1 / 15
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Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • TV
  • Stove
  • Washer
  • DVD Player
  • Grill
  • Parking
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
If peace and quiet, diving, snorkelling and spelunking is your passion, you will love Kings Point, Cayman Brac. Located on the oceanfront, backed by the bluff, Kings Point is located on the southeast shore, near Great Cave and the blow holes at the end of the island. It is quite private and... View all property information
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From
$300
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Waterfront
  • Patio
  • Wi-Fi
  • Air Conditioning
  • Internet Access
  • Dryer
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Tranquility is located on a protected cove (Sand Pointe Cove) on the Caribbean Sea in the heart of the exclusive area of Cayman Kai on the north side of Grand Cayman and right across the road from the 'Famous Rum Point Beach', these Island Houses are ideal for a family of up to six people or for... View all property information
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From
$385
Per Night
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1 / 69
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Patio
  • Grill
  • Refrigerator
  • Hot Tub
  • Parking
  • TV
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated... View all property information
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From
$255
Per Night
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West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Safe
  • Microwave
  • Parking
  • Grill
  • Washer
  • TV
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
OCEANFRONT Ground floor one bedroom fully furnished condo with two sliding glass doors out to the beautiful turquoise Caribbean sea. Decorated in Cayman Cottage style, and supplied with linens and dishes, this is part of the Villas Pappagallo Resort Complex. Away from the maddening crowd of Seven... View all property information
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5 of 5 stars Reviewed December 29, 2014
We had a very relaxing and fun time. We explored west bay, restaurants and shopping were close by. Swimming pool and water - gorgeous. We had a great time!
5 of 5 stars Reviewed October 24, 2014
We visited Villas Pappagallo and stayed in Villa 22, "Cassandra by the Sea", a lovely, one bedroom unit. Our stressful lives at home were totally forgotten and replaced with a...
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From
$340
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stove
  • Microwave
  • Washer
  • Grill
  • Gym
  • Dishwasher
  • Pool Table
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Kick back “island-style” in a luxurious setting!!! Leave the crowds behind on Seven Mile Beach. The Retreat is located at Rum Point, in the heart of the Cayman Kai area, on the north side of the island. There are only 23 units on our seven acres of beachfront property with 1,300 feet of white sandy... View all property information
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From
$159
Per Night
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1 / 14
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Grill
  • DVD Player
  • Hot Tub
  • TV
  • Stove
  • Safe
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located in the exclusive Shores neighbourhood in West Bay, Grand Cayman (1 minute drive from one of our best restaurants Calypso Grill, 4 minutes to the beach and 8 minutes to George Town), this 1,700 sq ft townhouse is ideal for a family or group of friends. If you like having complete... View all property information
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From
$275
Per Night
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North Side
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Refrigerator
  • Washer
  • DVD Player
  • Patio
  • Safe
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Gorgeous crystal clear waters right out the back door! Eighty feet from the sliding doors is the best snorkeling on the island, between the shore and a beautiful coral reef, in shallow water that is easy to navigate. There are endless colorful fish and beautiful coral heads for exploring. Azure... View all property information
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From
$129
Per Night
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1 / 14
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Cayman Brac
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (7) Make Inquiry
Amenities & Details
  • TV
  • DVD Player
  • Microwave
  • Ceiling Fans
  • Safe
  • Parking
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to our Caribbean home at the end of Moon Lane. Located on a dead end road, very quite and lots of privacy. This home is fully licensed by the Cayman Islands Department of Tourism and has passed all inspections exceeding hotel standards. Complimentary WiFi and Netflix. Search 'Winta... View all property information
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4 of 5 stars Reviewed February 10, 2015
We stayed for 5 weeks at Winta Cottage and loved every moment! With the wrap around deck you can always find sun, shade, wind, no wind...and all with a view of the ocean. We had 2...
5 of 5 stars Reviewed July 16, 2014
Three of us stayed in the cottage for a week. The cottage is right on the beach on the west end of the island. It is very conveniently located with respect to the dive...
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$1,300
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Cayman Brac
3 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (8) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Grill
  • Refrigerator
  • Microwave
  • Gym
  • Washer
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This spacious and secluded 2 story property (which sleeps 6-10 people) is located on its own private beach with unobstructed panoramic views of the pristine Caribbean sea. The Villa is located a short drive from the Cayman Brac airport, and we always pick up and drop off our guests to and from the... View all property information
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5 of 5 stars Reviewed November 18, 2014
If you're looking for a fun/low key getaway then you've found the perfect place! We came here to getaway and relax from our busy lives and couldn't have been a better experience...
5 of 5 stars Reviewed September 23, 2014
I'd imagine that there are not a lot of places on the earth like Soleil D'Or. Where else can one find the perfect combination of a beautiful beach-side private cottage or villa...
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$170
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Safe
  • Hot Tub
  • TV
  • Grill
  • Parking
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
“Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, white sandy beach that is... View all property information
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5 of 5 stars Reviewed February 3, 2015
Hubby and I just returned from our 2 week stay in the Moonlight Kai condo. We had no concerns at all after reading all the wonderful reviews. The condo is and has almost...
5 of 5 stars Reviewed July 30, 2014
If you wish to stay on Cayman Kai in a condo, stay here. Nothing more needs to be said. Everything you need is at the condo...just bring food of your choice to cook in the...
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$300
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Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Patio
  • Stove
  • TV
  • Grill
  • DVD Player
  • Microwave
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of... View all property information
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5 of 5 stars Reviewed January 17, 2015
Our family had a great time staying here. Our group consistent of me, my 2 year old daughter, my wife, and three of our parents. The setting was beautiful and had plenty of space...
5 of 5 stars Reviewed November 17, 2014
This villa is what dream vacations are all about! It is immaculately kept, bright and vibrant with a warm homey feel to it. It has everything you could need or want to make your...
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$225
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Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • DVD Player
  • Stove
  • Air Conditioning
  • Dishwasher
  • Safe
  • Ceiling Fans
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum... View all property information
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5 of 5 stars Reviewed January 11, 2015
We spent two unforgettable weeks in this beautiful condo celebrating 25 years of marriage, Christmas, and New Year’s. To start, the views are amazing! Unlike the peopleless photos...
5 of 5 stars Reviewed December 22, 2014
We arrived the first week in December. Despite the gloomy forecast and winds that blew 25 miles per hour, Mark's condo at On The Bay did not mar our vacation at all. I'm not a...
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$299
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Grand Cayman
4 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Refrigerator
  • DVD Player
  • Patio
  • Dishwasher
  • Ceiling Fans
  • Dryer
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful private residence , set behind coral wall, with wonderful garden shaded by bouganviellia trellis. Great ocean views and just steps to the spectacular, sandy, palm shaded public beach. Famous snorkling reef close by. Tiki House is inspected by and fully licensed as a guest house by the... View all property information
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5 of 5 stars Reviewed January 25, 2015
We brought 3 of our grown children to Grand Cayman with us and had a BLAST!!! Tiki House was the perfect base from which to enjoy the island. Tiki House offered all of the...
4 of 5 stars Reviewed January 9, 2015
The house was exactly as described in the description made by the owner. We received all the support from Robert that provide via email a lot of information and suggestion prior...
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$175
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North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Stove
  • Parking
  • Washer
  • Refrigerator
  • Grill
  • Dryer
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo... View all property information
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5 of 5 stars Reviewed December 12, 2012
Where to begin? We went to Grand Cayman for the very first time last summer. We weren't really sure what to expect. Having traveled extensively we assumed we were going to stay in...
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$375
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (38) Make Inquiry
Amenities & Details
  • TV
  • Washer
  • DVD Player
  • Gym
  • Microwave
  • Hot Tub
  • Safe
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beautiful 2 Bedroom 2 Bath privately owned Regal Beach Club Condo, located right on World Famous Seven Mile Beach. Nicely appointed in Beach Cottage Style, from the second floor condo, with views of pools, palm trees and the turquoise waters of the Caribbean Sea. A memory foam King Size bed in... View all property information
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5 of 5 stars Reviewed February 3, 2015
The condominium was all we expected it to be and more. Exceedingly comfortable, tastefully decorated, quiet, meticulously clean, indoors and out-- and with an amazing view of the...
5 of 5 stars Reviewed April 19, 2014
We stayed in the condo during spring break this year with our 17 and 10 year olds. The condo is perfectly located in our opinion. It's clean and well equipped. The property...
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$299
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Stove
  • DVD Player
  • Refrigerator
  • Dishwasher
  • Dryer
  • Stereo System
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Paradise on the ocean - your own personal space right on seven mile beach where every room is ocean front! We remember the first time we saw this condominium. Has a private exclusive beach with excellent snorkeling right in front of the condo and great diving close by. We were visiting Grand... View all property information
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5 of 5 stars Reviewed February 18, 2015
We couldn't have asked for a better place to stay - extremely clean and beautiful attention to detail. This condo is convenient for walking, feels safe, and is just away from the...
5 of 5 stars Reviewed January 30, 2015
We stayed at the condo for 1 week with our two children. The condo was clean and had plenty of space for us all to be comfortable. We walked to the market to grocery shop and...
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$300
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Microwave
  • Grill
  • Refrigerator
  • Washer
  • TV
  • Patio
  • VCR
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
About this property
2 steps to the sand...Beachfront in Coral Bay Village, just 10 minutes from Georgetown and airport in Spotts Bay. The secluded,secure, 2 bed 2 bath condo offers a pristine beach - excellent swimming and snorkeling, pool and tennis court. The 1625 sq. ft condo features a well equipped kitchen,... View all property information
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$175
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Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Safe
  • Dryer
  • TV
  • Dishwasher
  • DVD Player
  • Parking
  • Patio
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
NEW, PRIVATE, ON THE BEACH GEM of a home with its own private dock! You will enjoy stunning views of the sunset, little cay and star-gazing from the crow’s nest deck and balcony or just relax on the covered patio in a hammock. This newly renovated 1140 square foot home has an open floor plan, a... View all property information
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5 of 5 stars Reviewed February 23, 2015
Stayed here for 5 weeks January-February 2015. Before going home I booked it for ten weeks Jan-Mar 2016, so yes, I had a great time. Wonderful house, beautiful beautiful...
3 of 5 stars Reviewed November 19, 2014
Here is the good - clean, open, and relatively quiet. (two howling dogs down the street - poor things.) Here is the not so good - no satellite or cable, yet "tv" written in...
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$235
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George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dryer
  • Microwave
  • Patio
  • TV
  • Stove
  • Refrigerator
  • Washer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Grand Cayman island - seven mile beach .Ocean front/view condo. 40 ft from Caribbean sea. Ground floor. 2 bedroom, 2 bath. Fully equipped. Suitable for 4. View all property information
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5 of 5 stars Reviewed December 2, 2014
Villas of the Galleon is the best condo complex on Seven Mile Beach. No pool, but why would you need one with the Caribbean just steps away from your front door? The only issue...
5 of 5 stars Reviewed September 3, 2013
My husband and I rented #40 for 10 days and the condo was perfect. The location is quiet and you are within a few steps of the beach. The condo offers 2 bedrooms and 2...
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From
$200
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Cayman Brac
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
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Amenities & Details
  • Microwave
  • Deck
  • Grill
  • Ceiling Fans
  • Dryer
  • Stove
  • Washer
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Three Palms Beach house is a luxurious four bedroom beach front rental home on the beautiful island of Cayman Brac, one of three islands of the Cayman Islands. The house has 100 feet of private ocean frontage where you can enjoy excellent snorkeling, diving or relaxing in the hammock. View all property information
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5 of 5 stars Reviewed February 7, 2015
Everything about this rental was a first class experience. We visited the National trust parrot reserve and saw plenty of parrots. We visited the light house at sun rise on the...
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$129
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Refrigerator
  • Hot Tub
  • Microwave
  • TV
  • Grill
  • DVD Player
  • Washer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Romantic and beautiful cottage located on the most beautiful totally private beach on the island. Professionally decorated with a second story balcony off the upstairs bedroom overlooking Paradise. In back is a private garden under the almond trees with a hot tub. The beach is 1 1/2 acres of... View all property information
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5 of 5 stars Reviewed August 26, 2013
We stayed for 9 days and had a fabulous time. The cottage was nice and Ms. Minnie was so accommodating. Great beach view with the little cabanas to relax and swing in the...
5 of 5 stars Reviewed August 21, 2013
Our Honeymoon at Featherstone was nothing short of perfect. The bed facing the ALWAYS open doors to the sea was an incredible way to start and end each blissfully relaxing day...
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From
$228
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Washer
  • Parking
  • Stove
  • TV
  • Refrigerator
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Thinking about staying on the North Shore or East End to get away from it all but want access to everything Georgetown and Seven Mile Beach has to offer without having to drive? Our Condo in Georgetown Villas is the perfect answer! With its secluded beach and oceanfront pool you can relax and enjoy... View all property information
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From
$130
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Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Washer
  • Ceiling Fans
  • Internet Access
  • Grill
  • Air Conditioning
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This two bedroom, two bathroom guest house is open concept and contemporary. The stain steel well equipped kitchen a plus for someone who like to cook. Wi-Fi and cell phone included On this small Island everything is close by. View all property information
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From
$355
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Microwave
  • DVD Player
  • Grill
  • Refrigerator
  • TV
  • Safe
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Located at the beginning of Seven Mile Beach on Grand Cayman Island, Sunset Cove is the ideal place for a private getaway or a way for several people to share accommodations and reduce the cost of an island holiday. Our beachfront, penthouse property features 3 bedrooms, 2 bathrooms (both have... View all property information
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4 of 5 stars Reviewed January 5, 2015
This is a very nice condo in the heart of Seven Mile Beach area. It is a 3 Bedroom 2 Bath Which was perfect for me and my wife and 3 boys. A well equipped kitchen with all the...
5 of 5 stars Reviewed August 23, 2014
Fantastic location, just at the end of Seven Mile Beach where you'll want to spend a LOT of time, however it also has it's own private beach and snorkelling cove right in front...
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From
$153
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Balcony
  • Terrace
  • Air Conditioning
  • Wi-Fi
  • Private Yard
  • Secure Parking
  • Dining Seats (4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Featherstone's Guest Apartment is the ultimate getaway. Its 1 1/2 acres of sandy beach located on a cove-like property is considered to be the most beautiful private beach on the island. Far off the roads and with no direct neighbors on either side, you are surrounded by palm and sea grape trees... View all property information
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$310
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Grand Cayman
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Patio
  • Refrigerator
  • Stereo System
  • TV
  • Dishwasher
  • Stove
  • Gym
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
IF YOU'RE LOOKING FOR ROMANCE, PRIVACY, LOCATION AND UNBELIEVABLE CARIBBEAN SUNSETS...OUR UNIT AT THE VILLAS OF THE GALLEON IS A PERFECT MATCH FOR YOU!!! LAST MINUTE RATES AVAILABLE!!! We are located in the heart of Seven Mile Beach and within walking distance to a major grocery and many... View all property information
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From
$220
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (4) Make Inquiry
Amenities & Details
  • Stove
  • Garage
  • Dryer
  • Parking
  • Washer
  • VCR
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Relax in our spacious ground floor, beachfront Cayman Island home, The Laurelei. 18 ft. of sliding glass doors offer gorgeous views of the azure Caribbean Sea. Step out the back door onto a private deck and white sand beach! Located away from the crowds and cruise ships of 7 Mile Beach, The... View all property information
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5 of 5 stars Reviewed April 18, 2014
We were looking to get away for everything for a week and this fit the bill. This condo is oceanfront with a small pool and huge views. It is fully outfitted and Laurie provides...
4 of 5 stars Reviewed January 3, 2014
We stayed at the Lauralei in July 2013. It is a great little condo with all the amenities you need for a fun vacation. The condo was very clean and nicely decorated. The complex...
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$225
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dishwasher
  • Refrigerator
  • Stereo System
  • Parking
  • DVD Player
  • Dryer
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Aqua blue ocean views from every window describe the Ocean’s Edge. Newly built and located in the exclusive Rum Pointe area of Grand Cayman (the quiet, unspoiled side of Cayman)it is part of a small 10 unit complex with private beach and pool. Located in the exclusive Rum Point, Cayman Kai area of... View all property information
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5 of 5 stars Reviewed December 15, 2014
The condo was perfect. Owners gave directions there and list of cruise ships coming into town so we could pick a day to go into town with less congestion. Everything is provided...
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$163
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Shared Outdoor Pool...
  • Grill
  • Guest Count
  • Air Conditioning
  • Internet Access
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab beachside BBQ, a tropical cocktail, or a gourmet meal. All of these options are available to you, of course—right outside your door at this Kaibo... View all property information
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Cayman Island Beachfront Vacation Villas and Condo Rentals

As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

Attractions and activities in the Cayman Islands

Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

Snorkeling

Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

Confident choices for waterfront vacation rentals

While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.