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Vacation Rentals in Cayman Islands, Caribbean

All 350 Rentals in Cayman Islands
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$921
/ Night
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1 / 41
5 of 5 stars (7) Excellent
Bodden Town
4 Bedrooms / 4 Bathrooms / Sleeps 10
Overview Reviews (7) Make Inquiry
From
$710
/ Night
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1 / 24
5 of 5 stars (13) Excellent
Gun Bay
4 Bedrooms / 3 Bathrooms / Sleeps 10
Overview Reviews (13) Make Inquiry
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$300
/ Night
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1 / 29
5 of 5 stars (30) Excellent
West Bay
3 Bedrooms / 3 Bathrooms / Sleeps 7
travelers have booked this property
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From
$450
/ Night
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1 / 27
5 of 5 stars (3) Excellent
Grand Cayman
4 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (3) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Available December 20th – December 28th. Don’t pass up the opportunity to spend your holidays in paradise. This private residence is opening its doors to become the ultimate vacation rental. Come enjoy all of the comforts of home with the luxury of panoramic ocean views. This 4 bedroom, 3... View all property information
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5 of 5 stars Reviewed January 13, 2015
When we arrived at Ocean Oasis we were very pleased to see how easily we could park several cars. We passed a very cute gazebo covered table with benches. Really colorful and...
5 of 5 stars Reviewed December 13, 2014
I can't rave enough about this home and property! Some friends from across the country reunited here and we couldn't have picked a more perfect place to stay! We had a blast...
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From
$135
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1 / 14
4.5 of 5 stars (4) Very good
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
Overview Reviews (4) 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 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...
5 of 5 stars Reviewed October 13, 2014
We rented the condo for three weeks. The condo was very nice, clean and had everything we needed. Location was great. Staff wonderful! Would stay here again in a heartbeat...
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From
$550
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1 / 10
5 of 5 stars (5) Excellent
West Bay
4 Bedrooms / 4 Bathrooms / Sleeps 8
Overview Reviews (5) Make Inquiry
Amenities & Details
  • Parking
  • Grill
  • Stereo System
  • Ceiling Fans
  • Gym
  • Dishwasher
  • Internet Access
  • Hairdryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Beachcomber is comprised of 40 individually owned, designer decorated, all-ocean front, 2, 3 and 4 bedroom condominiums. The luxurious ocean front condominiums range from 1,800 – 3,200 sq. ft. Each offers a fully-equipped gourmet kitchen and full laundry room with full-size washer and dryer.... View all property information
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5 of 5 stars Reviewed November 3, 2014
This was our 2nd time coming to the Beachcomber with our family of 4 (kids aged 7 & 10) and our friends. Seven Mile Beach is clearly listed among the most beautiful beaches in...
5 of 5 stars Reviewed July 15, 2014
Excellent experience with friends who rented for two weeks. Super clean. Right on Seven Mile Beach. Great amenities and literally across the street from the Fosters IGA grocery...
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From
$195
/ Night
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1 / 23
4.5 of 5 stars (4) Very good
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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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From
$110
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1 / 10
4.5 of 5 stars (9) Very good
West Bay
2 Bedrooms / 1 Bathroom / Sleeps 5
travelers have booked this property
Overview Reviews (9) Make Inquiry
Amenities & Details
  • Parking
  • Patio
  • Grill
  • TV
  • Safe
  • Stove
  • Air Conditioning
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to the Cayman Islands! The weather is perfect, the people are friendly, the food is amazing and the beauty is breathtaking. However, the cost for accommodations are pretty ridiculous! I love my island a ton and want the world to see it, so because of this my husband and I have opened up... View all property information
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4 of 5 stars Reviewed August 11, 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed June 3, 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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From
$799
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1 / 32
5 of 5 stars (10) Excellent
Grand Cayman
5 Bedrooms / 5 Bathrooms / Sleeps 12
Overview Reviews (10) Make Inquiry
Amenities & Details
  • TV
  • Grill
  • Refrigerator
  • Dryer
  • Parking
  • Patio
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
***Featured as one of The London Times' 'Top 50 villas in the Caribbean' for 2014*** If you’re seeking a Caribbean beach vacation unlike anything you've ever experienced before, come escape to “Sun Cloud,” a luxury Grand Cayman vacation rental house ideally situated on... View all property information
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5 of 5 stars Reviewed July 2, 2014
Our second trip to the island, however this property made it a remarkable stay. A perfect location, tranquil, close to a small store, 4 minutes drive to Rum point and Cayman Kai...
5 of 5 stars Reviewed March 11, 2014
Our extended family recently returned from a fabulous vacation at Sun Cloud in Grand Cayman. To say that we were enchanted with the villa and the island is an understatement. We...
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From
$185
/ Night
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1 / 18
4.5 of 5 stars (2) Very good
West Bay
2 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
Overview Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Microwave
  • Grill
  • Ceiling Fans
  • Dryer
  • Dishwasher
  • Stove
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This condo at Bonnie's Arch condominiums is on the second 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... View all property information
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4 of 5 stars Reviewed August 22, 2014
We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
5 of 5 stars Reviewed July 10, 2014
This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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From
$475
/ Night
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1 / 34
5 of 5 stars (15) Excellent
Grand Cayman
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview 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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From
$285
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1 / 23
5 of 5 stars (2) Excellent
Little Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 4
travelers have booked this property
Overview 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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$170
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1 / 27
5 of 5 stars (11) Excellent
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (11) Make Inquiry
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 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...
5 of 5 stars Reviewed June 24, 2014
But there is no way I can honestly give this place anything less than 5 STARS! Whether you are traveling with friends or family, this place is perfect. It is on the 2nd floor...
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$921
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1 / 40
5 of 5 stars (8) Excellent
Bodden Town
4 Bedrooms / 4 Bathrooms / Sleeps 12
traveler have booked this property
Overview Reviews (8) Make Inquiry
Amenities & Details
  • Microwave
  • Grill
  • Patio
  • DVD Player
  • Dishwasher
  • Hot Tub
  • Refrigerator
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Present Moment - A Modern Oasis for the Soul. Property Overview: * 4 Bedrooms, 4 Full Baths (max 10 adults) * Resort style, oceanfront, double-sided infinity pool * Oceanfront hot tub * Direct oceanfront with wide, sandy beach - perfect for kids to play * Rustic beach with flat rocky entry,... View all property information
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5 of 5 stars Reviewed May 19, 2014
This property is the best vacation rental we have ever stayed at in Cayman. It is modern, immaculately clean, spacious & has all the amenities. We loved the Keurig coffee maker...
4 of 5 stars Reviewed March 21, 2014
The positives were: The house was well kept and clean. It was nice to have washer and dryer to launder towels as needed. The pool and outdoor deck was great. The hot tub was...
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$330
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1 / 7
5 of 5 stars (8) Excellent
Seven Mile Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (8) Make Inquiry
Amenities & Details
  • VCR
  • DVD Player
  • Air Conditioning
  • Hot Tub
  • Porch
  • Microwave
  • Safe
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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5 of 5 stars Reviewed August 28, 2014
I went to Grand Cayman with my family (husband and 2 kids 13 & 15). We stayed at the Aqua Bay Club from Aug 3-12, 2014. The 2bd/2ba condo (Unit #11) was beautiful, clean, well...
5 of 5 stars Reviewed May 23, 2014
We were so pleased with our vacation in Grand Cayman in this gorgeous condo in a quiet section of Seven Mile Beach. Close to everything we wanted to do yet away from the crowds...
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$1,064
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1 / 32
5 of 5 stars (21) Excellent
Seven Mile Beach
5 Bedrooms / 2 Bathrooms / Sleeps 10
traveler have booked this property
Overview Reviews (21) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Dryer
  • Dishwasher
  • Safe
  • Patio
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Serenity Now – an incomparable location on world famous Seven Mile Beach. A Luxury Cayman Villas property, Serenity Now is your own private oasis in the heart of Grand Cayman. Charming, eclectic, and comfortable, Serenity Now is the perfect place families with children or groups of adults. Its... View all property information
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4 of 5 stars Reviewed June 23, 2014
This was the second year that we rented Serenity Now on 7MB. As was the year before, this house is gorgeous inside. It's convenient, clean and modern. There is plenty of space for...
5 of 5 stars Reviewed December 27, 2012
Great place, brilliant ocean-view, enough space for everybody in- and outside, nice BBQ, proper swimmingpool and only 50 meters away from beautiful corals. Even saw jumping/flying...
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From
$329
/ Night
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1 / 38
5 of 5 stars (14) Excellent
Seven Mile Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
Overview 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
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1 / 24
5 of 5 stars (6) Excellent
North Side
4 Bedrooms / 3 Bathrooms / Sleeps 10
traveler have booked this property
Overview Reviews (6) 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 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...
5 of 5 stars Reviewed October 9, 2014
My family-- two adult sons and their wives, my husband and I--were guests of a dear friend who shared this magnficent place with us. Coral Loft accommodated seven adults...
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$275
/ Night
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1 / 13
5 of 5 stars (7) Excellent
North Side
3 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
Overview Reviews (7) 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 January 13, 2015
Quiet.... North side beach far away from Seven mile beach. Eat at Kurts Corner. Dive with Ocean Frontiers.
5 of 5 stars Reviewed January 6, 2015
What a wonderful stay we had at this villa. We were hoping for some time to unwind and find true tropical island paradise. We found it! Each morning I started with the short...
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From
$213
/ Night
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1 / 9
4.5 of 5 stars (11) Very good
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (11) Make Inquiry
Amenities & Details
  • Guest Count
  • Air Conditioning
  • Number Of Bedrooms
  • Grill
  • # Of Bathrooms
  • Parking
  • Towels Provided
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across from famous Rum Point where there is a restaurant, bar, shop and water sports. Located in the lovely residential area of Cayman Kai, they are a 45 minute drive from the airport and George Town, but... View all property information
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5 of 5 stars Reviewed January 13, 2015
Loved our weekend getaway!! Fantastic location with Rum Point beach, restaurant and bar across the street, and a quiet beachy bay in your back yard. Thank You!! Our 2 year-old...
5 of 5 stars Reviewed December 12, 2014
This is the second time I've rented from Cayman Villas. They are great. The villa is well appointed and comfortable. Lots of ammenities inside and out. I arrived to find chilled...
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From
$175
/ Night
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1 / 19
4.5 of 5 stars (8) Very good
Cayman Brac
2 Bedrooms / 1 Bathroom / Sleeps 4
travelers have booked this property
Overview Reviews (8) Make Inquiry
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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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...
4 of 5 stars Reviewed August 19, 2014
The house is recently updated and is clean and functional. It truly is as it looks in the pictures. The appliances are fairly new and functional. The kitchen is well stocked...
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From
$165
/ Night
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1 / 11
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Washer
  • Refrigerator
  • TV
  • Parking
  • Microwave
  • Garage
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Colonial Kai in Cayman Kai, Grand Cayman is a 2 bedroom, 2 bath condo is privately owned and most tastefully decorated. Sleeps 6 comfortably (2 in air mattresses) and there are 2 TV's and a DVD player. Your views are spectacular from the 2nd floor location, where you can enjoy a relaxing drink or... View all property information
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From
$170
/ Night
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1 / 14
Cayman Brac
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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
/ Night
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1 / 19
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • Nearest Beach: 0.1...
  • Rum Point Beach...
  • Fishing Nearby
  • Owens Robert...
  • Watersports Nearby
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,... View all property information
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From
$248
/ Night
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1 / 6
5 of 5 stars (7) Excellent
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Guest Count
  • Internet Access
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's within easy walking distance of a beach bar, restaurant and marina and a short drive away from a few further restaurants, a water-sports shop and a small... View all property information
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From
$855
/ Night
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1 / 37
Grand Cayman
6 Bedrooms / 4 Bathrooms / Sleeps 12
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  • Linens Provided
  • Telephone
  • Guest Count
  • # Of Bathrooms
  • Air Conditioning
  • Microwave
  • Stove
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
No Snow- is located on the Northside of the island just about 1/2 Mile east of the Rum Point Club. This casual (fully renovated) 6BR villa is a simple-to-live-in Caribbean Cottage style. Nestled in the palms and sea grapes along a beautiful sandy beach, No Snow enjoys an oceanfront breeze and great... View all property information
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$300
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1 / 24
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
$515
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1 / 12
Seven Mile Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Microwave
  • Single Beds:(2)
  • Telephone
  • Guest Count
  • # Of Bathrooms
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Sunset Cove is a condominium/resort complex located on the famous and beautiful 7 Mile Beach.  The resort offers two fresh water swimming pools, tennis court, bar, restaurant, nightclub and water sport facilities. Sunset Cove is a perfect choice for a young group that craves action or young... View all property information
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From
$635
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1 / 12
George Town
3 Bedrooms / 3 Bathrooms / Sleeps 6
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  • Linens Provided
  • Guest Count
  • # Of Bathrooms
  • Double Beds:(3)
  • Telephone
  • Stove
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives you the feeling of nature interacting with the house. Situated in the exclusive residential area of Cayman Kai, it's only a short walk to restaurants, beach bars and water sport shops. The airport and... View all property information
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1 / 17
5 of 5 stars (2) Excellent
Grand Cayman
3 Bedrooms / 3 Bathrooms / Sleeps 6
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Unit # 10- 2nd Floor, 3000 square foot, Panorama unit with beautiful views from your screened front patio, your side patio or off your master bedroom. Go ahead, relax by day , listen to the waves crash to shore at night or dine by the light of the stars at night.Master bedroom has king size bed,... View all property information
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From
$177
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1 / 23
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 8
travelers have booked this property
Overview 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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From
$385
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1 / 69
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
Overview 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
$915
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1 / 13
North Side
2 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Make Inquiry
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  • Dishwasher
  • Number Of Bedrooms
  • Stove
  • Linens Provided
  • Grill
  • Double Beds:(2)
  • Microwave
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa La Playa is nestled in a tranquil inlet of water (not the open ocean). A pretty Cayman style wooden home, it is located in the residential area of Cayman Kai on the north coast of the island. The interiors feature warm woods and a delightful mix or iron and wicker furnishings. Built on two... View all property information
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From
$831
/ Night
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1 / 28
Seven Mile Beach
4 Bedrooms / 4 Bathrooms / Sleeps 10
traveler have booked this property
Overview 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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1 / 15
5 of 5 stars (4) Excellent
Grand Cayman
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Reviews (4) Make Inquiry
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
Unit # 12-This second Floor, Oceanfront unit has two seating areas from which to watch your large flat screen TV or just relax and read a book. You can enter your large screen porch from the Master bedroom which has king size bed, flat screen TV and the en suite bathroom with tub and shower. The... View all property information
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From
$1,850
/ Night
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1 / 21
West Bay
5 Bedrooms / 4 Bathrooms / Sleeps 12
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Deck
  • Shared Outdoor Pool...
  • Microwave
  • Parking
  • Number Of Bedrooms
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This spacious and deluxe private beach front villa could be considered as one of the most sought after in the Cayman Islands! Situated directly on one of the best parts of the famous 7 Mile Beach, the pristine white powdery sand beckons you to set new footsteps or take a swim in the shimmering aqua... View all property information
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From
$225
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1 / 20
North Side
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • Stove
  • DVD Player
  • Dryer
  • Dishwasher
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Barefoot Lagoon, Summer Breeze, Toto Kai, Dream Kai, Island Sunset, Kai Kotch, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman, Cayman Islands. The Island... View all property information
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From
$185
/ Night
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1 / 21
West Bay
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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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$300
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1 / 37
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Rum Point Beach...
  • Fishing Nearby
  • Hiking Trips
  • # Of Bathrooms
  • Long Term Rentals...
  • Beach Or Lakeside...
  • Watersports Nearby
  • Horse Riding Nearby
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
$230
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1 / 21
5 of 5 stars (16) Excellent
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
traveler have booked this property
Overview Reviews (16) 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 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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$1,100
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1 / 15
Grand Cayman
5 Bedrooms / 4 Bathrooms / Sleeps 12
Overview Make Inquiry
Amenities & Details
  • Guest Count
  • Linens Provided
  • Grill
  • # Of Bathrooms
  • Shared Outdoor Pool...
  • Dishwasher
  • Number Of Bedrooms
  • Single Beds:(4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This beautiful home is situated on a pristine white sandy beach within walking distance of a water-sports operator, a restaurant and beach bars. The grocery store and other restaurants are only few minutes drive away. AmenitiesBedding: 2 Kings, 1 Queen, 4 TwinsMaid Service: NoCeiling... View all property information
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From
$325
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1 / 14
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Stereo System
  • Stove
  • Refrigerator
  • VCR
  • Dryer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Barefoot Lagoon 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
$595
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1 / 13
Grand Cayman
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
Amenities & Details
  • Dishwasher
  • Guest Count
  • Microwave
  • Grill
  • Parking
  • Number Of Bedrooms
  • Deck
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Kailypso is a spacious and comfortable home situated on a wide white sandy beach inside a little cove in the resort area of Cayman Kai. The home has central air-conditioning and features three bedrooms, two baths and a combined living/dining room. The interiors feature a mix of tropical and... View all property information
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$300
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1 / 42
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • DVD Player
  • Grill
  • Stove
  • Dryer
  • Stereo System
  • Patio
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,... View all property information
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From
$426
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1 / 15
4 of 5 stars (1) Very good
Grand Cayman
3 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
  • # Of Bathrooms
  • Air Conditioning
  • Shared Outdoor Pool...
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Experience the delight and tranquility of this charming free standing villa in a small but expansive colony of villas which rests upon pure white, powdery, soft beach. It is located on the quiet, serene side of the island just 55 minutes from the George Town Airport. You have arrived at the finest... View all property information
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4 of 5 stars Reviewed July 22, 2014
This was a 3BR/3BA 2 story house, beautifully renovated, in great condition. The wood floors were amazing. The kitchen was deluxe. Everything worked well. We faced the shore, and...
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$325
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1 / 45
Grand Cayman
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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
$150
/ Night
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1 / 19
Cayman Brac
2 Bedrooms / 1 Bathroom / Sleeps 4
Overview Make Inquiry
Amenities & Details
  • Parking
  • Patio
  • Stove
  • Refrigerator
  • Washer
  • TV
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • x
About this property
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... View all property information
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$300
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1 / 28
5 of 5 stars (5) Excellent
Grand Cayman
3 Bedrooms / 3 Bathrooms / Sleeps 8
travelers have booked this property
Overview Reviews (5) Make Inquiry
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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$3,600
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1 / 36
5 of 5 stars (29) Excellent
North Side
3 Bedrooms / 4 Bathrooms / Sleeps 8
Overview Reviews (29) Make Inquiry
Amenities & Details
  • Stove
  • Dryer
  • Playground
  • Dishwasher
  • Microwave
  • Patio
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Caymanease is a private, oceanfront villa with a pool sitting on a secluded beach located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, and enclosed outdoor shower, an oceanfront pool, kayaks and all the amenities you need to have a relaxing and... View all property information
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5 of 5 stars Reviewed August 11, 2014
We stayed at Caymanease for a week in mid June 2014. What an amazing place on a wonderful island. The home is perfectly decorated, stocked and in the perfect location! The...
5 of 5 stars Reviewed February 9, 2014
We just returned (alas! we had to leave) Caymanese after spending one week with two other couples. The house is comfortably appointed and on a quiet and private beach. We...
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$426
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1 / 10
4.5 of 5 stars (8) Very good
George Town
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Reviews (8) Make Inquiry
Amenities & Details
  • Internet Access
  • Dishwasher
  • Balcony
  • Shared Outdoor Pool...
  • TV
  • Stereo System
  • Grill
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighborhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white sand—and... 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.