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128 houses

'Sun Cloud' Oceanfront Villa in Rum Point!

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

“Perfect Sunrises & Sunsets” 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. The house is beautiful, a view from every room. We loved the open kitchen, dining area and the view was priceless. We traveled with a party of 6 ( 2 adults, 2 -25 year olds and 2- 19 year olds). Everyone loved the pool, ocean, bedrooms, individual bathrooms and of course the view. We didn't use the hot tub just too hot outside this time of year. Sunsets and sunrises can't be beat. Karen and Ida (property manager and the lovely woman who came and cleaned up several times) were prompt, polite and we became fast friends. We renewed our wedding vows on the sand overlooking the ocean and Karen got us connected with Pastor King to preside. What a beautiful man and and a kind gesture to share this moment with our family. Minor things- truly these are minor-we couldn't figure out how to change the ceiling fan speed in the master bedroom. We would recommend buying 2-3 chaise lounges as 4 of them have seen their day. We could use 3 of the 4 so they weren't unusable. There's a natural barrier reef so the water is pretty shallow, snorkeling is pretty good, would recommend doing a half day boat rental with Moore Marine as they will take you to deeper waters with a wide variety of fish. CJ and Willis were great. We did snorkel every day and loved it. I would definitely stay here again- actually I never wanted to leave. I wish I could buy this property from David. David thank you for sharing this beautiful, perfect place with us.

Responds fast! avg. 51 minutes

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$834

Coconut Beach by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 48 minutes

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$948

Fishbones by Grand Cayman Villas and Condos

Gun Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

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$602

Sea Beauty by Grand Cayman Villas and Condos

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for the house. Nothing was left to be desired at Sea Beauty. It has been completely remodeled and appointed with only the best, leaving nothing to be needed. Sea Beauty is an ideal location, about 20 minutes to the shops and restaurants of George Town and 20 minutes to our favorite place on the island,Rum Point on the north side. The best part of Sea Beauty is its 300 feet of private beach with great snorkeling and swimming, and especially the hammocks under the sea grape trees,always in the shade overlooking the white sandy beach. This has to be one of the most relaxing, beautiful places anywhere! Also, it is only about 20 minutes to a full-service grocery store and five minutes to two nice restaurants, especially The Lighthouse, less than two miles away. We can't say enough about this beautiful home, renovated in the classic Cayman cottage style, and the helpfulness of Jerry and Cathy. They even supplied us with cell phones with pre-programmed phone numbers for certain services. We will certainly be returning to this beautiful paradise!

Responds fast! avg. 3 hours 56 minutes

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$286

We'll Sea by Grand Cayman Villas and Condos

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 3 hours 56 minutes

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$475

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Little Cayman house

3 bedrooms / 3 bathrooms / sleeps 7

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$806

Starboard Kai Beachfront Home Rum Point Cayman Kai

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!

Responds fast! avg. 2 hours 2 minutes

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$317

Heritage House by Grand Cayman Villas and Condos

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 10

“Wow! What a great time” We had the pleasure of staying at the Heritage House for a week at the end of april/beginning of May. The house is not centrally located to the the main part of the island, it is beautifully secluded on the North End of the island. We were within walking distance of Rum Point plus we could snorkel right off the beach at Heritage House. We traveled with our three adult children and their spouse or significant other. There were 8 adults in the house. Plenty of room for all of us. We would go back to Heritage House in a heartbeat. The pool out front was a plus. The weather was beautiful and the amenities were spectacular.

Responds fast! avg. 3 hours 56 minutes

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$665

Cayman Brac Getaway--A Perfect Island Beach House!

Cayman Brac house

2 bedrooms / 1 bathroom / sleeps 4

“Perfect island getaway” Very clean house, nice construction with a sunroom with the nicest view on the ocean! Perfect for kids (includes Netflix) Very comfortable beds. 2 minutes away from the public sandy beach. Fully equipped kitchen with all the spices you need :)

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$174

Two Rainbows by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 4 bathrooms / sleeps 10

“Two Rainbows is a peaceful, secluded and affordable villa perfec” Our stay at Two Rainbows was our fourth visit to Grand Cayman. Check-in was absolutely painless. We had great instructions and were able to walk right in a get settled in a matter of a few minutes. Having previously stayed on Seven Mile beach and the North Side, we can say that it is our favorite location so far. If you want seclusion, peace and quiet, this is the place. If you want convenience to Georgetown and the action, this is not for you. We are used to driving a half an hour to get fuel or groceries, so it was no issue for us. If you visit in the winter, this villa is located out of the Christmas Wind that is prevalent on the North Side, which makes it much nicer to spend time on the beach. Speaking of which, the beach was clean and the water smooth. Snorkeling is limited and the swimming is less than ideal as there is a fair amount of grass in the shallows in front of the house, but if you feel like venturing out a bit farther there is some nice water to be had. The currents have washed quite a bit of sand around the point so the beach out front is quite wide and the water shallow. Kids will love it. We loved the screened in porch which allowed the breeze through, but not the bugs. The pool was small but adequate for a refreshing dip. The house was clean, roomy and well appointed with the exception of no stereo or outdoor speakers for music. We really missed that! There are several steps to get in or out of the house at every exit, so consider that for anyone in your group that has a problem with steps. Two hammocks are perfectly positioned and made for "naps with a view." A kayak or two would enhance the water experience since it is so calm in the bay. It is so convenient to Rum Point your will probably go there every day. The food there is exceptional. Overall, Two Rainbows is a really good value and a great place for a quiet beach get-away. We would recommend it to anyone who looking for laid back seclusion.

Responds fast! avg. 3 hours 48 minutes

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$1,153

Villa Caymanas by Grand Cayman Villas and Condos

Old Man Bay house

4 bedrooms / 5 bathrooms / sleeps 8

“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back yard made it great for relaxing. House has everything you need and some extras. We drove most days to Rum Point Beach( 10 minute drive) to relax, great beach. Spent a few days never leaving the property as we grilled fish we bought from local fisherman at the docks. With the big group we had, the villa suited us perfectly as there was plenty of room inside and out. I liked best the privacy and location of the house, we enjoy getting away from it all and this place gave us that. Worst part about the house is saying good bye.

Responds fast! avg. 3 hours 56 minutes

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$665

Cos Kai by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 15

Responds fast! avg. 3 hours 56 minutes

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$1,202

KiToCay by Grand Cayman Villas and Condos

North Side house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 56 minutes

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$374

Ocean Pearl Beachfront Townhome Vacation Rental

North Side house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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$288

Just For Fun by Grand Cayman Villas and Condos

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve

Responds fast! avg. 3 hours 56 minutes

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$501

Coral Kai by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

“Wonderful Spring Break for 2 families” Outside deck was perfect place to relax, great lounge furniture, plenty of space, perfect size pool for kids, large beach area, sea weed visible but not an issue its the ocean there's always going to be some, but could walk out with kids for a long ways to the break. the house large rooms so you could make noise and still sleep. our favorite places were close by, kaibo, rum point 5 min. drive. enjoyed biolum tour at night kayak. plenty of towels, spices, 2nd refrig for beverages, pots, pans, store about 10 min to buy little stuff needed. would rent from again!

Responds fast! avg. 3 hours 48 minutes

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$1,066

Christmas Palms by Grand Cayman Villas and Condos

Old Man Bay house

4 bedrooms / 4 bathrooms / sleeps 10

“Wedding Week Stay” In a rare occurrence these days, Christmas Palms actually exists as it is portrayed in both photos and video. Everything aspect of our rental was as we hoped for and expected and would have no reservation in staying there again. The size of the rooms, the quality and up keep of the property and, of course, the setting are exceptional. Having so many options to sit, relax, dine, nap etc... made it an ideal setting for our group. Additionally it offered both group and private options for socializing...or not! The beach is rocky and requires beach footwear but combined with the pool allows you to fully enjoy island life. The location and privacy with regard to neighbors or traffic is perfect with virtually none to deal with. Two drawbacks. First the air conditioning monitoring system is annoying to say the least. Even with everyone paying attention to keeping the doors shut and minimizing the "in and out" traffic, it continually kicks into eco mode and lets the temperature rise. It's almost enough to negate all the positives of the property and have you looking for another setting. I get that some renters would be irresponsible and try to cool the whole island, but this system needs to be revisited by the owner. It took away from the overall experience of our week. The second, very minor issue, is the steps. They're a beautiful hardwood and attractive. However the "lip" on the front of each step is actually painful walking down the stairs. Up isn't a problem but down, shoes or walking like an 80 year old is a necessity. The air system is the real issue and would make us think twice next time around.;

Responds fast! avg. 3 hours 56 minutes

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$665

Kai Time Island House, Cayman Kai/Rum Point

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

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$345

Cool Change by Grand Cayman Villas and Condos

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 4

“Tropical perfection!” Our group of three (two Biology Professors and a fiancee) stayed here for just four nights and we reveled in every minute of it. The directions to Cool Change were meticulous and we also asked for and were given directions to a grocery store. From the pictures on the website, we could not have imagined the sheer beauty of the villa and its setting right on the sea. The house was spotlessly clean and well furnished, nothing was lacking throughout our stay. The house sits on what seems to be a large plot of land, the neighboring houses are distant, and the beach (out the back door and down the stairs) is as close to private as you could desire. Large windows and sliding glass doors on the sea side opened out onto a lovely tiled terrace. A hammock hangs between two coconut palms and there is an outside shower to rinse off the sea water before entering the house. We had a wonderful time snorkeling and viewing the local fauna, including the small crabs and lizards that appeared on the terrace. We visited several nearby restaurants for dinner and enjoyed good meals at each one. I will look forward to returning to Grand Cayman and Cool Change again someday.

Responds fast! avg. 3 hours 56 minutes

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$363

Kai Conut by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 3 bathrooms / sleeps 12

“picture postcard sand beach and beautiful blue waters with soft” Twelve persons arrived at the Kai Conut villa and it was ready for relaxed living.Weather was tropical rainy but did not keep us down. Used the time to tour the island and went to Turtle Farm then Tiki beach and sample the exquisite island foods and drinks...also did the tourist shops and went to stingray city and starfish point. It was absolutely beautiful.Had plenty of room to relax and spread out throughout the many living areas. the den sofa pit was perfect for visiting and relaxing with family and playing games. We had plenty of water shoes, floats, life jackets, snorkels, flippers,beach towels, eto to make everyone feel comfortable...it was easy to get the laundry started early before we left the villa. Loved the villa...will be back again!!! thank you Judy anne...Your touches are so perfect and right on!!! we were so comfortable in our own little corner of paradise...the best vacation ever!!! Enjoyed the privacy of beach on North Side...dined @ Kai Bo; Over the Edge, and Tukka...Loved the quaint eateries!!! Great people throughout the island...will come again!!!

Responds fast! avg. 3 hours 56 minutes

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$792

Contemporary open house, spectacular ocean views, butterflies, sweet sunsets

West End house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 29 minutes

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$225

Tarasand by Grand Cayman Villas and Condos

Rum Point house

4 bedrooms / 3 bathrooms / sleeps 8

“Extraordinary Family Vacation” we had an extraordinary family vacation and deeply enjoyed the comfort, serenity and beauty of this home and surroundings.

Responds fast! avg. 3 hours 56 minutes

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$1,202

Castaway Cove by Grand Cayman Villas and Condos

North Side house

4 bedrooms / 3 bathrooms / sleeps 10

“A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My kids loved snorkeling off the pier. The house was completely stocked and the serenity and peace of the totally private beach house was amazing.

Responds fast! avg. 3 hours 56 minutes

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$526

Beachcomber's Paradise--Beachfront Getaway-Breathtaking Views!

Little Cayman house

4 bedrooms / 3 bathrooms / sleeps 9

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$455

Escape from Reality - Ocean Front!

West End house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 58 minutes

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$178

Fantasea by Grand Cayman Villas and Condos

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

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$463

Tiki House Grand Cayman, Seven Mile Beach Area

West Bay house

4 bedrooms / 2 bathrooms / sleeps 6

“Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one could buy all the fixings for any in-home meal. Especially nice is the lanai covered with bougainvillea. Great for morning coffee or afternoon cocktails. (There is even an outdoor shower for cleaning off after a day at the beach.) The location is excellent with the beach literally only a 45 second to 1 minute walk. Walking another 30 seconds brings you to a fabulous restaurant, Alfresco, which is great outdoor Italian and seafood dining (especially at sunset.) Being on the west side, the view of sunset is breathtaking.The entire 5 days I stayed were totally relaxing and part of that is due to the accommodations at Tiki House and its location.

Responds fast! avg. 2 hours 29 minutes

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$288

Fingertip by Grand Cayman Villas and Condos

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 6

“Great Stay!” Stayed at Fingertip with my family of four and parents. The house was clean, comfortable, and perfect for the six of us! Thanks for the memories!!

Responds fast! avg. 3 hours 56 minutes

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$880

Ocean Kai by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 56 minutes

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$1,171

Kai Vista by Grand Cayman Villas and Condos

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 9

“The best vacation I have ever had!” We had the most fantastic vacation ever. Kai Vista has it all - a beautiful and very spacious villa that accomodates your every need and is so family friendly. It is perfectly designed for comfort, relaxation and enjoyment. The kitchen is well equipped with modern appliances and plenty of counter space for preparing your meals. It was nice having a washer and dryer so we didn't have to lug home dirty laundry. Our family comprised of six adults and four girls ages 8 - 10 and we were never bored nor did we feel crowded - we had plenty of room inside and out. There is a wonderful sea breeze that is almost constant so even though the weather was 85-90 every day you don't really feel it. I think Kai Vista has the best beach and location on Rum Point. The infinity pool is gorgeous as is the entire outside patio and beach area. We all enjoyed it so much we hardly strayed far to explore the island since everything is right there. Snorkeling was the best experience for all of us - we snorkeled every day with the girls. We saw all kinds of tropical fish and sea turtles too. We also kayaked and biked around Rum Point which is so pretty. There is a very nice gourmet restaurant on Rum Point within walking distance and also an outdoor grill right on the beach. We can't wait to come back to Kai Vista. The girls cried when our week was over because they had so much fun.

Responds fast! avg. 3 hours 56 minutes

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$944

Babylon Reef by Grand Cayman Villas and Condos

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

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$541

Great Escape by Grand Cayman Villas and Condos

Rum Point house

4 bedrooms / 3 bathrooms / sleeps 10

“Heaven!” Great Escape is truly as magical and majestic as the photos! I spent a week at the Great Escape with my boyfriend and we could not have been more thrilled with the location, property, and amenities. We felt spoiled to have a private pool and ocean at our feet and loved using the kayak and paddle board right from the property. This house is simply gorgeous and has everything you could want including an equipped kitchen, comfortable beds and couch, a large entertainment center, and a ping pong table. In fact, we enjoyed the house so much that we rarely wanted to leave! When we did venture off the property, we enjoyed the close proximity to Rum Point and Kaibo for nightlife and dancing. Stingray City is also a short boat ride from Rum Point- a must see! We have already recommended Great Escape to friends and will continue to do so. We can't wait to go back!

Responds fast! avg. 3 hours 56 minutes

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$817

Reef Romance by Grand Cayman Villas and Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

“Fantastic relaxing villa!!” The house was perfect for our group of 10 - our three adult children, their friends and our relatives! Five bedrooms with each room having their own connected bathroom. Everything we needed was provided - the kids loved the hammocks, beach and sun! We loved the family meals and playing board games at night - something we had never done before! We would highly recommend the house and rental company. Any problem that popped up was handled immediately - one time within 10 minutes! My wife found the kitchen fully equipped and the outdoor BBQ was great. The house is on the north side of the island - far away from the tourist spots in the city, but only 15 minutes away from stores and shopping, and 30 minutes from the airport. You will need a car - we had 2 which made getting around a lot easier for a big group. The weather was fantastic - only rained one day early in the morning. Rum Point beach and outdoor restaurant is 4 minutes down the road. Several family members visited the Botanical Garden at Frank Sound and really enjoyed it. You will need beach shoes as the shore behind the house is a bit rocky. We had a great 9 days and have memories we will cherish for life!

Responds fast! avg. 3 hours 56 minutes

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$1,045

Conched Out by Grand Cayman Villas and Condos

North Side house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 56 minutes

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$317

5TH NIGHT FREE - Stunning and Luxurious Modern Villa with 7 Oceanfront Suites

Bodden Town house

7 bedrooms / 7 bathrooms / sleeps 20

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$2,139

Hidden Cove by Grand Cayman Villas and Condos

Rum Point house

6 bedrooms / 5 bathrooms / sleeps 12

“Beautiful house/location...but erroneous charges from owner not” This is a truly wonderful vacation rental...beautifully decorated and well situated in the cove allowing both privacy and easy access to the ocean. We had a large group and I can easily say we all agreed it was a magical spot worth returning to...especially given the bioluminescene right in our cove which we enjoyed every night! Our other concern was access to the grocery store which turned out to be a shorter drive than expected (maybe 20 mins). All was well until we checked out and the owners slammed us with erroneous charges for missing items! We were never given an innitial inventory, yet we received a massive bill and automatic charge from the owner. They even charged us for items they admitted were missing before we arrived. It was a ridiculous ending to a wonderful trip and it left us all with a bitter taste in our mouths. If you're a strong negotiator, perhaps this rental is worth your trouble.I would certainly recommend getting an inventory pre-visit and writing into the contract that you would only be held accountable for those items listed.

Responds fast! avg. 3 hours 56 minutes

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$760

Sea Cove by Grand Cayman Villas and Condos

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise!” Wonderful home in ideal location. Snorkeled cove extensively. Make friends with neighbors for pool time and to borrow kayaks and paddle boards.

Responds fast! avg. 3 hours 48 minutes

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$376

Calypso Blue by Grand Cayman Villas and Condos

North Side house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 56 minutes

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$880

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