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Vacation Rentals & Condos in Grand Cayman

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269 condos

SMB-Grand 32, renovated 2Bd/2Bath,

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 1 minutes

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$175

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” We stayed at MoodLight Kai condo the first week of april 2014. It was a magical experience being in Cayman Island for the first time. The condo is very modern and comfortable with a beautiful beach view right from the living room couch. There was no excessive noise or biting insects, the beach is very close and if you are feeling too lazy to go anywhere you can just lounge on the beach in front of the condo or soak in the jacuzzi. We had an excellent time and would definitely go back for another family vacation.

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$218

'Sun Cloud' Oceanfront Villa in Rum Point! Summer 2020 Discounted Prices!!

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. 4 minutes

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$756

Beachfront Cayman Island Condo on 7 mile beach

Seven Mile Beach apartment

3 bedrooms / 2 bathrooms / sleeps 7

“A DREAM COME TRUE” We are the type of people who always look for affordable alternatives to the fancy hotels and the condo we rented from Anandi was just what we needed. Comfortably spacious and well stocked, No 329 Sunset Cove became our home from home for a week and nothing would have been better. Situated right on it's own beach, it was a three minute walk to the beautiful waters of Grand Cayman. Right on past the exit at the back of the enclosed pool and about 50 yards out, we found the most beautiful reef with a wonderland of beautiful fish and corals. Whilst we had a hired car and toured the island, we could have stayed right there and been completely happy. Well situated in the Sunset Cove complex, we enjoyed nothing but seascapes and palm trees from the top front balcony. The kitchen is equipped to handle a full load, with a supermarket lacking nothing a mere five minute drive away. Of course, the restaurants in close proximity offer top-level cuisine (if that's your thing). This vacation was everything we expected Grand Cayman to be and our decision to rent this condo was spot on. We will definitely go back next year. We returned home knowing that we had had a wonderful relaxing vacation - isn't that what it's all about?

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$450

Laguna del Mar: Prime Seven Mile Beach location ground floor beachfront

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

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$675

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location

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$252

Coconut Beach: Secret Garden Oasis with Palm-Shaded Beach and Spectacular

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 20 minutes

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$851

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$401

Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt

North Side apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Tranquility” Traveled to Grand Cayman with a couple girlfriends and chose Kai Kotch based on reviews here and was not disappointed! We wanted a peaceful vacation and that's exactly what we got. Kai Kotch #17 was spacious and clean and we really enjoyed hanging out by the swimming pool and paddling in the bioluminescent pool. We were very close to many beaches (and much of the time they were private to us, as we traveled in the off-season). We couldn't have asked for more. When we had a question about something (like not being able to get the TV to work, or that the outdoor pool lights were off) someone was there to help us almost immediately. Tim adam was very pleasant to work with and also very courteous. We would gladly stay in Grand Cayman (and at Kai Kotch) in the future.

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$286

Ocean Views Long Sunsets 25 steps to water Ground Floor, pool outside front door

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 5 minutes

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$346

Sea-Esta Beach Front Kaibo Condo

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$218

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

1 bedroom / 1 bathroom / sleeps 4

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$238

Kai Time Island House, Cayman Kai/Rum Point

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

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$406

Oceanview/Poolside Condo on Seven Mile Beach

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 8 minutes

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$445

Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 4

“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. 1 hour 38 minutes

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$458

Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kitchen, restaurants and great diving nearby, plenty to do. 80s during the day, 70s at night with that beautiful breeze, we hardly needed the aC at all. I would highly recommend this rental, we'll be back!

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$217

CoCoCondo - Your Home Away from Home in the Caribbean

West Bay apartment

3 bedrooms / 4 bathrooms / sleeps 6

“Great Place To Stay” The condo has everything we need. We are a family of six with two grown children and smaller children as well. This condo is nicely decorated and clean. The pool is just outside the patio which is so convenient especially with smaller kids. It has beach chairs that we hauled around when we went around different beaches in the island. It feels like a home away from home. Thank you so much for the nice accommodation.

Responds fast! avg. 56 minutes

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$416

Surfers Paradise Oceanfront on the "New Seven Mile Beach"...come and relax !

George Town guest house

5 bedrooms / 5 bathrooms / sleeps 13

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$1,720

Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 7

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$286

Kaibo Phase 2 - A4, Grand Cayman

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect vacation” My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking around Kaibo. It is on a sandy beach with a restaurant right next door. We will definitely return to this spot. The beach is not good for swimming but there is a pool and hot tub. There is a beach within walking distance that is good for swimming.

Responds fast! avg. 1 hour 8 minutes

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$175

Sea Breeze, a luxury SMB beachfront condo

Seven Mile Beach apartment

4 bedrooms / 5 bathrooms / sleeps 10

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$2,971

Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB

West Bay apartment

3 bedrooms / 4 bathrooms / sleeps 7

“A wonderful place to stay” We had three generations staying in Cayman Sunset including grandparents and two teenagers for 8 days, It was a great location, with wonderful snorkeling just steps from the patio. Duncan next door was most helpful, and we highly recommend arranging a trip out to Stingray City with him - definitely not to be missed. Cayman Sunset has everything you need for a relaxing vacation. The location couldn't be better. Every evening we sat on the patio and watched the sun set, each one better than the night before. There are lots of things to do in West Bay, and it's a quick drive to Seven Mile beach or into Georgetown. The kitchen is well equipped, and the gas grill on the patio is very convenient. The grocery stores were easy to reach. The open plan first floor is very welcoming, and the bedrooms upstairs are very spacious with ample closets. Nothing is better than sitting on the back patio with a cup of coffee or tea in the morning and listening to the surf while planning the day. Darron was very easy to deal with - quickly responding to the initial inquiry and with questions. He also provided very clear instructions and directions. It was an amazing week, and we only wish we could have stayed longer.

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$353

4BR Penthouse Boggy Sands Club - Seven Mile Beach

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

“Best Family Vacation Ever!” We came to Grand Cayman to scuba dive as a family. Our condo was a wonderful place to relax after our dive trips because of its proximity to the beach and the pool. Boggy Sands Beach Club is within walking distance of some great local food. Heritage Kitchen, ALFresco, and Calico Bar. The owner Morne Botes was attentive to all of our needs and great to work with. We highly recommend this place and hope to return very soon.

Responds fast! avg. 3 hours 53 minutes

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$1,030

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

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$292

Cayman Conch Quest Beachfront Condo in Rum Point

Grand Cayman apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Condo to Rent” We would agree with all of the positive reviews for this condo. We stayed a week in early January. The condo is very comfortable; it is actually even nicer than the pictures. This condo is extremely clean and well maintained. The beds are very comfortable; there are plenty of beach towels, bath towels and linens. There is a TV ( gets all kinds of channels) stereo, Ipod docking; DVD player- more than you need. The artwork in the condo is very nice. The screened in lanai is great for meals and to just watch the ocean. The pool is clean. The complex is small and is kept immaculate by the management company. It was windy the week we were there so we were not able to swim/snorkel out front. Loved having the beach chairs,mats,bags and cooler to use. Bob replyed to all of my emails thoroughly and quickly. There is detailed information Bob emails to you and there are 2 notebooks of information at the condo. It is very quiet and peaceful. The drive is approx 40 minutes from the airport. Bob recommended Marshall's car rental and we found them to be great. This was our first trip to Grand Cayman. We would without a doubt recommend this condo.

Responds fast! avg. 2 hours 33 minutes

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$208

Condo on 7 Mile Beach - Great Location - Ground Fl

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$201

Crescent Beach (Sand) at Half Moon Bay

East End apartment

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 17 minutes

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$320

Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

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$486

6 Bedroom Dramatic Oceanfront Estate with Private Beach

Breakers villa

6 bedrooms / 6 bathrooms / sleeps 16

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$2,139

Grand Cayman Islands Ocean front Villa with 2 bedrooms and 2 baths

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

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$458

Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean

Seven Mile Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Wonderful Stay, Beautiful Condo and Grounds, Easy to Work With” Condo is beautiful and exactly as described in the listing and in all communications with Marc. Very close to beach and water. Even closer than looks in pictures. Literally few steps out the door. Also close walk to great restaurants, stores and Camana Bay. Unit well equipped with towels, umbrella. Beach is gorgeous with beautiful turquoise warm water. Pool and grounds immaculate. Well maintained. Pretty landscaping. Enjoyed the screened porch with ceiling fan for morning coffee. Most gorgeous sunsets on the island right outside of the door. Marc was easy to work with ..... from the time of booking and throughout our stay. He touched base by email and phone upon our arrival to ensure we were doing ok. We would not hesitate to book again .... amazing experience.

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$586

4-Bedroom Secluded Balinese Custom Home with Private Theatre

East End villa

4 bedrooms / 4 bathrooms / sleeps 10

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$1,769

Crescent Beach (Sky) at Half Moon Bay

East End apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 17 minutes

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$327

First Floor Oceanfront Condo in Top Location!

West Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 57 minutes

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$293

Coral Loft - Casual Living With A Luxurious Twist

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 49 minutes

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$672

Seven Mile Beach Condo

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Super Location. Great Owners and Condo” We have stayed in Caymans and SMB at least 12 times over the past 10 years. This condo was so very convenient to everything. The condo had all of the kitchen equipment, bath towels, beach towels we needed! (would suggest adding a good igloo cooler for beach goers) Will use again!

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$397

Modern 11,000 sqft, 4 Story Beachfront Mega-Mansion

East End villa

6 bedrooms / 7 bathrooms / sleeps 23

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$2,139

On the Beach -- As Good As It Gets

George Town house

5 bedrooms / 5 bathrooms / sleeps 10

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$4,236

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