Vacation Rentals & Condos in Cayman Islands

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226 condos

SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 49 minutes

Price per night from

$345

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.

Price per night from

$287

“A private beach to watch sunrise and sunset.” We were at Cayman cottage this past February and our only mistake was staying such a short time (5 nights). It was so beautiful and restful. The property is very private and well stocked. It was clean and organized, with a large and airy living room, eating area, kitchen and very comfortable bed. Just outside there is a pleasant eating area and hammock. We loved sitting on the beach to watch sunrise or sunset. We also enjoyed snorkeling right in front of the property, which felt very safe and private. Sue was very pleasant and so helpful. We found that we could manage without having rented a car; we were able to walk to stores and restaurants and walk to rent bikes at the Scuba Shack. When we return we may rent a car for a few days to explore the Island more; some of the bike rides felt very long given the single speed bikes and the head winds. We are also tempted to return and learn to scuba dive. Sue's property is ideal for a couple, and also for two or three friends, or a family of three. Wherever we ventured each day, we were always so glad to come home to Cayman cottage and settle in for the evening. We did not grill but everything was there if we had wanted to do so. It felt like we had our own private place on Cayman Brac although we were visitors. We hope to return in the future.

Responds fast! avg. 2 hours 53 minutes

Price per night from

$201

"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

Price per night from

$281

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$803

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 25 minutes

Price per night from

$453

Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular

Rum Point house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 25 minutes

Price per night from

$947

Suncoast # 4

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$144

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$573

“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 25 minutes

Price per night from

$287

"Everything About This Place is First Class" 3 Master Suite Villa

Cayman Brac villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$401

Beautiful Sea Dreams Villa

Cayman Brac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 9 minutes

Price per night from

$207

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us.

Price per night from

$453

Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$148

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic

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 25 minutes

Price per night from

$631

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$270

“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!

Price per night from

$458

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

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 25 minutes

Price per night from

$568

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$686

Ocean Wave: Azure

Cayman Brac apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“The best vacation my spouse and I ever shared!!” Our first trip to the Brac was the best experience we have ever shared together. The warm hospitality of the Ryan family was boundless. Our anniversary gift from the Ryan family was spent purchasing snorkeling gear. I can't thank them enough for a vacation we will never forget.The villa was situated about 50 ft. from the ocean with spectacular snorkeling and sunsets. The villa was a beautiful 2 bedroom 2 bath and comfortable. The fishing was abundant with the native camaynians as a guide. We chose this island for the lack of tourists and the privacy for our 34th anniversary. We are hopefully returning to the Brac in February 2014.

Price per night from

$172

Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

Price per night from

$453

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.

Price per night from

$573

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

Little Cayman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$453

Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 25 minutes

Price per night from

$2,293

Coconut Cottage

Bodden Town cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$574

Boggy Sands Club - Seven Mile Beach - Starfish

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. 25 minutes

Price per night from

$2,289

Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Relaxing week at the beach” This well kept home is as nice as the pictures. For folks who like to be away from the hustle of 7 Mile Beach this location is ideal. It can be a long drive to Georgetown, but with restaurants at Kaibo, Lighthouse, and Morrit's nearby, you can spend a whole relaxing week without a lot of time behind the wheel. The property manager, Chloe, was on site to greet us when we arrived, and we received a warm Cayman welcome. Chloe helped us arrange a phone to make some necessary telephone calls and she made sure we had everything we needed. It would be nice to have a kayak or two since that is a popular activity in this area. But other than that the house and visit were perfect.

Responds fast! avg. 3 hours 25 minutes

Price per night from

$798

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$458

Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with

Rum Point house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Best. Vacation. Ever. Amazing. Beautiful. Relaxing.” Great Escape is a beautiful home in the perfect location. A truly luxurious property with an amazing pool and a short walk to Rum Point Beach, which is fantastic. I can't say enough about the house, the pool, the beach, the island. It truly was a perfect vacation. Although it is a drive to the other side of the island, we preferred the relaxing, quiet and island feel of Cayman Kai. The photos of Great Escape are very accurate except honestly I think the pool is bigger than it looks in the photos. Grand Cayman Villas handled our reservation in a professional, timely and courteous manner. They answered all of my questions promptly. They provided lots of information about the island, the property, restaurants, car rentals, etc. Upon arrival there were a couple minor issues (not worth mentioning) but the Villa Manager answered my call immediately and things were taken care of within 20 minutes. The owners of the property were a pleasure to deal with as well. We received an email from them before our stay with helpful information about the property and the island. We spoke by phone and met in person briefly on arrival. They were nothing but helpful and friendly. Highly recommend Great Escape and Grand Cayman Villas. It might be a few years but we will definitely be back.

Responds fast! avg. 3 hours 25 minutes

Price per night from

$798

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

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 25 minutes

Price per night from

$488

3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$402

Cayman Conch Quest Beachfront Condo in Rum Point

North Side 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. 3 hours 31 minutes

Price per night from

$201

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation!” There were 4 of us - 2 couples - and the house was great! There were many activities near the house and the 7 mile area is only a drive away. The beach was great, very secluded!

Responds fast! avg. 3 hours 25 minutes

Price per night from

$396

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$344

Responds fast! avg. 3 hours 25 minutes

Price per night from

$602

Luxury Condo #2 on Boggy Sand Road-Garden Level

Seven Mile Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$515

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$442

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.

Price per night from

$568

Viewing 38 of 226
rentals in Cayman Islands

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About Cayman Islands

The Cayman Islands are a British protectorate and are considered one of the most exclusive destinations in the Caribbean. Famous for their stunning natural beauty, the Cayman Islands have a tropical marine climate, making for warm and rainy summers and dry, mild winters. Most visitors elect to come here between October and April to escape the cold weather of the northern climates and take advantage of the Caymans' celebrated beauty.

Some of the major attractions and activities in the Cayman Islands include:

  • The Sister Islands: While Grand Cayman dominates most visitors' itineraries, the so-called "Sister Islands" of Little Cayman and Cayman Brac are perfect for those seeking a quieter, more private holiday.
  • George Town: The islands' capital city, George Town has an engaging and fascinating history, and it is well worth taking a tour of the city's many sights and points of interest.
  • Seven Mile Beach: Located on Grand Cayman, Seven Mile Beach is one of the most-developed corners of the Cayman Islands. Stroll the boardwalks, relax at a beachfront bar and take advantage of the excellent restaurants and lively nightlife. This area is the perfect setting for Cayman Islands weddings and Cayman Islands honeymoons.
  • Deep-sea diving: With crystal clear waters and mysterious coral reefs, the Cayman Islands offer some of the best scuba diving in the world. Diving enthusiasts from all over the globe come here in search of the ultimate experience.
  • Golf: Cayman Islands golf courses rank among the best in the Caribbean, and the weather is always perfect for teeing off. Club and equipment rentals are widely available and affordable, so you don't have to worry about lugging along your own gear.

Instead of cramping into a hotel room, relax in style in your very own vacation rental. A beachfront villa, a condo in George Town or an apartment on the coast makes the ideal alternative to traditional accommodations at affordable prices.

The islands lie less than 100 miles to the south of Cuba, and are also perfectly situated to continue your journey in Puerto Rico. As a popular port of call, it's also easy to get from the Cayman Islands to the U.S. and British Virgin Islands and many other Caribbean nations.

Top Destination reviews

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

We have stayed in a lot of rentals and this one was by far the best equipped, there wasn’t anything we could find that wasn’t there,it felt like they tried to think of everything you would need The location was perfect, right on the beach and close to all amenities , you could walk everywhere Totally enjoyed ourselvessee more
"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point
We love this place!

This is the second time that my wife & I have rented this condo. This time we brought 3 more friends. Plenty of room for everyone. This condo is so well kept & it has all your supplies in the kitchen, plenty of towels, even rafts & snorkel gear. The pool & ocean view are fabulous. We can't wait to go back again!see more
Gorgeous Beachfront Villa, Azure Breeze #5
Absolutely beautiful home and beach!

Beautiful beach home on the quieter end of the island. Snorkeling right outside your door. Close to Rum point , Starfish beach , and nice restaurants. Would HIGHLY recommend this place if you are looking for a great place to get some much needed rest and relaxation. Only thing I wish that was different, was that there wasn't enough dresser or closest space to fully unpack out of our suitcases in the two smaller bedroom.see more
SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.
Recent Stay

We loved the location of this condo. It’s a quick walk to the beach and shopping and restaurants. It’s a quite complex, which we enjoyed. It was 4 adults for our stay, I would say this condo is better suited for a family. The 2nd bedroom upstairs is not really set up for a couple and the bathroom and shower are not ideal for anyone over 5’7. It could benefit from a full length mirror and TV in the bedroom upstairs. It could use some attention, the walls needed painted or scrubbed, the master bathroom was missing a towel rack, the closet doors where the washer and dryer are located are very hard to open. With all that said, I would recommend this unit to anyone visiting Grand Cayman. It’s a great value and location.see more
Cayman Reef Resort #50 - Best Value on the Beach
Beautiful condo

We love the Cayman Islands and have stayed many times at the Cayman Reef Resort. Marc’s unit #50 is a one bedroom beautifully updated, decorated, and furnished with everything you will need for an awesome Seven Mike Beach vacation. Highly recommend # 50!!! … see more
Just Chillin
Just Chillin

Very close to the airport, bars, restaurants, grocery store, etc. Must love friendly dogs, who bark every time you depart or arrive on the property. Property owner Dianne is a great host! Very helpful and giving. She even had fresh organic eggs and homemade pepper jelly for us. … see more

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