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Vacation Rentals & Condos in Grand Cayman

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237 condos

'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. 33 minutes

Match: Boat available Swimming pool

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Price per night from

$765

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

Match: Boat available Swimming pool

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Price per night from

$460

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!

Match: Boat available Swimming pool

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Price per night from

$217

4BR Pool View at Boggy Sands Club, Seven Mile Beach

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

“Heaven on Earth in Grand Cayman” The reviews and pictures don't begin to do this Boggy Sand Road property justice! We rented the ground floor unit,which was absolutely spotless, elegant, roomy, well-equipped and only a few steps to the most beautiful beach. The area is residential, private and quiet - like we had somehow privately rented Seven Mile Beach! The grounds of the property were garden-like and the pool was lovely and clean. Our rental car was nice to have but not necessary - there is a Foster's Market within a short walk of the condo, as well as a few great little restaurants (Alfresco's, Timbuctuu and Heritage Kitchen). The bus service is great - more like hailing a cab with pick-up right at the foot of the driveway. But back to the beach...the unit is equipped with 2 kayaks and a paddle board, which we enjoyed tremendously on the calm, crystal-clear waters. Cemetery Beach is right next door for some of the best snorkeling we had ever experienced. The Kittiwake Shipwreck is directly off shore for another fantastic snorkeling experience. We even enjoyed swimming with our own resident sea turtle every day! The condo unit itself was spacious and fully equipped with everything you need - beach towels, chairs, umbrella, rafts and cooler;fully-equipped, gorgeous kitchen with granite counter tops, beautiful and spacious bathrooms, and super-comfortable beds. Although our "kids" were 15, the unit would be wonderful for families with smaller children as well. I must say, the absolute best part, however, was our gracious host Morne, who made us feel like pampered family members visiting from out of town. He picked us up from the airport, made sure we had everything we needed, made great recommendations for activities and restaurants, was never intrusive but always available for anything we needed. I would (and will) vacation here again in a heartbeat, and make the highest recommendation to anyone to enjoy the vacation of a lifetime at this property! Just please don't take the week I want! ;)

Match: Boat available Swimming pool

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Price per night from

$1,182

Grand Cayman Northern Lights Beachfront Villa

Old Man Bay condo

2 bedrooms / 3 bathrooms / sleeps 6

“A piece of heaven in the Carribean” We arrived at Northern Lights after a long, cold, snowy winter to find a place that exceeded our expectations. Many times during the week, we spoke about how happy we were that we chose Northern Lights. The setting is quiet, serene and peaceful. The trade winds made the air-conditioner a useless item. The sound and smell of the ocean was soothing and enticing. The pool was delightful and clean. Our primary goal, other than relaxing and warming up, was snorkeling. Other than the day we went to Stingray City, all of our snorkeling was immediately in front of our condo. A short swim brought us to a great barrier reef. Our favorite "finds" were scorpion fish[very hard to see], a yellow spotted ray, and a lion fish. Although the lion fish is an invasive species, it was very interesting to see it, none the less. The condo had everything we needed, and we elected to prepare most of our meals in the full kitchen. We ate our meals on the lanai, and actually spent most of our time out there. The other residents were friendly and pleasant. None of them were noisy or intrusive. Bo, the condo owner, was delightful: warm, friendly, helpful and informative. We learned a lot about the island from him, something that we really appreciated. Both couples were very satisfied with our bedrooms and private baths. The beds were very comfortable. The bathrooms separate the two bedrooms so there was plenty of privacy. We could not hear the downstairs TV at all if the other couple were watching it. All in all, this was the perfect place for us. We totally recommend it for those people who prefer peace and quiet, rather than the noise and frenetic activity that seems to abound in other parts of the island. We would love to return to Northern Lights.

Match: Boat available Swimming pool

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Price per night from

$252

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Sunset Cove 2 Bed/2Bath Condo on Seven Mile Beach with Discounted Boat Charters

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Swimming pool, Boat available

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Price per night from

$296

SUMMER/FALL RATES DISCOUNTED!/OCEANFRONT VILLA ON PRIVATE SANDY BEACH!!

Rum Point villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Swimming pool, Boat available

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Price per night from

$228

Majestic Luxury Private Home On Seven Mile Beach

George Town villa

6 bedrooms / 5 bathrooms / sleeps 17

1 of 2 match: Swimming pool, Boat available

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Price per night from

$3,196

Seaing Spotts Coral Bay Village Beachfront Rental Grand Cayman

Savannah condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$472

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$468

Morritt's Tortuga Club: 2-Bedrooms, 2 Baths, Sleeps 6, Full Kitchen

East End villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$267

4BR Seven Mile Beach - Boggy Sands - Parrot Penthouse (P3)

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Boat available, Swimming pool

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Price per night from

$1,064

Cayman Islands Kaibo Yacht Club Condo - Rum Point

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Boat available, Swimming pool

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Price per night from

$468

Direct Beachfront Condo,quiet,with pool and tennis

George Town apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$350

Lime Tree Villa. Canal Front

Seven Mile Beach villa

4 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Boat available, Swimming pool

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Price per night from

$1,184

Westpoint townhome

West Bay townhouse

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$224

Luxury Beachfront Oceanfront 3 Bed/3 Bath - Seven Mile Beach - Sunset View

Seven Mile Beach apartment

3 bedrooms / 3 bathrooms / sleeps 10

1 of 2 match: Boat available, Swimming pool

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Price per night from

$769

Gorgeous Ocean Views!! In the Center of 7 Mile Beach!! Walk to Most Everything!

Seven Mile Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Boat available, Swimming pool

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Price per night from

$377

Magnificent Ocean Views in the Heart of 7 Mile Beach !! Fully Stocked!

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“A Peaceful Place In Paradise” Where do I begin ~ My first trip to Grand Cayman Islands and staying at "Regal Beach" in the beautiful, bright, clean, two-bedroom Condo in paradise was truly amazing! The condo not only has a beautiful view of the Caribbean Sea, but it is just steps away from the beach. The beach was so convenient, quiet and very private; having ample supply of chairs and umbrellas each day. I took this trip with my dearest and best friend from NY. We enjoyed every minute that we shared on Seven Mile Beach, from our long walks on the beach to walking up the street for frozen yogurt! Since we both like to eat in, we took a bus to the grocery store and then a cab back to the condo. Eating our breakfast and dinner out on the veranda overlooking the sunrise and sunset was very peaceful and spiritual for me. The condo felt like home away from home; everything you need is within a hands reach; needless to say I overpacked! My trip to Cayman Islands was more than I imagined, I most definitely plan to come back with my husband to stay at Regal Beach in the beautiful, bright condo in paradise ! Thank you Donna and Gary for sharing your lovely home with us! Teri Burroughs Hilty

1 of 2 match: Boat available, Swimming pool

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Price per night from

$603

OCEANFRONT LUXURY RENTAL REGAL BEACH CLUB UNIT 121 CAYMAN ISLANDS

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 9

1 of 2 match: Boat available, Swimming pool

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Price per night from

$589

Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen

East End condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$207

4BR Seven Mile Beach - Boggy Sands Club - Parrot 1

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$1,180

YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$338

Sandbar Beach Island House 11, steps from Rum Point, FREE kayaks, bicycles, WIFI

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$444

Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette

East End condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$165

Coral Sands Resort: 2-BR, Sleeps 6, Full Kitchen

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$183

Rocky Shore Villas

West Bay apartment

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Boat available, Swimming pool

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Price per night from

$131

4BR Seven Mile Beach - Boggy Sands Club - Parrot 2

West Bay apartment

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$1,182

*BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach

Seven Mile Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$1,556

The Reef Resort - Grand Cayman: 1-BR, Sleeps 4,

East End condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$207

Palm Heights Residents #5

Camana Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$261

Kaibo Yacht Club 12C

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$226

Moon Bay #27

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$151

Island Gem

West Bay apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Villas Pappagallo - a real treasure!” My boyfriend and I stayed at Villas Pappagallo in April 2015 for 9 days. What a delight! After booking the apartment, we were supplied with more information by the owner that helped us prepare and plan for our vacation. Sandy greeted us upon arrival. She was happy to answer any questions we had and left us to settle in and explore. At first glance, we were pleasantly surprised by the accuracy of the photos. I have ended up in rental units that often times look spacious and clean from the photos and unfortunately were not. This was NOT the case with this unit. It was large, clean, and well-decorated. The beds were big, comfortable and fresh. The towels were clean and plentiful. The kitchen was better equipped than our own. We immediately felt at home in our “temporary home”! The unit was a treat, but the property at Villas Pappagallo was the real treasure. We were looking to relax and decompress – VP was just the place! We found ourselves fall into a routine early on. Waking up early to the sun peaking through the bedroom windows, breakfast on the balcony, trips down to the pool, and long walks down the beach. Some of the best snorkelling on the island is directly off the VP jetty – we saw plenty of fun sea creatures. In the evenings, we found ourselves back on the balcony with a drink in hand. It was a level of relaxation we had never experienced! When we did decide to travel outside of the property, we were pleased to see that this wasn’t a cliché Caribbean Island. The locals are genuine and you won’t be harrassed while walking down the beach. We took trips to the Turtle Farm and Cracked Conch, Seven Mile Beach, Cemetery Beach and the East End. We felt comfortable everywhere we went and the island was easy to navigate by car. A must do is Stingray City. What majestic creatures! While we ate many meals at home, we did venture out to a couple meals during our stay. We ate Chicken Chicken for take-out, and dined out at Ristorante Pappagallo, Calypso Grill and Cimboco. All fantastic meals! The restaurants on the island provide something for everyone. Overall our experience was unforgettable! Lee has put a lot of thought, effort and care into making this place a home. She was responsive and her advice was extremely valuable. We hope that we have a chance to return to Villas Pappagallo in the near future and we will definitely recommend to all friends and family! Thank you Lee!

1 of 2 match: Boat available, Swimming pool

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Price per night from

$503

⭐Plantation Club Vacations - Elegant Ocean View Condo⭐

Seven Mile Beach condo

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Boat available, Swimming pool

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Price per night from

$567

Beach Living at Island Pine Villas (BLL) +A

Seven Mile Beach condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$213

Cayman Reef Resort #32 - Steps away from the Beach

Seven Mile Beach apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$704

⭐Plantation Club Vacations- Quiet Luxury Condo with Pool View⭐

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$450

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