Vacation Rentals & Condos in Grand Cayman

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131 condos

“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!

Match: Boat available Iron Swimming pool

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Price per night from

$458

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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

2 of 3 match: Swimming pool, Boat available, Iron

2 of 3 filters match

Price per night from

$396

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

2 of 3 match: Swimming pool, Boat available, Iron

2 of 3 filters match

Price per night from

$344

Beach Living at Island Pine Villas (BLAW)

Seven Mile Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$321

Beach Living at Island Pine Villas 'BLJW'

Seven Mile Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$343

Boggy Sands Club- Stingray Penthouse on 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! ;)

Responds fast! avg. 16 minutes

2 of 3 match: Iron, Boat available, Swimming pool

2 of 3 filters match

Price per night from

$2,288

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$378

Beach Living at Island Pine Villas (BLP)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$206

Beach Living at Island Pine Villas (BLJ)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$206

Chic Retreat: 2BR, 4 Min Walk to Beach

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$351

Beach Living at Island Pine Villas (BLSE)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$229

Beach Living at Villas Pappagallo BLEV

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$453

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$345

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Grand Cayman Pearl for quiet enjoyment” We contacted the owner on line and received instant reponse to our inquiries and when we arrived at our designated time for a month we found everything that we had anticipated and more. The interior is bright and tropical and the kitchen was well equipment to accommodate whatever we decided to cook in house.The beds are comfortable and located so you can see, hear and smell the tropics.The snorkling off the beach is awesome when the water is calm and there are numerous sites within a short drive.Wifi TV and stereo were all there if you wished to use them. A vehicle is a must to get to enjoy the sites and venues of the island and to taste the Cayman cuisine. The management staff were at your instant call when needed. We would recommend this location and look forward to our return with family in the near future. Wayne & Mary Jane Dennis, Canada

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$201

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$688

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

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$385

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$458

Penthouse 2BR/2BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$630

Penthouse 1BR/1BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

Penthouse 1BR/1BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

Luxury Canal Front 3 bedroom Townhouse w/ Pool

Camana Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$918

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

Spacious 1BR/1BTH Apt /w Rooftop Pool Near Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$439

A Beach Villa Latitude Adjustment

Bodden Town villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$230

Club Se7en at the Beachcomber - Unit 7

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$3,785

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

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$568

Cayman Reef Resort #1 - Renovated Seven Mile Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Immaculate, Convenient, Detailed - Awesome Location!” We've been to Cayman many times and this location was super for a party of two. The walking convenience to the beach and Camana Bay areas made it super. The details of manuals provided, communication with the owner, and cleanliness were all much appreciated!

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$568

Beach Paradise Apartment Retreat #25, best place for your holiday at Rum Point

Rum Point apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$229

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$395

Right on Seven Mile Beach 3 Bed 2 Bath Condo Cayman Reef Resort #58 Grand Cayman

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 18 minutes

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$567

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

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Winter Getaway” This was not our first trip to Grand Cayman and we are very familiar with the island and what is available by way of accommodation. We have always been partial to the North Side. It offers the peace and tranquillity that you cannot find on 7 Mile Beach and “A Mid-Winter Night’s Dream” has definitely offered us the best experience so far. The condo was as described, very clean and so well equipped, we wanted for nothing. Definitely the best unit in the complex. We had a direct unobstructed view of the ocean and although we had planned to eat dinner at nearby restaurants, we spent most evenings dining on the lanai listing to the sounds of the ocean. Great snorkeling, very private beach and surrounding area. My husband and I highly recommend this property. Many thanks to the Lang family for sharing and a special thanks to Dan, it was a pleasure dealing with you.

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$281

Beach Living at the Retreat

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$241

Beach Living at Villas Pappagallo Beachfront 22

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Boat available, Iron, Swimming pool

2 of 3 filters match

Price per night from

$250

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