Vacation Rentals & Condos in Cayman Islands

/ Home
/ Vacation Rentals
/ Caribbean
Book with confidence.

Updating...

age 0-16
39 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

39 condos

Why am I receiving these results?

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$458

CaymanOnTheBeach

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 8 minutes

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$373

Beach condo with sunset view

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Grand Cayman paradise” Four of us stayed at Bill's place it was a beautiful condo with amazing views and the island had the best snorkeling we have ever seen. We've decided to be back there within the next two years it's a vacation you wouldn't forget !

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$344

Rum and Kai - Beachfront Bliss 7th Night Free

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Favorite place ever!” We have done a great deal of traveling and have rented several homes through vrbo. Matt & Tracey's condo is by far the best vacation spot ever! Their home is fully equipped with everything necessary for a comfortable stay and then some! The location affords privacy and the local beach next door is steps away if you are looking for a little action. The snorkeling is outstanding and the beach is by far the most beautiful we have seen! Matt & Tracey's place is definitely #1 on our list of favorite vacation spots and we hope to return soon!

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$281

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$297

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

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Jacuzzi or hot tub

All filters match

Price per night from

$396

These homes match some but not all of your filters. Clear all filters

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$339

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$327

Sir Turtle Beach Villas - 4b Blue

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$574

Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$172

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$454

2 bedroom condo on the quiet island of Cayman Brac

West End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and the beach don't do it justice. It was more beautiful in person. We really did nothing for an entire week. Read, snorkeled, read, slept and walked a lot. The island itself is small and there's no night life which was fine with us. The food is expensive and hit or miss as to what you can find in the grocery stores but that's ok. We made do and were so busy just enjoying the view we really didn't eat much anyway. We'd go back in a heartbeat, we loved it that much. The location is perfect, very private. We literally were the only ones on the beach most of the time and the view. Did I mention the view? The sunsets were breathtaking. You can't go wrong if you rent from Cindy and spend some time on the Brac!!

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$230

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

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$402

SMB Area Private Villa From $2100/wk

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Really nice place” Quiet and comfy. This is the Cayman I remember from trips in the past. Lots of things within walking distance, like a grocery store, public beach and several good restaurants. Its away from the tourist area of George Town. You will need a car to get around.

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$287

Sir Turtle Beach Villas - 4b Red

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$574

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$395

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Rum Point condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$368

View of the Ocean from every room / Pool

Cayman Brac townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$229

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$344

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$452

Best vacation in Grand cayman, the North Side Rum Point area

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$309

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$467

Boggy Sands Club on Seven Mile Beach - CORAL 1

West Bay condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$2,288

“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!

1 of 2 match: Jacuzzi or hot tub, Bicycles available

1 of 2 filters match

Price per night from

$458

Watercolors: Luxury Living on Seven Mile Beach, Cayman Islands!

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,798

Unique and Luxurious Oceanfront Condo on Seven Mile Beach w/ Pool!

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,027

Exclusive Modern Luxury Beachfront Apartment on Seven Mile Beach

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,798

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,798

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$459

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$803

Club Se7en at the Beachcomber - Unit 7

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$3,785

Serene Spacious 3BR Home Private Beach Marine Park

Rum Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$800

Beach Living at Regal Beach BLDE

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$344

Beach Living at Discovery Point Club

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$515

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.

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$287

LUCKY 13 Pay for 13 nights, get the 14th night FREE

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$230

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$408

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

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Bicycles available, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$686

Viewing 38 of 39
rentals in Cayman Islands

×

Also consider