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Vacation Rentals in Grand Cayman, Cayman Islands

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All 302 Rentals in Grand Cayman
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$225
Per Night
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1 / 6
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West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
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$809
Per Night
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1 / 36
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Seven Mile Beach
4 Bedrooms, 5 Bathrooms, Sleeps 10
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$89
Per Night
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1 / 18
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George Town
1 Bedroom, 1 Bathroom, Sleeps 4
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Also consider
Perfect Caribbean Holiday @ Center of 7Mile Beach
2 Bedrooms, sleeps 4
$295 - $745 / night
Oceanfront Villa with Amazing Views!
3 Bedrooms, sleeps 9
$400 - $475 / night
Amazing Cayman - Grand Cayman Island Condo Rentals
1 Bedroom, sleeps 4
$175 / night
One of the best Villa rentals in the exclusive Cayman Kai, Rum Point area of Grand Cayman
6 Bedrooms, sleeps 14
$568 - $1,085 / night
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$275
Per Night
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1 / 13
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North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$125
Per Night
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed October 13, 2014
We rented the condo for three weeks. The condo was very nice, clean and had everything we needed. Location was great. Staff wonderful! Would stay here again in a heartbeat...
5 of 5 stars Reviewed August 31, 2014
We had a great stay at Plantation Village. Four friends and I traveled down for a birthday celebration and it was so affordable we still can't believe it. The location is great...
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$154
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1 / 11
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed June 4, 2014
We have just returned from a week at Cocoplum and had a wonderful time. The condo is spacious and clean, with everything you might need for a comfortable stay. The air con is very...
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$110
Per Night
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1 / 10
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West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
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4 of 5 stars Reviewed August 11, 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed June 3, 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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$195
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed August 15, 2014
Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
5 of 5 stars Reviewed July 27, 2014
This is the hot season for Grand Cayman Island, but the design of the house allowed me to sleep without turning on the AC. It was a very comfortable 2 bedroom house. Kitchen...
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$250
Per Night
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1 / 24
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West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
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5 of 5 stars Reviewed June 2, 2014
A beautiful townhome located in a quiet development by the ocean. The floor plan is open on the main floor with a kitchen that leads to a dining area, followed by a living area...
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$275
Per Night
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1 / 47
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed September 29, 2014
My friend & I planned a week vacation and chose to stay in Rum Point. After much research of other condo's as well as hotels on 7 mile beach, we chose Starboard Kai Beach front...
5 of 5 stars Reviewed July 10, 2014
We thoroughly enjoyed our stay at your lovely home. It was the perfect location: near enough to exciting activities while still quiet, peaceful, and serene. Thank you for...
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$921
Per Night
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Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed May 19, 2014
This property is the best vacation rental we have ever stayed at in Cayman. It is modern, immaculately clean, spacious & has all the amenities. We loved the Keurig coffee maker...
4 of 5 stars Reviewed March 21, 2014
The positives were: The house was well kept and clean. It was nice to have washer and dryer to launder towels as needed. The pool and outdoor deck was great. The hot tub was...
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$299
Per Night
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed November 20, 2014
My husband and I, along with 2 other couples, rented this beautiful oceanfront condo in Grand Cayman. It was absolutely stunning! The condo is well kept and very clean and the...
5 of 5 stars Reviewed October 31, 2014
5 of us stayed here Oct 8-13, 2014 (All adults 25-53). The condo was perfect. Upon arrival, it was clean, well-stocked with virtually everything you need and the views were...
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$215
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1 / 23
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed October 2, 2014
My wife and I had the pleasure of staying here for a week in September 2014. Our first wonderful experience started with the owners who were very accessible, friendly, and easy...
5 of 5 stars Reviewed July 5, 2014
Located on a quiet residential road at the far end of 7 mile beach, this beautiful condo is just across the road from the beach and nestled among muti million dollar homes...
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$285
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1 / 25
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed September 2, 2014
Our family of 5 visited George Town Villa for a week in August. Private beach is small and rocky, children cannot swim in it maybe adults can snorkel if you dare. We have seen...
5 of 5 stars Reviewed August 22, 2014
Right on beach with beautiful ocean view from all rooms. We spend a lot of time on the balcony enjoying the view. The condo had everything we needed--washer, dryer, a/c...
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$475
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed November 16, 2014
just wanted to say how much we enjoyed the property and home, and how easy the home owner was to deal with, thank you for a enjoyable vacation hope to see you next...
5 of 5 stars Reviewed October 20, 2014
If you are looking to immerse yourself in a luxurious getaway and truly get away from it all, with your own private beach, in a tropical paradise then look no further. This would...
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$325
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1 / 17
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Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed January 8, 2014
The owner is very friendly and helpfull. Location can not be better. The condominium very safe and peaceful .But, cleaning service need to be much much better.
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$185
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed August 22, 2014
We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
5 of 5 stars Reviewed July 10, 2014
This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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$129
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West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed June 28, 2014
We really enjoyed our stay here. The condo was spacious and had everything we needed. We had the pool to ourselves almost all the time. The unit could use a little work, but...
3 of 5 stars Reviewed March 27, 2014
The villa was nice. It had 3 and 1/2 baths and 3bedrooms. It had the basics. Location was in a nice and quiet neighborhood and easy to find. The pool was nice. We only saw 2...
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$150
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1 / 12
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East End
1 Bedroom, 1 Bathroom, Sleeps 4
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3 of 5 stars Reviewed September 9, 2014
located on the east end, you need a car to enjoy the island. if arriving on a Sunday, you will want to stop at one of the very few side stores open, to pick up a few things to...
4 of 5 stars Reviewed September 3, 2014
Morritt's Tortugas property was amazing. Gorgeous property restaurant the only thing that's needs work
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From
$325
Per Night
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1 / 14
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$228
Per Night
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1 / 26
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 7
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$1,100
Per Night
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1 / 15
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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From
$515
Per Night
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1 / 12
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$1,850
Per Night
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1 / 21
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West Bay
5 Bedrooms, 4 Bathrooms, Sleeps 12
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From
$150
Per Night
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1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$920
Per Night
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1 / 20
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George Town
5 Bedrooms, 4 Bathrooms, Sleeps 12
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$325
Per Night
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1 / 45
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$385
Per Night
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1 / 69
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$79
Per Night
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1 / 10
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1 Bedroom, 1 Bathroom, Sleeps 2
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From
$809
Per Night
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1 / 28
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Seven Mile Beach
4 Bedrooms, 4 Bathrooms, Sleeps 10
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$75
Per Night
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1 / 2
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West Bay
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$155
Per Night
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1 / 15
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$920
Per Night
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1 / 21
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Old Man Bay
5 Bedrooms, 5 Bathrooms, Sleeps 14
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$185
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1 / 21
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$855
Per Night
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1 / 37
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6 Bedrooms, 4 Bathrooms, Sleeps 12
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From
$770
Per Night
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1 / 15
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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From
$199
Per Night
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1 / 24
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$177
Per Night
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1 / 23
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$185
Per Night
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1 / 21
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Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
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$845
Per Night
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1 / 18
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Suitability

  • Wheelchair access (31)
  • Elder access (90)
  • Suitable for children (116)
  • Pet friendly (9)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (277)
  • Internet (213)
  • Other outdoor space (206)
  • All pools (158)
  • Grill (155)
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Book Online(158)

Suitability

  • Wheelchair access (31)
  • Elder access (90)
  • Suitable for children (116)
  • Pet friendly (9)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (277)
  • Internet (213)
  • Other outdoor space (206)
  • All pools (158)
  • Grill (155)
  • View all amenities
Escape in style – Grand Cayman beach villa and luxury condo rentals

With mile after mile of pristine beaches and clear turquoise seas, Grand Cayman vacation rentals take full advantage of their surroundings. Villas and condos feature beach-friendly comfort, private pools, bikes and tranquil island views. Our unbiased reviews say it best and give you confidence in your selection. “The location was perfect … the lagoon, kayaks, bikes, pool and Rum Point Beach….” And from a luxury condo vacation renter – “a little haven of tranquility. It is bright, clean, furnished to a great standard….”

Colorful, family-friendly island paradise

You will love the spirited blaze of color in the George Town capital and around the island. Perhaps perpetual sunshine demands the vibrant shades of purple, coral, sea green and mustard yellow that splash across island buildings. Groups, families and individuals enjoy all types of water adventures, from snorkeling and first class diving to turtle farm visits and simple beach picnics. Couples duck under the graceful casuarina trees for an exotic island cocktail along the more subdued Rum Point beach. The popular Seven Mile beach is close to everything and brimming with activity, so you’ll have no problem choosing the right tempo to suit your mood. Grand Cayman is a British territory and thriving financial center with over 600 international banks; so it’s easy to find many ways to contribute to the local economy. Pricey restaurants offer international cuisine, and local eateries deliver robust island fare with turtle, conch and Caribbean spices. Shopping choices mix duty-free luxury goods and fine jewelry boutiques with local specialty items and Cayman-esque souvenirs. Just be sure to remember your passport, now required of Caribbean-bound United States citizens.

From markets to bistros

The casual Market at the Grounds delivers a distinct Cayman atmosphere and taste. Enjoy home-cooked specialties, while you shop for traditional island crafts. Starvin’ Artists is a local artisan co-op with art, photography and crafts for every pocketbook. For a change from the many waterfront dining choices, you’ll find The Brasserie tucked away on Cricket Square in George Town. It’s a secret dining favorite with local corporate types, where customers enjoy the freshest of sea harvests, vegetables and fruits in a rich colonial setting.

Vacation rentals combine luxury, value and authentic island experience

Grand Cayman is not an inexpensive island destination, but you can avoid the high-end resort costs with your own luxury rental home. You’ll enjoy spacious living and the convenience of alternating meals cooked in your own villa kitchen with the pleasure of trying local restaurant choices. It’s the best of both worlds and one that will make you feel like a genuine islander!