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Vacation rentals in Grand Cayman, Cayman Islands

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 268 Rentals in Grand Cayman
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From
$106
Per Night
other travellers have booked this property
West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
$268
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (2) Make Enquiry
From
$118
Per Night
other travellers have booked this property
George Town
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (2) Make Enquiry
Also consider
Barefoot Lagoon Island House
2 Bedrooms, sleeps 6
$295 - $429 / night
Retreat Rum Point #32
2 Bedrooms, sleeps 6
$241 - $354 / night
Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt
2 Bedrooms, sleeps 6
$241 - $402 / night
Luxury Ocean Front Condo #12, The Islands Club
2 Bedrooms, sleeps 6
$419 - $655 / night
From
$118
Per Night
other travellers have booked this property
West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
10 photos Details
Reviews (8) Make Enquiry
From
$349
Per Night
other travellers have booked this property
Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
Reviews (1) Make Enquiry
From
$262
Per Night
other travellers have booked this property
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (6) Make Enquiry
From
$188
Per Night
other travellers have booked this property
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (1) Make Enquiry
From
$322
Per Night
other travellers have booked this property
3 Bedrooms, 4 Bathrooms, Sleeps 8
28 photos Details
Reviews (3) Make Enquiry
Get the List
From
$381
Per Night
other travellers have booked this property
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Reviews (11) Make Enquiry
From
$188
Per Night
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (9) Make Enquiry
From
$537
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (1) Make Enquiry
From
$188
Per Night
East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$295
Per Night
other traveller has booked this property
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (5) Make Enquiry
From
$610
Per Night
other travellers have booked this property
6 Bedrooms, 5 Bathrooms, Sleeps 14
33 photos Details
Reviews (1) Make Enquiry
From
$252
Per Night
other travellers have booked this property
George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
$175
Per Night
other travellers have booked this property
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
From
$268
Per Night
other travellers have booked this property
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
24 photos Details
Reviews (28) Make Enquiry
From
$306
Per Night
other travellers have booked this property
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (43) Make Enquiry
From
$321
Per Night
other travellers have booked this property
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (11) Make Enquiry
From
$231
Per Night
other traveller has booked this property
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (5) Make Enquiry
From
$171
Per Night
other travellers have booked this property
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (2) Make Enquiry
From
$241
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
Reviews (16) Make Enquiry
From
$252
Per Night
other traveller has booked this property
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
10 photos Details
Reviews (5) Make Enquiry
From
$988
Per Night
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
40 photos Details
Reviews (8) Make Enquiry
From
$258
Per Night
other travellers have booked this property
2 Bedrooms, 3 Bathrooms, Sleeps 6
47 photos Details
Reviews (9) Make Enquiry
From
$145
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (45) Make Enquiry
From
$128
Per Night
other travellers have booked this property
George Town
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
$118
Per Night
other travellers have booked this property
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Enquiry
From
$188
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Enquiry
From
$215
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Make Enquiry
From
$245
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 7
26 photos Details
Make Enquiry
From
$175
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Make Enquiry
From
$349
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
46 photos Details
Make Enquiry
From
$317
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Make Enquiry
From
$199
Per Night
East End
1 Bedroom, 1 Bathroom, Sleeps 4
20 photos Details
Make Enquiry
From
$349
Per Night
other traveller has booked this property
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Make Enquiry
From
$214
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$413
Per Night
other traveller has booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
70 photos Details
Make Enquiry
From
$231
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Make Enquiry
From
$214
Per Night
other travellers have booked this property
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
Make Enquiry
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Suitability

  • Wheelchair access (27)
  • Elder access (80)
  • Suitable for children (107)
  • Pet friendly (5)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (243)
  • Internet (199)
  • Other outdoor space (187)
  • All pools (141)
  • Grill (133)
  • View all amenities
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Popular cities in Grand Cayman
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!