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Vacation Rentals in Grand Cayman, Cayman Islands

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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 276 Rentals in Grand Cayman
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From
$250
Per Night
Response Rate: 100%
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
24 photos Details
Reviews (28) Make Inquiry
From
$300
Per Night
Response Rate: 100%
3 Bedrooms, 4 Bathrooms, Sleeps 8
28 photos Details
Reviews (3) Make Inquiry
From
$240
Per Night
Response Rate: 100%
2 Bedrooms, 3 Bathrooms, Sleeps 6
47 photos Details
Reviews (8) Make Inquiry
Also consider
Lighthouse Point - Grand Cayman
2 Bedrooms, sleeps 6
$215 - $350 / night
Luxury Ocean Front Condo #12, The Islands Club
2 Bedrooms, sleeps 6
$390 - $610 / night
Sunset Cove 3 BR Oceanfront on Seven Mile Beach!
3 Bedrooms, sleeps 7
$296 - $630 / night
Christmas Week available :2 bed deluxe on beach
2 Bedrooms, sleeps 6
$299 - $450 / night
From
$285
Per Night
Response Rate: 100%
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (43) Make Inquiry
From
$175
Per Night
Response Rate: 100%
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (9) Make Inquiry
From
$110
Per Night
Response Rate: 100%
George Town
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (1) Make Inquiry
From
$325
Per Night
Response Rate: 100%
Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
Reviews (1) Make Inquiry
From
$275
Per Night
Response Rate: 100%
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (5) Make Inquiry
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From
$95
Per Night
Response Rate: 100%
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 7
14 photos Details
Reviews (3) Make Inquiry
From
$921
Per Night
Response Rate: 100%
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
40 photos Details
Reviews (8) Make Inquiry
From
$299
Per Night
Response Rate: 100%
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (10) Make Inquiry
From
$119
Per Night
Response Rate: 100%
George Town
1 Bedroom, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (3) Make Inquiry
From
$164
Per Night
Response Rate: 100%
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Response Rate: 100%
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Inquiry
From
$175
Per Night
Response Rate: 100%
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
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From
$163
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
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From
$199
Per Night
Response Rate: 100%
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
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From
$325
Per Night
Response Rate: 100%
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
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From
$385
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 6
70 photos Details
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From
$125
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
$185
Per Night
Response Rate: 100%
East End
1 Bedroom, 1 Bathroom, Sleeps 4
20 photos Details
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From
$172
Per Night
Response Rate: 100%
East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$99
Per Night
Response Rate: 100%
West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
7 photos Details
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From
$175
Per Night
Response Rate: 100%
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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From
$250
Per Night
Response Rate: 100%
Seven Mile Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
21 photos Details
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From
$175
Per Night
Response Rate: 95%
East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Inquiry
From
$568
Per Night
Response Rate: 95%
6 Bedrooms, 5 Bathrooms, Sleeps 14
33 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Response Rate: 95%
West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
10 photos Details
Reviews (8) Make Inquiry
From
$244
Per Night
Response Rate: 95%
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (6) Make Inquiry
From
$250
Per Night
Response Rate: 94%
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (2) Make Inquiry
From
$175
Per Night
Response Rate: 94%
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Inquiry
From
$215
Per Night
Response Rate: 90%
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (4) Make Inquiry
From
$500
Per Night
Response Rate: 90%
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (1) Make Inquiry
From
$295
Per Night
Response Rate: 84%
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Make Inquiry
From
$135
Per Night
Response Rate: 80%
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (45) Make Inquiry
From
$235
Per Night
Response Rate: 80%
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
10 photos Details
Reviews (5) Make Inquiry
From
$235
Per Night
Response Rate: 75%
George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Inquiry
From
$159
Per Night
Response Rate: 75%
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (1) Make Inquiry
From
$675
Per Night
Response Rate: 75%
4 Bedrooms, 3 Bathrooms, Sleeps 8
7 photos Details
Make Inquiry
From
$355
Per Night
Response Rate: 70%
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Reviews (10) Make Inquiry
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Book Online(124)
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Suitability

  • Wheelchair access (30)
  • Elder access (83)
  • Suitable for children (113)
  • Pet friendly (6)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (249)
  • Internet (206)
  • Other outdoor space (191)
  • All pools (145)
  • Grill (138)
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Book Online(124)

Suitability

  • Wheelchair access (30)
  • Elder access (83)
  • Suitable for children (113)
  • Pet friendly (6)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (249)
  • Internet (206)
  • Other outdoor space (191)
  • All pools (145)
  • Grill (138)
  • 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!