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Vacation Rentals in Grand Cayman, Cayman Islands

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  • 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
$550
Per Night
West Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
10 photos Details
Reviews (2) Make Inquiry
From
$390
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
11 photos Details
Reviews (5) Make Inquiry
From
$390
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (5) Make Inquiry
Also consider
Discounted Beachfront Getaway - Kaibo @Cayman Kai
2 Bedrooms, sleeps 6
$150 - $225 / night
Stunning 2 BR Beach Front Condo
2 Bedrooms, sleeps 6
$360 - $400 / night
7 Mile Beach Front Condo right on Ocean, Pvt Beach
2 Bedrooms, sleeps 6
$285 - $428 / night
Central Luxury Condo across from Beach in Cayman!
3 Bedrooms, sleeps 6
$325 - $525 / night
From
$475
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (11) Make Inquiry
From
$225
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Reviews (15) Make Inquiry
From
$301
Per Night
Seven Mile Beach
2 Bedrooms, 3 Bathrooms, Sleeps 4
11 photos Details
Reviews (9) Make Inquiry
From
$195
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (1) Make Inquiry
From
$395
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (3) Make Inquiry
Get the List
From
$550
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (1) Make Inquiry
From
$330
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (12) Make Inquiry
From
$450
Per Night
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
11 photos Details
Reviews (11) Make Inquiry
From
$575
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
Reviews (1) Make Inquiry
From
$605
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (1) Make Inquiry
From
$330
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (7) Make Inquiry
From
$426
Per Night
George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (8) Make Inquiry
From
$315
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (3) Make Inquiry
From
$480
Per Night
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (6) Make Inquiry
From
$315
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (2) Make Inquiry
From
$1,400
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
94 photos Details
Reviews (27) Make Inquiry
From
$299
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
35 photos Details
Reviews (3) Make Inquiry
From
$921
Per Night
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 10
26 photos Details
Reviews (3) Make Inquiry
From
$550
Per Night
Gun Bay
4 Bedrooms, 4 Bathrooms, Sleeps 10
24 photos Details
Reviews (9) Make Inquiry
From
$215
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (6) Make Inquiry
From
$500
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details
Reviews (3) Make Inquiry
From
$921
Per Night
Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
39 photos Details
Reviews (7) Make Inquiry
From
$220
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
19 photos Details
Reviews (3) Make Inquiry
From
$300
Per Night
George Town
2 Bedrooms, Sleeps 6
47 photos Details
Reviews (10) Make Inquiry
From
$340
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
8 photos Details
Reviews (1) Make Inquiry
From
$520
Per Night
Seven Mile Beach
2 Bedrooms, 3 Bathrooms, Sleeps 4
38 photos Details
Reviews (5) Make Inquiry
From
$196
Per Night
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (14) Make Inquiry
From
$335
Per Night
North Side
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
Reviews (3) Make Inquiry
From
$265
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
44 photos Details
Reviews (7) Make Inquiry
From
$230
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (14) Make Inquiry
From
$225
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Reviews (3) Make Inquiry
From
$225
Per Night
George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Inquiry
From
$538
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
Reviews (7) Make Inquiry
From
$320
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Inquiry
From
$350
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (16) Make Inquiry
From
$250
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details
Reviews (39) Make Inquiry
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Book Online(121)

Suitability

  • Wheelchair access (23)
  • Elder access (78)
  • Suitable for children (105)
  • Pet friendly (7)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (241)
  • Other outdoor space (201)
  • All pools (191)
  • Grill (176)
  • Washer/Dryer (165)
  • View all amenities
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Book Online(121)

Suitability

  • Wheelchair access (23)
  • Elder access (78)
  • Suitable for children (105)
  • Pet friendly (7)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (241)
  • Other outdoor space (201)
  • All pools (191)
  • Grill (176)
  • Washer/Dryer (165)
  • 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!