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Vacation Rentals in Cayman Islands, Caribbean

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All 350 Rentals in Cayman Islands
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From
$228
Per Night
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1 / 16
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Cayman Brac
3 Bedrooms, 1 Bathroom, Sleeps 6
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From
$2,000
Per Week
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1 / 16
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$172
Per Night
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1 / 12
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South Town
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$175
Per Night
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1 / 12
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East End
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Air Conditioning
  • Microwave
  • Stove
  • Ceiling Fans
  • Refrigerator
  • Gym
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Luxurious Premier Rental at Morritt's Tortuga Club on the exclusive East End of Grand Cayman Island. Relaxing and beautiful, away from all the crowds, congestion and noise of George Town. Steps from the soft white sand beach and crystal clear Caribbean water. 3 pools, 3 hot tubs, swim up bars,... View all property information
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From
$284
Per Night
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1 / 17
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • # Of Bathrooms
  • Grill
  • Number Of Bedrooms
  • Air Conditioning
  • Guest Count
  • Shared Outdoor Pool...
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops. Additional... View all property information
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From
$163
Per Night
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1 / 11
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Refrigerator
  • TV
  • Parking
  • Microwave
  • Garage
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Colonial Kai in Cayman Kai, Grand Cayman is a 2 bedroom, 2 bath condo is privately owned and most tastefully decorated. Sleeps 6 comfortably (2 in air mattresses) and there are 2 TV's and a DVD player. Your views are spectacular from the 2nd floor location, where you can enjoy a relaxing drink or... View all property information
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$150
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1 / 8
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
First floor unit. Master bedroom with king bed; second bedroom with 2 single beds; queen fold out in the living room. 2 full bathrooms. Off street parking. Located in West Bay area on Grand Cayman Island. Dive store at the front of the building with dock. Shallow wall off the end of the dock with... View all property information
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From
$450
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1 / 5
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Beautiful 1900 sq feet condo with ocean views situated on Seven Mile Beach, 2 bed (both Queens), 2 bathroom (but with a sofa bed in the second room sleeping). Contemporary furniture. Excellent pool offering lap swimming. Beach is directly outside with a shipwreck which offers some of the best... View all property information
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From
$79
Per Night
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1 / 10
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Grand Cayman
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Ceiling Fans
  • Parking
  • Refrigerator
  • Washer
  • VCR
  • Microwave
  • TV
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Private room for 1 or 2 persons in a 2bedrooms 2bathrooms apartment. Located in a safe and quiet area surrounded by trees, facing directly the ocean, with private pier where you can chill, snorkel or scuba dive! Get away from the crowds! I am renting the second bedroom, with its private bathroom... View all property information
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From
$275
Per Night
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1 / 17
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Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • TV
  • Dryer
  • Stove
  • Air Conditioning
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Stay on the quieter side of Cayman. Peaceful and relaxing, this 3 bedroom, 2 bath oceanfront villa is on a secluded, private beach. Enjoy the tandam kayak or snorkel directly off the beach (that has the best snorkeling on the island). Local restaurants are just a few minutes drive with some of... View all property information
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From
$980
Per Week
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1 / 19
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George Town
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Washer
  • Safe
  • Hot Tub
  • Parking
  • Grill
  • Microwave
  • Dishwasher
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is a 1,000 sq. ft. timeshare complete with full kitchen, dining; living room and a bed room with a King size bed. Washer & dryer are off the kitchen area. Few resorts have this feature. Free WIFI in your room or you can plug in. The hotel charges over $330 per night for this room. Two people... View all property information
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From
$200
Per Night
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1 / 22
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Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Parking
  • Dishwasher
  • Microwave
  • Dryer
  • Refrigerator
  • Washer
  • DVD Player
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
From the pure white sand and clear turquoise water of the Caribbean, the snorkeling right off the beachfront, the wide range of dining and shopping options within walking distance, to the full range of home comforts you’d expect, Cayman Reef Resort #49 offers everything you will need for your dream... View all property information
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From
$109
Per Night
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1 / 16
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bracaway is a condo at Carib Sands. We manage it ourselves with no management fees so the rates are less. It's a end location on the second floor, with extra windows and more privacy. Wonderful view from the balcony, air-conditioned, free wifi, double deck dock with hammock, large pool and deck... View all property information
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From
$30
Per Night
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1 / 4
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Spot Bay
2 Bedrooms, 4 Bathrooms, Sleeps 6
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From
$315
Per Night
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1 / 13
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$220
Per Night
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1 / 19
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George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
August and September on Sale!>$200 off per week. Enjoy home away from home in Paradise! This spacious 2 bedroom, 2 bath lower duplex unit is in the popular South Sound area of Grand Cayman. On either side are large beautiful homes which are the predominant landscape of the neighborhood. A 5-10... View all property information
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From
$710
Per Night
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1 / 24
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Gun Bay
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (13) Make Inquiry
Amenities & Details
  • TV
  • Washer
  • Dryer
  • Refrigerator
  • Patio
  • DVD Player
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to East End's Windward Cove Villa Sandy Beach, Pool & Parrots An Authentic Tropical Island Experience Come to Our Natural Beachfront Paradise All the Conveniences, None of the Crowds. Fully Owner-Operated Keeps Our Rates Low Hidden away in Gun Bay on the tranquil East End of Grand... View all property information
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From
$850
Per Night
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1 / 23
Old Man Bay
5 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (10) Make Inquiry
Amenities & Details
  • Porch
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
  • Stereo System
  • Air Conditioning
  • Private Outdoor...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. This very popular villa is one of only 2-3 villas that offers shore-diving (SCUBA) to the famous Cayman Wall. With no coral reef to negotiate, and a sandier beach, SCUBA divers can kick 250 yds. straight out to... View all property information
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From
$990
Per Night
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1 / 29
East End
7 Bedrooms, 7 Bathrooms, Sleeps 18
Details Reviews (1) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Air Conditioning
  • Private Outdoor...
  • Guest Count
  • Number Of Bedrooms
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
5-7BR Crystal Blue is a magnificent PRIVATE cliff-edged private villa with pool and stone steps to a private beach below. You will see no one during your stay. Excellent snorkeling and diving from the back steps! The snorkeling is excellent, with conch, starfish, lobster, many fish species. Watch... View all property information
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From
$265
Per Night
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1 / 44
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (8) Make Inquiry
Amenities & Details
  • Safe
  • Grill
  • DVD Player
  • Washer
  • Refrigerator
  • TV
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The upbeat tropical Caribbean decor of this unit at the Christopher Columbus Condominiums on Seven Mile Beach on Grand Cayman Island immediately states the agenda of fun, vacation and relaxation. The condo is a complete beach home and is conveniently located on the ground floor on one level with a... View all property information
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From
$225
Per Night
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1 / 16
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Inquiry
Amenities & Details
  • Stove
  • Parking
  • Refrigerator
  • DVD Player
  • Dryer
  • Washer
  • TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Retreat 32 is a 2 Bedroom 2nd floor Condominium beautifully decorated in a small quiet complex of 23 units located on over 1200 feet of pristine, calm, white sandy beach. With over 1300 square feet of luxurious and well appointed living space with full kitchen and laundry facilities. You can relax... View all property information
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From
$820
Per Night
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1 / 16
Old Man Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (12) Make Inquiry
Amenities & Details
  • Balcony
  • Guest Count
  • # Of Bathrooms
  • Air Conditioning
  • Private Outdoor...
  • Gym
  • Number Of Bedrooms
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR/4.5BA Luxury Villa Caymanas is directly oceanfront in Old Man Bay on the north coast. This modern 4 KING SUITE villa offers excellent snorkeling & privacy. The private rear yard around the pool is all white sand for private sunbathing. Enormous oceanfront windows and glass doors to the sea... View all property information
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From
$1,420
Per Night
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1 / 26
East End
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (5) Make Inquiry
Amenities & Details
  • Stereo System
  • Number Of Bedrooms
  • # Of Bathrooms
  • Balcony
  • Private Outdoor...
  • Terrace
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
5BR/4.5BA Luxury Cayman Castle is directly oceanfront on a 2 acre gated & walled estate and enjoys a large private white-sand beach with excellent snorkeling. Infinity pool, multi-tiered terraces, balconies and a covered veranda provide guests plenty of room. (3) thatched palapas, (4) kayaks, a... View all property information
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From
$335
Per Night
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1 / 15
North Side
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Number Of Bedrooms
  • # Of Bathrooms
  • Stereo System
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3BR/3BA - Mahogany Point is directly oceanfront in the district of Northside and enjoys a protective coral reef with excellent snorkeling. Living room and master bedroom sliding glass doors bring in lots of Caribbean sunshine. A charcoal BBQ, central A/C, lounge chaises, and WiFi Internet access... View all property information
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From
$880
Per Night
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1 / 27
Bodden Town
4 Bedrooms, 6 Bathrooms, Sleeps 11
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Internet Access
  • Number Of Bedrooms
  • Air Conditioning
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This deluxe oceanfront villa is especially positioned on a cliff top to catch the fresh breezes from a warm Caribbean Sea. The magnificent view looks over the ever changing sparkling ocean. Located in a residential area, it is about a 20 minute drive from the airport, George Town and Seven Mile... View all property information
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From
$625
Per Night
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1 / 14
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Stereo System
  • Air Conditioning
  • Number Of Bedrooms
  • Guest Count
  • Porch
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3BR/3BA - Fingertip is directly soundfront in Cayman Kai (within Rum Point) on the north coast. This one story, extremely private villa is a great anniversary or honeymoon choice. Offering a barefoot swimming beach amid palm and Casuarina pine trees, guests can swim while enjoying some shade from... View all property information
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From
$380
Per Night
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1 / 15
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Inquiry
Amenities & Details
  • Guest Count
  • Parking
  • Number Of Bedrooms
  • # Of Bathrooms
  • Air Conditioning
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2BR/2BA Moon Glow is directly oceanfront in Rum Point on the north coast, and is conveniently only a short walk to the Rum Point Club. This cute oceanfront villa provides for excellent snorkeling and a very sandy beach that offers long walks in either direction. Pool shoes/fins required for... View all property information
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From
$395
Per Night
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1 / 8
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • Guest Count
  • Porch
  • Air Conditioning
  • Stereo System
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2-3BR Sea Cove is directly waterfront within the exclusive 'Cayman Kai' community near Rum Point. Offering 2 bedrooms/2 Baths plus Den with pull-out sofa, Sea Cove can sleep 1-6 people very comfortably. This very spacious, many-windowed two story home is on a sandy beach with huge screened porch,... View all property information
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From
$995
Per Night
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1 / 13
North Side
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (3) Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
  • Private Outdoor...
  • Stereo System
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Ecstasea is located on the Northside of the island just about 1 mile east of the Rum Point Club. The 5BR stately villa is now painted a sage green with white trim and enjoys a wonderful beach. The main living area is octagonally designed for maximum views. The pool & beach are very private.... View all property information
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From
$285
Per Night
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1 / 21
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Washer
  • Parking
  • Patio
  • Dishwasher
  • Dryer
  • DVD Player
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Situated on a pristine powdery beach (comparable to Seven Mile Beach) and only 15 minutes from George Town and the airport, this mostly residential resort has the best of both worlds including tennis and a pool just across the road from the condo. Just 5 minutes away you will find the Countryside... View all property information
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From
$450
Per Night
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1 / 14
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (16) Make Inquiry
Amenities & Details
  • Porch
  • Stereo System
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
  • Private Outdoor...
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Thatch Hill - is located on the Northside of the island just about 300 yds east of the Rum Point Club. The villa is a cute, yellow Caribbean oceanfront cottage with elevated ocean views. The oceanfront pool is very private with heavy landscaping Thatch Hill is colorfully decorated and enjoys the... View all property information
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From
$790
Per Night
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1 / 17
Grand Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Stereo System
  • Air Conditioning
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR/3BA Luxury Tarasand is directly soundfront in Cayman Kai (within Rum Point) on the north coast. This two story, extremely private luxury villa is a great family or couples choice and offers a barefoot swimming beach amid palm and Casuarina pine trees that offer guests shade from the Caribbean... View all property information
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From
$465
Per Night
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1 / 3
Grand Cayman
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Guest Count
  • Porch
  • Number Of Bedrooms
  • # Of Bathrooms
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR/4BA Mahogany Cove Villa is directly oceanfront in the Cottage; District, on the south coast in the middle of the island. This flexible two story beach house offers excellent snorkeling directly behind the house and from the adjacent dock next door.The beach is very sandy, but pool shoes/fins... View all property information
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From
$780
Per Night
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1 / 29
Grand Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (19) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Balcony
  • Air Conditioning
  • Stereo System
  • Hot Tub
  • Terrace
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR/3BA Luxury 'Kai Vista' is directly oceanfront in Rum Point on the north coast. This lovely villa sits elevated on a ridge and offers excellent snorkeling directly in front of the oceanfront infinity pool and hot tub. Only 250 yards from the Rum Point Club, Kai Vista boasts an exceptional... View all property information
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From
$400
Per Night
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1 / 24
West Bay
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (10) Make Inquiry
Amenities & Details
  • TV
  • Stove
  • Dishwasher
  • Safe
  • Refrigerator
  • Patio
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located in the Villas Pappagallo complex in West Bay, Grand Cayman, this 2700 square foot, 3 bedroom unit is located on a private, white sand beach with beautiful views and amenities. There is incredible snorkeling virtually at your front door at Villas Pappagallo. There are palm trees for shade,... View all property information
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From
$565
Per Night
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1 / 13
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Private Outdoor...
  • Stereo System
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3BR/3BA - Crystal Cove is located on the South Coast of the island just west of the road north to Rum Point. Very impressive island-style architecture, vaulted ceilings, windowed cupola and open rooms to the ocean. Oceanfront veranda and pool with adjacent gazebo. Large spaces, intimate privacy;... View all property information
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From
$713
Per Night
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1 / 25
North Side
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (28) Make Inquiry
Amenities & Details
  • Refrigerator
  • Patio
  • TV
  • Grill
  • DVD Player
  • Dishwasher
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Situated in one of the best areas for snorkeling, this luxury home has a breathtaking view of the beach, sparkling warm ocean, and foamy reef. Each room is designed to catch the fresh sea breezes, give an air of spaciousness with high cathedral ceilings, and enjoy the ever changing aquamarines of... View all property information
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$275
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1 / 16
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2BR/2BA Sea Beauty is a brand new 'Cayman Style' gingerbread 2BR cottage with very nice amenities located in the district of 'Cottage'; on the island's south coast. Only 25 minutes to Georgetown, Sea Beauty is unique from other properties we manage in that it has over 300' of private fenced... View all property information
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$850
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1 / 18
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
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  • Air Conditioning
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  • Number Of Bedrooms
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  • Stereo System
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
5BR den/4.5BA Villa Bellagio is located on the quiet cove in Cayman Kai (within Rum Point) on the north coast. This two story private villa is a great family or couples choice and offers a white sand barefoot beach amid palm trees that offer guests shade from the Caribbean sun. 5BR Villa Bellagio... View all property information
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$291
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Grill
  • VCR
  • Microwave
  • Internet Access
  • Shared Outdoor Pool...
  • Stereo System
  • # Of Bathrooms
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports shop nearby. The lovely view from your apartment is of a tranquil lagoon, beautiful white sandy beach and fresh water pool. Within a five minute drive are... View all property information
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From
$550
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1 / 13
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Hot Tub
  • # Of Bathrooms
  • Porch
  • Guest Count
  • Number Of Bedrooms
  • Stereo System
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This Cottage-Style 3BR home in Cayman Kai is cute, convenient, cozy and offers a HUGE freshwater pool and spa as well as screened atrium, dock and outdoor tiki-style shower facility. One King Suite, One Twin Bed Suite, and one Twin Bedroom can sleep 6 people comfortably. WiFi, Plasma TV, Ceiling... View all property information
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$995
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1 / 22
Grand Cayman
4 Bedrooms, 5 Bathrooms, Sleeps 8
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  • Hot Tub
  • Guest Count
  • Number Of Bedrooms
  • Private Outdoor...
  • Stereo System
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR& Den/4.5BA Luxury Villa Zara is directly oceanfront in Rum Point on the north coast. This palatial villa offers excellent snorkeling directly behind the oceanfront infinity pool and a very sandy beach that offers long walks in either direction. Pool shoes/fins are required for swimming or... View all property information
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From
$565
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1 / 14
Grand Cayman
4 Bedrooms, 4 Bathrooms, Sleeps 12
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  • Porch
  • # Of Bathrooms
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  • Air Conditioning
  • Number Of Bedrooms
  • Private Outdoor...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR & Loft Calypso Blue is a wonderfully appointed; yet affordable private beachfront home with a seaside freshwater vanishing edge pool and a large oceanfront screen porch. Private beach with coral reef snorkeling. 3400 sq. ft. open floorplan. 4 Queen bedrooms plus spiral stairs to large loft (2... View all property information
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$710
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1 / 16
Grand Cayman
4 Bedrooms, 4 Bathrooms, Sleeps 10
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  • Guest Count
  • # Of Bathrooms
  • Stereo System
  • Porch
  • Number Of Bedrooms
  • Air Conditioning
  • Terrace
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
4BR Den/4BA Heritage House is directly on the oceanfront in Rum Point on the north coast. This villa offers excellent snorkeling directly behind the house, along with a very sandy beach that offers long walks in either direction. The Rum Point Club is only a 250 yd walk from Heritage House. Pool... View all property information
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From
$291
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1 / 12
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Guest Count
  • Number Of Bedrooms
  • Internet Access
  • Shared Outdoor Pool...
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports shop nearby. The lovely view from your apartment is of a tranquil lagoon, beautiful white sandy beach and fresh water pool. Within a five minute drive are... View all property information
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From
$775
Per Night
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1 / 18
Grand Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (10) Make Inquiry
Amenities & Details
  • Stereo System
  • # Of Bathrooms
  • Number Of Bedrooms
  • Porch
  • Private Outdoor...
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3BR/2BA Great Escape and 1BR/1BA Guest Cottage are located on the quiet cove in Cayman Kai (only steps from the Rum Point Club) on the north coast. This one story private villa is a great family or couples choice and offers a white sand barefoot beach amid palm trees that offer guests shade from... View all property information
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From
$1,700
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1 / 14
Grand Cayman
7 Bedrooms, 7 Bathrooms, Sleeps 18
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  • Private Outdoor...
  • Stereo System
  • Terrace
  • Air Conditioning
  • Balcony
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
7BR Luxury Cayman Castle & Guesthouse is directly oceanfront on a private 2-acre gated estate on an elevated point of land and enjoys a large private white-sand beach with excellent snorkeling & sunbathing. Infinity pool, multi-tiered oceanfront terraces, 40' roofed balcony and a covered 1st floor... View all property information
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$1,850
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1 / 22
Grand Cayman
5 Bedrooms, 6 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
  • Private Outdoor...
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
5BR/6BA Ultra Luxury Sun Salutation is the premier villa in Cayman Kai. This recently built magnificent villa is directly soundfront in Cayman Kai (within Rum Point) on the north coast. This two story villa is a great reunion or large family vacation choice and offers a barefoot swimming beach amid... View all property information
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From
$415
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1 / 12
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Guest Count
  • Dryer
  • Air Conditioning
  • Grill
  • Number Of Bedrooms
  • # Of Bathrooms
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2BR/2BA Cayman Dream Villa is directly oceanfront in Rum Point on the north coast. This Caribbean style 2BR villa offers excellent snorkeling directly behind the oceanfront pool, and a sandy beach that offers long walks in either direction. Pool shoes/fins are required for swimming or snorkeling... View all property information
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From
$333
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1 / 13
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • # Of Bathrooms
  • Shared Outdoor Pool...
  • Internet Access
  • Number Of Bedrooms
  • Grill
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and a Trip Advisor Award for Excellence in 2014—and why this condo, Discovery Point #18, is among the resort’s best. With an ideal 3rd floor location, 2-bedroom, 2-bath Discovery Point #18 offers... View all property information
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Suitability

  • Wheelchair access (36)
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Cayman Island Beachfront Vacation Villas and Condo Rentals

As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

Attractions and activities in the Cayman Islands

Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

Snorkeling

Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

Confident choices for waterfront vacation rentals

While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.