Grand Cayman Vacation Rentals
Luxury Villa Rentals in Grand Cayman for 2+ people
$9,950 - $22,750 /night
Castillo Caribe
7 Bedroom Villa, 14 Bathrooms, Sleeps 14
Castillo Caribe is undoubtedly one of the finest beachfront estates in the world, offering a luxury lifestyle in an exceptionally lavish oceanfront estate.
Commanding far-reaching views of the Caribbean sea with a str... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$9,405 /night
Seafire Residences 3 BDM Sea View Villa
3 Bedroom Apartment, 4 Bathrooms, Sleeps 8
3BR Sea-View Resort Villa Featuring a Custom Kitchen + Convertible Oceanfront Terrace
Modern design meets the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 sq. ft. condo at the Residence... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$9,405 /night
Seafire Residences 3 BDM Residence
3 Bedroom Condo, 4 Bathrooms, Sleeps 8
Modern design meets the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 square foot condo at the Residences at Seafire. With walls of sliding glass, this 3rd-floor unit presents an unforgetta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$8,276 - $16,356 /night
The Grand Palm Residence
7 Bedroom Villa, 9 Bathrooms, Sleeps 22
This show-stopping Private Residence is the art of luxury. Featuring high-end finishes, and a sleek and modern design, The Grand Palm Residence will excite your design predilection. Featuring four ocean-front primary bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5.9%
Taxes: 5.9%
$6,270 /night
Seafire Residences 2 BDM Residence
2 Bedroom Villa, 2 Bathrooms, Sleeps 5
Uncover the splendor of this expansive 2-bedroom Seafire Residences apartment, a generous 1,722 -square-foot haven radiating sophistication. The seamless integration of interior design with the Caribbean's natural beauty... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$6,270 /night
Seafire Residences 2 BDM Residence
2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Immerse yourself in the luxury of this 2-bedroom Seafire Residences apartment, a spacious 2,167-square-foot retreat exuding sophistication. The interior design harmonizes seamlessly with the natural beauty of the Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$6,260 - $14,234 /night
The Palm Estate
6 Bedroom Villa, 7 Bathrooms, Sleeps 18
Sweeping, clean-lined spaces meet stunning sea views at our six bedroom, six and a half bathroom villa set on a large stretch of barefoot beach. Simple luxuries were carefully chosen to create breezy elegance, and walls ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5.9%
Taxes: 5.9%
$5,750 - $12,950 /night
Coconut Walk
7 Bedroom Villa, 7 Bathrooms, Sleeps 18
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with a private pool, guest services, and water-sports equipment. This magnificent home has been redecorated by Grand Cayman's pr... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$4,158 /night
Seafire Residences 5 BDM Residence
5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Set high on the tenth floor, this expansive five-bedroom home presents a remarkable perspective of Grand Cayman, capturing the luminous sweep of Seven Mile Beach and the serene expanse of the North Sound. With approximat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$3,950 - $10,000 /night
Ritz-Carlton Deckhouse #1
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Enjoy unparalleled curated privacy from the moment you step through the entry gate and into the lush gardens surrounding this grand 4-bedroom villa with a 1-bedroom guest cottage. This Balinese-style 5-bedroom waterfront... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $495.00 flat
Taxes: 34.4%
Taxes: 34.4%
$3,916 /night
Seafire Residences 1 BDM Sea View Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Sea-View Studio in Luxury Resort Tower, Full Complement of Amenities & Private Balcony
Let’s keep this simple: just you, your loved ones, and the shimmering blue Caribbean. When you escape to this South Tower studio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$3,916 /night
Seafire Residences 1 BDM Residence
1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
Indulge in the opulence of this 1-bedroom Seafire Residences apartment, a 1,380 square-foot sanctuary that radiates sophistication. The interior design is a match for the Caribbean’s natural splendor, with panoramic vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$3,322 /night
Seafire Residences 4 BDM Penthouse
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Indulge in the ultimate Grand Cayman escape in this stunning tenth-floor penthouse, where resort-style amenities meet the privacy and sophistication of a private residence. Awake to breathtaking ocean vistas and begin yo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$3,228 - $7,248 /night
Coconut Grove Suites
4 Bedroom Apartment, 5 Bathrooms, Sleeps 12
All living options fuse beautiful modern design with a traditional charm and feature spectacular ocean views, beachside pools and access to the white sand beach in just a few short steps.
All the benefits of a luxur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5.9%
Taxes: 5.9%
$2,995 - $10,995 /night
Timeless Paradise Villa
11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it'... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $495.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,995 - $7,495 /night
Fischer's Reef
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman. Located just one mile from the famous Rum Point Club, this luxury villa o... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$2,950 - $11,950 /night
SunRays
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,827 /night
Seafire Residences 1 BDM Studio
1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior design’s beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony!).
I... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$2,750 - $9,950 /night
Turtle Breeze
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Welcome to Turtle Breeze, a breathtaking, Balinese-style 6-bedroom oceanfront estate nestled in West Bay just north of Seven Mile Beach.
Designed with privacy in mind, Turtle Beach offers a micro-resort experience acr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,750 - $9,950 /night
Koha Kai
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Inspiring, luxurious, and peaceful are just a few words we'd use to describe the blissful elegance you'll find at Koha Kai.
Eye-catching details can be found throughout the home, from the vaulted ceilings to the sleek... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Deposit $5000.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,450 - $7,950 /night
Kaia Kamina
7 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai.
The vacation experience for our Luxury Platinum Collection begins with an airport greeting b... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,150 - $12,950 /night
Bella Rocca
8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Bella Rocca is where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman’s tranquil East End.
Ima... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $495.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,995 - $7,995 /night
Villa Mora
7 Bedroom Villa, 8 Bathrooms, Sleeps 17
Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath gated ocean estate sits on over 200 feet of beachfront with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.
Spanning over 8,000 sq. ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,950 - $10,950 /night
Rip Kai
9 Bedroom Villa, 11 Bathrooms, Sleeps 24
A luxurious gated and walled ocean estate, available in either a 7-bedroom or 5-bedroom configuration, with a deep array of home technology, resort-like amenities, and optional staffing options gives Rip Kai a micro-reso... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,950 - $6,750 /night
Evolution
7 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast.
Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the sa... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,950 - $8,950 /night
Sun Salutations
6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Embark on an unparalleled five-star luxury vacatio... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,853 - $9,405 /night
N401 | 3 Bedrooms
3 Bedroom Condo, 4 Bathrooms, Sleeps 6
This elegant 3-bedroom residence on Seven Mile Beach offers breezy indoor-outdoor living, sweeping ocean views, and private balconies, creating an exceptional setting for a refined island escape.
Designed for travelle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,650 - $4,950 /night
Kaiku Estate
8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai.
This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a doubl... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $495.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,600 - $8,950 /night
Point of View
6 Bedroom Villa, 7 Bathrooms, Sleeps 16
Welcome to Point of View, a stunning beachfront villa where luxury and natural beauty blend seamlessly.
Perfect for travelers and families, this picture-perfect escape offers an idyllic setting to relax, recharge, and... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,595 - $4,795 /night
Twin Palms
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,550 - $3,795 /night
Our Cayman Cottage
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities.
Spanning 6,500-square feet... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,450 - $4,750 /night
Kaiku
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai.
This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,395 - $3,950 /night
Sea Orchard Retreat
8 Bedroom Villa, 10 Bathrooms, Sleeps 22
Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for mass... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,295 - $4,295 /night
Cayman Castle & Guesthouse
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,290 - $2,635 /night
Club Suites at Rum Point 3 BDM Pool Suite
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Experience the best of Rum Point at the Club Suites, where modern luxury meets the laid-back charm of Cayman Kai. Nestled within the exclusive Rum Point Club Resort, these elegantly designed residences offer effortless p... more
Additional Fees: Damage Waiver $299.00 flat
$1,250 - $3,450 /night
Aqua Residence 2
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Aqua, a newly-built luxury residential tower offering 10 exclusive full-floor residences with panoramic views of Seven Mile Beach. Each residence spans the entire floor, providing unparalleled privacy and seam... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,250 - $3,750 /night
Cayman Castle Villa
5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Cayman Castle sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terraces, a panoram... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,200 - $3,000 /night
Turtle Beach
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Turtle Beach, a luxury, open-concept 4-bedroom private villa on the oceanfront in Spotts, just 10 minutes from the airport.
Turtle Beach appeals to seasoned travelers looking for a classic oceanfront villa ... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,195 - $4,150 /night
Olympus
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, this striking, architect-designed villa sits on an elevated shoreline, offering panoramic views of reef-protected waters and... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,150 - $4,750 /night
Villa Incanto
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Tucked away on a spacious, beautifully landscaped lot in the serene West Bay neighborhood, Villa Incanto offers a tranquil and private escape just moments from the island’s most unique attractions, including Pampered P... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,145 - $2,845 /night
Halcyon Point
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Welcome to Halcyon Point, a newly constructed 5-bedroom luxury villa with modern architecture set on the oceanfront in the North Side. With over 200 feet of beachfront and breathtaking ocean views from every room, this v... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $295.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,145 - $3,395 /night
Great Bluff Estates
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Experience the height of Caribbean luxury at Great Bluff Estates, an oceanside sanctuary perched on the bluffs of Grand Cayman’s tranquil Northside. This gated, five-bedroom villa blends modern luxury with the raw beau... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,395 /night
Wind Upon the Waves
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,845 /night
Kai-Yak Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Kai-yak Cove is a newly-built luxury Caribbean-style villa in the tranquil resort neighbourhood of Cayman Kai. Guests will enjoy many unique features, including a wrap-around veranda, a pool with a heated spa, an outdoor... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,845 /night
White Dahlia
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities.
Soaring ceilings,... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,895 /night
Kai Vista
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Kai Vista, a recently remodeled 4-bedroom, 4-bath villa perched on an elevated ridge in Rum Point with a private pool and heated spa.
Grab your nice shades and head down to the beachfront sundeck lined with... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,000 - $2,645 /night
On the Rocks Estate
7 Bedroom Villa, 4 Bathrooms, Sleeps 14
Welcome to On The Rocks. This oceanfront gated estate is conveniently located 20 minutes from the airport in the planned residential community of Beach Bay.
The dozen or so homes along this rugged coastline share a k... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$995 - $2,395 /night
Iggy Blue
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This 5,000+ square foot villa is directly oceanfront in Rum Point just 2 miles east of the Rum Point Club (reopening Spring 2023). The name Iggy Blue pays homage to Grand Cayman's indigenous, and protected blue iguana.
... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$995 - $2,495 /night
Coral Kai
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Coral Kai, an oceanfront villa along the north shore in beautiful Rum Point. This spacious single-level home invites you to experience beachfront living in its purest form.
Unwind on the sandy beachfront th... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$950 - $2,950 /night
Seabreeze #3
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to SeaBreeze #3, one of only nine luxury condos within a tranquil residential resort nestled along the northern shore of Seven Mile Beach. Travelers seeking spacious accommodations with resort-like amenities and ... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $295.00 flat
Taxes: 30.9%
Taxes: 30.9%