Grand Cayman Vacation Rentals
Luxury Villa Rentals in Grand Cayman for 2+ people
$8,276 - $15,154 /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
$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
$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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$3,228 - $6,826 /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
$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: Cleaning | Damage Deposit $2500.00 flat, Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,995 - $6,495 /night
Fischer's Reef
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Located only one mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed eight-bedroom oceanfront villa ideal for large families or group getaways. Featuring multiple living and sleeping areas - four ... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$2,950 - $10,950 /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, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$2,750 - $9,950 /night
Turtle Breeze
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
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 Deposit | Excess Cleaning $2500.00 flat, Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 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, Damage Deposit | Excess Cleaning $2500.00 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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,950 - $8,950 /night
Sun Salutations
6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood.
This home seamlessly blends minimalist design with a tranquil ambi... 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
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%
$1,853 - $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%
$1,850 - $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: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Security Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,740 - $4,980 /night
Crystal Waters
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat.
Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With t... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$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: Security Deposit $2500.00 flat, Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,645 - $3,995 /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, Cleaning | Damage Deposit $1500.00 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, Security Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,590 - $4,300 /night
Ville Adiacente
6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Welcome to Ville Adiacente, a combination of two three-bedroom adjacent villas (Casa Luna 16 and 17) within the gated Casa Luna residential resort. Only 15-minutes from the airport, guests can head directly to the villa,... more
Additional Fees: Departure Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $3000.00 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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,495 - $4,295 /night
Cayman Castle & Guesthouse
7 Bedroom Villa, 8 Bathrooms, Sleeps 20
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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $1500.00 flat
Taxes: 18%
Taxes: 18%
$1,295 - $3,395 /night
Ocean Kai
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 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: Security Deposit $1500.00 flat, 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, Cleaning | Damage Deposit $2500.00 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: Security Deposit $2500.00 flat, Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,188 - $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%
$1,188 - $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%
$1,145 - $3,295 /night
Great Bluff Estates
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Welcome to Great Bluff Estates, a gated oceanfront villa set into the bluffs of Grand Cayman’s Northside.
This recently renovated 5-6 bedroom home offers a large family all they could want from excellent snorkeling ... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,395 /night
Wind Upon the Waves
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 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, Damage Deposit | Excess Cleaning $2500.00 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, Damage Deposit | Excess Cleaning $2500.00 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 $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$950 - $3,150 /night
White Cottage
5 Bedroom Villa, 3 Bathrooms, Sleeps 11
Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views.
An o... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$945 - $2,850 /night
Casa Luna 14
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more
Additional Fees: Exit Cleaning Fee $275.00 flat, Food | Beverage Deposit $1500.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$895 - $2,295 /night
Hidden Treasure
5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$895 - $2,795 /night
Gypsy
4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adu... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$875 - $2,295 /night
Kai Conut
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. This one-story, five-bedroom villa with a private sandy beachfront is perfect for vacationing families with small children.... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 28%
Taxes: 28%
$850 - $2,500 /night
Hilltime
5 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Hilltime, a spacious single-story beachfront villa located in beautiful Rum Point. Featuring multiple bedroom terraces, a private pool, and backyard snorkeling, Hilltime is a fabulous destination along the isl... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 28%
Taxes: 28%
$845 - $2,750 /night
Casa Luna 5
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $275.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$830 - $2,385 /night
Present Moment
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Present Moment, a stunning newly renovated beachfront villa on the outskirts of Bodden Town beach, designed to create unforgettable vacation memories with family and friends.
This spacious villa sits direct... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Security Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$825 - $2,195 /night
Coconut Beach Villa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests acro... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,950 /night
The Sands #5
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,295 /night
Caribe Sun
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood.
Designed with a calming blue color scheme, this modern retreat offers a seamless blend of luxury and island... more
Additional Fees: Damage Deposit | Excess Cleaning $1500.00 flat, Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,245 /night
Sea 2 Infinity
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sea 2 Infinity's is a two-story villa that spans over 4,000 sq. ft. and sits on over an acre of sand in beautiful Cayman Kai. Guests can walk to Starfish Point, the Kaibo restaurants, and the Rum Point Club once it reope... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,350 /night
Envision
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Envision is the new name for this recently renovated beach house on Cayman's North Side with backyard snorkeling, a sandy beachfront, plus a private pool with spa. Complimentary spa heat is provided from Thanksgiving to ... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Security Deposit | Excess Cleaning $2500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $1,895 /night
Blue Serenity
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Blue Serenity, a luxurious 4-bedroom villa on Cayman's central south coast. Perfect for families and groups, this villa offers backyard snorkeling and a host of modern amenities after a complete rebuild.
Bl... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,150 /night
Cayman Sands Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom detached... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $1,995 /night
Hidden Cove
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complim... more
Additional Fees: Departure Cleaning Fee $175.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,295 /night
Kai Cove
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove, formerly Sea Cove, is a newly renovated and redecorated beachfront home within the exclusive Cayman Kai area near Rum Point.
This stunning home features a new waterfront pool and veranda patio, along with a... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $165.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,195 /night
Tarasand
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Tarasand! This two-story luxury villa sits on the waterfront in Cayman Kai, a short distance from the Rum Point Club along the north coast. Tarasand is a great family villa offering barefoot swimming off the s... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$748 - $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%
$748 - $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%
$695 - $2,950 /night
The Sands #3
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,950 /night
The Sands #1
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living on Seven Mile Beach. Located just north of the Kimpton Resort, the property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba excursion... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$695 - $1,995 /night
Willow Beach
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Along the quiet North Side of Grand Cayman is where you will find this newly-built and freshly decorated bespoke villa. Welcome to Willow Beach!
This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlook... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,150 /night
Casa Luna 17
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning l... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 16
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning l... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 15
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landscape desi... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,250 /night
In Harmony
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Escape to In Harmony, a serene oceanfront villa in Bodden Town, just 20-25 minutes from the airport. This spacious 4-bedroom vacation villa is perfect for families and friends seeking an unforgettable getaway with at-hom... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,150 /night
Casa Luna 4
3 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Casa Luna 4, a luxurious and intimate resort-style community nestled along the coastline just south of Seven Mile Beach. Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winnin... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $1,495 /night
Fingertip
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Fingertip sits directly on the waterfront at the end of a sandy point in Cayman Kai along the island's north coast. Walkable to the restaurants and waters ports at Rum Point Beach and The Kaibo, Fingertip is an excellent... more
Additional Fees: Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 28%
Taxes: 28%
$625 - $1,095 /night
Bit of Heaven
3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Bit of Heaven! This bright thee-bedroom, three-bath beachfront cottage epitomizes a tropical island living in the resort neighborhood of Cayman Kai.
Upon entering a bit of Heaven, your eyes can't help but ... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$625 - $1,695 /night
Kailypso
3 Bedroom Villa, 2 Bathrooms, Sleeps 8
Welcome to Kailypso, a 3-bedroom beachfront villa in Cayman Kai located on Bio Bay.
Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the per... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$625 - $1,595 /night
Fantasea
3 Bedroom Villa, 3 Bathrooms, Sleeps 10
The beachfront in Cayman Kai is where you will find a newly-renovated and refurnished villa, aptly named Fantasea.
This spacious 2-bedroom main villa with a detached 1-bedroom guest cottage has undergone a complete m... more
Additional Fees: Damage Deposit | Excess Cleaning $1000.00 flat, Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$595 - $1,395 /night
Wight Away
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Experience laid-back luxury at Wight Away, where at-home comforts and captivating water views of the island's pristine mangroves await.
This recently constructed waterfront villa boasts 4 bedrooms and 3 bathrooms, pro... more
Additional Fees: Damage Deposit | Excess Cleaning $1500.00 flat, Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$595 - $1,625 /night
Lone Palm Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak. An open concept living area with vaulted ceilings opens up to... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$550 - $1,395 /night
Villa Caymanas
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast.
Boasting four-bedroom suites, an oceanfront freshwater pool, and an expansive balcony, Villa Caymanas is the ... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $500.00 flat
Taxes: 28%
Taxes: 28%
$550 - $1,450 /night
Christmas Palms
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Christmas Palms! This spectacular villa sits directly oceanfront in Old Man Bay on the north coast.
The villa's luxurious interiors are complemented by beautiful multi-windowed views, an oceanfront freshwat... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$539 - $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%
$525 - $1,250 /night
Babylon Reef
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Welcome to Babylon Reef, a freshly renovated oceanfront villa, complete with a sundeck and private pool, situated directly on one of the best shallow snorkeling sites on the entire island. Protected by a coral reef, ther... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$495 - $1,250 /night
Just For Fun
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Just For Fun has all the amenities for a truly fun getaway including an outdoor grill, a private pool, and a palm-thatched hammock cabana. Located on one of the world's few bioluminescent bays, guests staying at Just Fo... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$425 - $1,095 /night
Castaway Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkelling, this airy, sun-filled two-story beach home features breathtaking views from almost every room, vaulted ceilings, and... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
Taxes: 28%
$425 - $895 /night
Cayman Dream
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean-style architecture and a sizable oceanfront pool, Cayman Dream is a great getaway for small families or a pair of vacationing ... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Cleaning Fee $500.00 flat
Taxes: 28%
Taxes: 28%
$350 - $995 /night
Papaya Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Papaya Cottage is part of the Sea Orchard Retreat. Guests staying in the Papaya Cottage have access to all the amenities and services provided by Membership. More Information below.
Papaya Cottage... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $500.00 flat
Taxes: 18%
Taxes: 18%
$350 - $995 /night
Mango Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests of Mango Cottage have access to the Sea Orchard Retreat. Retreat amenities include an oceanfront pool and hot tub, poolside chaise lounges, umbrellas and sunbed and fitness centre.
Mango Cottag... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $500.00 flat
Taxes: 18%
Taxes: 18%
$350 - $995 /night
Castle Guesthouse
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Castle Guesthouse is directly oceanfront on an elevated cliff. While it shares a two-acre gated lot and private beach with the larger Cayman Castle, it is quite private, tucked over 70 feet (more than the combined setbac... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $500.00 flat
Taxes: 28%
Taxes: 28%