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 sq. ft. and can sleep 12 guests across 5 bedrooms in the main house, plus a detached 1 bed/1 bath studio suite above...

Note: All guests must be 18+ only. No children, no infants please. This home sits on a cliff-edged lot and the owner does not want any accidents. No exceptions.* Fishbones is located on the Northeast of the island, just about 2 miles west of the Morritt's and Wyndham Reef Resorts. Fishbones is...

Welcome to Christmas Palms! This spectacular villa sits directly oceanfront in Old Man Bay on the north coast. The villa offers luxurious interiors that are complemented by beautiful multi-windowed views, an oceanfront freshwater pool, and--of course--excellent snorkeling just steps off the pool...

Heritage House is a two-story beachfront home located in Rum Point along the north coast. The most notable feature of this home is the two-story full-length double-porch facing the ocean. The second-floor veranda is shaded and furnished with a sectional sofa, rocking chairs and a small end tables...

Welcome to KiToCay! This 3,000 sq. ft. sun-filled home is located in the village of Old Man Bay within walking distance to Over The Edge Restaurant and Bar. The homeowner of this unique 2-story villa owns the adjacent lots as well. Both vacant lots are maintained and shielded from the road with...

Two Rainbows is one of our most popular 5 bedroom villas. Located in Cayman Kai within the turquoise waters of the North Sound, Two Rainbows offers the sought-after combination of a white sand barefoot beach, breathtaking views, oceanfront freshwater pool, and plenty of privacy. Guests can watch...

*Featured as one of The London Times' Top 50 villas in the Caribbean* If you're seeking a Caribbean vacation unlike anything you've ever experienced before, come escape to 'Sun Cloud,' a luxury Grand Cayman vacation rental house ideally placed on the island's picturesque North Side in Rum Point....

Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater pool, and expansive balcony, Villa Caymanas is the perfect vacation retreat. Whether you prefer to explore the snorkeling reefs...

Cool changes are happening at Cool Change! New owners have taken the best features of this beautiful oceanfront cottage and upgraded them for your comfort. Surrounded by mature palms and casuarina trees on a half acre-sized lot, Cool Change offers peaceful relaxation on a wide sandy beach with...

Just For Fun has all the amenities for a truly fun getaway including kayaks, 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 For Fun can observe the phosphorescence glow right on the villa's private...

Coral Kai is directly oceanfront in Rum Point on the north coast. This large one story villa offers a sizable sandy beach that-s perfect for long walks or just a lazy afternoon. Excellent snorkeling is just steps from the back door! The large, oceanfront freshwater pool is elevated, allowing...

Welcome to Kai Vista! Located in Rum Point along the north coast, this luxe villa sits elevated on a ridge, offers excellent snorkeling off a private sandy beach, features an oceanfront infinity pool and hot tub, and a beachfront sundeck with plush loungers. The homeowners have embraced an...

Tarasand sits on the waterfront in Cayman Kai within Rum Point along the north coast. This two-story luxury villa is a great family or couples choice and offers barefoot swimming from its palm-shaded beach. At the end of a quiet cul-de-sac, Tarasand is extremely private and the chances are high...

Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded beach. Boasting over 6,000 sq. ft., Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to...

Fingertip is directly waterfront at the end of a sandy point in Cayman Kai on the north coast. This one story, extremely private villa is an excellent choice for a honeymoon, anniversary or just a small family vacation. The property ends in a palm-shaded, white sand beach, with lounge chairs and a...

Fantasea is a large waterfront villa with private pool and personal dock in Cayman Kai facing due west. A cute, coral Caribbean-style home, Fantasea offers sparkling water views and quiet sunsets from the oceanfront pool and large screened porch. This airy beachfront home is within easy walking...

Kai Conut Villa is directly sound-front in Cayman Kai, within Rum Point on the north coast. A one-story, private villa with a barefoot swimming beach shaded by palms and Casuarina pines, Kai Conut is perfect for families with small children. Kai Conut's spacious, fully modern living, brand new...

Great Escape is located on a quiet cove in Cayman Kai merely a few steps from the Rum Point Club. This sprawling villa consists of a main house with 3 bedrooms and 2 baths, plus an optional 1 bedroom, 1 bath guest cottage. Rental of both the villa and cottage gives guests two superb master king...

Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkeling, this airy, sun-filled two-story beach home features breathtaking views from almost every room, vaulted ceilings, and an open concept design. Enjoying a protective coral reef, Castaway Cove is...

Reef Romance is directly oceanfront in Rum Point on the north coast. A perfect getaway spot for up to five couples, Reef Romance features five king suites, a sizable sandy beach, and excellent snorkeling just steps from the back door! The oceanfront pool, hammocks, and outdoor thatched cabana...

Calypso Blue has been fully renovated and redecorated, but is still at a reasonable cost for a larger family. Oceanfront freshwater pool with a sandy beach area lead to excellent coral reef snorkeling just steps from the back door. A large oceanfront screened porch is the perfect place to dine or...

Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 sq ft of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps 10 guests across 5 bedrooms each with private ensuite bath. Upon entering the great room there is an immediate wow factor as...

Sea Cove is a waterfront home within the exclusive Cayman Kai community near Rum Point. Featuring a gorgeous oceanfront screened porch and sundeck, along with a private dock for rented boats or wave-runners. Nestled on a white sandy beach, Sea Cove is perfect for children looking to play in the...

Conch'ed Out is a sparkling oceanfront cottage in Old Man Bay along the north coast. This Caribbean-style 2 bedroom private villa offers excellent snorkeling steps off the oceanfront pool. A sandy private backyard trails down to a pebbly beach. Five pairs of french doors and screened porches,...

Beautiful private residence. Tiki House is set behind a coral wall, with wonderful garden patio shaded by a bougainvillea trellis. Great ocean views and just steps to Seven Mile Beach's sandy, palm shaded public beach. Famous snorkeling at Cemetery Reef is close by as are great local restaurants,...

Mahogany Cove is directly oceanfront in the Cottage District, on the south coast in the middle of the island. Featuring a uniquely flexible floor plan, Mahogany Cove can be rented in multiple configurations to suit anyone from honeymooning couples to large family trips and group getaways....

Welcome to Babylon Reef, a freshly renovated oceanfront villa, with sundeck and private pool, situated directly on one of the best shallow snorkeling sites on the entire island. Protected by a coral reef, there are rarely any currents or waves to contend with so children can play in the shallows...

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 couples. The sandy beach is perfect for long walks or just lounging by the...

Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the exclusive Cayman Kai area, Hidden Cove offers a very large family, or two smaller families, a home away from home at very reasonable rates. With a boat dock directly on a secluded cove right on Little...

Welcome to Villa Amarone! This spectacular oceanfront home is situated on a sandy beach just minutes from George Town and Seven Mile Beach. Privacy, amenities and excellent snorkeling can be found throughout Villa Amarone, named for the owner's favorite Italian wine. South Sound is a quiet...

Moon Glow is a 2 bedroom oceanfront home in Rum Point along the north coast. With cute, sunny interiors that capitalize on the ocean views, sandy beach, and oceanfront sun deck, Moon Glow is a great beach home for small families. Excellent snorkeling awaits you just steps off the sun deck. We...

Welcome to Blue Water Villa. This gated estate sits directly oceanfront in Rum Point, along Grand Cayman's north coast. This palatial villa offers a gorgeous pool deck complete with an oceanfront hot tub to soak in and enjoy the sparkling Caribbean views. A large sandy beach with phenomenal...

Located only 1 mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed 8 bedroom oceanfront villa ideal for large families, or group getaways. Featuring multiple living and sleeping areas--4 king suites, 3 queen suites, a twin bunk suite, and pull-out sofa--the villa-s unique...

Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre walled estate. Perched on an elevated point of land, the Cayman Castle grounds include an attached private white sandy beach with excellent snorkeling and sunbathing. Infinity pool (heated in the winter), multi-tiered...

Crystal Waters is directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. Quiet clear waters and panoramic ocean views await in this 5,200 sq foot island getaway. The oceanfront first-floor sunporch spans the entire width of the house, allowing guests to enjoy expansive Caribbean...

Condo, 2 Bedrooms + Convertible beds 2 Baths, (Sleeps 4-6) ASK ABOUT SPECIAL RATES JANUARY 2019 LOCATION IS EVERYTHING! NO STAIRS GROUND FLOOR UNIT Centrally located you will find our spacious 2/BR, 2/Bath ground floor villa situated in one of the finest sections of Seven Mile Beach at Villas of...

Picture Perfect is the name given to this sunny oceanfront villa by its owner, a professional photographer. Located in South Sound, Picture Perfect is closer to Seven Mile Beach, the airport, and in-town restaurants than the homes located in Rum Point or Cayman Kai. Some of our guests opt not to...

Welcome to Amoraflora. This one-of-a-kind oceanfront villa in Rum Point offers a 'mini-resort' experience for large families or vacationing couples (10 adults max, 12 guests total). Made up of two 'L-shaped' single story villas with a common breezeway to the sea, the entire property sits on a...

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 a full-width beachfront veranda with a private pool, sundeck, and a white...

Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba-diving off the famous Cayman Wall. With an open one-story design, Cayman Sands offers an intimate experience across 4,000 sq ft. of living space, plus a one...

Sea Grape Villa is directly oceanfront in Rum Point on the north coast. This large, one-story villa offers a cozy beach house atmosphere, oceanfront pool,and a sandy beach with plenty of palm trees, a hammock, and a thatched gazebo. The beachfront is perfect for long walks in any direction, and...

Welcome to Great Bluff Estates, a gated oceanfront villa with pool 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 steps off the backyard to a stunning elevated sundeck and freshwater...

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 massage, yoga and more! We maintain a complete list of preferred vendors for many...

Coral Cottage Pink is one of two charming homes full of Cayman character, nestled together right on the oceanfront in Old Man Bay. The cottage has a private oceanfront infinity pool and tranquil garden patio perfect for al fresco dining. The vistas across the ocean and into the garden are...

Welcome to On The Rocks! This grand oceanfront gated estate with private pool is conveniently located 20 minutes from the airport in a planned residential community called Beach Bay. The dozen or so homes along this rugged coastline share the key amenity of the neighborhood: a wonderful sandy...

Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Cayman Kai. The main house and optional, beautifully-equipped coach house apartment can accommodate a total of 14 people--12 adults max--with 5 expansive oceanfront king suites and a separate queen master...

Pomegranate Cottage (1 king suite, 1 twin suite, and a pull-out queen sofa) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it. Each floor plan opens to the sea with a pergola over the front porch that provides an elevated private outdoor lounging space for...