Home Vacation Rentals By Owner In Rum Point, North Side

Showing 33 Of 33 Vacation Rentals
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Exceptional(29)

$461.58

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Condo

Oceanfront Ground Floor 2 Bedroom Condo 30 Unit Complex Close to all Amenities

Rum Point, North Side, Cayman Islands

For the discerning traveller seeking a safe, tranquil, oceanfront paradise our recently renovated and completely updated large two-bedroom, ground floor, oceanfront condo represents the perfect location. Our condo is part of a small, private 30-unit complex where you don’t have to wake up at 6am to commandeer a beach chair, is away from the cruise ship congestion of Georgetown and the crowds at Seven Mile Beach yet with all the amenities and conveniences you require for a great vacation. Our ground floor unit allows you to step from our screened-in lanai onto the pristine white sandy beach and walk a few steps to the ocean or a few steps to the infinity edge pool and jacuzzi. The convenience of ground floor units are in high demand versus second floor units that require you to go up and down flights of stairs and walk around the complex to get to the pool and the beach. Our condo is in phase two of the Kaibo Yacht Club development which provides you with amenities similar to that of a major hotel within the quiet peaceful setting of Cayman Kai. You can walk a few steps from our condo to the Kaibo Bar and Grill with casual dining on the beach and a Tuesday evening barbecue that is a favourite destination for tourists and locals alike. Upstairs at Kaibo is one of the top-rated restaurants in Grand Cayman. Kaibo even has a coffee shop for early morning breakfast. The docks at the Kaibo Yacht Club are a pick-up and drop-off point for tour companies so you have the convenience of simply walking to the dock to board your tour boat for Sting Ray City tours (a must do experience where you can swim with and feed the gentle southern stingray), snorkeling and diving tours or private fishing charters. There is even a water taxi service at the dock that will take you to Camana Bay for upscale shopping or to enjoy a day at Seven Mile Beach without having to drive. brbrOur 1200 sq. ft. two bedroom two bathroom condo comes with a sofa bed in the living room allowing for a total of 6 guests. The condo has new furnishings throughout. The master bedroom has a king-sized bed, make-up table, flat screen TV, full ensuite bathroom and a walk-in closet. Open the California shutters to an incredible view of the beach, the palm trees and the ocean. The second bedroom has a queen-sized bed and California shutters on the windows. The living room has a large sofa with a queen-sized pull-out bed, a flat screen TV and DVD player. There are sliding glass doors from the living room to the screened-in lanai providing fabulous views of the beach, the ocean, the pool and the boats at the Kaibo Yacht Club. The lanai has soft seating for relaxing and enjoying the views and is equipped with shade and privacy screens. The kitchen is fully equipped with all you would expect including dishes, glasses, plastic cups for the pool, utensils, Kuerig coffee maker, dish washer, stove, fridge and microwave. The kitchen has a breakfast bar with four stools and a round table that will seat six. The condo is equipped with a new high-end washer and dryer for your convenience. We also have a charcoal barbecue outside of the lanai for your use. To keep you connected to the outside world we have fibre optic high-speed internet with a wireless router and a tv package that includes over 100 channels including many US and Canadian networks.brbrIn addition to all the conveniences of being beside the Kaibo Yacht Club, from our condo you can walk ten minutes to Starfish Point, a shallow sandy beach where you can walk out into the ocean and touch star fish (we suggest you go early in the day to avoid the tour boats as this is a favourite tour boat destination). Rum Point is another beautiful beach about 5 minutes by bike or 2 minutes by car. The snorkelling right off the beach at Rum Point is spectacular. Other island activities include the botanical gardens, swimming with the dolphins and the turtle farm. For golfers there is a championship 18 hole golf course. brbr There are four bikes to use free of charge, 2 adult and 2 kids bikes. We have many board games, cards, poker chips, DVD's, books, a CD stereo, beach toys, snorkel gear, kids swim goggles and fins. brbrEating choices are plenty and range from buying your own groceries and taking advantage of our fully equipped kitchen and outside barbecue, to finding inexpensive out of the way eateries visited by the locals, to the convenience of the Kaibo beach bar and grill with its outside pizza oven located right next to the condo. In addition, there are several great restaurants within a 20 minute drive. For upscale dining, Kaibo Upstairs is rated one of the best restaurants in Grand Cayman and it is all of a one-minute walk from the condo. They also have the most unique and fully equipped rum bar in the Caribbean. brbrOur property manager Barbara will make sure that the condo has some basic condiments for your convenience. Barbara has been providing her services to guests of homeowners in the Kaibo area for over 30 years and you will be well served by her experience and knowledge of the area and you will be well looked after if any problems or issues arise.brbrIf you have not vacationed in the Cayman’s before it is a safe welcoming island that has several advantages over other tourist destinations including attractions designed for more intimate experiences, world-class culinary offerings, a sophisticated infrastructure and first-rate medical facilities. As a nation the Cayman’s has one of the highest GDP’s per capita in the world and its 4.5 doctors per 1,000 residents is nearly double the ratio in the United States. Until such time that we are ready to semi-retire we are pleased to offer our condo for rent to those who will treat it as their own luxury getaway. You will not be disappointed if you book with us.br
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Bath 2

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Sleep 4

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Exceptional(58)

$332.18

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Condo

Mai Kai Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II

Rum Point, North Side, Cayman Islands

“Mai Kai”is a beautiful recently renovated 2 bedroom, 2 bathroom water front condo at Kaibo Yacht Club Phase II, located in the heart of the Cayman Kai community and Rum Point, a world-renowned vacation destination in Grand Cayman. br“Mai Kai” at ground floor level gives you direct easy access to the gorgeous beach through the privately screened outdoor patio seating area. Just steps away is the large pool and hot tub, surrounded with an abundance of lounge chairs and hammocks to laze away the days with the lovely views and incredible sunsets. Choose to Grill al fresco day or night on the private grill right outside your patio door or, for your convenience, visit the neighboring beachfront restaurant, bar and coffee shop which are all fantastic and truly emphasize the relaxed island vibe. Two kayaks are also included for you to explore the beautiful surrounding waters!brbrKitchen / Living AreabrThe well equipped kitchen has granite counter tops and all amenities including fridge freezer, oven, cook top, microwave and dishwasher (fully stocked with all of the essential cookware and utensils) The dining area spills into the living area with a huge comfortable sectional sofa from which to relax, enjoy the beach view or watch the large flat screen HDTV at your leisure. Cable, Wi-Fi internet access and telephone (landline telephone for use by guests to make local calls only) all available.brbrMaster BedroombrThe master bedroom has fantastic views of the beach with easy access through sliding doors to the screened patio outdoor area. The spacious layout features a king size bed, a large walk-in closet and en-suite bathroom with walk-in shower.   brbrSecond BedroombrThe second bedroom has 2 twin xl beds (which can be converted to a king size bed upon request) and spacious closet.  brbrSecond Bathroom brThere is also a second full bathroom with bath/shower combo.brbrLaundry areabrFitted with a large washing machine and a dryer stacked.brbrWhether you are seeking a romantic relaxed getaway, or a family fun filled vacation with world class diving, snorkeling, bio-luminescent kayak tours, Stingray City and Starfish Point all on your doorstep, “Mai Kai’ puts you at the center of the best Cayman Kai truly has to offer.
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Bath 2

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Sleep 4

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Exceptional(60)

$501.88

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Private Vacation Home

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Rum Point, North Side, Cayman Islands

Summary:brbrPerfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities.brbrbrbrBask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.brbrbrbrThe Space:brbrEach one of the five homes at this intimate enclave at Ocean Paradise is characterized by a unique color. Introducing Yellow, a serene oceanfront escape. The three-bedroom, three-bathroom oasis features spacious accommodations and breathtaking Caribbean views that will leave you speechless. brbrbrbrEnjoy a fully equipped kitchen complete with modern appliances and ample seating for you and your guests, perfect for a family or group of friends' getaway. The spacious living area features comfortable seating, high-end electronics, and tasteful decor to create a relaxing and inviting atmosphere. Each of the three bedrooms is beautifully designed with plush bedding and comfortable furnishings, ensuring a peaceful night's sleep. Breathtaking ocean views from each homes allow you to enjoy the ocean's many moods from tranquil dawn to glorious sunset. brbrbrbrThe Yellow home (Home #5) at Ocean Paradise is one of our two premier beachfront homes with spectacular views of Grand Cayman’s northern coastline from almost every room in the house.brbrbrbrGuest Access:brbrEntire Home.brbrbrbrUpon booking, you will receive a key code for the keyless entry system, allowing for a seamless and convenient self-check-in process at this exquisite property.brbrbrbrThe Neighborhood:brbrEmbrace the allure of North Side, where every home and path offers a captivating sea view and an enchanting holiday ambiance. This idyllic district boasts a mix of long-term visitors, retirees, and short-term vacationers seeking solace at renowned retreats, including Ocean Paradise. The area offers a wealth of activities ranging from walking the Mastic Trail and exploring Crystal Caves to indulging in watersports and experiencing the mesmerizing Bioluminescence Tours. Treat your palate at local restaurants like Kaibo and Rum Point, offering a range of culinary experiences from casual beach bars to fine dining establishments, including the acclaimed Kaibo Upstairs helmed by a two Michelin-starred chef.brbrbrbrGetting Around:brbrTo fully embrace the serene ambiance of the North Side, we recommend renting a car for convenient transportation, as public options may be limited. With George Town approximately 50 minutes away, having a car will grant you the freedom to explore the area’s hidden treasures and embrace the picturesque beauty at your own leisurely pace.brbrbrbrOther Things to Note:brbrIf the booking website does not collect it directly, a refundable security deposit of US$500 will be collected by the property prior to your stay.brbrbrbrSmall pets (maximum of 30 lbs.) are welcome. Guests would have to get approval from the property manager. In addition to the standard cleaning fee and refundable security deposit, $250 nonrefundable pet fee is required. All dogs and cats entering the Cayman Islands must have an Import Permit issued by the Department of Agriculture.brbrbrbrWhile it may not be necessary for everyone, we recommend bringing sea shoes.brbrbrbrWe reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.brbrbrbrInteraction with Guests:brbrI am on island and can assist you at anytime.
Bed 3

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Bath 3

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Sleep 9

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$222.75

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Condo

Cayman Kai, Rum Point; Quaint Oceanfront Condo With Beautiful Private Beach

Rum Point, North Side, Cayman Islands

Welcome to the Sea Lodges of Cayman Kai and our condo The Getaway, unit #22. brOur unit was renovated in 2018!brbrLocated on the North Side of the island this is the place to come if you want a peaceful less touristy island feel. Our two bedroom two bath condo has a great private sandy beach that is just steps from your door & sitting directly in front of a protected marine park. Swim 75-100 yards off your beach and explore an attractive reef as you float down to Rum Point for one of their world famous mud slides. It's a ten minute walk back to your condo to relax with a beer on one of the two screened in patios or chill under one of the thatch umbrellas on the beach. brbrIf you want to save some extra money or just enjoy staying home, stop at the one of several groceries on your way out to Cayman Kai and pick up what you will need. Have a great meal with a picturesque view of the ocean while sitting on the back lanai. Go down to the beach and take in the stars on a clear night. Keep an eye out for the ghost crabs. The fully equipped kitchen has a toaster, coffee maker, microwave, stove & range, refrigerator, dishwasher, and beverage refrigerator. Pick up some charcoal and use the grill out front. brbrOur condo has an old style Cayman layout designed to be cooled by the tropical breezes that blow on the north side of the island. Most times of the year visitors prefer to use the tropical breeze to cool the unit. However, for guest convenience air conditioning is available throughout if you should choose to use it. If so, please put up the vinyl covers for each window and door. June - August is when people are most inclined to us the AC. In the unit we provide a few beach toys if you brought your little ones, and some snorkeling gear in case you or your buddy forgot to bring theirs. There is also a washer & dryer in the condo if you need it.brbrIf you are looking for a quiet place without a lot of hustle and bustle you've found it! The north side of the island where our Sea Lodge is located is a slower pace of life than Seven Mile Beach. For those just wanting to relax while sitting on a lightly occupied beach you will be in heaven. If you need some activity before having your cool beverage, you can swim to the reef and explore for hours. The current moves steadily, but reasonably towards Rum Point. Along the way you'll see all manner of reef fish including Southern Stingrays, Nurse Sharks, Eagle Rays, Green Sea Turtles, and more. While at Rum Point you can chill under the Casuarina trees while waiting on lunch from the Wreck Bars' kitchen and have one of their cool drinks like a Mudslide, Daiquiri, Caybrew, or White Tip Lager. Red Sail Sports is located there too. You can rent jet skis, paddle boards, or even a small sail boat. Red Sail also does various charters from this location for snorkeling, sunset cruises, or a trip out to Stingray City. Where you can gently interact and feed some very friendly Southern Stingrays. During certain times of the year you can book a night kayaking trip with Cayman Kayaks to view the bio luminescent bay, one of the few in the world, located near Rum Point. Super cool! A few miles drive from the condo you can also take a hike on the Mastic Trail in the nature reserve. Here you can see some of the original dry forest vegetation of the island and it's excellent for bird watchers or plant enthusiasts. For a more leisurely walk stop by the Queen Elizabeth II Botanical Park to see beautifully maintained gardens, nature trail, and the elusive native Cayman Blue Iguanas.brbrCayman Kai & the north side of the island are not known for their late night, night life. If you want that you'll have to venture back into Georgetown/Seven Mile Beach area. It's best to make a day of the trip to town. There are however, several bars and restaurants nearby. Except during high seasons, I would not expect them to be buzzing extra late. You can grab drinks at Rum Point's Wreck Bar, or The Rum Point Club Restaurant for a more formal setting. Our favorite close spot is Kaibo. Kaibo has a casual dining space and bar below, with seating on the beach, which overlooks the bay. Upstairs you have a pricier and much more formal dining experience.brbrQuestion: Who likes to stay here brAnswer: Those who normally like our property are people who are a little more independent. Someone who wants to get out of town and the typical seven mile beach experience.brbrQuestion: What type of person usually enjoys staying at your property brAnswer: A range of people, but often people who enjoy a more private/quiet setting, connected to nature. This location fits several needs. Those who enjoy getting into nature can swim or kayak while getting plenty of exercise then come back to relax with others on their lanai. brbrQuestion: What age person usually stays at your complex brAnswer: Ages range too. Our property is great for families with children. They can stay here all day or head down to Rum Point. Retirees like this property because they have a quiet place with great patios to relax and chat on. We often get young couples who want a more intimate setting away from the scene of a typical spring break or large resort.br
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Bath 2

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Sleep 5

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Exceptional(1)

$3038.86

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Private Vacation Home

Sun Salutations by Grand Cayman Villas

Rum Point, North Side, Cayman Islands

Please note that nearby construction is underway until further notice. A 20% discount will be applied to offset the inconvenience. brbr=== PROPERTY OVERVIEW ===brEmbark on an unparalleled Caribbean luxury experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood. brbrAs part of our Platinum Luxury Collection, this home seamlessly blends minimalist design with a tranquil ambiance, offering a perfect fusion of lavish comfort and serenity. Floor-to-ceiling glass walls provide breathtaking panoramic views of the Caribbean Sea, ensuring a captivating backdrop from sunrise to sunset.brbrYour journey begins with a group airport pickup in our exclusive 28-seat mini-coach (minimum 7-day stay required). Our on-island concierge team is poised to coordinate the seamless delivery of your rental vehicles to the villa, ensuring a stress-free experience from the moment you arrive. Our concierge team can also help coordinate charter excursions, private chef dining, in-villa massage sessions, and more. brbrThe heart of Sun Salutations is its oceanfront vaulted great room, featuring alabaster walls and sophisticated furnishings. Spanning two stories, this space encompasses plush sectional sofa seating, a formal dining area, and a gourmet kitchen, all with captivating ocean and pool views. The kitchen features gourmet appliances and comes equipped with glassware, flatware, cookware, and utensils. brbrEnjoy the dazzling infinity pool flanked by two outdoor pavilions. The private pool and deck, elevated above the beachfront, provide the utmost privacy. The dining pavilion--equipped with a propane grill, dining table, and a poolside half-bath--provides an exquisite setting for alfresco dining with breathtaking views. Meanwhile, the lounge pavilion offers comfortable sofas, outdoor speakers, and a splendid vantage point for sunset views over the horizon, creating the perfect setting for cocktail hour. brbrSleep in heavenly comfort across six bedrooms with five upstairs and one on the lower level. brbr***Sleeping Arrangements***br(Licensed to sleep 18 guests, 12 adults max.)br-- Bedroom 1: upper level, king bed, ocean views, television, walkout access to a shared ocean balcony, ensuite with shower. br-- Bedroom 2: upper level, king bed, ocean views, television, walkout access to a shared ocean balcony, ensuite with shower.br-- Bedroom 3: upper level, king bed, ocean views, television, walkout access to a private balcony, ensuite with shower.br-- Bedroom 4: upper level, 2 single-over-double bunk beds + 2 trundle beds ideal for 8 children, television; shares adjacent bathroom equipped with a shower bath.br-- Bedroom 5: upper level, king bed, television; shares connected ensuite equipped with a shower bath. br-- Bedroom 6: lower level, 2 twin beds, television, adjacent bath equipped with shower.brbrSituated a short barefoot stroll from the renowned Rum Point Club, Sun Salutations provides convenient access to the area's best attractions. The neighborhood's design focuses on resort-style family residences with minimal commercial businesses, offering easy access to water and watersports. Opt for a charming ferry ride from Kaibo Marina to Camana Bay for a delightful day trip to Seven Mile Beach. brbrSun Salutations pampers guests with one mid-week light housekeeping visit (7-day stay required) to keep things tidy. For shorter stays, optional 3-hour housekeeping blocks can be purchased with your on-site manager upon your arrival.brbrYour idyllic Caribbean escape awaits. Indulge, unwind, and recharge with a 5-star stay you won't soon forget. brbr***IMPORTANT NOTES***br-- Bike rentals, plus kayaks and stand-up paddleboards, are available at discounted rental rates with free delivery. A signed waiver is required.brbr=== RATE DETAILS === br-- 13% Occupancy Tax added to all rates.br-- 12.90% Service Fee added to all rates.br-- 3.50% Admin Fee added to all rates. br-- A Departure Cleaning Fee is added to all rates. brbr== BOOKING RULES ===br-- Guests must be 25 years or older to book and must occupy the unit during the entire stay.br-- Check-in: 4:00 pm.br-- Check-out: 10:00 am.brbr=== NEARBY POINTS OF INTEREST === br-- Across the street from the island's Bioluminescent Baybr-- Short walk up the shore to the Rum Point Club for dining, drinks, beach service, watersports, and excursions. br-- 1 mile south to the Kaibo Beach Bar & Grillbr-- 1.6 miles south to Starfish Pointbr-- 4.4 miles to the nearest general store, Chisholm's Grocerybr-- 6.2 miles east to Over the Edge restaurantbr-- 9 miles from Grand Cayman Villas & Condos Welcome Centerbr-- 12.6 miles to the nearest supermarket, Foster's Marketbr-- 26 miles (50 min drive) from Owen Roberts Airport (GCM)brbr== GETTING AROUND ==brA rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, Marshalls, or Hertz. brbr== DAY TRIPPING ==brCayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound!brbr== BEACH NOTES ==brAll beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.
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Bath 5

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Sleep 18

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$386.44

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Private Vacation Home

Charming 2 Bdr Canal-Front Escape in Rum Point

Rum Point, North Side, Cayman Islands

Summary:brbrDragon’s Pearl is a beautifully renovated 2-bedroom, 2-bath canal-front cottage in Rum Point that blends old Cayman charm with modern comforts. Sleeping up to six adults (seven with a toddler), it offers bright open living spaces, a fully equipped kitchen, and a spacious screened patio capturing cooling trade winds. Enjoy an upper sun deck, private 40-ft dock with gazebo, kayaks, and fishing. Steps from Rum Point Beach, dining, and watersports, it’s a relaxed waterfront island retreat.brbrbrbrThe Space:brbrNestled in the heart of Rum Point, Dragon’s Pearl is a beautifully renovated two-bedroom, two-bathroom canal-front cottage that captures the timeless charm of old Cayman while offering the modern comforts today’s travelers expect. As one of the original homes developed in the Rum Point area, this special property blends heritage character with thoughtful updates, creating a relaxed and welcoming island retreat. brbrbrbrSet on its own spacious parcel as a true standalone home, Dragon’s Pearl offers a level of privacy which is highly sought after in the area. No shared walls, elevators, or common spaces, just your own peaceful waterfront haven surrounded by lush tropical landscaping. brbrbrbrThe home comfortably sleeps up to six adults, or seven guests in total when including a toddler or baby, making it ideal for couples, families, or small groups seeking both space and seclusion.brbrbrbrInside, the home feels bright and inviting, with natural light streaming through large glass sliding doors thanks to its eastern orientation. The updated kitchen offers generous countertop space, ample storage, and new appliances, making it easy to prepare anything from a quick breakfast to a full evening meal. A cozy breakfast table seats four, while a built-in workspace provides a convenient spot to catch up on emails if needed.brbrbrbrJust beyond, the open living and dining area offers comfortable seating for everyone, including a double-sized sofa bed that provides additional sleeping space when needed. Whether gathering to watch a movie, enjoying conversation after a day at the beach, or relaxing in the reading nook while taking in views of the surrounding tropical landscape. The indoor dining table accommodates up to six guests, creating a welcoming setting for shared meals.brbrbrbrThe spacious master bedroom features a king-sized bed, a television, and direct access to the screened patio through sliding glass doors. Its ensuite bathroom includes a double vanity and a stand-up shower, offering both space and convenience. The second bedroom is furnished with a queen bed and is located near the second full bathroom, which includes a bathtub and shower combination, perfect for families traveling with children.brbrbrbrOutdoor living is where Dragon’s Pearl truly shines. With its eastern orientation, the home welcomes the prevailing northeast trade winds, allowing guests to open the sliding glass doors and enjoy a constant, refreshing breeze throughout the living areas and master bedroom. The expansive screened-in patio stretches almost the entire length of the back of the house, providing the perfect setting to take in the tropical air comfortably without concern for insects. Overlooking lush landscaping, mangroves, and the peaceful canal waters, all part of your private grounds, this inviting space is furnished for both lounging and dining. Spend your days swaying in one of two hammocks, enjoying meals at the outdoor table, or simply unwinding with a book while the breeze drifts through.brbrbrbrJust beyond the screened patio, an upper deck offers additional seating for soaking up the sun and enjoying the natural surroundings. A few steps down leads to the waterfront deck and private 40-foot dock, complete with a gazebo, picnic table, and Adirondack chairs, an idyllic setting for morning coffee, sunset cocktails, or quiet afternoons by the water. An outdoor shower provides a convenient spot to rinse off after kayaking, boating, fishing, or returning from the beach across the road.brbrbrbrFor boaters and nature lovers, the location is exceptional. Guests who bring or rent a boat can dock it directly at the property for easy access to the North Sound. Four kayaks are provided and can be launched right from the dock, offering a wonderful way to explore the calm canal waterways of Rum Point. Fishing enthusiasts can cast a line straight from the dock, and with a bit of luck, may even catch fresh snapper for dinner.brbrbrbrDragon’s Pearl is perfectly positioned directly across the road from Rum Point Club and Beach. Guests can easily stroll over to enjoy the sandy beach, watersports, and dining options including The Rum Deck beach bar and Solis restaurant. Red Sail Sports is nearby for diving, snorkeling, Stingray City tours, jet skis, and other adventures. The Rum Point Resort’s Blue Flame Restaurant is just next door, and the popular Kaibo Beach Bar and Restaurant is only a short drive away.brbrbrbrBlending classic Cayman cottage charm with modern updates, cooling trade winds, exceptional privacy, and an unbeatable waterfront location, Dragon’s Pearl offers a peaceful, character-filled retreat where days are spent on the water, evenings are enjoyed under the gazebo or on the patio, and the best of Rum Point is just steps away, yet your private island sanctuary always awaits.brbrbrbrGuest Access:brbrGuest have exclusive access to the entire home, property grounds and dock.brbrbrbrThe Neighborhood:brbrRum Point and Cayman Kai offer a serene and idyllic setting, perfect for those seeking tranquility and a slower pace of life during their Cayman Islands getaway.brbrbrbrNestled in a quiet and peaceful neighborhood, these areas boast low traffic, ensuring safe and pleasant streets and beaches ideal for leisurely walks while soaking in the picturesque scenery. Renowned for its unspoiled beauty, Rum Point is home to some of Cayman's finest beaches, rivaling the renowned Seven Mile Beach in many aspects.brbrbrbrRelaxation reigns supreme here, catering to those desiring a laid-back atmosphere however the neighborhood boasts a variety of dining options, water sports activities, and boat tours. brbrbrbrJust steps away from the condos' front door, guests can easily wander across for a barefoot beach escapade with snorkeling adventures and shaded hammocks at the newly reopened Rum Point Beach Club which features a daytime beachfront bar and grill, a fine dining restaurant in the evening as well as amazing watersports experiences and Stingray City tours with Red Sails Sports who operate from this location. brbrbrbrExplore further south along Water Cay Road to discover Kaibo, offering a coffee shop, as well as a daytime beachfront bar and grill and an upscale beachfront fine dining experience upstairs in the evenings. Indulge in lunches, dinners, or morning coffees while relishing the stunning waterfront views.brbrbrbrKaibo also offers a marina, which several tour operators use for water sports and boat tours. For a delightful day trip, catch the ferry departing daily from the marina and head across the North Sound to Camana Bay. This upscale outdoor mall boasts boutique shops, diverse dining options, and a cinema, promising a day filled with exploration and entertainment.brbrbrbrVenture beyond the marina to uncover the hidden gem, Starfish Point, a secluded beach haven with crystal-clear shallow waters brimming with starfish. Witness breathtaking sunset views while enjoying a picnic at this awe-inspiring spot. brbrbrbrWith its peaceful ambiance, pristine beaches, diverse dining, and array of activities, Rum Point and Cayman Kai provide an oasis of relaxation and natural beauty, ensuring an unforgettable vacation experience.brbrbrbrGetting Around:brbrRent a vehicle during your stay, giving you more flexibility to explore the island on your own terms, without the high expense of renting taxis.brbrbrbrOther Things to Note:brbrUp to 7 guests in total allowed if including younger children such as toddlers or infants. brbrbrbrPlease remember, while enjoying your time at Starfish Point not to remove the starfish from the water as it’s harmful to them.brbrbrbrIf the booking website does not collect it directly, a refundable security deposit of US$500 will be collected by the property prior to your stay.brbrbrbrWe reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.brbrbrbrInteraction with Guests:brbrCayman Luxury Rentals will be the main point of contact for all guests. A manager will assist you from the point of booking inquiry until you journey safely back home.
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Bath 2

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Sleep 6

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Exceptional(53)

$4973.79

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Villa

Award Winning Sun Serenity Villa in Private Cayman Kai

Rum Point, North Side, Cayman Islands

As featured on the cover of Real Life Magazine and in Florida Design Miami Home & Decor, and recipient of the prestigious 2017 International Property Development Award for Best Single Residential Property in the World, Sun Serenity at Rum Point stands as one of the Cayman Islands’ most exceptional luxury villas.brbrPerfectly positioned along the turquoise waters and powder-soft beaches of Cayman Kai, this striking example of West Indies contemporary architecture offers an unparalleled beachfront experience, where refined design meets effortless island living.brbrSpanning approximately 7,800 square feet, Sun Serenity has been masterfully designed to accommodate large groups in absolute comfort and privacy. The villa features five exquisitely appointed king ensuite master bedrooms, including one conveniently located on the ground floor for ease of access, and four set directly oceanfront. Among these are two breathtaking pavilion suites with vaulted ceilings, each surrounded on three sides by glass to showcase sweeping 180-degree views of the sea. A charming children’s suite adds a playful yet thoughtful touch, complete with custom-built bunk configurations featuring upper singles and lower doubles, a gaming station, a cozy hidden iPad window nook, and a whimsical glow-in-the-dark shark designed to delight younger guests. In a rare and intentional design choice, none of the six bedrooms share a common wall, ensuring exceptional privacy and tranquility for every guest.brbrThe villa’s curated interiors are complemented by an array of elevated amenities designed for both relaxation and entertainment. A sophisticated sports bar features a large-screen television and an illuminated ThinkGlass bar, while the expansive outdoor entertainment deck showcases a sunken summer kitchen ideal for hosting and gathering. The showpiece of the outdoor space is the impressive seventy-foot beachfront pool, stretching the full width of the property and complete with a swim-up bar, submerged bar stools, and in-water loungers.brbrCrowning the home is a one-of-a-kind third-floor rooftop sunset terrace—the only one of its kind in Cayman Kai and Rum Point—offering panoramic, west-facing sea views that deliver unforgettable evening vistas. Inside, a dramatic two-story entry and living area is framed by soaring oceanfront windows, filling the home with natural light and breathtaking scenery. A game room with foosball, two complimentary kayaks, and two paddle boards further enhance the experience, while dual Keurig coffee stations conveniently serve the upper-level master suites.brbrA glass-enclosed dining area seamlessly opens to the outdoors, creating a harmonious blend of indoor elegance and al fresco island dining—perfect for memorable gatherings against a stunning coastal backdrop. Throughout the main level, the home features remarkable Kauri Tasman wood plank tile flooring, inspired by one of the rarest and oldest woods in the world. Sourced from ancient Kauri found preserved in New Zealand for up to 45,000 years, this design element adds a layer of history, exclusivity, and natural beauty to the villa’s aesthetic.brbrEqually thoughtful is the villa’s generous provision of shaded outdoor living space, allowing guests to enjoy the pool and beachfront throughout the day while remaining comfortably protected from the midday sun. All of this is set within one of Cayman’s most sought-after locations, just steps from the iconic Rum Point Club.brbrSun Serenity is ideally suited for multi-generational family vacations, executive retreats, and refined couples’ getaways.brbrIn addition to the nightly rental rate, a 13% Cayman Islands Department of Tourism tax and a 12% service fee apply.brbrYour stay includes a carefully curated collection of luxury amenities and personalized conveniences designed to deliver an effortless and indulgent vacation experience. Each reservation features a full pre-arrival opening clean and a full departure housekeeping service, with a mid-week tidy clean included for stays of 7 nights or more. Housekeeping services are provided, excluding Sundays and Public Holidays.brbrThe service fee encompasses a wide range of thoughtful provisions, including paper products, cleaning essentials, fully stocked Keurig coffee stations, shampoo, body wash, dishwasher tabs, trash bags, and laundry detergent. To further enhance your stay, guests will also enjoy access to two complimentary kayaks, two paddle boards, a pack-n-play, a high chair, a Sonos sound system, and a foosball table.brbrEvery detail has been thoughtfully considered with comfort and ease in mind, allowing you and your family to simply settle in, unwind, and enjoy the very best of your time in paradise.
Bed 6

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Bath 6

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Sleep 16

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Exceptional(66)

$1118.7

/ Nightly
Villa

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Rum Point, North Side, Cayman Islands

brCoral Loft is a stunning 4-bedroom oceanfront villa nestled in the picturesque Cayman Kai neighborhood, a mile from the renowned RUM POINT Beach Club and 2 miles from STARFISH POINT.brbrbr4 Bedrooms Details:brbrMaster Bedroom: KING bed, private bathroom, sea viewbrLoft Bedroom: KING bed, private bathroom, sea viewbrKing Bedroom: KING bed, jack n Jill bathroom, pool and sea viewbrTwin Bedroom: 2 TWIN BEDS, Jack N Jill bathroom shared with King room, br North Sound view (can be made as KING on request)brbra SOFA BED is available in the living room brbrbrbrPerched atop a high ridge, Coral Loft offers panoramic ocean views, complemented by glimpses of the North Sound from the loft windows. The large glass patio doors invite abundant sunshine and natural light, while the vistas of the ocean are simply stunning.brbrThe oceanfront patio is home to a pool, offering the perfect spot to relax brwhile enjoying the sea breeze. Beach towels are provided for your convenience.brbrFrom the patio, guests can access the outdoor kitchen which features a grill and leads to the private sandy beach - perfect for swimming and snorkeling.brbrInside, the open-plan living area features casual dining at the kitchen bar, overlooking a fully equipped kitchen with stainless steel appliances and all the essentials for cooking (or not !). A separate dining room table accommodates up to 10 guests for family meals.brbrThree of the four bedrooms boast spectacular ocean views, and the loft bedroom offers views of the North Sound, including the Kaibo Yacht Club. brbrFor more relaxed meals, the screened patio overlooks the ocean and provides seating for up to 10 guests as well. brbrWhile we aim to create a laid-back atmosphere, we have ensured luxury linens and towels are provided for your comfort.brbrWATERSHOES, SNORKELING GEAR, BEACH UMBRELLAS, BEACH CHAIRS, PICKLEBALL PADDLES, and BICYCLES are also included. brbrHighchair and Pack N Play are available on request at no extra charge. brbrCoral Loft is fully equipped with everything you need for a perfect beach getaway. brJust pack your sunscreen, swimsuit and flip flops-we have taken care of the rest!brbr-----------------------------------------------------------------------------------------brbrPLEASE NOTE : WE ACCOMMODATE A MAXIMUM OF 8 ADULTS AND UP TO 10 TOTAL GUESTS. brbr-----------------------------------------------------------------------------------------brbrTo accommodate larger groups, we added a 5th bedroom last year with stunning ocean views, creating a new listing # 4079245. The newly added 5th bedroom is connected to the main house but features a private entrance accessible only from the outside. It includes its own bathroom, air conditioning, smart TV and mini fridge. This bedroom is available only when booked as part as the full 5-bedroom rental. When booked as a 4-bedroom rental, the fifth bedroom is securely locked and not accessible, ensuring complete privacy for guests. brbr--------------------------------------------------------------------------------------brbrWe are licensed by the Department of Tourism. The DOT is responsible of ensuring that all accommodations available to visitors meet strict standards for safety and cleanliness. This license is renewed every year after passing a set of 4 inspections.brbr=============================================================brALL Cayman rentals add a 13% TOURISM TAX on top of the prices here advertised through VRBO. brALL FEES INCLUDED does not include this TOURISM TAX, it is added on top of this, at the very end of the booking transaction.brbrbr!!!!!!!!NEW NEW NEW !!!!!! for PICKLEBALL LOVERS: brThere is a new public pickleball court only 5 miles (10 min) away from the house. br2 sets of paddles with balls are in the garage for your use.brbrbr*****BEACH NOTE********brbrOur beach changes with the tides and weather, so it may look different than the photos. brIn summer you may see turtle grass wash up; winds and currents can leave a line of brown leaves along the shore as the plants shed. brWe rake our beach weekly and remove dry grass by hand. To protect turtle nesting, local regulations limit use of heavy machinery to clear wet seaweed; if the accumulation becomes excessive, we will increase cleanings and recommend nearby alternative beaches within two miles.brbrThank you for your understanding as we work around Mother Nature to keep our beach beautiful.
Bed 4

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Bath 3

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Sleep 10

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Exceptional(56)

$414.85

/ Nightly
Condo

Nature's View: Cayman Style Tranquility at Pools of the Kai #2

Rum Point, North Side, Cayman Islands

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can’t be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo beach bar and restaurant, true barefoot living! Head to Upstairs at Kaibo fine-dining with rare rum-tasting as a specialty.brbrThe kitchen & lounge open onto the double story screened in pool deck, allowing you to always catch the breeze in comfort, featuring ample seating for outdoor dining and lounging. Splash away in your own private pool.brbrStep right onto the quiet and secluded beach. Relax under the shade of the palm trees and watch the boats go by on lounge chairs with an ice old drink set on your side table. Wade into the water to find starfish right off the beach or hop on the double kayak provided for guests and explore around the area: the mangrove forest, Starfish Point, or into the neighboring coves. We provide several sets of snorkel gear in various sizes, beach toys, and also two travel beach chairs (with built in cooler pocket) and umbrella to take with you for day trips exploring Cayman’s numerous unique beaches.brbrThe master bedroom balcony is a true gem! The sun rises directly across the water. Watch the sky transform into glowing colors for sunsets too. A new king size bed in the master bedroom is perfect for post adventure naps.brbrThe downstairs bedroom has two twin XL beds that can be combined to create a king. The lounge has a queen size sleeper sofa. brbrBoth bedrooms have large and bright en suite bathrooms, featuring lots of counter space and closets with plenty of room for suitcases so as not to crowd the bedrooms.brbrThe kitchen is fully equipped and updated with stainless steel appliances and stocked with all of the cookware & serving ware you need for cooking and feasting. There is also charcoal BBQ on the beach. The kitchen island with bar stools is great for entertaining, and check the cabinets for our games & puzzle collection!brbrFrom personal experience, we understand how helpful it is to have children's amenities at the destination while traveling. We have a Pack N Play travel crib, high chair, kids utensils & dining ware, books, toys & games, beach toys waiting for you to lighten your suitcases.brbrPlease feel free to contact us if there's anything that you need assistance with to make your stay more enjoyable. We love sharing our favorite island recommendations!
Bed 2

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Bath 2

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Sleep 6

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$257.51

/ Nightly
Private Vacation Home

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Rum Point, North Side, Cayman Islands

Escape to the tranquility of Kai Baby, your private waterfront retreat in Rum Point, Grand Cayman, located directly across the street from the world-famous Bioluminescent Bay. This beautifully remodeled waterfront pool home offers the perfect blend of island luxury and laid-back North Side living — just steps from the white sands of Rum Point Beach, the serene cove at Kaibo, and the stunning waters of Starfish Point.brEnjoy true indoor-outdoor Caribbean living with a spacious rear sun deck, private pool, and cabana featuring an outdoor kitchen, beverage cooler, and pool bath. Relax in the lounge chairs, dine al fresco, or let the kids play in the beach-style sand yard overlooking the water.brAs a true waterfront property, Kai Baby offers direct canal access for swimming, paddleboarding, and kayaking in calm, protected waters. Bring the kayaks or paddleboards across the street to experience one of Grand Cayman’s most magical natural wonders — the Bioluminescent Bay. Timing plays a key role in witnessing the brightest glow, as moon cycles, time of day, and seasonal conditions influence the intensity of the bioluminescence. On the right night, it’s simply unforgettable.brThe private canal dock makes it easy to launch your water adventures right from the backyard and explore the surrounding protected waterways.brInside, Kai Baby was fully renovated in 2022 with stylish coastal furnishings and modern finishes. The well-equipped kitchen includes a side-by-side refrigerator/freezer with ice maker, K-Duo combo coffee maker (carafe or K-cup), microwave, blender, range, and toaster.brThe living room and bedrooms feature smart TVs with Wi-Fi and cable, along with complimentary high-speed internet.brPerfect for families visiting Grand Cayman, the home includes comfortable sleeping arrangements, including a full/twin bunk bed with a pull-out full size trundle — ideal for children or teens. Whether you're traveling with extended family or a group of friends, Kai Baby provides both privacy and gathering space.brGuests may enjoy complimentary water equipment including an adult-size paddleboard, junior paddleboard, two adult kayaks, a junior kayak, and life vests for added safety during your adventures on the water. To explore the charm of Rum Point, four bikes are also provided — perfect for sunset rides to the beach or morning coffee runs to Kaibo.brFor your peace of mind, Kai Baby features a Ring Alarm system, Ring Doorbell, and a security camera above the rear door. Your safety and comfort are our top priorities at Kai Baby — your waterfront home away from home in Grand Cayman.brThe home features a private canal dock, if you are planning to bring a boat and require dockage during your stay in Rum Point, please reach out to us beforehand for details. Guests are always welcome to enjoy the dock and water access for swimming, paddleboarding, and kayaking.brPlease note:br- A refundable $500 Security Deposit is required and returned less than 14 days after vacancy pending any damages br- A signed waiver will be required for use of water sports equipmentbr- 13% Occupancy Tax added to all ratesbr- $35 Resort Fee per night is requiredbr- Departure Cleaning Fee is required br*** Booking Rules ***br- Christmas and New Years dates are split into two 7 day rental periods. Please inquire about your travel dates prior to booking as shorter stays may be available subject to higher rents and cleaning fees.
Bed 2

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Bath 2

Bath

Sleep 6

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$325.93

/ Nightly
Apartment

7th night free, Mi Casa, Su Casa, Beachfront

Rum Point, North Side, Cayman Islands

This is the quieter side of the Island on the North Coast. Before you make up your mind, read some of the reviews from previous guests as many have kindly mentioned what appealed to them about this part of the Island. If you have any doubts, drop us a line and we will be delighted to help with any queries you may have. Vacation time is expensive and precious so you need to make the right decision for you.brbrMi Casa, Su Casa is exactly what it sounds like, a home from home. This is a one bed, one bath 1039 sq foot condo on the middle floor of a 3 floor building, with a large master bedroom with king size bed (100% prima cotton sheets), a good sized living area, a spacious kitchen and a bathroom (bamboo towels) with a walk in rain head shower. 7th night free year round - book for 7 nights and only pay for 6. Stay 7 or more nights and receive a 14% discount on your entire stay. The discount will be reflected as a reduced nightly rate rather than a deduction. Base rate for low season is $270 per night and high season is $350 per night. If you want to stay more than 6 nights, you will see the discount in the per night night rate once you select your dates. brbrConstantly updated and refreshed with teak patio furniture, hardwood bedroom floor (King bed, oversized chair that converts to a twin bed to accommodate a child), silestone kitchen counter tops, unusual art work, comfy sofas (the larger one in the living area converts to a queen bed), fully stocked kitchen with everything you need to make even a thanksgiving dinner.brbrIf cooking is not part of your vacation plans, there are restaurants on either side of the complex and a third option a mile away.brbrThe Retreat has its own 1200 foot private white sandy beach, freshwater pool, gym and tennis court.brbrBBQs are available on site for your use and the beach has plenty of sun loungers and chairs. Due to it's location, we are fortunate to be able to enjoy year round sunsets from the main beach. Be sure to stay after the sun sets and enjoy the amazing colors in the sky. Spectacular doesn't even start to describe the beauty. brbrThe ocean is just steps away. The condo has dvds, board games, playing cards and books. We also live on Island and have done for 26 years. brbrWe take comfort very seriously and you will find every chair, cushion, bed, towel and linen purchased with that in mind. brbrIf you are looking for a little piece of paradise with all the comforts of home and conveniences of services in the immediate area, look no further - you have arrived. br
Bed 1

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Bath 1

Bath

Sleep 4

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