Grand Cayman

Hotels with Private Pool in Grand Cayman

Choose your dates to see the latest hotel prices and availability.

Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

17 Grand Cayman Hotels with Private Pool Found for You

Choose your travel dates to see the latest prices and deals.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
44
Hotels in Grand Cayman
Come relax and feel the sand between your toes at Retreat 17. Enjoy sunrises by the ocean with your morning coffee and unforgettable sunsets with an island cocktail on the beach. On-site you can enjoy swimming in the pool, playing tennis or working out in the gym. Condo Features:Recently undergone renovations in spring 2023, providing a more modern and comfortable vacation experience. Kitchen has new stainless appliances, KitchenAid side by side refrigerator with ice maker and filtered water, dishwasher, microwave, electric stove, drip coffee maker, Keurig coffee maker, blender, coffee grinder, toaster, water kettle, cutlery, cookware, dishware and utensils.Choice of Dining either inside at table or outside on the screened in lanai.Living room has new 55" HD Smart flat screen TV with Netflix, Hulu, Apple compatibility for entertainment. Sliding doors to the 40 foot screened in lanai for relaxing on the lounge chairs or enjoying your dinner/playing games at the table. High-speed wireless internetMaster bedroom has a comfortable new Saatva king bed, linens and towels, 55" smart flat screen tv, ceiling fan, en-suite bathroom, closet and sliding glass doors that open onto the screened in lanai with ocean views.Guest bedroom with 2 new Queen beds, linens, towels, ceiling fan and closet. Condo sleeps up to 6 guests comfortably.Additional amenities include full size washer/dryer, keyless entry, ice maker, filtered water, beach chairs, beach towels, beach toys, cooler, Pack n Play for families with infants, portable speaker, charcoal grill, board games, puzzles, cards, books.The Retreat Resort Amenities: Pool, tennis court and gym.Over a 1,000 feet of pristine white sandy beach to enjoy. Several great snorkeling points within a short swim from the beach.Walk next door to the infamous Rum Point Beach to sip on an iconic Mudslide at the beach bar & restaurant, rent Jet Skis or try out other water sports and excursions with Red Sail Sports(Sunset cruise, Stingray City, Bioluminesce Kayaking). Nearby Activities and Point of Interests:The Wreck Bar: A popular spot where you can indulge in a world-famous Mudslide and enjoy lunch on the beach.Rum Point Club Restaurant: Open evenings for amazing dinners and cocktails.Kaibo Water Taxi: Round trip from Kaibo Yacht Club to Camana Bay for shopping, entertainment, world class dining, catch a taxi to 7 mile beach or other points of interests.Red Sail Sports: Offers a range of water activities such as Catamaran excursions, guided dives, wave runners, kayaks, stand up paddle boards, Hobie Cats and more.Stingray City: is a short 10 min boat ride from the condo, with excursions leaving from the pier at Rum Point.Snorkeling: some of the best snorkeling in Grand Cayman is located right off the beach.Starfish Point: A short 5 min ride away, you can see Starfish scattered throughout the shallow ocean area. Bioluminescence Bay: Only a few in the world to experience seeing the bay light up at night.Cayman Crystal Caves: Located 10 mins away, a fascinating exploration experience.Queen Elizabeth Botanical Park: 15 min drive Enjoy a walk through the Floral Gardens, Orchid Boardwalk, Xerophytic Garden, Heritage Garden, Woodland Trail, and the Children's Garden, Home of the Blue Iguana Conservation. Please note the information about specific facilities and services, may be subject to change. Advisable to check for updates and availability before your visit.Enjoy your stay at Retreat 17 condo and have a fun time exploring Grand Cayman!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please treat our condo as you would your own home. Sit back, relax and enjoy..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
17 reviews
10.0/10
Check Availability
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
23
Ocean
Hotels in Grand Cayman
Welcome to Little & Rum Baron, your exclusive oasis of luxury and tranquility nestled along the pristine shores of Grand Cayman's North Side. This enchanting estate offers the perfect blend of Caribbean charm and modern amenities, providing an unforgettable retreat for discerning travelers seeking the ultimate island getaway.As you step onto the grounds of Little & Rum Baron, you're immediately greeted by the serene ambiance and breathtaking views of the Caribbean Sea. The Rum Baron main house stands as a beacon of elegance, boasting three beautifully appointed bedrooms, each offering a haven of comfort and tranquility. Sink into the sumptuous king-size beds adorned with crisp linens and plush pillows, and drift off to sleep to the gentle sound of waves lapping against the shore. Each bedroom boasts its own full ensuite bathroom, ensuring privacy and convenience for every guest.Step outside onto the expansive verandas and immerse yourself in the beauty of the surrounding gardens, where vibrant tropical blooms perfume the air and majestic palms sway in the breeze. Whether you're savoring your morning coffee as the sun rises over the horizon or enjoying a leisurely afternoon siesta in the shade, the verandas provide the perfect setting for relaxation and rejuvenation.Just a stone's throw away from the main house lies the charming Little Baron cottage, offering an additional bedroom for those seeking a more intimate retreat. This cozy abode is nestled amidst lush foliage, with panoramic views of the beach and the sparkling turquoise waters beyond. The bedroom features a luxurious king-size bed and a full ensuite bathroom, providing a private oasis of comfort and tranquility. Step outside onto your private patio and feel the soft Caribbean breeze on your skin as you bask in the beauty of your surroundings.One of the highlights of Little & Rum Baron is its outdoor amenities, designed for both relaxation and entertainment. Take a refreshing dip in the private pool, surrounded by lush landscaping and comfortable lounge chairs where you can soak up the warm Caribbean sun. Gather with friends and family in the outdoor lounge area, where you can enjoy a leisurely afternoon barbecue or sip cocktails as you watch the sun set over the horizon.For added convenience, the Rum Baron main house is equipped with a personal washer and dryer, allowing you to pack light and enjoy your stay without worrying about laundry. And with a barbecue grill situated between the main house and the cottage, guests can come together to share delicious meals and create lasting memories under the Caribbean sky.Whether you're seeking adventure or relaxation, romance or family fun, Little & Rum Baron offers an unparalleled retreat that captures the essence of island living. From its luxurious accommodations to its breathtaking surroundings, every moment spent here is infused with the magic of the Caribbean. Come experience the beauty and tranquility of Grand Cayman's North Side at Little & Rum Baron – your own private paradise in paradise.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
10.0/10
Check Availability
Quiet, private nature retreat with pool and ocean views.
Quiet, private nature retreat with pool and ocean views.Quiet, private nature retreat with pool and ocean views.Quiet, private nature retreat with pool and ocean views.Quiet, private nature retreat with pool and ocean views.Quiet, private nature retreat with pool and ocean views.Quiet, private nature retreat with pool and ocean views.
17
private nature retreat with pool and ocean views.
Hotels in Grand Cayman
Large home on 11 acres surrounded by nature with a pool and ocean views. Need to get away from it all but want the comforts of home? Relax on the deck, cool off in the pool, enjoy the sounds of birds from either of 2 screened in porches, or relax in the airconditioned comfort of the living areas. Rooms are arranged on two floors with 3 bedrooms and 2 bathrooms upstairs and one bedroom and bath on the ground floor. Birdwatchers will see all of Cayman's woodland birds and seasonal migrants at home in the forest of native trees and plants. The wetlands below attract wading birds and local and seasonal ducks. Opportunities for exploring abound or just enjoy the pace of life in this peaceful village. A 3 minute walk and you are on the North Coast beach with superb snorkeling, fishing and shelling. A short drive away are restaurants, stores, watersports and natural attractions including caves and the botanic park. "A perfect naturalist’s hideaway unique to Grand CaymanThis spacious house, owned by naturalist and photographer Frank Roulstone, sits on a forested hilltop on Grand Cayman’s Northeast coast overlooking the Caribbean Sea. The property is primary forest on karst limestone with many endemic plant species and other rare regional plants including West Indian Cedar, Ironwood and the Wild Banana orchid.The galleries around the home are one of the best places on Grand Cayman to identify and photograph the 13 endemic species of land birds including parrots, woodpeckers, vireos, and bullfinches as well as migrants from August to May with 60 species recorded.Across from the property are beaches with excellent snorkeling and seasonal nesting sites for 3 species of sea turtles.I cannot recommend this site more, it is spectacular.-Patricia A. Bradley, author of “A Photographic Guide to the Birds of the Cayman Islands” and co-author of “A Photographic Guide to the Birds of Cuba” and “An Inventory of Breeding Seabirds of the Caribbean”. Mrs. Bradley has authored several field guides and natural history books, and a British Ornithologists’ Union checklist. She is a founding and Life member of the Cayman Islands National Trust, chairing and serving on its Environmental Advisory Committee, and she has served many years on the Cayman Government’s National Conservation Council."About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
10.0/10
Check Availability
Grand Cayman
You Might Like
Grand Cayman Hotels With BreakfastGrand Cayman Hotels With Twin RoomGrand Cayman Hotels With 1 Double BedGrand Cayman Hotels With Swimming PoolGrand Cayman Hotels With Free Cancellation
Black Urchin
Black UrchinBlack UrchinBlack UrchinBlack UrchinBlack UrchinBlack Urchin
99+
Hotels in Grand Cayman
When you stay at Black Urchin in Bodden Town, you'll be on the beach, within a 5-minute drive of Boddentown Art Shop and Mission House. This beach hotel is 11.4 mi (18.3 km) from Port of Georgetown and 13.2 mi (21.3 km) from Seven Mile Beach. Relax and unwind with massages, body treatments, and facials. This hotel also features complimentary wireless internet access, concierge services, and wedding services. Quench your thirst with your favorite drink at the poolside bar. A complimentary buffet breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include dry cleaning/laundry services, laundry facilities, and an elevator. Free self parking is available onsite. Make yourself at home in one of the 21 air-conditioned rooms featuring private pools and flat-screen televisions. Your memory foam bed comes with down comforters and Egyptian cotton sheets. Rooms have private balconies or patios. Kitchens are outfitted with ovens, stovetops, and microwaves. Cable programming and video-game consoles are provided for your entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with separate bathtubs and showers feature deep soaking bathtubs and rainfall showerheads.
Outstanding
41 reviews
9.8/10
Check Availability
Beach Living at Island Pine Villas BLSE
Beach Living at Island Pine Villas BLSEBeach Living at Island Pine Villas BLSEBeach Living at Island Pine Villas BLSEBeach Living at Island Pine Villas BLSEBeach Living at Island Pine Villas BLSEBeach Living at Island Pine Villas BLSE
22
Hotels in Grand Cayman
The Space An updated, slightly modern styled one-bedroom apartment, with comfortable Queen size bed. Great for relaxed living and enjoying the island life to the fullest. There is a fully equipped kitchen to prepare your daily meals, with free Wifi and a smart tv for those quiet evenings in. You can also enjoy your morning coffee while sitting in the screened-in patio off the bedroom. Ceiling fans and central A/C to keep you cool through the days and nights. Located near the popular beachfront restaurant/bar, Coral Beach, you can enjoy all the fun daytime action and nightlife that takes place there too. Guest Access There is free parking available. Island Pine Villas shares a large parking lot next door to the complex. Guests can enjoy a swimming pool with loungers on the sundeck, a BBQ, and on-site coin operated laundry facilities. Interaction At Beach Living, customer service is very important to us and we will be happy to answer any of your questions or concerns. Also, at the property you will be greeted in person by a friendly Beach Living agent to welcome you at check-in! Owen Roberts International Airport is 3.1 miles from the property.
Amazing
9.6/10
Check Availability
1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!
1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!1st Floor 3 BR Ocean View condo sleeps 6. Walking distance to shops/restaurants!
20
Hotels in Grand Cayman
RECEIVE A 10% DISCOUNT FOR EARLY BOOKING 90+ DAYS IN ADVANCE!Plantation Village Unit #9 has recently been listed on VRBO so don't be dismayed by our lack of reviews, but we're hopeful you will change that! Our condo is a first floor unit just steps from the beach. You can enjoy free use of:WiFiCable TVParkingKayaks, Bicycles, Paddle BoardsCribs and High Chairs (pending availability)There are concierge services with a security guard patrolling in the evenings. Cool off in one of the two beautiful fresh water pools and be sure to notice the beautiful landscaping all around the resort. You can snorkel right off the beach that is just steps away! Two grills are right outside the front door in the beautiful courtyard for your home cooked grilled meals.The location is convenient to many great restaurants and shopping areas. If you choose to eat in, you can dine inside or outside in the screened in patio. At sunset, relax in a lounge chair on the beach with a glass of wine, cheese and crackers, and watch the show - it's different every night! There are beach toys to enjoy and a playscape for the kids! Need a crib or highchair? No problem they have free use of cribs and high chairs during your stay pending availability. The office staff are anxious to please, and will help you with reservations and suggestions on places to go and things to do. Check out the brochures in the office and learn about the many fun and exciting adventures that await you. Just want to relax and chill? The study has an entire bookcase of books for you to enjoy. Cable TV has many available channels and there are lots of DVDs if you'd rather not stream from the large flat screen TV.A common concern from tourists is the size of the beach. Because Plantation Village is at the southern end of 7 Mile Beach, our beach reacts to changing tides so the size of the beach can be unpredictable, but the beautiful ocean is always right there for you to enjoy no matter whether the beach is large or small! Snorkel just a few steps out the door and enjoy the underwater world around the coral reefs. Submit any questions you might have by making an inquiry on VRBO and the condo owner will answer as soon as possible.About pets:No pets allowed.About children:Children allowed: ages 0-17.Let us know if you will need a crib..About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
Check Availability
Beach Living at Island Pine Villas BLV
Beach Living at Island Pine Villas BLVBeach Living at Island Pine Villas BLVBeach Living at Island Pine Villas BLVBeach Living at Island Pine Villas BLVBeach Living at Island Pine Villas BLVBeach Living at Island Pine Villas BLV
26
Hotels in Grand Cayman
Great for families! Ground floor two-bedroom, 1.5 bathroom apartment centrally located on the beachside of West Bay Road. Nicely decorated with modern island charm, you'll feel right at home with a fully equipped kitchen, TV with cable, fresh linens and beach towels available for use. The apartment is just a few yards to the powdery white sands of Seven Mile Beach and close to many restaurants and shops. The complex amenities include a swimming pool and sundeck with loungers, cabana seating and a BBQ area. The Space This spacious apartment offers comfortable island decor. The primary bedroom has comfortable queen size bed and a small ensuite toilet room with sink. The second bedroom has a double/full size bed. A Full Bathroom with walk-in shower is available. A full size sofa bed in the Living room for additional guests if needed. The apartment has a fully equipped kitchen, central air conditioning to keep you cool, a small washer/dryer and dishwasher to help you keep things clean. Guest Access Parking is free on site and also in the shared common parking lot next door. The property is accessible through a gate at the front of complex closest to the main road, and also from a gate at the side of complex nearest to the shared parking lot. The beach access is a foot path passed the outdoor swimming pool area at the rear of the property. Interaction At Beach Living, customer service is very important to us and we will be happy to answer any of your questions or concerns. Also, at the property you will be greeted in person by a friendly Beach Living agent to welcome you at check-in! Owen Roberts International Airport is 3.1 miles away.
Great
9.3/10
Check Availability
Beach Living at Island Pine Villas BLAW
Beach Living at Island Pine Villas BLAWBeach Living at Island Pine Villas BLAWBeach Living at Island Pine Villas BLAWBeach Living at Island Pine Villas BLAWBeach Living at Island Pine Villas BLAWBeach Living at Island Pine Villas BLAW
20
Hotels in Grand Cayman
The unit is well equipped with everything you need for a comfortable stay. The master bedroom has a comfy king size bed, ceiling fan, dresser and patio to enjoy your morning coffee along with the natural lighting and a fresh cross breeze. The open loft room over looks the living room and includes 2 single beds and dresser, great for kids. The kitchen has a breakfast bar with stools inviting conversation as meals are prepared or just relaxing after a long day at the beach. It is fully equipped to make meal preparation easy with stainless steel appliances, dishwasher, a coffee maker, toaster, and blender. There is also a covered front balcony that includes a dining table to enjoy your meals or morning coffee outside and enjoy the warm Caribbean weather. The bathroom has a large walk-in shower with sliding glass doors (no bathtub). There are also smart tv's available for you to sign into your favorite streaming service for entertainment. Guest Access There is free parking available on site. Island Pine Villas shares a large complimentary parking lot next door. The complex also offers a large swimming pool (plus loungers on the sundeck), a BBQ, and on-site coin operated laundry facilities. Located within walking distance to several shops, restaurants and bars, you can enjoy all the fun daytime action and nightlife. Interaction At Beach Living, customer service is very important to us and we will be happy to answer any of your questions or concerns. Also, at the property you will be greeted in person by a friendly Beach Living agent to welcome you at check-in! Other thing to note: Owen Roberts International Airport is 3.1 miles away.
Amazing
9.6/10
Check Availability
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool PavilionPrivate 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool PavilionPrivate 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool PavilionPrivate 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool PavilionPrivate 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool PavilionPrivate 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
52
Hotels in Grand Cayman
Welcome to Starfish 2, your luxurious haven just a few steps away from our exclusive private beach on Seven Mile Beach. Indulge in the ultimate beachfront experience with all inclusive stand-up paddleboards, kayaks, beach chairs, loungers, and umbrellas, ensuring your days by the crystal-clear Caribbean Sea are nothing short of perfection.This spacious middle floor penthouse offers 2850 square feet of pure luxury, featuring 4 bedrooms, 4 bathrooms with two seperate living spaces. Entertainment is at your fingertips with a games room featuring an Xbox, poker table and board games—perfect for lively evenings with friends and family. As part of the Boggy Sands Club, Starfish 2 presents an unparalleled blend of comfort and sophistication.The outdoor BBQ area and pool, adorned with loungers, beckon you to unwind in style. Ascend to the rooftop terrace, a haven for relaxation, complete with facilities, loungers, seating, and panoramic Caribbean Sea vistas for gorgeous sunsets.Convenience is key, as the property is within a short walking distance to a supermarket, liquor store and restaurants. For those looking to explore the island, rental cars are readily available for guests within the complex.Starfish 2 at Boggy Sands Club is not just a vacation rental; it's a gateway to an unparalleled Caribbean experience. Book your stay and elevate your Seven Mile Beach getaway to new heights.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:10 Total. This includes Babies..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 10.
Outstanding
15 reviews
10.0/10
Check Availability
7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.
7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.7 Mile Luxury Beach Club. Ocean views from Roof Terrace and Pool Pavilion.
44
Outstanding
6 reviews
10.0/10
Check Availability
See All Hotels With Private Pool in Grand Cayman

FAQs

Where can you find hotels with excellent breakfast in Grand Cayman?

Kimpton Seafire Resort + Spa (from €567),The Ritz-Carlton, Grand Cayman (from €796) and Grand Cayman Marriott Resort (from €246) provide high-quality breakfast. Start your day with fresh, delicious breakfast!

What are some hotels with pools in Grand Cayman?

Grand Cayman Marriott Resort (from €246), Holiday Inn Resort Grand Cayman (from €205) and Hotel Indigo Grand Cayman (from €377) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

What is the best spa hotel in Grand Cayman?

Where can I find the best hotel discounts in Grand Cayman?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Which hotels are recommended near Seven Mile Beach in Grand Cayman?

For Grand Cayman hotels near Seven Mile Beach, many travelers recommend The Ritz-Carlton, Grand Cayman (from €796), Governors Village Seven Mile Beach Corridor (from €233) and The Locale Hotel Grand Cayman (from €198) for their great location and service.