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Cayman Islands vacation rentals
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Best Vacation rentals and Airbnb offers in Cayman Islands

Best family friendly Cayman Islands vacation rentals

Among the 3524 accommodations in Cayman Islands, here are the 4 best family friendly rentals

New Listing - Breezy Bluff Cottage - Cayman Islands
10 9 reviews

New Listing - Breezy Bluff Cottage

house, Cayman Brac
Breezy Bluff Cottage is located on the south side of Cayman Brac, between the Le Soleil d'Or hotel and the Beach Club, offering easy access to nearby attractions.
This two-bedroom, one-and-a-half-bathroom Cayman Brac vacation rental sleeps four, boasting a fully equipped kitchen with a freezer and dishwasher, air conditioning, private beach access, an outdoor barbecue area, and stunning ocean views; enjoy on-site swimming, kayaking, and biking opportunities.
Oceanfront With 7 Mile Beach Views, Ground-floor, Pool, Sleeps 6 - Cayman Islands
10 14 reviews

Oceanfront With 7 Mile Beach Views, Ground-floor, Pool, Sleeps 6

apartment, West Bay
This three-bedroom West Bay apartment is conveniently located just a four-minute walk from Seven Mile Beach and a short drive from Boatswain's Beach.
The 1,700 square foot apartment features a private pool, hot tub, and a terrace with stunning ocean views, making it ideal for families or groups of up to 11 guests.
3-suite Group Stay At Blue Pavilion - Steps To Beach - 3 Kitchens - Cayman Islands
No reviews

3-suite Group Stay At Blue Pavilion - Steps To Beach - 3 Kitchens

apartment, West Bay
This West Bay condo is a two-minute walk from Seven Mile Beach and 6.8 miles from Owen Roberts International Airport (GCM).
The 3,000-square-foot rental boasts four bedrooms, three bathrooms, two living rooms, three kitchens, and can accommodate up to 15 guests, offering amenities such as a private parking, tennis court, and concierge services including shuttle service and bicycle rentals.
Suite 1, Blue Pavilion - Steps To Beach - New Ac - Cayman Islands
8.3 17 reviews

Suite 1, Blue Pavilion - Steps To Beach - New Ac

apartment, West Bay
Blue Pavilion Suite 1, a West Bay apartment rental, is located a three-minute walk from Seven Mile Beach and 6.8 miles from Owen Roberts International Airport.
This 650-square-foot unit features one bedroom, one bathroom, and accommodates up to five guests, offering a terrace, garden, free Wi-Fi, and free private parking, plus nearby snorkeling and cycling.

Best Cayman Islands vacation rentals with a pool

Among the 3524 accommodations in Cayman Islands, here are the 4 best rentals with a pool

Cassava Point Villa 4d - 3br Oceanfront At Sea Haven - Cayman Islands
10 1 review

Cassava Point Villa 4d - 3br Oceanfront At Sea Haven

house, Omega Gardens
Cassava Pointe 4D at Sea Haven, located in Omega Gardens, Grand Cayman, is a 3.7-mile drive from Owen Roberts International Airport.
This 2400-square-foot vacation home features three bedrooms, two bathrooms, a private pool, and can comfortably accommodate up to 11 guests, offering free Wi-Fi, parking, and a fully equipped kitchen.
Windsong #2 Beautiful Boggy Sand Beach, Smb. - Cayman Islands
9.9 33 reviews

Windsong #2 Beautiful Boggy Sand Beach, Smb.

apartment
This West Bay condo is just 100 feet from Boggy Sand Beach, a quiet stretch of Seven Mile Beach known for its natural beauty and calm waters. The property is located on Historic Boggy Sand Road, close to Barker's National Park and the Kittiwake Shipwreck and Artificial Reef. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 1500 square foot, two-bedroom condo comfortably accommodates up to four guests. Enjoy a private pool, lush gardens, and a fully equipped kitchen. The complex offers concierge services, snorkeling gear rental, and child-friendly amenities, making it a perfect choice for families.
Panoramic Views - Luxury Ocean Front Family Escape - Cayman Islands
10 12 reviews

Panoramic Views - Luxury Ocean Front Family Escape

apartment
This newly renovated condo offers a prime sea-front location directly on the Seven Mile Beach Corridor in George Town, providing immediate beach access and close proximity to local shops and attractions. This stylish residence features three bedrooms, two bathrooms, and accommodates up to six guests with amenities including a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking, plus a dedicated office space.
Beautiful Oceanfront Condo In Peaceful North Side - Cayman Islands
10 114 reviews

Beautiful Oceanfront Condo In Peaceful North Side

apartment, Rum Point
This luxurious condo rental in Kaibo, North Side, Grand Cayman, boasts direct beach access next to the Kaibo Yacht Club, offering easy access to its marina, restaurants, and bars.
The two-bedroom, two-bathroom unit sleeps six guests comfortably, featuring a king bed, queen bed, extra-long twin trundle bed, and queen pull-out sofa, plus a large screened porch overlooking the ocean, a shared pool, and hot tub, and plentiful beach amenities.

Frequently Asked Questions about vacation rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands vacation rentals with parking

Brac Searenity | Oceanfront Coastal Chic Condo - Cayman Islands
9.5 46 reviews

Brac Searenity | Oceanfront Coastal Chic Condo

apartment
This newly remodeled two-bedroom condo is located on the South Side East of Cayman Brac, offering direct beach access and mesmerizing ocean views.
The 2-bedroom, 1-bathroom unit features an open-concept layout, sleeps four guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher; a shared pool, patio, and complimentary bikes are also available.
Caribbean Paradise #29 - South Sound Oceanfront 2br Condo With Pool - Cayman Islands
10 2 reviews

Caribbean Paradise #29 - South Sound Oceanfront 2br Condo With Pool

house, Lambert House
Lambert House, a beachfront condo, is conveniently located 3.7 miles from Owen Roberts International Airport in Grand Cayman.
This 1500-square-foot vacation rental boasts two bedrooms, two bathrooms, and can comfortably accommodate up to 11 guests, featuring a fully equipped kitchen, private parking, a swimming pool, and a tennis court.
Sundial Cove - Cayman Islands
No reviews

Sundial Cove

apartment
This 2-bedroom, 2-bathroom condo at Sundial Cove offers panoramic ocean views from its quiet north-side location on Cayman Brac, 3 miles from the airport and within walking distance of shops, providing direct access to snorkeling and beachcombing. This vacation rental, accommodating up to 6 guests, features a private pool, a seaside patio for sunset viewing, and is conveniently located near Charlie's Reef (1.2 miles), Cemetery Wall (1.2 miles), Skull Cave (1.5 miles), and Bamboo Bay (1.6 miles).
Sea Beauty By Grand Cayman Villas - Cayman Islands
10 4 reviews

Sea Beauty By Grand Cayman Villas

apartment
This East End cottage is located just a short distance from Grand Cayman Beaches, the Mastic Trail South Trailhead, and the Queen Elizabeth II Botanic Park, offering easy access to the island's natural beauty. The cottage has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cozy two-bedroom cottage is perfect for families or small groups, offering 1800 square feet of space to relax and enjoy. The property includes a fully equipped kitchen, a private terrace, a garden, a spa, a fitness center, and concierge services, providing everything you need for a comfortable and enjoyable stay.

Best Cayman Islands vacation rentals with a balcony

Cayman Luxury Rentals At Cayman Club # 25 - Cayman Islands
10 2 reviews

Cayman Luxury Rentals At Cayman Club # 25

apartment, Grand Cayman
Cayman Club #25, a one-bedroom condo, is situated in the Seven Mile Beach area of Grand Cayman, a short walk from the beach and 3.1 miles from Owen Roberts International Airport.
This 2,300-square-foot unit boasts three bathrooms, sleeps eleven guests, and includes a full kitchen, private balcony, swimming pool, jacuzzi, and air conditioning, offering easy access to Seven Mile Beach's restaurants and water sports.
Grand Cayman Marriott Beach Resort - Cayman Islands
8.8 1522 reviews

Grand Cayman Marriott Beach Resort

resort, George Town
The Grand Cayman Marriott Resort is located on Seven Mile Beach in George Town, just a short distance from the Links at Safehaven Golf Course and a quick drive from the airport. This resort is highly rated for its location, cleanliness, and overall experience.
The resort is designed with a beach house aesthetic, offering comfortable rooms with balconies and modern amenities. Guests can enjoy a variety of on-site dining options, relax by the oceanfront pool, pamper themselves at the spa, explore the tropical gardens, and take advantage of the many activities and features available at the resort.
Lighthouse Point Residences - Cayman Islands
9.0 6 reviews

Lighthouse Point Residences

apartment, West Bay
Lighthouse Point Residences is located in West Bay, just a short walk from two popular beaches, Boatswains Beach and West Bay Beach, making it a prime spot for enjoying the Caribbean sunshine. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
This one-bedroom apartment has a fully equipped kitchen with a fridge, microwave oven, and dishwasher, perfect for preparing meals. Enjoy the on-site restaurant, the outdoor pool, the terrace, and the garden, as well as the convenient parking, free Wi-Fi, and the barbecue facilities.
Kaibo Yacht Club Phase 2 Unit # A9 - Cayman Islands
9.4 11 reviews

Kaibo Yacht Club Phase 2 Unit # A9

apartment, Driftwood Village
Kaibo Yacht Club Phase 2 Unit #A9, a beachfront condo in Driftwood Village, offers stunning ocean views and is a three-minute walk from Water Cay Public Beach and a 1.5-mile drive from Rum Point Beach.
This 1,260-square-foot apartment features two bedrooms, two bathrooms, accommodates up to eleven guests, and includes a fully equipped kitchen, private parking, Wi-Fi, an infinity pool, a hot tub, and an on-site bar.
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