Silver Reef 1 Luxury 2br Beachfront Retreat With Pool
1 2
house , Old Man Bay
This beachfront house in Old Man Bay offers direct access to Old Man Bay Beach and is located 17 miles from Owen Roberts International Airport. This 1160 square foot home accommodates up to 7 guests with two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a garden, with complimentary WiFi available on the private patio.
9.0 2 reviews
Cayman Islands
10/01 – 10/08
$424/nighttotal: $2968 (7 )
Cocoplum #8 Condo
1 2
house , George Town
Cocoplum #8 Condo is a beachfront property in George Town, Grand Cayman, located steps from Seven Mile Beach and 2.5 miles from Owen Roberts International Airport. This 1190-square-foot condo boasts two bedrooms, two bathrooms, and accommodates up to nine guests, featuring a full kitchen with dishwasher, private parking, a tennis court, and stunning sea views.
Cayman Islands
12/24 – 01/01
$1159/nighttotal: $9272 (8 )
The Mastic Cana Luxury Cottage
1 4
house , North Side
This luxury cottage is located in North Side, a 17-minute walk from Old Man Bay Beach and 19 miles from Owen Roberts International Airport. This 1870-square-foot house features two bedrooms, two bathrooms, and accommodates up to 11 guests, boasting a private pool, free Wi-Fi, and a fully equipped kitchen with a dishwasher and microwave.
Cayman Islands
12/24 – 01/01
$1166/nighttotal: $9328 (8 )
Kaibo Hacienda Condo
1 4
house , Driftwood Village
Kaibo Hacienda Condo, a two-bedroom, two-bathroom house in Driftwood Village, offers convenient access to Water Cay Public Beach (a 3-minute walk) and Rum Point Beach (1.5 miles). This 1190-square-foot vacation rental boasts a fully equipped kitchen, private parking, a swimming pool, a hot tub, and can comfortably accommodate up to 11 guests.
9.6 19 reviews
Cayman Islands
10/15 – 10/16
$178/nightfor 1 night
Da' Place
1 2
house , West Bay
This West Bay cottage is conveniently located near the main bus route, minutes from pristine beaches, and close to shops and restaurants. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, air conditioning, and excellent guest reviews; enjoy the tranquil island setting and proximity to West Bay attractions.
Cayman Islands
06/27 – 07/04
$385/nighttotal: $2695 (7 )
Silver Reef 3 Oceanfront Condo
1 2
house , North Side
Silver Reef 3 Oceanfront Condo, a North Side vacation rental, is a 19-minute walk from Old Man Bay Beach and 19 miles from Owen Roberts International Airport. This 1210-square-foot condo features two bedrooms, two bathrooms, and accommodates up to seven guests, offering a private balcony, swimming pool, tennis court, and fully equipped kitchen including a dishwasher and microwave.
9.6 5 reviews
Cayman Islands
01/11 – 01/21
$2757/nighttotal: $27570 (10 )
Incredible Beach Front Villa!
4 2
house , George Town
This beachfront villa is located near George Town, Grand Cayman, a short 3.1-mile drive from Owen Roberts International Airport, offering direct access to a private beach. This 2,500-square-foot, four-bedroom home sleeps 15 guests and boasts a private pool, tennis court, and fully equipped kitchen with a dishwasher, plus free Wi-Fi and parking.
9.7 3 reviews
Cayman Islands
10/01 – 10/08
$469/nighttotal: $3283 (7 )
Enjoy Sunsets At Fully Equipped Condo At The Beach
3 2
house , George Town
This 3-bedroom house is located on Seven Mile Beach in George Town, just a short walk from the beach and 3.1 miles from Owen Roberts International Airport. The house offers stunning sea views and direct access to the world-renowned Seven Mile Beach. The house is 1,510 square feet and can accommodate up to 10 guests. It features a fully equipped kitchen with a dishwasher, oven, and microwave, a private patio, a swimming pool, cable TV, a washing machine, and free Wi-Fi.
10 5 reviews
Cayman Islands
10/01 – 10/08
$430/nighttotal: $3010 (7 )
Seven Mile View Condo #1
1 2
house , West Bay
Seven Mile View Condo #1, located in West Bay, Grand Cayman, offers direct beachfront access to Seven Mile Beach and is a short drive from Boatswain's Beach and West Bay Beach. This 1190-square-foot condo features two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, and private parking.
10 2 reviews
Cayman Islands
09/15 – 10/14
$355/nighttotal: $10295 (29 )
Allure #22 3br Waterfront
1 3
house , Red Bay Estate
This Red Bay Estate vacation home is located 1.9 miles from Owen Roberts International Airport, offering convenient access to Grand Cayman's attractions. The 2380-square-foot property features three bedrooms, three bathrooms, and accommodates up to 11 guests, boasting a private pool, balcony with sea views, and a fully equipped kitchen with modern appliances.
9.0 2 reviews
Cayman Islands
08/01 – 08/31
$292/nighttotal: $8760 (30 )
Cayman Reef Resort #6
1 2
house , George Town
Cayman Reef Resort #6 is located directly on Seven Mile Beach in George Town, just 2.5 miles from Owen Roberts International Airport. The resort offers easy access to the beach and is close to local attractions and amenities. This 1-bedroom, 1-bathroom vacation rental has a floor area of 800 square feet and can accommodate up to 5 guests. Guests can enjoy a fully equipped kitchen, air conditioning, a swimming pool, a tennis court, and a private balcony with stunning ocean views.
Cayman Islands
06/27 – 07/04
$1292/nighttotal: $9044 (7 )
Flip Flop Kai
1 2
house , Driftwood Village
This Driftwood Village villa is a 13-minute walk from Water Cay Public Beach and 1 mile from Rum Point Beach, offering convenient access to two beautiful beaches. The three-bedroom, three-bathroom home sleeps 12 guests and features a private dock, indoor and outdoor pools, a terrace, garden, fully equipped kitchen with dishwasher and microwave, air conditioning, free Wi-Fi, and on-site parking.
Best Cayman Islands villas and beach houses with a pool
Among the 613 accommodations in Cayman Islands, here are the 4 best villas and beach houses with a pool
9.2 6 reviews
Cayman Islands
06/27 – 07/04
$248/nighttotal: $1736 (7 )
Snug Harbour View Condo #1
1 2
house , George Town
This George Town condo, a 15-minute walk from Seven Mile Beach and 3.7 miles from Owen Roberts International Airport, offers convenient access to Grand Cayman's top attractions. Snug Harbour View Condo #1 boasts 1,000 square feet of space, including one bedroom, one bathroom, and amenities such as a private balcony with sea views, a swimming pool, and parking; it comfortably sleeps three guests.
9.0 2 reviews
Cayman Islands
08/27 – 09/07
$405/nighttotal: $4455 (11 )
Cocoplum #5 Condo
1 1
house , George Town
Cocoplum #5 Condo is located on Seven Mile Beach in George Town, just a short walk from the white sand and turquoise waters. The condo offers breathtaking views of the Caribbean Sea. This two-bedroom, two-bathroom vacation rental provides ample space for up to five guests and features a fully equipped kitchen, air conditioning, and a private swimming pool. Enjoy relaxing amenities like free Wi-Fi, a tennis court, and a peaceful setting.
Cayman Islands
12/24 – 01/01
$1136/nighttotal: $9088 (8 )
Blue Moon
1 4
house , Gun Bay
Blue Moon, a Gun Bay vacation home, is located 19 miles from Owen Roberts International Airport, offering stunning sea views. This two-bedroom, two-bathroom rental sleeps seven guests and features a well-equipped kitchen with a dishwasher and microwave, free Wi-Fi, on-site parking, and a private garden.
10 1 review
Cayman Islands
01/11 – 01/21
$2572/nighttotal: $25720 (10 )
Halcyon Point
1 2
house , Old Man Bay
This five-bedroom, five-bathroom house in Halcyon Point, Old Man Bay, boasts a direct beachfront location on Old Man Bay Beach and is 17 miles from Owen Roberts International Airport. The 14-guest luxury home features a private pool, jacuzzi, and terrace, along with a fully equipped kitchen including a microwave and dishwasher, free Wi-Fi, air conditioning, and free parking.
Best family friendly Cayman Islands villas and beach houses
Among the 613 accommodations in Cayman Islands, here are the 4 best family friendly villas and beach houses
Cayman Islands
08/06 – 08/16
$1089/nighttotal: $10890 (10 )
Oceans 9 / Luxe 4 Br Villa
4 3
apartment , West Bay
This beachfront villa in West Bay, Grand Cayman, is steps from West Bay Beach and 8.7 miles from Owen Roberts International Airport. This 3400-square-foot home features four bedrooms, three bathrooms, a private pool, and can comfortably accommodate 15 guests, offering a fully equipped kitchen, free Wi-Fi, and private parking.
9.8 137 reviews
Cayman Islands
06/27 – 07/04
$247/nighttotal: $1729 (7 )
Luxury Villa Just A Few Steps From 7 Mile Beach
1 2
house , West Bay
This West Bay villa is located just steps from the famous Seven Mile Beach, offering easy access to the best snorkeling, swimming, and sunbathing in the area. It has received excellent ratings for location, cleanliness, and user experience. The villa has one bedroom and one bathroom, comfortably accommodating up to four guests. It comes with a fully equipped kitchen, air conditioning, a private garden, a fitness center, parking, and beach gear, making it perfect for a relaxing and enjoyable vacation.
9.2 5 reviews
Cayman Islands
07/21 – 07/28
$343/nighttotal: $2401 (7 )
Featherstone Cottage, Cayman Brac
1 2
house , Cayman Brac
Featherstone Cottage is a one-bedroom house located in Cayman Brac, just 7.5 miles from the Charles Kirkconnell International Airport. This vacation rental offers a private pool, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it perfect for a relaxing getaway for up to 7 guests.
10 26 reviews
Cayman Islands
10/01 – 10/05
$374/nighttotal: $1496 (4 )
Beautiful Townhome By The Beach
1 4
house , West Bay
This West Bay condo, located in the south end, offers direct access to Seven Mile Beach and is within walking distance of a grocery store. The two-story home features two bedrooms (king and queen beds), two full bathrooms, a half-bath, a sleeper sofa accommodating six guests, a private patio, in-unit laundry, and access to a shared pool and garden.
Frequently Asked Questions about villa rentals in Cayman Islands
What are the must-see attractions in the Cayman Islands?
The Cayman Islands offer a lot! For stunning beaches, Seven Mile Beach on Grand Cayman is iconic. Stingray City, also on Grand Cayman, is a unique experience where you can interact with southern stingrays in shallow water. On Cayman Brac, the Cayman Brac National Trust offers hiking trails and incredible views from the bluff. The Mastic Trail on Grand Cayman is a great option for nature lovers. For history buffs, the National Museum in George Town is a must-see.
What are the best villa rentals in Cayman Islands?
Which airports are best for accessing the Cayman Islands?
Owen Roberts International Airport (GCM) on Grand Cayman is the main airport, handling most international flights. Cayman Brac International Airport (CYB) serves Cayman Brac and Little Cayman. The best airport for you depends on which island you plan to visit. Most travelers fly into GCM.
What are the best villa rentals with a pool in Cayman Islands?
Driving in the Cayman Islands is generally safe, but it's important to drive defensively. The roads are well-maintained, but some roads are narrow, particularly in more rural areas. Remember to drive on the left side of the road.
What are the best villa rentals for families and kids in Cayman Islands?
How can you avoid cultural misunderstandings while in the Cayman Islands?
Caymanians are known for their friendliness and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions will help ensure a pleasant experience. Things move at a slower pace here, so relax and enjoy it!
What are the best pet friendly villa rentals in Cayman Islands?
What are the headline festivals hosted in the Cayman Islands?
The Pirates Week Festival is a major event, usually held in November, celebrating the islands' seafaring history. Cayman Cookout, a food and wine festival featuring renowned chefs, is another popular event. There are also several smaller, local festivals throughout the year.
What are the best villa rentals with parking in Cayman Islands?
Which locations in the Cayman Islands are reputed for excellent weather?
The Cayman Islands enjoy warm, sunny weather year-round. All three islands – Grand Cayman, Cayman Brac, and Little Cayman – have consistently good weather, though there is a higher chance of rain during the hurricane season (June to November).
Where are the best spots for a weekend stay in the Cayman Islands?
For a weekend getaway, Seven Mile Beach on Grand Cayman offers luxury resorts and plenty of activities. If you prefer a more relaxed atmosphere, consider a stay in a smaller guesthouse on Cayman Brac or Little Cayman.
Where are the best places to stay for a week in the Cayman Islands?
For a week-long stay, Grand Cayman offers the widest range of accommodation options, from luxury resorts to condos and smaller hotels. If you're looking for a quieter, more secluded experience, Cayman Brac and Little Cayman are excellent choices.
Top regions
Cayman Islands
Best Cayman Islands houses with a kitchen
10 2 reviews
Cayman Islands
07/21 – 07/28
$658/nighttotal: $4606 (7 )
4-bed Luxury Villa In Little Cayman
4 2
house , Little Cayman
The Sanctuary, a private villa in Little Cayman, offers secluded luxury near pristine beaches and a short drive from the island's main attractions. This four-bedroom, four-bathroom house sleeps ten guests and boasts a fully equipped kitchen, private jacuzzi, ocean views, and includes snorkel gear, kayaks, and paddleboards for exploring Little Cayman's waters.
9.0 1 review
Cayman Islands
06/27 – 07/04
$256/nighttotal: $1792 (7 )
Summertime Suites #50
1 2
house , West Bay
Summertime Suites #50, a one-bedroom condo in West Bay, is located 6.8 miles from Owen Roberts International Airport. This 500-square-foot unit sleeps five and features a fully equipped kitchen, air conditioning, a swimming pool, free Wi-Fi, and stunning sea views.
10 1 review
Cayman Islands
06/27 – 07/04
$281/nighttotal: $1967 (7 )
Seven Mile View Condo #3b
1 2
house , West Bay
Seven Mile View Condo #3B, a beachfront rental in West Bay, Grand Cayman, offers direct access to Seven Mile Beach and is 1.5 miles from Boatswain's Beach and 1.8 miles from West Bay Beach. This 650-square-foot condo features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and free parking.
Cayman Islands
06/27 – 07/04
$2165/nighttotal: $15155 (7 )
Luxury Penthouse At Sea Breeze #9
4 2
house , Seven Mile Beach
This luxury penthouse is located steps from Seven Mile Beach in Grand Cayman, 6.2 miles from Owen Roberts International Airport. The 3,800-square-foot property boasts four bedrooms, five bathrooms, and accommodates up to 14 guests, featuring a private pool, jacuzzi, fitness center, and fully equipped kitchen with a dishwasher.
Best Cayman Islands houses with parking
Cayman Islands
06/27 – 07/04
$414/nighttotal: $2898 (7 )
Seven Mile View Condo #2
1 2
house , West Bay
Seven Mile View Condo #2 is a beachfront property in West Bay, Grand Cayman, steps from Seven Mile Beach, 1.5 miles from Boatswain's Beach, and 1.8 miles from West Bay Beach. This 1190-square-foot condo features two bedrooms, two bathrooms, accommodates seven guests, and includes a well-equipped kitchen, air conditioning, a swimming pool, a balcony with ocean views, free Wi-Fi, and free private parking.
Cayman Islands
09/15 – 10/14
$205/nighttotal: $5945 (29 )
The Banana Bird At Cottages
1 3
house , Sand Bluff
The Banana Bird Cottage is a beachfront rental in Sand Bluff, Grand Cayman, located directly on Colliers Public Beach and 23 miles from Owen Roberts International Airport. This 500-square-foot house features one bedroom, one bathroom, and sleeps up to seven guests, offering free Wi-Fi, private parking, a well-equipped kitchen, and a cable flat-screen TV.
9.6 7 reviews
Cayman Islands
11/28 – 12/05
$261/nighttotal: $1827 (7 )
Just Chillin In Little Cayman
2 3
house , Head of Bay
Just Chillin in Little Cayman is located in Head of Bay, just a short 3.7 miles from Edward Bodden Airfield Airport, making it a convenient choice for travelers. The surrounding area offers beautiful landscapes and scenic cycling opportunities. The villa features 2 bedrooms and 2 bathrooms, comfortably accommodating up to 4 guests. It offers a private pool, terrace, air conditioning, a fully equipped kitchen, free Wi-Fi, and free private parking.
Cayman Islands
06/27 – 07/04
$1357/nighttotal: $9499 (7 )
Casa Luna 17
1 2
house , George Town
Casa Luna 17, a house in George Town, is located 2.5 miles from Owen Roberts International Airport. This accommodation features air conditioning, a dishwasher, microwave, WiFi, private parking, a garden, and a terrace with sea views, accommodating up to 10 guests with 4 bathrooms and 3 bedrooms.