Villas and Holiday homes in Cayman Islands

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Cayman Islands villas
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613 Villa rentals in Cayman Islands

Best Cayman Islands villas and holiday homes with a pool

Among the 613 accommodations in Cayman Islands, here are the 4 best villas and holiday homes with a pool

The Mastic Chapel Cottage - Cayman Islands
10 1 review
Cayman Islands
04/01 – 28/02
SG$729/nighttotal: SG$40095 (55 )

The Mastic Chapel Cottage

1 2
house , North Side
Mastic Chapel Cottage, a two-bedroom house in North Side, is situated a 27km drive from Owen Roberts International Airport and a 17-minute walk from Old Man Bay Beach.
This 155 square metre property offers two bathrooms, sleeps seven guests, includes a fully equipped kitchen with dishwasher, air conditioning, a swimming pool, free Wi-Fi and private parking.
Thatch Hill - Cayman Islands
Cayman Islands
04/01 – 28/02
SG$1585/nighttotal: SG$87175 (55 )

Thatch Hill

1 2
house , Driftwood Village
This four-bedroom house in Thatch Hill, Driftwood Village, is a one-minute walk from Rum Point Beach and 2.6 kilometres from Water Cay Public Beach.
The 186-square-metre property boasts three bathrooms, a private pool, free Wi-Fi, parking, and a fully equipped kitchen with a microwave and dishwasher, comfortably accommodating up to twelve guests.
Georgetown Villas #203 - Cayman Islands
10 1 review
Cayman Islands
01/08 – 22/08
SG$522/nighttotal: SG$10962 (21 )

Georgetown Villas #203

1 2
house , George Town
Georgetown Villas #203 is a beachfront property in George Town, Grand Cayman, situated steps from Seven Mile Beach and 3.1km from Owen Roberts International Airport.
This 116 square metre, two-bedroom, two-bathroom villa sleeps seven guests and boasts a fully equipped kitchen with dishwasher, private parking, air conditioning, a tennis court, and free Wi-Fi.
The Sand Dollar At Cottages - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$302/nighttotal: SG$2114 (7 )

The Sand Dollar At Cottages

1 2
house , Sand Bluff
The Sand Dollar cottage is situated in Sand Bluff, directly on Colliers Public Beach, a 37-kilometre drive from Owen Roberts International Airport.
This beachfront property offers 46 square metres of living space, sleeping up to seven guests in one bedroom with one bathroom, and features a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.

Best family friendly Cayman Islands villas and holiday home

Among the 613 accommodations in Cayman Islands, here are the 4 best family friendly villas and holiday homes

Private Pool 3 Bedrooms Oasis Sandalwood Escape - Cayman Islands
10 4 reviews
Cayman Islands
01/10 – 05/10
SG$1193/nighttotal: SG$4772 (4 )

Private Pool 3 Bedrooms Oasis Sandalwood Escape

3 4
house , George Town
This three-bedroom villa is situated in George Town, Grand Cayman, a short 0.5km stroll from Seven Mile Beach and 4km from Owen Roberts International Airport.
The 93 square metre property boasts three bathrooms, a private pool, free Wi-Fi, and parking, comfortably accommodating up to 15 guests.
Cayman Luxury Rentals At One Canal Point - Cayman Islands
9.5 105 reviews
Cayman Islands
24/12 – 01/01
SG$1500/nighttotal: SG$12000 (8 )

Cayman Luxury Rentals At One Canal Point

2 4
house , Upper Land
This house is situated in Upper Land, Grand Cayman, just a short distance from Seven Mile Beach and a convenient 3.7 miles from Owen Roberts International Airport. The house enjoys a peaceful location in Upper Land, offering a tranquil escape from the busier tourist areas. It has consistently received excellent ratings for its cleanliness, location, and user experience.
The house spans 324 square metres and is ideal for families or groups. It offers a range of amenities including a swimming pool, jacuzzi, terrace, garden, fitness centre, and private parking. The house is also equipped with a modern kitchen, air conditioning, and internet access.
Steps To Seven Mile Beach - Modern 2br With Pool - Cayman Islands
10 82 reviews
Cayman Islands
01/10 – 08/10
SG$398/nighttotal: SG$2786 (7 )

Steps To Seven Mile Beach - Modern 2br With Pool

2 2
house , West Bay
This newly renovated house is located in West Bay, just a short walk from the famous Seven Mile Beach and within easy reach of a grocery store. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has six bedrooms and is ideal for families or groups of friends. It is equipped with a range of modern amenities, including a swimming pool, a garden, and a dedicated parking space. Guests can also enjoy the convenience of a fully equipped kitchen, air conditioning, and high-speed internet access.
Country Road, Take Me Home - Cayman Islands
9.8 36 reviews
Cayman Islands
15/10 – 16/10
SG$257/nightfor 1 night

Country Road, Take Me Home

1 2
cabin , Savannah
This one-bedroom cabin is situated just two kilometres from Spotts Beach, offering a peaceful retreat close to Savannah's bustling city centre.
The self-catering cottage features a fully equipped kitchen, a private garden, and a private driveway, making it ideal for couples or solo travellers seeking a secluded getaway.

Frequently asked questions about villa rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

Little Cay - Cayman Islands
9.8 97 reviews
Cayman Islands
27/08 – 07/09
SG$151/nighttotal: SG$1661 (11 )

Little Cay

1 1
house , West Bay
This West Bay house, ideally located in the town centre, offers convenient access to local amenities and attractions, though precise distances to specific landmarks remain unspecified.
The self-catering property sleeps two guests in one bedroom and one bathroom, and includes a fridge, freezer, microwave, air conditioning, parking, and internet access.
Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9 60 reviews
Cayman Islands
02/01 – 07/01
SG$886/nighttotal: SG$4430 (5 )

Ocean View At Sunrise Soliloquy - Paradise Villas

1 6
house , East End
This charming villa is situated in the peaceful East End, just across the street from a 300-foot sandy beach, offering a tranquil escape from the hustle and bustle. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The spacious villa boasts four bedrooms and four bathrooms, comfortably accommodating up to 12 guests. Guests can enjoy a range of amenities, including a private pool complex, a fully equipped kitchen, and beach essentials, making it perfect for families and groups seeking a relaxing and enjoyable holiday.
Crystal Kai Condo - Cayman Islands
10 2 reviews
Cayman Islands
01/10 – 05/10
SG$442/nighttotal: SG$1768 (4 )

Crystal Kai Condo

1 4
house , Driftwood Village
Crystal Kai Condo, a beachfront property in Driftwood Village, Grand Cayman, is a 3-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 116-square-metre holiday home boasts two bedrooms, two bathrooms, a jacuzzi, and can accommodate up to seven guests, offering free Wi-Fi, private parking, and a well-equipped kitchen including a dishwasher.
5 Min To Turtle Beach | Mahogany Breezes Villa - Cayman Islands
10 3 reviews
Cayman Islands
16/07 – 19/07
SG$2155/nighttotal: SG$6465 (3 )

5 Min To Turtle Beach | Mahogany Breezes Villa

6 8
house , Savannah
This secluded luxury villa, Mahogany Breezes, is situated in two acres of Savannah woodland, offering privacy and tranquility 24 kilometres from Owen Roberts International Airport and 32 kilometres from Seven Mile Beach.
This six-bedroom, six-bathroom residence accommodates up to twelve guests and features a private swimming pool, a screened patio room for al fresco dining, a wrap-around veranda for wildlife spotting, and is conveniently located five kilometres from Spotts Public Beach, Foster's Countryside supermarket, and Pedro St. James.

Best Cayman Islands villas and holiday homes with parking

Snug Harbour View Condo #3 - Cayman Islands
9.0 3 reviews
Cayman Islands
27/08 – 07/09
SG$285/nighttotal: SG$3135 (11 )

Snug Harbour View Condo #3

1 1
house , George Town
This George Town apartment is situated a 15-minute walk from Seven Mile Beach and 6 kilometres from Owen Roberts International Airport.
The 93-square-metre property offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, air conditioning, a swimming pool, private parking, and free Wi-Fi.
Cocoplum #5 Condo - Cayman Islands
9.0 2 reviews
Cayman Islands
24/12 – 01/01
SG$1902/nighttotal: SG$15216 (8 )

Cocoplum #5 Condo

1 4
house , George Town
Cocoplum #5 Condo is located in George Town, just a short walk from Seven Mile Beach and 4 kilometres from Owen Roberts International Airport. This peaceful location offers easy access to the island's attractions while providing a tranquil escape.
The two-bedroom apartment, spanning 111 square metres, comfortably accommodates up to five guests. It features a fully equipped kitchen, air conditioning, a private swimming pool, a tennis court, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Snug Harbour View Condo #6 - Cayman Islands
9.5 2 reviews
Cayman Islands
25/07 – 31/07
SG$333/nighttotal: SG$1998 (6 )

Snug Harbour View Condo #6

1 2
house , George Town
This George Town apartment is situated a 15-minute walk from Seven Mile Beach and 6 kilometres from Owen Roberts International Airport.
The 93-square-metre one-bedroom condo offers a fully equipped kitchen, private parking, air conditioning, a swimming pool, and sleeps up to three guests, perfect for couples or solo travellers seeking a relaxing beach getaway.
Georgetown Villas #113 - Cayman Islands
10 2 reviews
Cayman Islands
26/11 – 02/12
SG$705/nighttotal: SG$4230 (6 )

Georgetown Villas #113

1 2
house , Seven Mile Beach
Georgetown Villas #113 offers a two-bedroom, two-bathroom property just steps from Seven Mile Beach and 3 km from Owen Roberts International Airport.
This 116 square metre villa sleeps seven guests and boasts a fully equipped kitchen with dishwasher, air conditioning, private parking, free Wi-Fi, and a tennis court.
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