Search Cayman Islands villas and holiday homes

693 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Cayman Islands villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

693 Villa rentals in Cayman Islands

Best Cayman Islands villas and holiday homes with a pool

Among the 693 accommodations in Cayman Islands, here are the 4 best villas and holiday homes with a pool

Luxury 3bd Beach View, # 2 Peach, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach View, # 2 Peach, Stunning Views

house
This detached house, located at 1234 Rum Point Drive in the North Side district of Grand Cayman, offers direct ocean views and is situated within the intimate Ocean Paradise enclave, providing a serene seaside atmosphere.
This property features three bedrooms, three bathrooms, and accommodates up to nine guests, with amenities including a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, and parking, making it ideal for families and groups.
Seven Mile View Condo #1 - Cayman Islands
10 5 reviews

Seven Mile View Condo #1

house, West Bay
Seven Mile View Condo #1, a West Bay property, offers direct beachfront access to Seven Mile Beach and is located 2.4km from Boatswain's Beach and 2.9km from West Bay Beach.
This two-bedroom, two-bathroom apartment boasts 111 square metres of floor space, sleeps seven guests, includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and in-unit laundry facilities, and is 11km from Owen Roberts International Airport.
Incredible Beach Front Villa! - Cayman Islands
10 6 reviews

Incredible Beach Front Villa!

house, George Town
This beachfront villa is situated in George Town, Grand Cayman, a short 5km drive from Owen Roberts International Airport, offering direct access to a private beach area.
The 232 square metre property boasts four bedrooms, two bathrooms, and can accommodate up to 15 guests, featuring a private pool, tennis court, and free Wi-Fi.
The No Problem At Cottages - Cayman Islands
9.3 3 reviews

The No Problem At Cottages

house, Sand Bluff
The No Problem at Cottages is a beachfront property in Sand Bluff, directly on Colliers Public Beach, located 37 kilometres from Owen Roberts International Airport.
This one-bedroom self-catering cottage offers 46 square metres of space, sleeping up to seven guests and boasting a fully equipped kitchen, free Wi-Fi, air conditioning, and a washing machine.

Best family friendly Cayman Islands villas and holiday homes

Among the 693 accommodations in Cayman Islands, here are the 4 best family friendly villas and holiday homes

The Meadows Luxury 3 Bdrm Townhouse With Pool And - Cayman Islands
10 2 reviews

The Meadows Luxury 3 Bdrm Townhouse With Pool And

house
This townhome is situated within The Meadows at Batabano, a secure gated community in West Bay, Grand Cayman, offering a peaceful island escape conveniently located a short walk from the resort-style lap pool and community clubhouse.
This family-friendly residence accommodates up to six guests across three bedrooms and three bathrooms, featuring a modern kitchen with brand-new stainless steel appliances, air conditioning, a private garden, and a fitness centre, with the primary suite boasting a walk-out balcony with elevated grounds and slight ocean views.
Stunning Little Cayman 3 Bedroom Beach Townhouse - Cayman Islands
10 85 reviews

Stunning Little Cayman 3 Bedroom Beach Townhouse

apartment, Little Cayman
This charming house is located on Little Cayman, just a short walk from Little Cayman Beach, Owen Island Beach, and Booby Pond Nature Reserve, with Little Cayman Beaches and South Hold Sound within 10 kilometres. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The property features three bedrooms and three bathrooms, comfortably accommodating up to nine guests. It offers a range of amenities and activities, including a private outdoor pool, a spa tub, barbecue grills, a fully equipped kitchen, and a Smart TV.
Casa De Bells 4 - Cayman Islands
9.9 79 reviews

Casa De Bells 4

house
This one-bedroom flat is situated in Spotts Newlands, just a short distance from Spotts Beach, making it ideal for enjoying the sun and sand. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The flat comfortably accommodates up to three guests and features a private garden and gazebo, perfect for relaxing or dining outdoors. Guests can also enjoy amenities such as air conditioning, a Jacuzzi, and a private driveway, ensuring a comfortable and enjoyable stay.
Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite - Cayman Islands
No reviews

Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite

house
This luxurious villa is located in Breakers, Grand Cayman, a desirable district offering convenient access to major landmarks within a short distance.
This 8-bedroom, 8-bathroom residence accommodates up to 24 guests and features a swimming pool, jacuzzi, and air conditioning, providing a stylish and upscale experience for discerning travellers.

Frequently asked questions about villa rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

Northside Grand Cayman Getaway W/ Private Beach! - Cayman Islands
9.6 38 reviews

Northside Grand Cayman Getaway W/ Private Beach!

house, North Side
This North Side property is situated just a short distance from Rum Point Beach, a popular spot known for its calm waters and relaxed atmosphere. It has received excellent ratings for user experience, location and cleanliness.
The house offers 139 square metres of space and can accommodate up to 10 guests in its four bedrooms. Enjoy a private beach, stunning sea views, a fully equipped kitchen, free Wi-Fi, a garden, a spa, and parking.
Georgetown Villas #202 Oceanfront On 7 Mile Beach - Cayman Islands
9.0 3 reviews

Georgetown Villas #202 Oceanfront On 7 Mile Beach

house, George Town
Georgetown Villas #202, a beachfront property on Seven Mile Beach in George Town, Grand Cayman, is a two-minute walk from the beach and 3.1 kilometres from Owen Roberts International Airport.
This 116 square metre oceanfront villa offers two bathrooms, sleeps five guests, and includes a fully equipped kitchen, private patio, swimming pool access, free Wi-Fi, and a washing machine.
Incredible Beach Front Villa With A Pool&shipwreck - Cayman Islands
9.5 48 reviews

Incredible Beach Front Villa With A Pool&shipwreck

house
This beachfront property is located in South Sound, just a short walk from popular restaurants and shops. The property has received excellent ratings for location, cleanliness, and overall experience.
The villa offers four bedrooms and two bathrooms, accommodating up to eight guests. The spacious villa features a fully equipped kitchen, a large office space, a patio with a barbecue, a swimming pool, a garden, and direct beach access, perfect for families and groups seeking a relaxing and enjoyable stay.
7 Up Condo At Kaibo Kai - Cayman Islands
9.0 1 review

7 Up Condo At Kaibo Kai

house, Driftwood Village
This charming house is located in Driftwood Village, just a short walk from Rum Point Beach and 1.9 kilometres from Water Cay Public Beach, offering easy access to some of the area's most popular attractions. The house is perfect for families or groups of friends, with two bedrooms, two bathrooms, and a spacious living area that can comfortably accommodate up to seven guests.
The property boasts a private pool with stunning views, a well-equipped kitchen, and a terrace with sea views, perfect for relaxing and enjoying the Caribbean sunshine. Guests can also enjoy the convenience of air conditioning, free Wi-Fi, and private parking.

Best Cayman Islands villas and holiday homes with parking

Charming 2 Bdr Canal-front Escape In Rum Point - Cayman Islands
No reviews

Charming 2 Bdr Canal-front Escape In Rum Point

house, Driftwood Village
This canal-front detached house in Driftwood Village is located just a 3-minute walk from Rum Point Beach and 39 kilometres from Owen Roberts International Airport.
This spacious 255 square metre holiday home offers accommodation for up to 10 guests with 2 bedrooms, 2 bathrooms, a well-equipped kitchen, air conditioning, a garden, and complimentary on-site parking.
Hideaway At Seagull #25 Condo - Cayman Islands
10 2 reviews

Hideaway At Seagull #25 Condo

house, George Town
Hideaway at Seagull #25 Condo is a beachfront property in George Town, Grand Cayman, a three-minute walk from Seven Mile Beach and 5 kilometres from Owen Roberts International Airport.
This 74-square-metre apartment offers one bedroom, one bathroom, sleeps three guests, and features a private garden, terrace, barbecue facilities, free Wi-Fi, and parking.
Oceanfront 3-br Condo With Large Beachfront Terrace - Cayman Islands
10 1 review

Oceanfront 3-br Condo With Large Beachfront Terrace

house, Seven Mile Beach
This oceanfront condo is situated on Seven Mile Beach, Grand Cayman, a two-minute walk from the beach and 4 kilometres from Owen Roberts International Airport.
The 150 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, fully equipped kitchen, free Wi-Fi, and a large beachfront terrace.
Colonial Kai Condo - Cayman Islands
10 1 review

Colonial Kai Condo

house, Driftwood Village
Colonial Kai Condo, a two-bedroom house in Driftwood Village, is a 3-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 116-square-metre property sleeps seven, boasting two bathrooms, a fully equipped kitchen with dishwasher, a Jacuzzi, free Wi-Fi, private parking, and bed linen and towels provided; no stag or hen parties are permitted.
©2026 cozycozy.com