Villas and Holiday homes in Cayman Islands

693 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Cayman Islands holiday homes
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 Private Villa In Starfish Point - Cayman Islands
9.8 11 reviews

Luxury Private Villa In Starfish Point

house, North Side
Les Jalousies, a luxury beach villa in Grand Cayman's North Side district, boasts 400 feet of private beachfront, close proximity to Starfish Point and a short (0.8 km) walk from the Kaibo Yacht Club.
This four-bedroom, four-bathroom property sleeps eight guests and offers a gourmet kitchen with top-of-the-range appliances, a private pool, two docks, kayaks, a sailboat, snorkelling gear, and daily housekeeping (excluding Sundays).
Silver Reef #3 - 2 Br Luxe Oceanfront & Pool - Cayman Islands
No reviews

Silver Reef #3 - 2 Br Luxe Oceanfront & Pool

house, North Side
Silver Reef 3 Oceanfront Condo, a North Side property, is situated a 31km drive from Owen Roberts International Airport and a 19-minute walk from Old Man Bay Beach.
This 112 square metre self-catering apartment boasts two bedrooms, two bathrooms, and a private balcony, comfortably accommodating up to seven guests and offering amenities including a swimming pool, tennis court, and free Wi-Fi.
Korner Kai 2br-2ba At Scenic Kaibo Kai - Beach & Pool - Cayman Islands
No reviews

Korner Kai 2br-2ba At Scenic Kaibo Kai - Beach & Pool

house, Driftwood Village
Korner Kai Condo, a two-bedroom house in Driftwood Village, boasts a beachfront location, a three-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 116 square metre property sleeps eleven guests, offering two bathrooms, a fully equipped kitchen with dishwasher, a Jacuzzi, free Wi-Fi, private parking, and is conveniently located 43.4 kilometres from Owen Roberts International Airport.
The Sand Dollar Ocean View Studio Cottage In East End - Cayman Islands
No reviews

The Sand Dollar Ocean View Studio Cottage In East End

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

Casa Del Mar️steps To 7 Mile Beach - Cayman Islands
9.9 71 reviews

Casa Del Mar️steps To 7 Mile Beach

house
This two-bedroom apartment in West Bay is conveniently located within walking distance of local amenities such as supermarkets, restaurants, and bus routes, as well as the renowned Seven Mile Beach.
The apartment offers a comfortable and spacious living area with modern amenities, including a fully equipped kitchen, free Wi-Fi, air conditioning, and a private outdoor space with a charcoal grill.
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

house
This beachfront villa is situated on the northern coast of Grand Cayman, offering direct access to the sea and spectacular views of the coastline.
This three-bedroom, three-bathroom property accommodates up to nine guests, featuring a fully equipped kitchen, spacious living area, air conditioning, a swimming pool, and parking.
Featherstone Estate, Cayman Brac - Cayman Islands
No reviews

Featherstone Estate, Cayman Brac

house, Cayman Brac
This beachfront Cayman Brac villa, situated in the Featherstone Estate, is 12 kilometres from Charles Kirkconnell International Airport.
The 265 square metre property offers four bedrooms, four bathrooms, three living rooms, accommodating up to 21 guests, and features a private pool, extensive outdoor space with barbecue facilities, and easy access to snorkelling, cycling, and fishing.
Villa At The Sea Front - Cayman Islands
9.9 59 reviews

Villa At The Sea Front

house, North Side
This charming North Side property is located directly on the beachfront, offering stunning ocean views and immediate access to the sand. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It is equipped with modern amenities, including a fully equipped kitchen, air conditioning, and a private garden, perfect for enjoying the beautiful sunsets and exploring the nearby snorkeling spots.

Frequently asked questions about villa rentals in Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

Northern Lights #6 - 2br-2ba Oceanfront Condo On North Side - Cayman Islands
10 1 review

Northern Lights #6 - 2br-2ba Oceanfront Condo On North Side

house, Old Man Bay
Northern Lights #6 Condo, a beachfront property in Old Man Bay, is situated just steps from Old Man Bay Beach and 27 kilometres from Owen Roberts International Airport.
This two-bedroom, two-bathroom apartment offers 172 square metres of space, sleeping up to nine guests and boasting a fully equipped kitchen, free Wi-Fi, private parking, and in-unit laundry facilities.
Cocoplum #3 - 2br Oceanfront Condo On Seven Mile Beach - Cayman Islands
10 1 review

Cocoplum #3 - 2br Oceanfront Condo On Seven Mile Beach

house, George Town
Cocoplum #3 Condo, a beachfront property in George Town, Grand Cayman, is situated steps from Seven Mile Beach and 4km from Owen Roberts International Airport.
This two-bedroom, two-bathroom apartment offers 111 square metres of living space, accommodating up to seven guests and boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, private parking, and a tennis court.
Cozy Cottage - Cayman Islands
10 18 reviews

Cozy Cottage

house
This private 290 sq ft open-plan guest suite is located in a quiet residential district of West Bay, 965 metres from West Bay Public Beach and 1.4 kilometres from Foster's supermarket.
The accommodation offers a private patio, air conditioning, internet, and parking, with a kitchen including a fridge, freezer, and microwave oven, and can host up to two guests in one bedroom and one bathroom.
Cocoplum #1 - 2br Oceanfront Condo On Seven Mile Beach - Cayman Islands
9.0 2 reviews

Cocoplum #1 - 2br Oceanfront Condo On Seven Mile Beach

house, George Town
Cocoplum #1 Condo, a beachfront property in George Town, Grand Cayman, is situated steps from Seven Mile Beach and 4 kilometres from Owen Roberts International Airport.
This two-bedroom, two-bathroom apartment offers 111 square metres of living space, sleeping up to seven guests and boasting a fully equipped kitchen, tennis court, free Wi-Fi, and private parking.

Best Cayman Islands villas and holiday homes with parking

Cocoplum #7 - 2br Oceanfront Condo On Seven Mile Beach - Cayman Islands
9.0 1 review

Cocoplum #7 - 2br Oceanfront Condo On Seven Mile Beach

house, George Town
Cocoplum #7 Condo is a beachfront property in George Town, Grand Cayman, situated a few steps from Seven Mile Beach and 4 km from Owen Roberts International Airport.
This 111 square metre apartment sleeps seven guests, boasting two bedrooms, two bathrooms, a well-equipped kitchen with dishwasher, and a private tennis court, offering stunning ocean views.
Private Pool 3 Bedrooms Oasis Sandalwood Escape - Cayman Islands
10 4 reviews

Private Pool 3 Bedrooms Oasis Sandalwood Escape

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.
Mahogany Breezes Luxury Villa - Cayman Islands
No reviews

Mahogany Breezes Luxury Villa

house, Savannah
Mahogany Breezes Luxury Villa is situated 9 kilometres from Owen Roberts International Airport.
This spacious villa offers 6 bedrooms and 7 bathrooms, accommodating up to 23 guests with a fully equipped kitchen, air conditioning, a swimming pool, garden, and on-site parking.
On The Beach! - Cayman Islands
10 48 reviews

On The Beach!

house, Creek
This Creek oceanfront cottage, located steps from the water and within walking distance of La Esperanza eatery & bar, Eats & Treats, and a local bakery, offers direct access to snorkelling.
The 300 sq ft property comprises two bedrooms, one bathroom, sleeps four, features a fully equipped kitchen with gas stove and full-sized fridge, and offers access to various island activities including rock climbing, caving, diving, bird watching, and hiking.
©2026 cozycozy.com