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

Babylon Reef - Cayman Islands
9.0 1 review

Babylon Reef

house, North Side
This North Side villa, situated a 29-kilometre drive from Owen Roberts International Airport and steps from Old Man Bay Beach, offers direct beach access and a peaceful retreat.
The 260-square-metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, microwave, dishwasher, free Wi-Fi, and private parking; snorkelling is available directly from the private backyard.
Callie Kai At Kaibo Yacht Club - Cayman Islands
10 2 reviews

Callie Kai At Kaibo Yacht Club

house, Driftwood Village
Callie Kai, a beachfront property in Driftwood Village, Grand Cayman, is steps from Rum Point Beach and 1.9km from Water Cay Public Beach.
This 116 square metre two-bedroom, two-bathroom villa sleeps seven, boasting a private balcony with sea views, a well-equipped kitchen, Jacuzzi, and free Wi-Fi and parking.
Luxury 3bd Beach View, # 3 Blue, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach View, # 3 Blue, Stunning Views

house
This oceanfront villa, painted a distinctive blue, offers direct beach access within the exclusive Ocean Paradise enclave on North Side, Grand Cayman.
Accommodating up to nine guests, this three-bedroom, three-bathroom property features a fully equipped kitchen with high-end appliances, air conditioning, a swimming pool, and parking, making it ideal for families seeking a seaside retreat.
Timmys Place - Cayman Islands
9.0 1 review

Timmys Place

house, Driftwood Village
Timmy's Place, an oceanfront villa in Driftwood Village, boasts direct access to Rum Point Beach and is situated 37 kilometres from Owen Roberts International Airport.
This three-bedroom, three-bathroom property sleeps twelve guests and offers a fully equipped kitchen with a dishwasher and microwave, air conditioning, free Wi-Fi, private terrace, and on-site parking.

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

Luxury 3bd Ocean View, # 1 Cream, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

house
This detached residence, located on the northern coast of Grand Cayman, offers direct beach access and is within a 5 kilometre radius of Stingray City, Rum Point, and the restaurants and beaches of Kaibo.
This family-friendly property accommodates up to nine guests across three bedrooms and three bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, and parking, with beach sports readily available.
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.
Black Urchin Resort - Coconut Grove 3br Suite - Cayman Islands
No reviews

Black Urchin Resort - Coconut Grove 3br Suite

house
This stylish residence is located in a prestigious district of Breakers, Grand Cayman, offering convenient access to major landmarks within a short distance.
This 3-bedroom, 3-bathroom villa accommodates up to 6 guests and features air conditioning, a swimming pool, jacuzzi, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
Villa At The Sea Front - Cayman Islands
9.9 58 reviews

Villa At The Sea Front

house
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

Top regions Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

4-bed Luxury Villa In Little Cayman - Cayman Islands
10 2 reviews

4-bed Luxury Villa In Little Cayman

house
The Sanctuary, a private villa in Little Cayman, offers seclusion and breathtaking ocean views.
This four-bedroom, four-bathroom property sleeps ten guests and boasts a fully equipped kitchen, private jacuzzi, and provision of snorkel gear, kayaks, and paddleboards for exploring the surrounding waters.
Chic Family Friendly 3 Bed 2 Bath Beach Front Home - Cayman Islands
No reviews

Chic Family Friendly 3 Bed 2 Bath Beach Front Home

house
This beachside villa is located in a secluded area of North Side, Grand Cayman, offering direct access to a beach and situated conveniently within 1 kilometre of a local grocery store, attractions, and restaurants.
This family-friendly property accommodates up to seven guests across its two storeys, featuring a recently renovated kitchen with modern appliances, air conditioning, internet, parking, and a beachside BBQ area, with opportunities for snorkelling and kayaking nearby.
The Club At Little Cayman - Two Bedrooms - Cayman Islands
9.7 20 reviews

The Club At Little Cayman - Two Bedrooms

house
These villas are located on Little Cayman, just a short walk from Little Cayman Beach Resort, offering a tranquil and secluded setting. They have consistently received excellent ratings for their user experience, location, and cleanliness.
The properties can be configured as either three-bedroom or two-bedroom units, providing flexibility for different group sizes. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, and access to the resort’s spa, dining options, and water sports equipment.
Morritt's Tortuga Club 1 Br Luxe Condo Sleeps 4 - Cayman Islands
No reviews

Morritt's Tortuga Club 1 Br Luxe Condo Sleeps 4

house, Sand Bluff
Morritt's Tortuga Club 1 BR LUXE Condo in Sand Bluff boasts immediate beach access to Colliers Public Beach and lies 37 kilometres from Owen Roberts International Airport.
This 56-square-metre apartment offers one bedroom, one bathroom, sleeps six guests, and includes a fully equipped kitchen, private patio with sea views, a swimming pool, jacuzzi, fitness centre, and free Wi-Fi.

Best Cayman Islands villas and holiday homes with parking

Seven Mile View Condo #4 - Cayman Islands
9.7 4 reviews

Seven Mile View Condo #4

house, West Bay
Seven Mile View Condo #4 is located in West Bay, directly on Seven Mile Beach, just 2.4 kilometres from Boatswain's Beach.
This 111 square metre, two-bedroom, three-bathroom property offers stunning sea views, a fully equipped kitchen, washing machine, free Wi-Fi and parking, and accommodates up to nine guests.
Snug Harbour View Condo #8 - Cayman Islands
9.0 1 review

Snug Harbour View Condo #8

house, George Town
This George Town holiday home is situated a 6km drive from Owen Roberts International Airport and a 2.4km walk from Seven Mile Beach, offering convenient access to Grand Cayman's key attractions.
The 111 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, terrace, parking, and a well-equipped kitchen with a dishwasher; complimentary Wi-Fi is also provided.
Luxury 4 Bdr Ocean View Home W/ Pool + Hot Tub - Cayman Islands
No reviews

Luxury 4 Bdr Ocean View Home W/ Pool + Hot Tub

house
This spacious five-bedroom, four-bathroom residence is located in the East End district of Grand Cayman, a short drive from local eateries and attractions, and just steps from the East End Blow Holes.
This family-friendly holiday home offers 329 square meters of living space across a main house and an attached studio, accommodating up to 12 guests with a private outdoor area featuring a swimming pool, hot tub, and barbecue facilities.
Beautiful Beachfront, Romantic Get Away! - Cayman Islands
10 7 reviews

Beautiful Beachfront, Romantic Get Away!

house
This villa is situated in North Side, offering direct access to exceptional snorkelling opportunities just metres from the shore, with restaurants and activities also readily available in the vicinity.
This property features three bedrooms and three bathrooms, accommodating up to six guests with amenities including a fridge, microwave oven, air conditioning, a garden, parking, and a two-person kayak for exploring the crystal clear waters.
©2026 cozycozy.com