Cayman Islands holiday homes

Villas and Holiday homes in Cayman Islands

483 available villa offers

2 1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

483 Villa rentals in Cayman Islands

Lovely Stake Bay 'Sea Dreams Villa' with Ocean Views! - Cayman Islands
10Excellent 49 reviews
Cayman Islands
2 2
£189/nighttotal: £1323 (7 )

Lovely Stake Bay 'Sea Dreams Villa' with Ocean Views!

house - Banksville
Lovely Sea Dreams Villa is a 2-bedroom property located in Banksville, just 3.7 miles from Charles Kirkconnell International Airport, offering a peaceful escape from the bustle of the town. This accommodation has received excellent ratings for its cleanliness, location, and overall user experience.
The villa provides 81 square metres of space, comfortably accommodating up to 4 guests. Enjoy a range of amenities, including a fully equipped kitchen, a private beach, a garden with sea views, a spa, a tennis court, and a concierge service.
Beachfront Villa - Escape From Reality - Amazing Ocean Views! - Cayman Islands
9.8Excellent 135 reviews
Cayman Islands
2 1
£175/nighttotal: £4550 (26 )

Beachfront Villa - Escape From Reality - Amazing Ocean Views!

house - Sister Islands
This waterfront property is situated in the Sister Islands, just a 15-minute walk from Cayman Brac Beaches and Westerly Ponds, offering easy access to the island's natural beauty. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom home comfortably sleeps six guests, making it ideal for families or groups of friends. The property is fully equipped with a kitchen, laundry facilities, barbecue grills and air conditioning, ensuring a relaxing and convenient stay.
Sprat Bay Luxury Villa - Cayman Islands
9.8Excellent 12 reviews
Cayman Islands
8 6
£2041/nighttotal: £14287 (7 )

Sprat Bay Luxury Villa

house - Half Way Pond
Sprat Bay Luxury Villa is a beachfront property located just 3.1 miles from Owen Roberts International Airport, making it a convenient and relaxing base for exploring Half Way Pond. The villa has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This six-bedroom villa offers 465 square metres of space, providing ample room for large groups or families. Guests can enjoy a range of amenities and activities, including a private pool, hot tub, fully equipped kitchen, air conditioning, free Wi-Fi, and easy access to water sports.
Oceanfront Northside Villa with Sun Porch and Pvt Beach - Cayman Islands
9.8Excellent 47 reviews
Cayman Islands
2 4
£579/nighttotal: £17370 (30 )

Oceanfront Northside Villa with Sun Porch and Pvt 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.
Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9Excellent 31 reviews
Cayman Islands
4 4
£275/nighttotal: £2475 (9 )

Ocean View At Sunrise Soliloquy - Paradise Villas

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.
Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight! - Cayman Islands
9.6Excellent 77 reviews
Cayman Islands
4 2
£136/nighttotal: £1224 (9 )

Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight!

house - Cayman Brac
This West End holiday home is situated on the beach, just a 15-minute walk from both Cio's Craig and Cayman Brac Beaches, making it ideal for exploring the island's natural beauty. The property has received excellent ratings for its location, cleanliness and overall experience.
The two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, a patio with stunning ocean views, and a garden. Enjoy the convenience of free Wi-Fi, air conditioning, and barbecue grills, perfect for relaxing evenings on the beach.
Old Man Bay Villa #2  -   Modern, One Bedroom Villas - Cayman Islands
9.8Excellent 114 reviews
Cayman Islands
2 1
£117/nighttotal: £3510 (30 )

Old Man Bay Villa #2 - Modern, One Bedroom Villas

house - Old Man Bay
This charming house in Old Man Bay is just a 15-minute walk from the Grand Cayman Beaches and Babylon Dive Site, offering easy access to the island's natural beauty. It has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The house features one bedroom accommodating up to four guests, with two bathrooms and a fully equipped kitchen for preparing meals. Guests can enjoy the on-site parking, air conditioning, and a spacious terrace or balcony, perfect for relaxing and enjoying the beautiful surroundings.
Hidden Gem At Grapetree Cove - Cayman Islands
10Excellent 71 reviews
Cayman Islands
2 1
£285/nighttotal: £855 (3 )

Hidden Gem At Grapetree Cove

cottage - East End
This charming cottage is situated in the peaceful East End fishing village, just a short distance from Grapetree Cove beach and local eateries. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage offers a single bedroom and bathroom, comfortably accommodating up to two guests. Enjoy modern amenities like air conditioning, a Jacuzzi, a private garden, and a fully equipped kitchen, all while experiencing the unique charm of Caymanian hospitality.
Tua'r  Mor (Seaward) A Beautiful Guest Home  Overlooking The North Sound. - Cayman Islands
10Excellent 34 reviews
Cayman Islands
1 3
£88/nighttotal: £1760 (20 )

Tua'r Mor (Seaward) A Beautiful Guest Home Overlooking The North Sound.

house - George Town
This bungalow is located in the peaceful neighbourhood of Sunrise Landing, Newlands, close to the canal and within easy reach of Grand Cayman's main attractions. It has excellent user, location and cleanliness ratings.
The property offers a comfortable and modern space for two guests, with an open-plan living area that includes a kitchen, dining space, and lounge. Amenities include air conditioning, a garden, a spa, parking, and internet access, as well as a hammock for relaxing and a private garden offering tranquil canal views.
Little Cayman 3 Bedroom Oceanfront  Private Villa - Cayman Islands
9.9Excellent 108 reviews
Cayman Islands
1 3
£317/nighttotal: £6340 (20 )

Little Cayman 3 Bedroom Oceanfront Private Villa

house - West End
This West End property is conveniently located just a short walk from Salt Rocks Nature Trail North Trailhead and Fisheye Fantasy, with Little Cayman Beaches and Lighthouse Wall also within a mile. The house has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 3-bedroom house can comfortably accommodate up to 8 guests and boasts a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, and parking. Guests can enjoy the beautiful ocean views, relax in the jacuzzi, and make use of the barbecue grills for outdoor dining.
Brac Magic - Magical Oceanfront Home With Pool - Cayman Islands
10Excellent 23 reviews
Cayman Islands
4 2
£282/nighttotal: £2538 (9 )

Brac Magic - Magical Oceanfront Home With Pool

bungalow - Cayman Brac
"Brac Magic" is situated on the southeast side of Cayman Brac, known as the "wild side" for its rugged and secluded beauty, just a short drive from restaurants, shops, the public beach, and dive centres. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom bungalow comfortably sleeps six guests and features a well-equipped kitchen with granite countertops and modern appliances, a private swimming pool, and a covered deck for relaxing. Guests can enjoy a range of amenities, including a washer/dryer, beach towels, and dive gear rinse station, and can take advantage of the dark skies for stargazing from the pool deck or beach.
Ruby's Hibiscus - Grand Cayman Beach Cottage - Cayman Islands
10Excellent 167 reviews
Cayman Islands
2 1
£193/nighttotal: £5018 (26 )

Ruby's Hibiscus - Grand Cayman Beach Cottage

cottage - East End
This charming cottage is located in the tranquil fishing village of East End, just a short walk from the Caribbean Sea. It has received excellent ratings for its location, cleanliness, and overall experience.
The single-storey property comfortably sleeps four guests and offers a private beach, a gazebo with a swinging bed, and a fully equipped kitchen. Amenities include air conditioning, a widescreen TV with Netflix access, and a selection of breakfast provisions.

Other types of accommodation in Cayman Islands

Best Cayman Islands villas and holiday homes with a pool

Among the 483 accommodations in Cayman Islands, here are the 8 best villas and holiday homes with a pool

Great Bluff Estates: Luxury Villa With Pool, Cabanas, Multiple Decks & Great Snorkeling - Cayman Islands
10Excellent 11 reviews
Cayman Islands
1 6
£1327/nighttotal: £26540 (20 )

Great Bluff Estates: Luxury Villa With Pool, Cabanas, Multiple Decks & Great Snorkeling

house - Grand Cayman
This property is located in East End, just a short distance from Grand Cayman Beaches and Barefoot Beach, offering a peaceful escape from the busier areas. It has been consistently rated excellent for location, cleanliness, and overall user experience.
The house is spacious, with 557 square metres of floor area and a capacity for 12 guests. It offers a range of amenities, including a private beach, a swimming pool, a jacuzzi, a spa, a bar, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
Rustic 3 Bedroom Beach House, Superb Location - Cayman Islands
9.8Excellent 45 reviews
Cayman Islands
2 3
£302/nighttotal: £2416 (8 )

Rustic 3 Bedroom Beach House, Superb Location

cottage - East End
This charming beach house is located in East End, a short walk from its own private beach, a quick drive to the Blow Holes and a little further to the East End Lighthouse. The cottage has received excellent ratings for location, cleanliness, and user experience.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a private swimming pool, a garden, parking, internet access, a flat-screen TV, and direct access to a private beach.
Luxury Cottage, 1bd/1ba Steps To Pool+7 Mile Beach - Cayman Islands
10Excellent 215 reviews
Cayman Islands
2 1
£301/nighttotal: £2107 (7 )

Luxury Cottage, 1bd/1ba Steps To Pool+7 Mile Beach

cottage - West Bay
This charming cottage is located on the Seven Mile Corridor in West Bay, just a short drive from Seven Mile Public Beach and Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, laundry facilities, a private garden with an outdoor shower, and access to a resort-style pool and heated spa.
Luxury Cottage, 2bd/2ba On 7 Mile Strip - Cayman Islands
9.9Excellent 33 reviews
Cayman Islands
4 2
£522/nighttotal: £3132 (6 )

Luxury Cottage, 2bd/2ba On 7 Mile Strip

cottage - West Bay
This charming cottage is situated on the Seven Mile Corridor in West Bay, just a minute's drive from Seven Mile Public Beach and Park, offering easy access to the island's vibrant attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom property can comfortably accommodate up to five guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
*Hidden Gem* Beautiful Oceanside 2 Bedroom Condo - Cayman Islands
9.8Excellent 28 reviews
Cayman Islands
4 2
£202/nighttotal: £1212 (6 )

*Hidden Gem* Beautiful Oceanside 2 Bedroom Condo

house - Bodden Town
This two-bedroom apartment is located in Bodden Town, a short distance from the bus route, grocery stores, restaurants, and western beaches. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably sleeps four guests and comes equipped with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher. Enjoy a relaxing atmosphere in the garden, take a dip in the swimming pool, or relax on the white sand beach just steps away.
One Canal Point - Cayman Islands
9.8Excellent 26 reviews
Cayman Islands
2 1
£263/nighttotal: £1841 (7 )

One Canal Point

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.
Wind Upon The Waves By Grand Cayman Villas - Cayman Islands
Cayman Islands
1 3
£1225/nighttotal: £24500 (20 )

Wind Upon The Waves By Grand Cayman Villas

house - Cottage
This single-level villa is located on the South Coast of Grand Cayman, a short drive from Cayman Health City and the East End, home to some of the best dive sites in the Caribbean. The property offers stunning panoramic views of the South Coast from virtually every angle, and is just a short distance from the East End's vibrant restaurants and shops.
The spacious home has three bedrooms, four bathrooms, and can comfortably accommodate eight guests. Amenities include a private pool and lanai, a fully equipped gourmet kitchen, a fitness room, and wheelchair accessibility.
Incredible Beach Front Villa! - Cayman Islands
10Excellent 8 reviews
Cayman Islands
1 4
£628/nighttotal: £4396 (7 )

Incredible Beach Front Villa!

house - South Sound
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.

Best family friendly Cayman Islands villas and holiday home

Among the 483 accommodations in Cayman Islands, here are the 8 best family friendly villas and holiday homes

Blue Serenity: Breezy Beach House With Backyard Snorkeling - Cayman Islands
9.5Excellent 44 reviews
Cayman Islands
1 4
£773/nighttotal: £5411 (7 )

Blue Serenity: Breezy Beach House With Backyard Snorkeling

house - Grand Cayman
This East End holiday home is situated on the beach, just a short distance from Grand Cayman Beaches, Grand Cayman Blow Holes, and Mastic Trail South Trailhead, making it ideal for exploring the natural beauty of the area. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The house offers four bedrooms and four bathrooms, spanning 279 square metres, comfortably accommodating up to ten guests. Amenities include a private pool, a fitness centre, a fully equipped kitchen, and a patio, providing everything you need for a relaxing and enjoyable holiday.
Luxury Villa Right Across 7mile Beach + Bed Swing - Cayman Islands
9.8Excellent 77 reviews
Cayman Islands
2 1
£282/nighttotal: £2256 (8 )

Luxury Villa Right Across 7mile Beach + Bed Swing

house - West Bay
This charming property is located just a short walk from the famous Seven Mile Beach, offering direct access to the beautiful white sand and turquoise waters. It has received excellent ratings for its location, cleanliness, and overall experience.
The villa comfortably sleeps four guests in one bedroom and one bathroom. It is fully equipped with modern amenities, including a 50” Smart TV, high-speed WiFi, a Keurig coffee machine, and a dedicated workspace. Guests can also enjoy the private beach access, outdoor swing bed, and a range of beach equipment, including chairs, umbrellas, snorkeling gear, and a kayak.
Villa At The Sea Front - Cayman Islands
10Excellent 22 reviews
Cayman Islands
2 3
£318/nighttotal: £954 (3 )

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.
Serene Spacious 3br Home Private Beach Marine Park - Cayman Islands
10Excellent 5 reviews
Cayman Islands
2 3
£824/nighttotal: £5768 (7 )

Serene Spacious 3br Home Private Beach Marine Park

house - Driftwood Village
This beachfront property is located in Rum Point, just a short drive from Water Cay Public Beach and offers stunning views of the Caribbean Sea. It has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom villa offers ample space for up to 12 guests and is over 325 square metres in size. The property offers a range of amenities including a private beach area, swimming pool, jacuzzi, and a fully equipped kitchen, as well as access to a restaurant, bar, and spa.
Humble And Polite Little Cayman - Cayman Islands
10Excellent 5 reviews
Cayman Islands
2 3
£559/nighttotal: £1677 (3 )

Humble And Polite Little Cayman

cottage - KY
This charming cottage is situated on private acreage in Preston Bay on Little Cayman, a short distance from the Iguana Nesting Beach trail and offering a peaceful escape from the hustle and bustle of everyday life. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a fully-equipped kitchen, air conditioning, a private pool and jacuzzi, a garden, and parking, making it a perfect choice for families or groups looking for a relaxing and comfortable stay.
Conch Club Cottage - Cayman Islands
8.3Very good 3 reviews
Cayman Islands
4 2
£391/nighttotal: £3519 (9 )

Conch Club Cottage

house - Head of Bay
Conch Club Cottage is a recently renovated villa located in Head of Bay, just 1.2 miles from Edward Bodden Airfield Airport, making it a convenient choice for travellers. The property has received very good user ratings, a good location rating and an excellent cleanliness rating.
The two-bedroom villa offers 56 square metres of space and can accommodate up to six guests. Guests can enjoy direct access to a private beach area, a swimming pool, a hot tub, a fully equipped kitchen, free Wi-Fi, air conditioning, barbecue facilities, bike and car rentals, a private entrance and airport shuttle service.
Georgetown Villas #218 - Cayman Islands
Cayman Islands
1 2
£520/nighttotal: £10400 (20 )

Georgetown Villas #218

house - George Town
Georgetown Villas #218 is situated in the heart of George Town, just a short walk from the famous Seven Mile Beach and a convenient 1.9 miles from Owen Roberts International Airport. This charming two-bedroom villa offers a comfortable 116 square metres of living space, accommodating up to four guests.
The villa is equipped with a fully equipped kitchen, air conditioning, a private pool, a terrace with sea views, and a lush garden. Guests can enjoy direct access to the beach, a private beach area, and the opportunity to snorkel in the clear Caribbean waters.
836 M² Villa ∙ 7 Bedrooms ∙ 17 Guests - Cayman Islands
Cayman Islands
1 7
£3411/nighttotal: £23877 (7 )

836 M² Villa ∙ 7 Bedrooms ∙ 17 Guests

house - Rum Point
This luxurious seven-bedroom villa is located in the peaceful Cayman Kai area of Grand Cayman, just a short walk from Kaibo Beach Bar and a short drive from the world-famous Rum Point. The property offers direct access to Starfish Point beach and is ideal for large families or groups of friends, with a spacious 836 square metre layout accommodating up to 17 guests.
The villa features a private infinity pool, a Jacuzzi, a spa, and a garden, as well as a fully equipped kitchen, air conditioning, and a dedicated concierge service. Guests can enjoy a range of amenities and activities, including Balinese-inspired design, a signature welcome, and a peaceful and family-friendly location.

Frequently asked questions about holiday homes in Cayman Islands

Top regions Cayman Islands

Best pet friendly Cayman Islands villas and holiday homes

Among the 483 accommodations in Cayman Islands, here are the 4 best pet friendly villas and holiday homes

Mahogany Villa 4br - Cayman Islands
Cayman Islands
8 4
£595/nighttotal: £4165 (7 )

Mahogany Villa 4br

house - Omega Gardens
Mahogany Villa 4BR is situated in Omega Gardens, just a short drive from Owen Roberts International Airport, making it a convenient choice for travellers. The villa is located in a quiet residential area, offering a peaceful retreat from the hustle and bustle of the island.
This spacious four-bedroom villa, covering 316 square metres, comfortably accommodates up to eight guests. The property boasts a fully equipped kitchen, air conditioning throughout, a private swimming pool, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Just Chillin In Little Cayman - Cayman Islands
Cayman Islands
1 2
£213/nighttotal: £1491 (7 )

Just Chillin In Little Cayman

house - Head of Bay
Just Chillin in Little Cayman is located in Head of Bay, a short 3.7 miles from Edward Bodden Airfield Airport, making it a convenient choice for travellers. The villa is situated in a peaceful and tranquil location, offering a relaxing escape from the hustle and bustle of everyday life.
This comfortable two-bedroom villa can accommodate up to four guests. The property boasts a range of amenities, including a private pool, terrace, air conditioning, fully equipped kitchen, free Wi-Fi, and private parking. Guests can also enjoy cycling opportunities in the surrounding area.
Villa Olea - Cayman Islands
Cayman Islands
8 4
£1357/nighttotal: £9499 (7 )

Villa Olea

house - George Town
Villa Olea is located in George Town, just a short distance from Owen Roberts International Airport, making it ideal for those arriving by air. The villa is situated in a quiet residential area, offering a peaceful retreat from the hustle and bustle of the town centre.
This four-bedroom, three-bathroom property spans 279 square metres and can comfortably accommodate up to eight guests. The villa boasts a private parking space, a refreshing outdoor swimming pool, a tranquil garden, and air conditioning throughout, ensuring a comfortable and enjoyable stay.
Jackie's Guesthouse Where Memories Are Made - Cayman Islands
Cayman Islands
4 3
£269/nighttotal: £2421 (9 )

Jackie's Guesthouse Where Memories Are Made

house - Saint James
Jackie's Guesthouse is situated in Saint James, just a short distance from Spotts Beach and Owen Roberts International Airport, making it an ideal choice for travellers looking for a convenient base to explore the island.
The guesthouse offers 3 bedrooms and 4 bathrooms, comfortably accommodating up to 10 guests, and features a fully equipped kitchen, air conditioning, and complimentary Wi-Fi throughout.

Top countries