Villas and Vaction Homes in Cayman Islands

8901 Villas and Vacation Homes in Cayman Islands

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Cayman Islands
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Ruby's Hibiscus - Grand Cayman Beach Cottage - Cayman Islands
10 197 reviews
Cayman Islands
05/06 – 05/15
$271/nighttotal: $2439 (9 )

Ruby's Hibiscus - Grand Cayman Beach Cottage

1 1
island, East End
Directly on the Caribbean Sea in the East End fishing village, this bungalow offers 80 feet of private beach and a unique gazebo with a swinging bed, providing an exclusive seaside retreat.
This welcoming villa accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a full kitchen, air conditioning, and complimentary breakfast items, with a crib and beachside swing available for younger visitors.
George Town Sharing Home Hebron Brooks Apt1 - Cayman Islands
9.8 193 reviews
Cayman Islands
05/06 – 05/15
$144/nighttotal: $1296 (9 )

George Town Sharing Home Hebron Brooks Apt1

1 1
house, George Town
Centrally located in George Town, this villa offers a 5-minute drive to the airport, shopping centers, and the town center, with Seven Mile Beach just a 10-minute drive and Smith Cove beach a 5-7 minute drive away.
This welcoming holiday home features a private bedroom with an en-suite bathroom, shared access to living and kitchen areas, and an outdoor patio, providing comfortable accommodation for up to 2 guests with excellent ratings for user experience, location, and cleanliness.
Flip Flop Kai - Cayman Islands
Cayman Islands
06/01 – 06/30
$1135/nighttotal: $32915 (29 )

Flip Flop Kai

1 1
house, Driftwood Village
Located in Driftwood Village, this holiday home is an 18-minute walk from Rum Point Beach and 27 miles from Owen Roberts International Airport.
This exclusive villa accommodates 12 guests and features a private swimming pool, air conditioning, a well-equipped kitchen with a microwave and dishwasher, and a terrace offering garden views, providing a welcoming retreat with free WiFi throughout.
Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9 56 reviews
Cayman Islands
07/11 – 07/18
$517/nighttotal: $3619 (7 )

Ocean View At Sunrise Soliloquy - Paradise Villas

4 9
house, East End
Directly across from a 300-foot sandy beach in the tranquil East End of the island, this luxurious villa offers exclusive access to a serene vacation experience.
This welcoming holiday home boasts four bedrooms, four bathrooms, and accommodates up to 12 guests with amenities including a private 5-tier swimming pool, a modern kitchen with professional-grade appliances, and wheelchair-accessible features on the first floor.
Piece Of Mine, Beachfront Villa #3 - Cayman Islands
10 118 reviews
Cayman Islands
05/02 – 05/09
$403/nighttotal: $2821 (7 )

Piece Of Mine, Beachfront Villa #3

1 2
apartment, East End
Directly on the beach in East End, this exclusive villa offers a private escape just 2 miles from local restaurants.
This welcoming beach house provides complimentary kayaks, snorkeling gear, and a screened porch with sunset views, perfect for up to 2 guests.
Stunning Little Cayman 3 Bedroom Beach Townhouse - Cayman Islands
10 82 reviews
Cayman Islands
09/02 – 10/07
$344/nighttotal: $12040 (35 )

Stunning Little Cayman 3 Bedroom Beach Townhouse

3 3
apartment, Little Cayman
Directly on the beach, this Conch Club townhouse in Little Cayman offers spectacular reef and Owen Island views, just a short walk to two restaurants and bars and a brief bike ride from Blossom Village.
This newly refurbished 3-bedroom, 3-bathroom villa comfortably sleeps up to 9 guests and features two pools, a hot tub, a dock, two kayaks, a paddleboard, and four bicycles, making it an ideal beach house for your holiday home getaway.
Grand Cayman East End Paradise Villa House - Cayman Islands
9.5 87 reviews
Cayman Islands
07/11 – 07/18
$428/nighttotal: $2996 (7 )

Grand Cayman East End Paradise Villa House

4 9
apartment, East End
Offering direct beach access and ocean views, this luxury villa is located on Grand Cayman's secluded East End, just steps from 300 feet of sandy shoreline.
This welcoming 4-bedroom, 4.5-bathroom holiday home accommodates up to 10 guests with a private 5-tiered swimming pool, a fully stocked kitchen, and extensive family-friendly amenities including a dedicated third-floor play space.
Fingertip - Cayman Islands
Cayman Islands
06/01 – 06/30
$904/nighttotal: $26216 (29 )

Fingertip

1 1
house, Driftwood Village
Located in Driftwood Village, Fingertip is just 1.3 miles from Rum Point Beach and 27 miles from Owen Roberts International Airport.
This welcoming villa offers 2200 square feet of living space, featuring 3 bedrooms and 3 bathrooms to accommodate up to 10 guests, complete with a fully equipped kitchen, air conditioning, swimming pool, and complimentary high-speed Wi-Fi.
Timmys Place - Cayman Islands
9.0 1 review
Cayman Islands
05/02 – 05/09
$643/nighttotal: $4501 (7 )

Timmys Place

1 6
house, Driftwood Village
Located in Driftwood Village, this villa offers direct access to Rum Point Beach, just steps away, and is situated 23 miles from Owen Roberts International Airport.
This welcoming 3-bedroom, 3-bathroom air-conditioned holiday home accommodates up to 12 guests and features a private heated indoor pool, a fully equipped kitchen with a dishwasher and oven, and a terrace for enjoying the surrounding views.
Luxury Villa With A Private Beach! Pool Overlooking The Ocean! - Cayman Islands
10 5 reviews
Cayman Islands
07/11 – 07/18
$1014/nighttotal: $7098 (7 )

Luxury Villa With A Private Beach! Pool Overlooking The Ocean!

7 9
house, West Bay
Just steps from the world-renowned Seven Mile Beach, this West Bay villa offers unparalleled access to the pristine coastline and is conveniently located 5.6 miles from Owen Roberts International Airport.
This welcoming holiday home features a fully equipped kitchen, complimentary WiFi, and comfortable accommodation for up to 3 guests, making it an ideal beach house for your Cayman Islands getaway.
Heavenly Suite 1 - The M @ The Edge - Cayman Islands
10 147 reviews
Cayman Islands
07/06 – 07/31
$213/nighttotal: $5325 (25 )

Heavenly Suite 1 - The M @ The Edge

1 2
house, Grand Harbour
Located in George Town, Grand Cayman, this villa is situated at the edge of the North Sound, offering tranquil mangrove views and sunset vistas just minutes from Owen Roberts International Airport and Seven Mile Beach.
This 1-bedroom, 1-bathroom holiday home accommodates up to 3 guests and features a private patio with a Jacuzzi, a fully equipped modern kitchen with quartz countertops, and entertainment options including Netflix and a grill, making it an ideal beach house for romantic getaways or business travelers.
Luxury Villa Just A Few Steps From 7 Mile Beach - Cayman Islands
9.8 135 reviews
Cayman Islands
05/02 – 05/30
$294/nighttotal: $8232 (28 )

Luxury Villa Just A Few Steps From 7 Mile Beach

1 1
house, West Bay
Located across from the beach in West Bay, this one-bedroom villa is mere steps from the tail-end of Seven Mile Beach, offering exclusive access to a private, secluded white sand beach.
This welcoming beach house accommodates up to 4 guests and features a custom outdoor swing bed on the patio, a dedicated workspace, complimentary beach gear including a kayak, and modern amenities like a Smart TV and Apple TV, making it an ideal holiday home.

Villas and Vacation Homes with Pool in Cayman Islands

Among the 8901 villas in Cayman Islands here are the 8 best villas with pool

Just For Fun - Cayman Islands
Cayman Islands
06/01 – 06/30
$846/nighttotal: $24534 (29 )

Just For Fun

1 1
house, Driftwood Village
Just steps from Rum Point Beach, this Driftwood Village villa offers unparalleled sea views and direct beach access, located 27 miles from Owen Roberts International Airport.
This welcoming holiday home boasts 2500 square feet of air-conditioned living space with a private swimming pool, accommodating up to 10 guests with a fully equipped kitchen and complimentary Wi-Fi.
Thatch Hill - Cayman Islands
Cayman Islands
07/11 – 07/18
$964/nighttotal: $6748 (7 )

Thatch Hill

1 6
house, Driftwood Village
Thatch Hill is located in Driftwood Village, just a 1-minute walk from Rum Point Beach and 26 miles from Owen Roberts International Airport.
This spacious villa offers 4 bedrooms, 3 bathrooms, and accommodates up to 12 guests with a private swimming pool, air conditioning, and complimentary high-speed Wi-Fi, making it an ideal beach house for your holiday home needs.
Luxury 4 Bdr Ocean View Home W/ Pool + Hot Tub - Cayman Islands
9.9 58 reviews
Cayman Islands
07/11 – 07/18
$397/nighttotal: $2779 (7 )

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

4 9
apartment, East End
Breathtaking, unobstructed ocean views are offered from this elevated villa in Grand Cayman's East End district, just a 1-5 minute drive to pristine beaches and walking distance to renowned coastal restaurants like Tukka and Eagle Ray's Bar & Grill.
This spacious 3,550 sq ft, two-story holiday home boasts a nautical theme, accommodates up to 9 guests, and features exclusive access to a serene outdoor oasis with a gazebo, sparkling pool, hot tub, and hammock, with optional studio rental available for larger groups.
Incredible Beach Front Villa! - Cayman Islands
9.5 4 reviews
Cayman Islands
05/02 – 05/09
$644/nighttotal: $4508 (7 )

Incredible Beach Front Villa!

4 6
house, George Town
Directly on the beach, this 4-bedroom villa is located approximately 3.1 miles from Owen Roberts International Airport in George Town.
This exceptional holiday home offers 2500 square feet of living space, accommodating up to 15 guests with a private pool, tennis court, and complimentary Wi-Fi.
Beautiful Townhome By The Beach - Cayman Islands
10 18 reviews
Cayman Islands
05/02 – 05/09
$282/nighttotal: $1974 (7 )

Beautiful Townhome By The Beach

2 2
house, West Bay
Directly steps from the world-class snorkeling of Seven Mile Beach, this welcoming villa is situated on the south end of West Bay, a short walk to a grocery store and a brief drive to numerous restaurants and nightlife.
This spacious 2-story, 2-bedroom, 2.5-bathroom condo offers comfortable sleeping arrangements for up to 6 guests, featuring a well-equipped living area with a 65' Smart TV, in-unit laundry, and shared access to a swimming pool and garden, making it an ideal holiday home for beach lovers.
Pools Of The Kai 6 - Cayman Islands
10 1 review
Cayman Islands
05/02 – 06/06
$593/nighttotal: $20755 (35 )

Pools Of The Kai 6

1 2
apartment, Driftwood Village
Primely situated in Driftwood Village, this apartment is an 8-minute walk from Water Cay Public Beach and 27 miles from Owen Roberts International Airport.
This welcoming holiday home offers exclusive relaxation with a private pool, complimentary Wi-Fi, a balcony with sea views, and a fully equipped kitchen, accommodating up to 7 guests with 2 bathrooms and private parking.
Beachcomber 09 - Cayman Islands
Cayman Islands
05/02 – 06/06
$2101/nighttotal: $73535 (35 )

Beachcomber 09

1 2
apartment, George Town
Just steps from the world-renowned Seven Mile Beach in George Town, Beachcomber 09 offers an exclusive holiday home experience, conveniently located 3.7 miles from Owen Roberts International Airport.
This spacious 2800 square foot apartment features a private terrace, stunning sea views, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, jacuzzi, and parking, accommodating up to 10 guests with complimentary high-speed WiFi.
Our Cayman Cottage By Grand Cayman Villas - Cayman Islands
9.0 2 reviews
Cayman Islands
07/11 – 07/18
$2760/nighttotal: $19320 (7 )

Our Cayman Cottage By Grand Cayman Villas

6 9
apartment, Grand Cayman
Oceanfront in Grand Cayman's East End, this luxury villa offers direct access to a secluded sandy beachfront via private stairs and is just 3 minutes from Foster's grocery express and less than 10 minutes from local restaurants.
This expansive holiday home boasts 6 bedrooms accommodating up to 20 guests, an oceanfront pool deck with an infinity pool and submerged spa, an extensive game room with a full-service bar, and complimentary kayaks and bicycles for exploring the protected reefs.

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