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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Best villa offers in Cayman Islands

Castaway Cove By Grand Cayman Villas - Cayman Islands
9.6 11 reviews
Cayman Islands
08/30 – 09/06
$674/nighttotal: $4718 (7 )

Castaway Cove By Grand Cayman Villas

4 7
apartment, Grand Cayman
Castaway Cove, an oceanfront villa on Grand Cayman's North Side, offers direct oceanfront access with breathtaking views and excellent backyard snorkeling on a protected reef, conveniently located just 2.8 miles west of Rum Point Club.
This spacious 3200 square foot holiday home features an open-concept interior with vaulted ceilings, accommodating up to 10 guests in 4 bedrooms, and boasts a private dock with a thatched cabana and an ocean ladder for seamless water entry, making it an ideal beach house for exploring nearby Northside attractions.
Lakeland Villas South Sound - Cayman Islands
9.7 6 reviews
Cayman Islands
03/21 – 03/28
$350/nighttotal: $2450 (7 )

Lakeland Villas South Sound

2 2
apartment, George Town
Located in the desirable South Sound district of George Town, this exclusive 2-bedroom, 2.5-bathroom townhouse is just a short walk to a local supermarket and gym, offering unparalleled convenience.
This Lakeland Villas townhouse provides a secure single-car garage, access to two swimming pools, a fenced garden, and a walking trail, making it an ideal holiday home for up to four guests.
Beautiful 3 Bd Beachfront Home North Side Sleeps 7 - Cayman Islands
9.7 77 reviews
Cayman Islands
05/02 – 05/09
$400/nighttotal: $2800 (7 )

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

3 2
apartment, North Side
Directly on the North Side of Grand Cayman, this welcoming villa is located just a short drive from Crystal Caves, Rum Point, and Cayman Kai, offering an exclusive beachfront escape.
This recently renovated two-story holiday home accommodates up to 7 guests with 3 bedrooms, featuring a beachside patio with a BBQ, a complimentary 2-seater kayak, and snorkeling gear for exploring the gentle sea breezes and coconut trees.
The Meadows Luxury 3 Bdrm Townhouse With Pool And - Cayman Islands
Cayman Islands
04/13 – 04/20
$547/nighttotal: $3829 (7 )

The Meadows Luxury 3 Bdrm Townhouse With Pool And

3 6
house, West Bay
Located in the exclusive gated community of The Meadows at Batabano in West Bay, Grand Cayman, this townhome offers a peaceful retreat just a short distance from the resort-style lap pool and clubhouse amenities.
This modern 3-bedroom, 3.5-bathroom holiday home accommodates up to 6 guests and features a fully equipped gym, a stylish kitchen with quartz countertops, and multiple balconies with elevated views, providing a luxurious experience for your stay.
Hidden Gem Cottage On The Beach - Cayman Islands
10 115 reviews
Cayman Islands
05/02 – 05/09
$296/nighttotal: $2072 (7 )

Hidden Gem Cottage On The Beach

1 2
apartment, East End
Located in the serene Grapetree Cove area of East End, this traditional Cayman Style cottage offers direct access to a beautiful beach area at Grapetree Cove, a truly exclusive holiday home experience.
This welcoming 1-bedroom, 1-bathroom villa accommodates up to 3 guests and boasts a renovated interior with modern amenities, air conditioning, a Jacuzzi, a garden, and private patios, providing a comfortable beach house retreat minutes from local dining and attractions.
Tropical Runaway, Cayman Brac - Cayman Islands
10 4 reviews
Cayman Islands
08/30 – 09/06
$624/nighttotal: $4368 (7 )

Tropical Runaway, Cayman Brac

4 7
house, West End
Directly on 500 feet of sandy beach in the West End of Cayman Brac, this luxurious villa offers an exclusive retreat with direct ocean access and proximity to local dive shops and restaurants.
This welcoming holiday home features 4 bedrooms, 3 bathrooms, and can accommodate up to 8 guests, boasting air conditioning, a private swimming pool, and the unique opportunity to witness nesting sea turtles from May to October.
Ocean's Edge: Beachfront Home With Rooftop Views - Cayman Islands
10 116 reviews
Cayman Islands
04/13 – 04/20
$648/nighttotal: $4536 (7 )

Ocean's Edge: Beachfront Home With Rooftop Views

4 6
apartment, North Side
Directly on the North Side of Grand Cayman, this oceanfront property offers crystal clear water steps from the backdoor and is conveniently located within 1 mile of the famous Cayman Crystal Caves attraction, as well as nearby grocery stores, restaurants, and bars.
This spacious 4-bedroom, 6-bathroom villa comfortably accommodates 10 guests, boasting over 2,000 square feet of interior living space, a stunning rooftop with panoramic views, abundant outdoor furniture, and complimentary on-site parking, making it an ideal holiday home and beach house.
Relaxed Island Stay | 2br Bodden Town Unit 2 - Cayman Islands
Cayman Islands
03/19 – 04/01
$285/nighttotal: $3705 (13 )

Relaxed Island Stay | 2br Bodden Town Unit 2

2 2
house, Bodden Town
Located in Bodden Town, this welcoming holiday home is just a 2-minute drive from local beaches and approximately 30-45 minutes from Seven Mile Beach, offering a peaceful retreat in a secure neighborhood close to essential amenities.
This fully furnished duplex provides a modern 2-bedroom, 2-bathroom layout ideal for up to 4 guests, featuring air conditioning and a fully equipped kitchen for a comfortable stay.
Azure Breeze # 6 - Cayman Islands
8.0 3 reviews
Cayman Islands
08/30 – 09/06
$379/nighttotal: $2653 (7 )

Azure Breeze # 6

3 7
house, North Side
Azure Breeze #6 is a 3-bedroom, 2-bathroom villa located in the desirable North Side district, just 1.2 miles from Old Man Bay Beach.
This welcoming holiday home offers air conditioning, a fully equipped kitchen with a dishwasher, and a private balcony, perfect for relaxing after exploring the area or enjoying the complimentary private parking.
Tua'r  Mor (Seaward) A Beautiful Guest Home  Overlooking The North Sound. - Cayman Islands
10 72 reviews
Cayman Islands
04/13 – 04/20
$177/nighttotal: $1239 (7 )

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

1 2
B&B, Bodden Town
Located in Bodden Town, this waterfront bungalow offers a canal view leading to the North Sound and is a short distance to Grand Cayman Beaches and Seven Mile Beach, with the Port of Georgetown accessible.
This recently redecorated 1-bedroom, 1-bathroom apartment features a private entrance, a light-filled open-plan living area with a sofa sleeper, a king-sized bed, a sparkling bathroom, and an enclosed lanai with a hammock, providing a secluded paradise ideal for water activities like jet skiing, kayaking, and scuba diving.
Island Oasis - Cayman Islands
10 30 reviews
Cayman Islands
08/30 – 09/06
$807/nighttotal: $5649 (7 )

Island Oasis

5 7
apartment, George Town
Located in the prime Snug Harbour district, this exceptional apartment is just a 10-minute walk to the renowned Seven Mile Beach and a 10-minute drive from Owen Roberts International Airport.
This spacious 3500+ square foot holiday home offers luxurious accommodations for up to 12 guests, featuring a private playground, an outdoor kitchen with BBQ, a huge swimming pool, and access to Snug Harbour Park's tennis, pickleball, and basketball courts.
Caribe Sun - Cayman Islands
Cayman Islands
03/21 – 03/28
$1813/nighttotal: $12691 (7 )

Caribe Sun

1 2
house, Driftwood Village
Located in Driftwood Village, this holiday home is a 17-minute walk from Rum Point Beach and 27 miles from Owen Roberts International Airport.
This welcoming villa accommodates 14 guests with 5 bedrooms and 4 bathrooms, featuring a private balcony, an outdoor pool, and a fully equipped kitchen with a dishwasher and microwave oven.

Villas and Vacation Homes with Pool in Cayman Islands

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

Skai Fall - Cayman Islands
Cayman Islands
08/30 – 09/06
$840/nighttotal: $5880 (7 )

Skai Fall

1 7
house, Driftwood Village
SKai Fall is located in Driftwood Village, just 1.1 miles from Rum Point Beach.
This exclusive villa offers 2800 square feet of living space, a private swimming pool, a terrace with sea views, and accommodates up to 11 guests with a fully equipped kitchen and Wi-Fi.
Parrot-ise 4 Bedroom Villa - Cayman Islands
Cayman Islands
08/30 – 09/06
$697/nighttotal: $4879 (7 )

Parrot-ise 4 Bedroom Villa

1 7
house, Brinkleys
Parrot-ise 4 Bedroom Villa is located in Brinkleys, just a 5-minute walk to Rum Point Beach and 21 miles from Owen Roberts International Airport.
This spacious 3000 square foot villa offers accommodation for 15 guests with 4 bathrooms, a fully equipped kitchen, air conditioning, and a swimming pool, making it an ideal holiday home for exploring the area's cycling opportunities.
Just Chillin In Little Cayman - Cayman Islands
9.8 6 reviews
Cayman Islands
04/13 – 04/20
$264/nighttotal: $1848 (7 )

Just Chillin In Little Cayman

2 2
house, Head of Bay
Located in Head of Bay, this villa is 3.7 miles from Edward Bodden Airfield Airport.
This holiday home offers 2 bedrooms, 2 bathrooms, a private swimming pool, and a fully equipped kitchen, ideal for accommodating up to 7 guests with complimentary WiFi and parking.
Incredible Beach Front Villa With A Pool&shipwreck - Cayman Islands
9.5 44 reviews
Cayman Islands
08/30 – 09/06
$1121/nighttotal: $7847 (7 )

Incredible Beach Front Villa With A Pool&shipwreck

4 7
house, South Sound
Just 7 miles from the airport and 12 miles from Seven Mile Beach and Camana Bay, this beachfront villa in South Sound offers direct access to a golden sand beach, perfect for families seeking a tranquil getaway.
This exclusive holiday home accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a private pool, a barbecue patio, and a unique offshore shipwreck ideal for snorkeling adventures.
Conch Club Cottage - Cayman Islands
8.3 3 reviews
Cayman Islands
04/13 – 04/20
$668/nighttotal: $4676 (7 )

Conch Club Cottage

2 2
house, Head of Bay
Located in Head of Bay, Conch Club Cottage is a prime beachfront holiday home offering exclusive access to a private beach area, just 1.2 miles from Edward Bodden Airfield Airport.
This welcoming 600 square feet villa features 2 bedrooms, 1 bathroom, and accommodates up to 11 guests, boasting a stunning swimming pool, a hot tub, a fully equipped kitchen, and barbecue facilities, with abundant water sports and nearby activities like snorkeling and cycling readily available.
Bliss Beach House - Secluded, Oceanfront, Pool - Cayman Islands
10 31 reviews
Cayman Islands
06/27 – 07/04
$426/nighttotal: $2982 (7 )

Bliss Beach House - Secluded, Oceanfront, Pool

1 2
apartment, Sister Islands
On Cayman Brac's south-side east beach, this recently constructed one-bedroom waterfront home offers 100 feet of private oceanfront on a secluded one-acre property, located approximately 10-20 minutes by car from dining and grocery options.
This exclusive villa provides a private pool, shaded seating, direct shore dive access with provided gear, and complimentary bikes for exploring nearby attractions like the Parrot Preserve and Lighthouse trail, making it an ideal holiday home.
Fantasea - Cayman Islands
Cayman Islands
08/30 – 09/06
$847/nighttotal: $5929 (7 )

Fantasea

1 7
house, Driftwood Village
Fantasea is located in Driftwood Village, just a 19-minute walk from Rum Point Beach and 27 miles from Owen Roberts International Airport.
This welcoming villa offers a private swimming pool, air conditioning throughout, a dishwasher, and complimentary WiFi, comfortably accommodating up to 12 guests.
Villa Caymanas By Grand Cayman Villas - Cayman Islands
9.0 2 reviews
Cayman Islands
03/21 – 03/28
$1535/nighttotal: $10745 (7 )

Villa Caymanas By Grand Cayman Villas

4 2
apartment, Grand Cayman
Located in Old Man Bay on Grand Cayman's north coast, Villa Caymanas offers direct oceanfront access, just feet from the renowned Babylon dive site, one of the island's top 5 dive locations.
This expansive 4000 square foot villa, a perfect beach house and holiday home, accommodates up to 8 guests in four king suites, featuring a private freshwater pool, a home gym, and a large balcony ideal for oceanfront dining.

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