Villas and Holiday homes in Cayman Islands

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Cayman Islands holiday homes
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613 Villa rentals in Cayman Islands

Best Cayman Islands villas and holiday homes with a pool

Among the 613 accommodations in Cayman Islands, here are the 4 best villas and holiday homes with a pool

Cayman Paradise Villa #1 - Cayman Islands
8.5 2 reviews
Cayman Islands
01/08 – 22/08
349 €/nighttotal: 7329 € (21 )

Cayman Paradise Villa #1

1 2
house , Sand Bluff
Cayman Paradise Villa #1, a beachfront property in Sand Bluff, boasts stunning sea views and is conveniently located 26km from Owen Roberts International Airport.
This four-bedroom, three-bathroom villa offers 251 square metres of living space, accommodating up to 19 guests and featuring a well-equipped kitchen, Jacuzzi, free Wi-Fi, and private parking.
Lux 3bdr Penthouse Condo On Idyllic Spotts Beach - Cayman Islands
Cayman Islands
20/07 – 29/07
651 €/nighttotal: 5859 € (9 )

Lux 3bdr Penthouse Condo On Idyllic Spotts Beach

1 6
house , Savannah
This penthouse apartment is situated directly on Spotts Beach in Savannah, offering immediate access to the sand and sea views, and is located approximately 5.9 kilometres from Owen Roberts International Airport.
This spacious 3-bedroom property can accommodate up to 11 guests, featuring a fully equipped kitchen, 3 bathrooms, a private patio, air conditioning, Wi-Fi, a shared swimming pool, and on-site parking, all within a 232 square metre floor area.
Stellar Views Waterfront Luxury Private Villa - Cayman Islands
10 14 reviews
Cayman Islands
24/12 – 01/01
513 €/nighttotal: 4104 € (8 )

Stellar Views Waterfront Luxury Private Villa

1 4
house , Stake Bay
Coral Beach Villa, situated in Stake Bay on Cayman Brac, a 30-minute flight from Grand Cayman, offers a 0.8-hectare property with 53 metres of private waterfront on a coral beach.
This exceptional five-bedroom villa, sleeping eight guests, boasts a large pool deck, a well-equipped granite kitchen, wheelchair accessibility in key areas, and amenities including Wi-Fi, Netflix, and a Bose sound system.
The Mastic Cana Luxury Cottage - Cayman Islands
Cayman Islands
01/08 – 31/08
321 €/nighttotal: 9630 € (30 )

The Mastic Cana Luxury Cottage

1 4
house , North Side
This luxury cottage is situated in North Side, Grand Cayman, a 27km drive from Owen Roberts International Airport and a 17-minute walk from Old Man Bay Beach.
The 174 square metre property boasts two bedrooms, two bathrooms, and accommodates up to 11 guests, featuring a fully equipped kitchen, private parking, air conditioning, a swimming pool, laundry facilities, and free Wi-Fi.

Best family friendly Cayman Islands villas and holiday home

Among the 613 accommodations in Cayman Islands, here are the 4 best family friendly villas and holiday homes

Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9 60 reviews
Cayman Islands
02/01 – 07/01
596 €/nighttotal: 2980 € (5 )

Ocean View At Sunrise Soliloquy - Paradise Villas

1 6
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.
Villa At The Sea Front - Cayman Islands
9.9 57 reviews
Cayman Islands
02/01 – 07/01
557 €/nighttotal: 2785 € (5 )

Villa At The Sea Front

1 6
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.
Luxury Villa Just A Few Steps From 7 Mile Beach - Cayman Islands
9.8 137 reviews
Cayman Islands
25/07 – 31/07
230 €/nighttotal: 1380 € (6 )

Luxury Villa Just A Few Steps From 7 Mile Beach

1 2
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.
Cayman Wavelength - East End Paradise Villas - Cayman Islands
10 15 reviews
Cayman Islands
02/01 – 07/01
552 €/nighttotal: 2760 € (5 )

Cayman Wavelength - East End Paradise Villas

1 6
house , East End
This four-bedroom villa is situated in East End, around 800 metres from a local bar and restaurant, offering easy access to the beach, snorkeling, kayaking and paddleboarding.
The house features a private beach, a fully equipped kitchen, a spacious living area, and a loft with a futon, comfortably accommodating up to eight guests.

Frequently asked questions about villa rentals in Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

The Banana Bird At Cottages - Cayman Islands
Cayman Islands
11/01 – 05/04
331 €/nighttotal: 27804 € (84 )

The Banana Bird At Cottages

1 2
house , Sand Bluff
The Banana Bird Cottage is a beachfront property in Sand Bluff, Grand Cayman, situated directly on Colliers Public Beach and 37 kilometres from Owen Roberts International Airport.
This one-bedroom holiday home offers 46 square metres of space, sleeping up to seven guests and boasting free Wi-Fi, private parking, a well-equipped kitchen, and a bathroom with bath/shower.
The Bungalow @ Breakers - Cayman Islands
10 12 reviews
Cayman Islands
27/08 – 07/09
178 €/nighttotal: 1958 € (11 )

The Bungalow @ Breakers

1 1
house , Bodden Town
The Bungalow @ Breakers is a one-bedroom cottage located in a tranquil Bodden Town neighbourhood on Grand Cayman's east side, approximately 24 kilometres from restaurants, snorkelling sites, Starfish Point, Rum Point, and Kaibo Beach Club.
This self-catering property sleeps two guests and features a fully equipped kitchen with gas range, fridge-freezer, microwave, and washer-dryer; beach essentials are provided, and a private patio with BBQ area is available for guest use.
Laguna Del Mar #10 - Oceanfront 3 Bedroom On Seven Mile Beach - Cayman Islands
Cayman Islands
04/01 – 28/02
2181 €/nighttotal: 119955 € (55 )

Laguna Del Mar #10 - Oceanfront 3 Bedroom On Seven Mile Beach

1 2
house , George Town
This Laguna del Mar #10 villa offers direct oceanfront access on Seven Mile Beach, providing unparalleled sea views and a private beach area for exclusive guest use.
This 283 square meter property, accommodating up to 9 guests, features 3 bathrooms, a well-equipped kitchen with a dishwasher, oven, and microwave, air conditioning, a swimming pool, jacuzzi, garden, fitness centre, tennis court, and parking, with complimentary WiFi throughout.
Timmys Place - Cayman Islands
9.0 1 review
Cayman Islands
20/07 – 29/07
660 €/nighttotal: 5940 € (9 )

Timmys Place

1 6
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 Cayman Islands villas and holiday homes with parking

Colonial Kai Condo - Cayman Islands
10 1 review
Cayman Islands
01/10 – 05/10
298 €/nighttotal: 1192 € (4 )

Colonial Kai Condo

1 4
house , Driftwood Village
Colonial Kai Condo, a two-bedroom house in Driftwood Village, is a 3-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 116-square-metre property sleeps seven, boasting two bathrooms, a fully equipped kitchen with dishwasher, a Jacuzzi, free Wi-Fi, private parking, and bed linen and towels provided; no stag or hen parties are permitted.
Casa Luna 16 - Cayman Islands
10 1 review
Cayman Islands
11/01 – 05/04
1518 €/nighttotal: 127512 € (84 )

Casa Luna 16

1 2
house , George Town
This George Town apartment, a 4km drive from Owen Roberts International Airport, offers stunning sea views.
Sleeping up to 10 guests, the three-bedroom, four-bathroom property boasts a fully equipped kitchen with dishwasher and microwave, air conditioning, private parking, a swimming pool, terrace, and complimentary Wi-Fi.
Snug Harbour View Condo #4 - Cayman Islands
10 1 review
Cayman Islands
18/07 – 01/08
167 €/nighttotal: 2338 € (14 )

Snug Harbour View Condo #4

1 2
house , George Town
This George Town condo is situated a 15-minute walk from Seven Mile Beach and 6 kilometres from Owen Roberts International Airport.
The 93-square-metre property offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, air conditioning, private parking, a communal swimming pool, and free Wi-Fi.
Korner Kai Condo - Cayman Islands
Cayman Islands
17/09 – 31/10
233 €/nighttotal: 10252 € (44 )

Korner Kai Condo

1 2
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.
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