Villas and Holiday homes in Cayman Islands

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Cayman Islands villas
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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

Silver Reef 4 Oceanfront Condo - Cayman Islands
Cayman Islands
01/08 – 22/08
SG$386/nighttotal: SG$8106 (21 )

Silver Reef 4 Oceanfront Condo

1 2
house , North Side
Silver Reef 4 Oceanfront Condo, situated in North Side, Grand Cayman, offers direct ocean views and is a 3-kilometre walk from Old Man Bay Beach.
This 215 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, private balcony, swimming pool, tennis court, and free Wi-Fi.
Crystal Kai Condo - Cayman Islands
10 2 reviews
Cayman Islands
03/07 – 17/07
SG$322/nighttotal: SG$4508 (14 )

Crystal Kai Condo

1 3
house , Driftwood Village
Crystal Kai Condo, a beachfront property in Driftwood Village, Grand Cayman, is a 3-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 116-square-metre holiday home boasts two bedrooms, two bathrooms, a jacuzzi, and can accommodate up to seven guests, offering free Wi-Fi, private parking, and a well-equipped kitchen including a dishwasher.
Casa Luna 16 - Cayman Islands
10 1 review
Cayman Islands
04/01 – 28/02
SG$2181/nighttotal: SG$119955 (55 )

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.
Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9 60 reviews
Cayman Islands
02/01 – 07/01
SG$886/nighttotal: SG$4430 (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.

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

5 Min To Turtle Beach | Mahogany Breezes Villa - Cayman Islands
10 3 reviews
Cayman Islands
16/07 – 19/07
SG$2155/nighttotal: SG$6465 (3 )

5 Min To Turtle Beach | Mahogany Breezes Villa

6 8
house , Savannah
This secluded luxury villa, Mahogany Breezes, is situated in two acres of Savannah woodland, offering privacy and tranquility 24 kilometres from Owen Roberts International Airport and 32 kilometres from Seven Mile Beach.
This six-bedroom, six-bathroom residence accommodates up to twelve guests and features a private swimming pool, a screened patio room for al fresco dining, a wrap-around veranda for wildlife spotting, and is conveniently located five kilometres from Spotts Public Beach, Foster's Countryside supermarket, and Pedro St. James.
Cayman Wavelength - East End Paradise Villas - Cayman Islands
10 15 reviews
Cayman Islands
02/01 – 07/01
SG$820/nighttotal: SG$4100 (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.
The Meadows Luxury 3 Bdrm Townhouse With Pool And - Cayman Islands
10 1 review
Cayman Islands
03/07 – 17/07
SG$471/nighttotal: SG$6594 (14 )

The Meadows Luxury 3 Bdrm Townhouse With Pool And

1 3
house , West Bay
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.
Private Pool 3 Bedrooms Oasis Sandalwood Escape - Cayman Islands
10 4 reviews
Cayman Islands
26/11 – 02/12
SG$1644/nighttotal: SG$9864 (6 )

Private Pool 3 Bedrooms Oasis Sandalwood Escape

3 2
house , George Town
This three-bedroom villa is situated in George Town, Grand Cayman, a short 0.5km stroll from Seven Mile Beach and 4km from Owen Roberts International Airport.
The 93 square metre property boasts three bathrooms, a private pool, free Wi-Fi, and parking, comfortably accommodating up to 15 guests.

Frequently asked questions about villa rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands villas and holiday homes with a kitchen

Summertime Suites #50 - Cayman Islands
9.0 1 review
Cayman Islands
27/06 – 04/07
SG$344/nighttotal: SG$2408 (7 )

Summertime Suites #50

1 2
house , West Bay
Summertime Suites #50, a West Bay apartment, is situated 11km from Owen Roberts International Airport.
This one-bedroom apartment offers 46 square metres of space, sleeping up to five guests and boasting a swimming pool, free Wi-Fi, and a fully equipped kitchen including a fridge and microwave.
Beach Living At Villas Pappagallo Bldp - Cayman Islands
9.8 78 reviews
Cayman Islands
17/09 – 31/10
SG$494/nighttotal: SG$21736 (44 )

Beach Living At Villas Pappagallo Bldp

2 2
house , West Bay
Villas Pappagallo is located just a short walk from the famous West Bay Beach and is a 9.3-mile drive from Owen Roberts International Airport, offering a peaceful retreat in a quiet part of West Bay. The aparthotel has excellent user, location and cleanliness ratings.
The apartment is spacious, with two bedrooms and a floor area of 130 square metres, and is fully equipped with a kitchen that includes a dishwasher and oven. Guests can enjoy the on-site swimming pool, garden, terrace or balcony, and free Wi-Fi throughout the property.
Incredible Beach Front Villa! - Cayman Islands
9.6 5 reviews
Cayman Islands
02/01 – 07/01
SG$3916/nighttotal: SG$19580 (5 )

Incredible Beach Front Villa!

4 6
house , George Town
This beachfront villa is situated in George Town, Grand Cayman, a short 5km drive from Owen Roberts International Airport, offering direct access to a private beach area.
The 232 square metre property boasts four bedrooms, two bathrooms, and can accommodate up to 15 guests, featuring a private pool, tennis court, and free Wi-Fi.
Island House #16 At Rum Point - Cayman Islands
Cayman Islands
24/12 – 01/01
SG$1629/nighttotal: SG$13032 (8 )

Island House #16 At Rum Point

1 4
house , Driftwood Village
Island House #16, in Driftwood Village, boasts a beachfront location on Rum Point Beach, just 1.9km from Water Cay Public Beach.
This two-bedroom, two-bathroom property offers 139 square metres of living space, sleeping up to 11 guests and including a fully equipped kitchen, laundry facilities, Wi-Fi, and private parking.

Best Cayman Islands villas and holiday homes with parking

Featherstone Cottage, Cayman Brac - Cayman Islands
9.2 5 reviews
Cayman Islands
03/07 – 17/07
SG$438/nighttotal: SG$6132 (14 )

Featherstone Cottage, Cayman Brac

1 3
house , Cayman Brac
Featherstone Cottage is situated in Cayman Brac, a 12km drive from the Charles Kirkconnell International Airport.
The one-bedroom cottage offers a private pool, a fully equipped kitchen, air conditioning, free Wi-Fi, and parking, ideal for a group of up to seven guests.
The Retreat #20 Condo - Cayman Islands
Cayman Islands
17/09 – 31/10
SG$344/nighttotal: SG$15136 (44 )

The Retreat #20 Condo

1 2
house , Driftwood Village
The Retreat #20 condo in Driftwood Village, Grand Cayman, boasts a prime beachfront location, a two-minute walk from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 111-square-metre self-catering property sleeps eleven guests across two bedrooms and two bathrooms, featuring a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, private parking, air conditioning, a swimming pool, and a tennis court.
Laguna Del Mar #19 - Seven Mile Beach - Cayman Islands
9.0 1 review
Cayman Islands
02/01 – 07/01
SG$3974/nighttotal: SG$19870 (5 )

Laguna Del Mar #19 - Seven Mile Beach

3 6
house , Seven Mile Beach
This residence is situated in Dog City's Laguna Del Mar #19, a mere 200 metres from the renowned Seven Mile Beach, offering sea views and convenient access to Owen Roberts International Airport, located 5 kilometres away.
Spanning 246 square metres with accommodation for 14 guests, this property features air conditioning, complimentary Wi-Fi, a shared garden with a swimming pool, a fully equipped kitchen, and a gym, while bachelor parties are prohibited.
Britannia 7 Mile Beach Condo - Cayman Islands
9.5 2 reviews
Cayman Islands
10/09 – 24/09
SG$519/nighttotal: SG$7266 (14 )

Britannia 7 Mile Beach Condo

3 2
house , Upper Land
This three-bedroom, three-bathroom house in Upper Land is situated a 19-minute walk (approximately 1.5km) from Seven Mile Beach and 6km from Owen Roberts International Airport.
This 242 square metre property boasts a private swimming pool, Jacuzzi, and balcony with sea views, accommodating up to 15 guests and including free Wi-Fi, private parking, and a fully equipped kitchen.
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