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Cayman Islands vacation rentals
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Best Vacation rentals and Airbnb offers in Cayman Islands

Best family friendly Cayman Islands vacation rentals

Among the 2552 accommodations in Cayman Islands, here are the 4 best family friendly rentals

Ruby's Hibiscus - Grand Cayman Beach Cottage - Cayman Islands
10 198 reviews
Cayman Islands
11/26 – 12/02
$304/nighttotal: $1824 (6 )

Ruby's Hibiscus - Grand Cayman Beach Cottage

1 2
island , East End
Ruby's Hibiscus is a charming cottage located just steps from the beautiful Caribbean Sea in the picturesque fishing village of East End. The cottage consistently earns excellent ratings for its location, cleanliness, and overall guest experience.
This cozy bungalow-style unit sleeps up to four guests and offers complete privacy. Enjoy amenities like a widescreen TV, Netflix access, and WiFi, as well as a private beach, gazebo with a swinging bed, and a basic breakfast.
Conch Club 16, Little Cayman, Cayman Islands - Cayman Islands
9.7 66 reviews
Cayman Islands
06/27 – 07/04
$378/nighttotal: $2646 (7 )

Conch Club 16, Little Cayman, Cayman Islands

2 2
apartment , Blossom Village
This apartment is situated on a peaceful island in Blossom Village, just a short walk from a beautiful palm-shaded beach and a refreshing freshwater pool. Guests have consistently rated the accommodation, location, and cleanliness as excellent.
The two-bedroom, two-bathroom apartment can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and access to kayaks, bicycles, and hammocks for a relaxing island experience.
Casa De Bells Deluxe - Cayman Islands
9.9 154 reviews
Cayman Islands
07/16 – 07/19
$913/nighttotal: $2739 (3 )

Casa De Bells Deluxe

1 8
apartment , ÃŽle Patrick
This apartment is located in a peaceful, family-friendly neighborhood on Patrick's Island, just a short distance from the beautiful beaches and within easy reach of the island's main attractions. It boasts excellent user, location, and cleanliness ratings.
This four-bedroom rental offers a private pool, gazebo, and outdoor spaces, perfect for relaxing and enjoying the island. Guests can also request housekeeping and childcare services for an additional fee, adding convenience and flexibility to their stay.
Tamarind Bay Unit # 22 - Cayman Islands
9.0 1 review
Cayman Islands
10/01 – 10/08
$432/nighttotal: $3024 (7 )

Tamarind Bay Unit # 22

3 2
apartment , Seven Mile Beach
Tamarind Bay Unit #22 offers a three-bedroom condo directly on Seven Mile Beach, Grand Cayman, a short 3.1-mile drive from Owen Roberts International Airport.
This 3-bedroom, 2-bathroom rental sleeps up to 11 guests and boasts a fully equipped kitchen, private parking, a swimming pool, tennis court, and concierge service, with easy access to snorkeling and fishing.

Best Cayman Islands vacation rentals with a pool

Among the 2552 accommodations in Cayman Islands, here are the 4 best rentals with a pool

Hampton By Hilton Grand Cayman Seven Mile Beach - Cayman Islands
9.0 2114 reviews
Cayman Islands
10/15 – 10/16
$280/nightfor 1 night

Hampton By Hilton Grand Cayman Seven Mile Beach

1 2
resort , George Town
The Hampton by Hilton Grand Cayman is located in George Town, just a short walk from Seven Mile Beach and a short drive from Camana Bay and Georgetown. It's a 3-star hotel with very good user ratings for location, cleanliness, and overall experience.
The hotel offers studios and suites with modern amenities like flat-screen TVs, kitchenettes, and air conditioning. Guests can enjoy the outdoor pool, spa, fitness center, and on-site restaurant and bar.
Fabulous One Bedroom In West Bay - Cayman Islands
8.9 6 reviews
Cayman Islands
06/27 – 07/04
$321/nighttotal: $2247 (7 )

Fabulous One Bedroom In West Bay

1 2
house , West Bay
This West Bay apartment is conveniently located within walking distance of Boatswains Beach and just over a mile from West Bay Beach, making it perfect for beach lovers. The apartment has consistently received high ratings for its cleanliness, location, and overall experience.
The two-bedroom, one-bathroom apartment offers 700 square feet of space and can comfortably accommodate up to four guests. Enjoy amenities such as air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, an outdoor swimming pool, cable TV, a washing machine, and towels and bed linen provided.
Luxury 2bdr Beachfront Condo On Spotts Beach - Cayman Islands
10 2 reviews
Cayman Islands
01/04 – 02/28
$436/nighttotal: $23980 (55 )

Luxury 2bdr Beachfront Condo On Spotts Beach

2 2
apartment , Savannah
This renovated beachfront condo offers direct access to Spotts Beach, a prime turtle snorkeling location on Grand Cayman, known for its calm, shallow waters and proximity to aquatic life.
This two-bedroom, two-bathroom condominium accommodates up to five guests and features a two-level layout with vaulted ceilings, an open-plan living area, a fully equipped kitchen, and a dedicated workspace, along with shared amenities like a pool and tennis court.
The Sand Dollar At Cottages - Cayman Islands
Cayman Islands
06/27 – 07/04
$251/nighttotal: $1757 (7 )

The Sand Dollar At Cottages

1 2
house , Sand Bluff
The Sand Dollar Cottage is a beachfront house in Sand Bluff, Grand Cayman, located directly on Colliers Public Beach and 23 miles from Owen Roberts International Airport.
This 500-square-foot rental boasts one bedroom, one bathroom, and sleeps seven, featuring a fully equipped kitchen, air conditioning, free Wi-Fi, and free private parking.

Frequently Asked Questions about vacation rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands vacation rentals with parking

Pools Of The Kai 3 - Cayman Islands
9.0 2 reviews
Cayman Islands
06/27 – 07/04
$639/nighttotal: $4473 (7 )

Pools Of The Kai 3

1 2
apartment , Driftwood Village
This Driftwood Village condo is an 8-minute walk from Water Cay Public Beach and 1.8 miles from Rum Point Beach, offering easy access to the area's best attractions.
This 1800-square-foot rental boasts two bedrooms, two bathrooms, and sleeps seven, featuring a private pool atrium, balcony with ocean views, free Wi-Fi, and on-site parking.
Featherstone Downstairs Apartment, Cayman Brac - Cayman Islands
9.7 3 reviews
Cayman Islands
01/11 – 04/05
$342/nighttotal: $28728 (84 )

Featherstone Downstairs Apartment, Cayman Brac

1 2
apartment , Cayman Brac
Featherstone Downstairs Apartment, a beachfront rental in Tibbetts Turn, is located 7.5 miles from Charles Kirkconnell International Airport (CYB).
This 600-square-foot, one-bedroom, one-bathroom unit sleeps seven guests and boasts a private patio with ocean views, a fully equipped kitchen, free Wi-Fi, and access to a swimming pool, plus on-site amenities including barbecue facilities and free bicycles.
Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Deluxe - Cayman Islands
9.5 21 reviews
Cayman Islands
12/24 – 01/01
$996/nighttotal: $7968 (8 )

Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Deluxe

1 4
apartment , Upper Land
This Upper Land apartment is just a 3-minute walk from Seven Mile Beach, putting you right in the heart of the island’s most popular spot. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 680 square feet of space, perfect for up to 4 guests, and includes a bedroom, bathroom, and a fully equipped kitchen with a dishwasher, oven, and microwave. You'll also enjoy amenities like air conditioning, a private balcony, a swimming pool, a garden, and free parking.
Cayman Luxury Rentals At One Canal Point - Cayman Islands
9.5 105 reviews
Cayman Islands
12/24 – 01/01
$1167/nighttotal: $9336 (8 )

Cayman Luxury Rentals At One Canal Point

2 4
house , Upper Land
This house in Upper Land, Grand Cayman is just a short distance from the world-famous Seven Mile Beach, offering easy access to the white sand and crystal-clear waters. The property consistently receives excellent ratings for its location, cleanliness, and user experience.
The home spans 3490 square feet and features a fully equipped kitchen, a private terrace, and a swimming pool. Guests can enjoy a variety of amenities, including a fitness center, a jacuzzi, and free parking.

Best Cayman Islands vacation rentals with a balcony

Rum Point Resort 208 - Cayman Islands
Cayman Islands
08/01 – 08/31
$777/nighttotal: $23310 (30 )

Rum Point Resort 208

1 4
apartment , Driftwood Village
Rum Point Resort 208, a two-bedroom apartment in Driftwood Village, is steps from Rum Point Beach and 1.3 miles from Water Cay Public Beach, offering convenient access to prime Driftwood Village attractions.
This 1350-square-foot condo boasts a spacious layout, accommodating up to eight guests and featuring a fully equipped kitchen, private balcony with sea views, free Wi-Fi, on-site parking, a swimming pool, and an elevator.
Rum Point Resort 307 - Cayman Islands
Cayman Islands
07/18 – 08/01
$702/nighttotal: $9828 (14 )

Rum Point Resort 307

1 2
apartment , Driftwood Village
This apartment in Driftwood Village, Rum Point Resort 307, offers direct access to Rum Point Beach, just steps away, and is located 26 miles from Owen Roberts International Airport.
This 1290 square foot condo accommodates up to three guests with one bedroom and one bathroom, featuring air conditioning, a full kitchen with a dishwasher and microwave, high-speed WiFi, a private terrace, garden access, and complimentary parking.
Casa Luna 17 - Cayman Islands
Cayman Islands
06/27 – 07/04
$1358/nighttotal: $9506 (7 )

Casa Luna 17

1 2
house , George Town
Casa Luna 17, a house in George Town, is located 2.5 miles from Owen Roberts International Airport.
This accommodation features air conditioning, a dishwasher, microwave, WiFi, private parking, a garden, and a terrace with sea views, accommodating up to 10 guests with 4 bathrooms and 3 bedrooms.
Rum Point Resort 102 - Cayman Islands
Cayman Islands
07/20 – 07/29
$747/nighttotal: $6723 (9 )

Rum Point Resort 102

1 6
apartment , Driftwood Village
Rum Point Resort 102, a beachfront condo in Driftwood Village, Grand Cayman, offers stunning sea views and is steps from Rum Point Beach and 1.3 miles from Water Cay Public Beach.
This 1290-square-foot unit features two bedrooms, two bathrooms, accommodates nine guests, and includes a fully equipped kitchen, private terrace, free Wi-Fi, and access to an on-site swimming pool and parking.
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