Compare Vacation Rentals & Airbnb in Cayman Islands

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Cayman Islands vacation rentals
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2552 Rentals and Airbnb 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

Peaceful Oceanview Penthouse Getaway - Cayman Islands
10 2 reviews
Cayman Islands
04/07 – 08/07
$424/nighttotal: $1696 (4 )

Peaceful Oceanview Penthouse Getaway

1 2
apartment , West End
This newly renovated 3rd-floor walk-up condo in West End offers direct access to a protected reef, ideal for diving and snorkelling, with sweeping views of the pool, dock, and sea from its elevated position. This family-friendly apartment sleeps up to four guests, featuring two bedrooms, two bathrooms, air conditioning, and a full kitchen, providing a comfortable base for exploring the local bluff or enjoying the sea breezes.
Little Cayman 3 Bedroom Oceanfront  Private Villa - Cayman Islands
9.9 122 reviews
Cayman Islands
01/07 – 31/07
$541/nighttotal: $16230 (30 )

Little Cayman 3 Bedroom Oceanfront Private Villa

1 2
apartment , West End
This West End property is conveniently located just a short walk from Salt Rocks Nature Trail North Trailhead and Fisheye Fantasy, with Little Cayman Beaches and Lighthouse Wall also within a mile. The house has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 3-bedroom house can comfortably accommodate up to 8 guests and boasts a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, and parking. Guests can enjoy the beautiful ocean views, relax in the jacuzzi, and make use of the barbecue grills for outdoor dining.
Private Pool 3 Bedrooms Oasis Sandalwood Escape - Cayman Islands
10 4 reviews
Cayman Islands
25/07 – 30/07
$1619/nighttotal: $8095 (5 )

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.
Cayman Luxury Rentals At One Canal Point - Cayman Islands
9.5 105 reviews
Cayman Islands
01/10 – 05/10
$537/nighttotal: $2148 (4 )

Cayman Luxury Rentals At One Canal Point

2 4
house , Upper Land
This house is situated in Upper Land, Grand Cayman, just a short distance from Seven Mile Beach and a convenient 3.7 miles from Owen Roberts International Airport. The house enjoys a peaceful location in Upper Land, offering a tranquil escape from the busier tourist areas. It has consistently received excellent ratings for its cleanliness, location, and user experience.
The house spans 324 square metres and is ideal for families or groups. It offers a range of amenities including a swimming pool, jacuzzi, terrace, garden, fitness centre, and private parking. The house is also equipped with a modern kitchen, air conditioning, and internet access.

Best Cayman Islands vacation rentals with a pool

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

1bd 1.5b Convenient And Cosy Apartment With Pool - Cayman Islands
9.8 16 reviews
Cayman Islands
17/09 – 31/10
$216/nighttotal: $9504 (44 )

1bd 1.5b Convenient And Cosy Apartment With Pool

1 2
apartment , George Town
This one-bedroom flat is located on a quiet island street, offering convenient access to George Town and is situated a short distance from the airport.
This stylish apartment accommodates up to four guests and features air conditioning, internet, a shared swimming pool, and on-site parking, with a private balcony for added relaxation.
Snug Harbour View #4  1br Canal Front Condo By Seven Mile Beach - Cayman Islands
9.7 190 reviews
Cayman Islands
27/06 – 31/12
$289/nighttotal: $54043 (187 )

Snug Harbour View #4 1br Canal Front Condo By Seven Mile Beach

1 2
apartment , George Town
Snug Harbour View #9, a canal-front condo in the Seven Mile Beach corridor, is situated approximately 2.4km from Camana Bay and Seven Mile Beach.
This newly renovated (January 2023) two-bedroom apartment, boasting 93 square metres of floor space, offers a private boat dock, swimming pool access, and essential amenities including a fully equipped kitchen, laundry facilities, and a terrace overlooking the canal.
Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Deluxe - Cayman Islands
9.5 21 reviews
Cayman Islands
24/12 – 01/01
$1392/nighttotal: $11136 (8 )

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

1 4
apartment , Upper Land
This one-bedroom apartment is located just 0.3km from the world-famous Seven Mile Beach in Upper Land, offering easy access to the beautiful coastline and local amenities. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 63 square metre apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, air conditioning, a balcony, free parking, and free Wi-Fi. Enjoy a relaxing stay with access to a swimming pool, garden, and a range of amenities perfect for a comfortable and enjoyable holiday.
Northern Lights 3 - 2br/2.5ba Oceanfront & Pool - Cayman Islands
9.9 21 reviews
Cayman Islands
20/07 – 29/07
$475/nighttotal: $4275 (9 )

Northern Lights 3 - 2br/2.5ba Oceanfront & Pool

2 6
apartment , North Side
Northern Lights #3, a beachfront condo on Grand Cayman's North Side, is situated approximately 24km from Rum Point and Stingray City.
This two-bedroom, two-bathroom apartment sleeps up to six guests and boasts a fully equipped kitchen, private pool, dock, beach access, complimentary kayaks and snorkelling gear, and screened lanais with ocean views.

Frequently Asked Questions about vacation rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands vacation rentals with parking

Rum Point Resort 407 - Cayman Islands
Cayman Islands
20/07 – 29/07
$1044/nighttotal: $9396 (9 )

Rum Point Resort 407

1 6
apartment , Driftwood Village
This Driftwood Village apartment is situated a short walk from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
The 120 square metre self-catering flat offers two bedrooms, two bathrooms, and sleeps up to nine guests, boasting a private balcony, swimming pool access, free Wi-Fi, and parking.
Caribbean Paradise #29 Condo - Cayman Islands
10 2 reviews
Cayman Islands
20/07 – 29/07
$575/nighttotal: $5175 (9 )

Caribbean Paradise #29 Condo

2 6
house , Lambert House
Lambert House is a beachfront property situated 6 kilometres from Owen Roberts International Airport, offering direct beach access.
This two-bedroom, two-bathroom condo boasts 139 square metres of floor space, sleeping up to 11 guests and featuring a fully equipped kitchen, swimming pool, tennis court, and free Wi-Fi.
Summertime Suites #54 - Cayman Islands
9.0 3 reviews
Cayman Islands
26/11 – 02/12
$484/nighttotal: $2904 (6 )

Summertime Suites #54

1 2
house , West Bay
This one-bedroom house in West Bay is located just 11 kilometres from Owen Roberts International Airport, offering easy access to this popular destination.
The property boasts a fully equipped kitchen, air conditioning, a swimming pool, and can comfortably accommodate up to five guests, perfect for families or groups of friends looking for a comfortable and convenient stay.
Rum Point Resort Penthouse 504 - Cayman Islands
10 1 review
Cayman Islands
01/07 – 31/07
$1871/nighttotal: $56130 (30 )

Rum Point Resort Penthouse 504

1 2
apartment , Driftwood Village
Rum Point Resort 504 Penthouse, a three-bedroom apartment in Driftwood Village, Cayman Islands, offers direct access to Rum Point Beach and is 2.1 kilometres from Water Cay Public Beach.
This 225 square metre dwelling boasts a spacious layout sleeping up to 15 guests, featuring three bathrooms, a fully equipped kitchen with microwave and dishwasher, private balcony with sea views, free Wi-Fi, on-site parking, swimming pool, and elevator access.

Best Cayman Islands vacation rentals with a balcony

Beachcomber 32 - Cayman Islands
Cayman Islands
20/07 – 29/07
$3188/nighttotal: $28692 (9 )

Beachcomber 32

1 6
apartment , George Town
Beachcomber 32, a one-bedroom apartment in George Town, Grand Cayman, offers direct beach access to Seven Mile Beach and is 6km from Owen Roberts International Airport.
This self-catering flat sleeps up to 10 guests and boasts three bathrooms, a fully equipped kitchen with dishwasher and microwave, a jacuzzi, free parking, Wi-Fi, and cable TV.
Hampton By Hilton Grand Cayman Seven Mile Beach - Cayman Islands
9.0 2114 reviews
Cayman Islands
06/08 – 16/08
$350/nighttotal: $3500 (10 )

Hampton By Hilton Grand Cayman Seven Mile Beach

2 3
resort , George Town
The Hampton by Hilton Grand Cayman is located in George Town, just a short walk from Seven Mile Beach, a 5-minute drive from Camana Bay and Georgetown, and 10 minutes from the airport. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of studios and suites with modern amenities, including air conditioning, flat-screen TVs, and kitchenettes. Guests can enjoy a refreshing dip in the outdoor pool, relax in the tropical gardens, or indulge in the unique cuisine at Ms. Piper's Kitchen + Garden.
Just Chillin In Little Cayman - Cayman Islands
9.6 7 reviews
Cayman Islands
25/07 – 31/07
$388/nighttotal: $2328 (6 )

Just Chillin In Little Cayman

2 2
house , Head of Bay
Just Chillin in Little Cayman is located in Head of Bay, a short 3.7 miles from Edward Bodden Airfield Airport, making it a convenient choice for travellers. The villa is situated in a peaceful and tranquil location, offering a relaxing escape from the hustle and bustle of everyday life.
This comfortable two-bedroom villa can accommodate up to four guests. The property boasts a range of amenities, including a private pool, terrace, air conditioning, fully equipped kitchen, free Wi-Fi, and private parking. Guests can also enjoy cycling opportunities in the surrounding area.
Perfect For Staycations In Little Cayman - Cayman Islands
9.8 7 reviews
Cayman Islands
27/08 – 07/09
$344/nighttotal: $3784 (11 )

Perfect For Staycations In Little Cayman

1 1
apartment , Head of Bay
This Little Cayman apartment, ideally located less than 1km from Edward Bodden Airfield, offers easy access to the airport for travellers visiting Head of Bay.
The self-catering flat boasts one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, a swimming pool, and a balcony; perfect for exploring Little Cayman.
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