Holiday Rentals in Cayman Islands

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Cayman Islands holiday rentals
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2552 Holiday Rentals and Airbnb in Cayman Islands

Best family friendly Cayman Islands holiday rentals

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

Conch Club 16, Little Cayman, Cayman Islands - Cayman Islands
9.7 66 reviews
Cayman Islands
27/06 – 04/07
NZ$650/nighttotal: NZ$4550 (7 )

Conch Club 16, Little Cayman, Cayman Islands

2 2
apartment , Blossom Village
This apartment is situated on a tranquil island in Blossom Village, just a short walk from a palm-shaded beach and a freshwater pool. It boasts excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and direct beach access, as well as complimentary airport transfers and optional services like grocery shopping and car/scooter rentals.
Regal #411 - Cayman Islands
9.9 72 reviews
Cayman Islands
28/11 – 05/12
NZ$574/nighttotal: NZ$4018 (7 )

Regal #411

1 3
apartment , George Town
This oceanfront condo, situated on Seven Mile Beach in George Town, Grand Cayman, offers direct beach access and is within walking distance of restaurants and shops, and a short drive from George Town itself.
This 111.5 square metre apartment boasts two bedrooms sleeping four, a fully equipped kitchen with dishwasher, two bathrooms, air conditioning, and access to two swimming pools, a Jacuzzi, tennis/pickleball court, and fitness centre within the complex; baby equipment is available on request.
Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Zen - Cayman Islands
10 74 reviews
Cayman Islands
21/07 – 28/07
NZ$530/nighttotal: NZ$3710 (7 )

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

1 2
apartment , Upper Land
This one-bedroom apartment is located in Upper Land, just a short distance from the famous Seven Mile Beach, offering easy access to the island's top attractions. The accommodation has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is comfortably sized at 63 square metres and can accommodate up to four guests. It provides a range of amenities for a comfortable stay, including a fully equipped kitchen, air conditioning, a private balcony, a swimming pool, and free parking.
7 Mile Beach (Sleep 10) Amazing Rooftop + Pool - Cayman Islands
9.9 62 reviews
Cayman Islands
20/07 – 29/07
NZ$2358/nighttotal: NZ$21222 (9 )

7 Mile Beach (Sleep 10) Amazing Rooftop + Pool

1 6
apartment , West Bay
This apartment is situated on Seven Mile Beach in West Bay, just 121 steps from the sand and within walking distance of restaurants, a supermarket, and a liquor store. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has four bedrooms and four bathrooms, comfortably accommodating up to 10 guests. It offers a private pool pavilion, a rooftop oasis with ocean views, and a private beach club with loungers, umbrellas, paddleboards, and kayaks, in addition to a fully equipped kitchen, a games room, and a bonus office space.

Best Cayman Islands holiday rentals with a pool

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

Pools Of The Kai #1 - Your Home Away From Home - Cayman Islands
10 5 reviews
Cayman Islands
11/01 – 21/01
NZ$669/nighttotal: NZ$6690 (10 )

Pools Of The Kai #1 - Your Home Away From Home

1 2
apartment , GRAND CAYMAN
This luxurious Cayman Kai condo, boasting direct beach access and proximity to the Kaibo Yacht Club, offers a tranquil escape from Seven Mile Beach's crowds.
The one-bedroom, one-bathroom property sleeps four guests and features a private heated pool, a fully equipped kitchen, and access to a range of watersports including scuba diving and snorkelling near Stingray City.
Hidden Hideaway - 7mile - 2bed/2bth-pool - Cayman Islands
10 42 reviews
Cayman Islands
24/12 – 01/01
NZ$1297/nighttotal: NZ$10376 (8 )

Hidden Hideaway - 7mile - 2bed/2bth-pool

2 4
apartment , George Town
This brand new George Town guest suite is situated a short walk (less than 1 km) from Seven Mile Beach, offering easy access to the beach, shops, and restaurants.
The two-bedroom, two-bathroom property sleeps four guests, features a fully equipped kitchen with Samsung appliances, a private deck, in-suite laundry, and access to a shared pool and BBQ facilities.
Steps To Seven Mile Beach - Modern 2br With Pool - Cayman Islands
10 82 reviews
Cayman Islands
27/08 – 07/09
NZ$599/nighttotal: NZ$6589 (11 )

Steps To Seven Mile Beach - Modern 2br With Pool

2 1
house , West Bay
This newly renovated house is located in West Bay, just a short walk from the famous Seven Mile Beach and within easy reach of a grocery store. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has six bedrooms and is ideal for families or groups of friends. It is equipped with a range of modern amenities, including a swimming pool, a garden, and a dedicated parking space. Guests can also enjoy the convenience of a fully equipped kitchen, air conditioning, and high-speed internet access.
South Bay Beach Club #3 - 2 Bedroom 2 Bathroom Unit - Cayman Islands
Cayman Islands
27/06 – 04/07
NZ$834/nighttotal: NZ$5838 (7 )

South Bay Beach Club #3 - 2 Bedroom 2 Bathroom Unit

2 2
apartment , George Town
This South Bay Beach Club apartment in George Town, Grand Cayman, boasts immediate access to Seven Mile Beach and is located 5km from Owen Roberts International Airport.
The 126 square metre self-catering flat features two bedrooms, two bathrooms, and can comfortably accommodate seven guests, offering free Wi-Fi, air conditioning, a swimming pool, garden, and private parking (subject to availability).

Frequently asked questions about holiday rentals in Cayman Islands

  • What are the must-see places in the Cayman Islands?

    For a truly memorable trip, you shouldn't miss Stingray City, a shallow sandbar where you can interact with southern stingrays. Seven Mile Beach, renowned for its soft, white sand and turquoise waters, is a must. Then there's the Cayman Turtle Centre: Island Wildlife Encounter, a fantastic place to learn about these magnificent creatures. Finally, explore the vibrant coral reefs through snorkelling or diving – the North Wall is particularly spectacular.
  • What are the best Airbnb and holiday rentals in Cayman Islands?

  • What are the typical activities to do in the Cayman Islands?

    The Cayman Islands offer a diverse range of activities. Swimming with stingrays at Stingray City is incredibly popular. Relaxing on Seven Mile Beach is a classic Cayman Islands experience. Diving and snorkelling are world-class, with numerous dive sites catering to all levels. For a cultural experience, visit the National Museum. Watersports like jet skiing and paddleboarding are readily available, too.
  • What are the most popular Airbnbs in Cayman Islands?

  • Which part of the Cayman Islands offers the most pleasant climate?

    The climate across the Cayman Islands is generally consistent, being tropical. However, Grand Cayman, with its varied terrain, might offer slightly more diverse microclimates. The coastal areas generally experience the most consistent warmth and sea breezes, offering a pleasant climate year-round.
  • What are the best holiday rentals with a pool in Cayman Islands?

  • What airport options are there for reaching the Cayman Islands?

    Owen Roberts International Airport (GCM) on Grand Cayman is the main airport, receiving most international flights. There are smaller airports on Cayman Brac (CYB) and Little Cayman (LYB), primarily for inter-island flights.
  • What are the best rentals for families and kids in Cayman Islands?

  • Are there specific challenges to driving in the Cayman Islands that visitors should know?

    Driving in the Cayman Islands is generally straightforward, but visitors should be aware of left-hand driving. The roads can be narrow in some areas, and some roads lack streetlights. Always drive cautiously, especially at night.
  • What are the best rentals or Airbnbs with a jacuzzi in Cayman Islands?

  • What currency is used in the Cayman Islands?

    The Cayman Islands dollar (KYD) is the official currency, but the US dollar is widely accepted everywhere.
  • What are the top festivals to experience in the Cayman Islands?

    The Pirates Week Festival is a major annual event, celebrating the islands' seafaring history with parades, street fairs, and cultural performances. The annual Batabano Carnival is another vibrant celebration with colourful costumes and music.
  • What is the best time of year to visit the Cayman Islands?

    The best time to visit is during the dry season, from November to May, when you can expect sunshine and warm temperatures. However, it's worth noting that prices are higher during this peak season.
  • What are some local dishes to try in the Cayman Islands?

    Be sure to try conch, prepared in various ways – such as conch fritters or stewed conch. Seafood is abundant, so trying the local snapper or lobster is a must. Another popular dish is Cayman-style jerk chicken.
  • What emergency numbers should you know in case of a medical or security issue in the Cayman Islands?

    For medical emergencies, dial 911. For police emergencies, also dial 911.
  • What etiquette tips are important when visiting the Cayman Islands?

    Being polite and respectful is key. Remember to dress modestly when visiting churches or other formal places. Tipping is customary in restaurants and for service staff.
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach offers a luxurious, relaxed atmosphere with plenty of resorts and amenities. For a more secluded experience, consider exploring the quieter areas of Little Cayman or Cayman Brac.
  • What are the best areas to spend a weekend in the Cayman Islands?

    A weekend in Grand Cayman, focusing on Seven Mile Beach and its surrounding activities, would be ideal. Alternatively, a short trip to Cayman Brac could offer a change of pace with its natural beauty.
  • What are the top shopping destinations in the Cayman Islands?

    Camana Bay offers a mix of high-end boutiques and local shops. George Town has a variety of duty-free shops. For a more local experience, explore the smaller markets and craft shops across the islands.

Top regions Cayman Islands

Best Cayman Islands holiday rentals with parking

Allure #22 3br Waterfront - Cayman Islands
10 2 reviews
Cayman Islands
20/07 – 29/07
NZ$771/nighttotal: NZ$6939 (9 )

Allure #22 3br Waterfront

1 6
house , Red Bay Estate
This Red Bay Estate holiday home is situated 3.1km from Owen Roberts International Airport, offering convenient access to Grand Cayman's attractions.
The 221 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private pool, terrace, free Wi-Fi, and parking.
Cassava Pointe 4d At Sea Haven - Cayman Islands
10 1 review
Cayman Islands
11/01 – 21/01
NZ$993/nighttotal: NZ$9930 (10 )

Cassava Pointe 4d At Sea Haven

1 2
house , Omega Gardens
Cassava Pointe 4D at Sea Haven, situated in Omega Gardens, boasts stunning sea views and is conveniently located 6 kilometres from Owen Roberts International Airport.
This three-bedroom, two-bathroom property offers 223 square metres of living space, comfortably accommodating up to 11 guests and featuring a private pool, fully equipped kitchen, free Wi-Fi, and ample parking.
Fingertip - Cayman Islands
Cayman Islands
27/06 – 04/07
NZ$1780/nighttotal: NZ$12460 (7 )

Fingertip

1 2
house , Driftwood Village
Fingertip Beach Bungalow, a three-bedroom house in Driftwood Village, Cayman Islands, is a 15-minute walk from Water Cay Public Beach and 2.1 kilometres from Rum Point Beach.
This 204-square-metre property sleeps up to 11 guests and boasts three bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, free Wi-Fi, and private parking, plus stunning sea views.
Grand Cayman Marriott Resort - Cayman Islands
8.9 1539 reviews
Cayman Islands
18/07 – 01/08
NZ$752/nighttotal: NZ$10528 (14 )

Grand Cayman Marriott Resort

1 2
resort , George Town
The Grand Cayman Marriott Resort is situated on the renowned Seven Mile Beach in George Town, a short distance from Owen Roberts International Airport and a golf course. The resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The hotel offers a range of modern rooms with balconies providing views of the Caribbean Sea. Guests can enjoy a variety of dining options, a spa, a fitness centre, and a swimming pool, all within the beautifully landscaped grounds.

Best Cayman Islands holiday rentals with a balcony

Seaside Dreams Ih 20 - Cayman Islands
10 1 review
Cayman Islands
27/06 – 04/07
NZ$976/nighttotal: NZ$6832 (7 )

Seaside Dreams Ih 20

1 2
apartment , Driftwood Village
This oceanfront apartment in Driftwood Village, Cayman Islands, offers stunning sea views and is a 0.5km stroll from Rum Point Beach and 1.8km from Water Cay Public Beach.
The 111 square metre flat comprises two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher and microwave, free Wi-Fi, private parking, and accommodates up to nine guests.
Rum Point Resort 206 - Cayman Islands
9.5 2 reviews
Cayman Islands
20/07 – 29/07
NZ$1822/nighttotal: NZ$16398 (9 )

Rum Point Resort 206

1 6
apartment , Driftwood Village
Rum Point Resort 206, a three-bedroom apartment in Driftwood Village, Cayman Islands, is located steps from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 209-square-metre dwelling boasts three bathrooms, sleeps up to 13 guests, and features a fully equipped kitchen, private balcony with sea views, swimming pool access, parking, and free Wi-Fi.
Regal Beach Club - 2bed Luxury Unit - Cayman Islands
Cayman Islands
28/11 – 05/12
NZ$710/nighttotal: NZ$4970 (7 )

Regal Beach Club - 2bed Luxury Unit

1 3
apartment , Grand Cayman
This Grand Cayman apartment is located in the Seven Mile Beach district, just a short walk from the famous Seven Mile Beach and 5 kilometres from Owen Roberts International Airport.
This 111 square metre flat offers accommodation for up to nine guests, featuring two bathrooms, air conditioning, a fully equipped kitchen, complimentary high-speed Wi-Fi, and a private balcony.
1bd 1b Convenient And Cosy Apartment With Pool - Cayman Islands
8.5 2 reviews
Cayman Islands
04/07 – 08/07
NZ$468/nighttotal: NZ$1872 (4 )

1bd 1b Convenient And Cosy Apartment With Pool

1 2
apartment , George Town
This George Town flat is situated just 1.9 kilometres from Owen Roberts International Airport, offering convenient travel connections.
This 46 square metre flat accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, WiFi, a balcony, and complimentary private parking.
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