Vacation 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

The Westin Grand Cayman Seven Mile Beach Resort & Spa - Cayman Islands
9.2 1150 reviews
Cayman Islands
27/08 – 07/09
A$883/nighttotal: A$9713 (11 )

The Westin Grand Cayman Seven Mile Beach Resort & Spa

1 1
resort , George Town
The Westin Grand Cayman Seven Mile Beach Resort & Spa is situated on the renowned Seven Mile Beach in George Town, just a short 13-minute drive from Owen Roberts International Airport. This resort enjoys excellent ratings for location, cleanliness and overall experience, making it a popular choice for travellers.
The hotel offers a range of rooms, all featuring modern comforts such as marble bathrooms, flat-screen TVs and mini-fridges. Guests can enjoy a variety of amenities, including a swimming pool, spa, fitness centre, restaurants and bars, as well as a range of activities such as diving, snorkelling and wave running.
Luxury Villa Just A Few Steps From 7 Mile Beach - Cayman Islands
9.8 137 reviews
Cayman Islands
27/06 – 04/07
A$350/nighttotal: A$2450 (7 )

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.
Oceanfront With 7 Mile Beach Views, Ground-floor, Pool, Sleeps 6 - Cayman Islands
10 13 reviews
Cayman Islands
27/06 – 04/07
A$1278/nighttotal: A$8946 (7 )

Oceanfront With 7 Mile Beach Views, Ground-floor, Pool, Sleeps 6

3 2
apartment , West Bay
This three-bedroom apartment is located in West Bay, just a 2.1 kilometre walk from Seven Mile Beach and a 2.1 kilometre drive from Boatswain Beach.
The 158 square metre property offers a fully equipped kitchen, three bathrooms, a private balcony, a swimming pool, a Jacuzzi, a garden, a spa, and parking, and is perfect for families and groups with a capacity of up to eleven guests.
On The Bay - Cayman Islands
9.6 21 reviews
Cayman Islands
27/06 – 04/07
A$400/nighttotal: A$2800 (7 )

On The Bay

2 2
apartment , North Side
This apartment is located in North Side, just a short walk from Old Man Bay Beach, a peaceful spot on the island's north coast, and is 27 kilometres from Owen Roberts International Airport. Guests have consistently rated the property highly for its location, cleanliness, and overall experience.
The accommodation offers a choice of units, each featuring a private balcony and a fully equipped kitchen. Enjoy the convenience of air conditioning, free Wi-Fi, a relaxing garden, and a shared swimming pool.

Best Cayman Islands holiday rentals with a pool

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

Beach Living At Discovery Point Club - Cayman Islands
10 3 reviews
Cayman Islands
27/06 – 04/07
A$961/nighttotal: A$6727 (7 )

Beach Living At Discovery Point Club

1 2
apartment , West Bay
This two-bedroom apartment is situated in West Bay, just a short walk from Seven Mile Beach and 10km from Owen Roberts International Airport.
The 93 square metre property features a fully equipped kitchen, a private balcony with sea views, and a range of amenities, including a swimming pool, jacuzzi and tennis court, making it ideal for families or groups of up to eight guests.
Cora At The Grove Luxury One-bedroom Apartment - Cayman Islands
9.9 42 reviews
Cayman Islands
27/06 – 04/07
A$427/nighttotal: A$2989 (7 )

Cora At The Grove Luxury One-bedroom Apartment

1 2
apartment , Grand Cayman
This one-bedroom suite is located in the Grove district of Grand Cayman, offering a tranquil garden view and convenient access to resort amenities.
This refined island apartment provides generous living space for two guests, featuring a fully equipped kitchen, a spa-inspired bathroom, and a private balcony, with access to resort-style amenities including a rooftop pool and a fitness centre.
Rum Point Retreat Your Island Escape - Cayman Islands
10 2 reviews
Cayman Islands
27/06 – 04/07
A$413/nighttotal: A$2891 (7 )

Rum Point Retreat Your Island Escape

1 2
apartment , Driftwood Village
This apartment in Driftwood Village is situated 200 metres from Rum Point Beach and 38 kilometres from Owen Roberts International Airport.
This accommodation offers a private swimming pool, complimentary parking, free WiFi, a fully equipped kitchen, and a private balcony, accommodating up to seven guests.
Luxury Beachfront Seven Mile Beach- Pool & Hot Tub - Cayman Islands
Cayman Islands
11/01 – 05/04
A$1388/nighttotal: A$116592 (84 )

Luxury Beachfront Seven Mile Beach- Pool & Hot Tub

2 2
apartment , West Bay
This two-bedroom condominium in West Bay offers direct access to Seven Mile Beach, placing you within easy reach of excellent snorkelling reefs and dive departure points from the West Bay Boat Dock and Yacht Club.
This property accommodates up to six guests and features a fully equipped kitchen, in-unit laundry, air conditioning, a swimming pool, Jacuzzi, garden, and parking, alongside access to the Discovery Point Club's oceanfront pool, heated whirlpool spa, and various recreational facilities including tennis and pickleball courts.

Frequently asked questions about holiday rentals in Cayman Islands

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

    For a truly unforgettable trip, Seven Mile Beach on Grand Cayman is a must. Stingray City, where you can snorkel with these gentle creatures, is another iconic experience. Then there's the Queen Elizabeth II Botanic Park, a beautiful oasis showcasing native flora. On Cayman Brac, the Cayman Brac Parrot Reserve is a highlight, and the dramatic cliffs are stunning. Little Cayman offers incredible diving and pristine beaches.
  • What are the best Airbnb and holiday rentals in Cayman Islands?

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

    The islands offer a diverse range of activities. Snorkelling and diving are incredibly popular, particularly around Stingray City and the Bloody Bay Wall. Relaxing on the stunning beaches is a must, and watersports like jet skiing and paddleboarding are readily available. Exploring the underwater world with a submarine tour is also a fantastic option. For a more relaxed pace, try exploring the botanical gardens or visiting the National Gallery.
  • What are the most popular Airbnbs in Cayman Islands?

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

    The climate is generally pleasant year-round, but the best time is during the drier months, from November to April, when the humidity is lower and there's less rainfall. All three islands – Grand Cayman, Cayman Brac, and Little Cayman – experience similar weather patterns.
  • 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, with most international flights arriving there. Cayman Brac International Airport (CYB) serves Cayman Brac and Little Cayman, but with fewer international connections. You'll likely need to connect through a larger airport like Miami or Atlanta.
  • 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 is on the left-hand side of the road, which can take some getting used to. The roads are generally well-maintained, but some smaller roads can be narrow. Be aware of the speed limits and drive cautiously, especially in residential areas. Remember to obtain an international driving permit if needed.
  • 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, regattas, and cultural performances. Cayman Cookout, a culinary festival featuring renowned chefs, is another popular event.
  • 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 April, when the weather is sunny and dry, and the humidity is lower. This is also peak season, so expect higher prices and more crowds.
  • What are some local dishes to try in the Cayman Islands?

    Conch is a staple, often served in fritters, ceviche, or stews. Try the Cayman-style jerk chicken, which is spicier than its Jamaican counterpart. Seafood is abundant, with fresh fish and lobster being popular choices. For a sweet treat, sample cassava pone, a traditional dessert.
  • 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 assistance, also dial 911.
  • What etiquette tips are important when visiting the Cayman Islands?

    Being polite and respectful is important. Casual attire is acceptable in most settings, but dressing modestly when visiting churches or other places of worship is appreciated. Tipping is customary in restaurants and for tour guides.
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach on Grand Cayman is a popular choice for a week-long stay, offering a range of luxury resorts and plenty of amenities. For a more secluded experience, consider Cayman Brac or Little Cayman, ideal for divers and nature lovers.
  • What are the best areas to spend a weekend in the Cayman Islands?

    Grand Cayman offers the most options for a weekend getaway. Staying near Seven Mile Beach provides easy access to restaurants, shops, and activities. A weekend in George Town allows for exploring the capital's attractions.
  • What are the top shopping destinations in the Cayman Islands?

    Camana Bay on Grand Cayman is a popular shopping destination with a mix of high-end boutiques and local shops. George Town also offers a variety of shops, from duty-free stores to local craft markets.
  • What are some off-the-beaten-path places to explore in the Cayman Islands?

    The Pedro St James National Historic Site offers a glimpse into the islands' history. Explore the Mastic Trail on Grand Cayman for a nature walk through the island's interior. On Cayman Brac, the Bluff offers stunning views and opportunities for hiking and exploring the caves.

Top regions Cayman Islands

Best Cayman Islands holiday rentals with parking

The Ritz-carlton, Grand Cayman - Cayman Islands
9.5 1348 reviews
Cayman Islands
15/10 – 16/10
A$1252/nightfor 1 night

The Ritz-carlton, Grand Cayman

1 2
resort , George Town
The Ritz-Carlton, Grand Cayman is a luxury hotel situated just under two miles from George Town, making it a convenient base for exploring the island's capital and its surrounding attractions. With excellent user, location and cleanliness ratings, this hotel offers a high standard of service and amenities.
The hotel features a range of facilities, including a swimming pool, tennis court, spa and fitness centre, as well as a restaurant, bar and room service. Guests can enjoy direct access to the beach, and the hotel's concierge team can help plan excursions and activities.
2br, 2bath Brac’s Horizon View Cottage/ Beachfront - Cayman Islands
10 7 reviews
Cayman Islands
28/11 – 05/12
A$380/nighttotal: A$2660 (7 )

2br, 2bath Brac’s Horizon View Cottage/ Beachfront

1 3
apartment , Cotton Tree Bay
This beachfront holiday home in Cotton Tree Bay offers direct beach access.
The two-bedroom, two-bathroom property sleeps six, boasting a kitchen, air conditioning, garden, parking, and internet access; enjoy the stunning ocean views and proximity to Cotton Tree Bay's attractions.
Snug Harbour View Condo #3 - Cayman Islands
9.0 3 reviews
Cayman Islands
27/06 – 04/07
A$334/nighttotal: A$2338 (7 )

Snug Harbour View Condo #3

1 2
house , George Town
This George Town apartment 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, a swimming pool, private parking, and free Wi-Fi.
Snug Harbour View Condo #2 - Cayman Islands
9.6 5 reviews
Cayman Islands
03/01 – 30/03
A$562/nighttotal: A$48332 (86 )

Snug Harbour View Condo #2

1 2
house , George Town
This George Town condo, a 15-minute walk from Seven Mile Beach and 6km from Owen Roberts International Airport, offers convenient access to Grand Cayman's top attractions.
The 93 square metre property features one bedroom, one bathroom, sleeps three guests, and includes a well-equipped kitchen, private balcony with sea views, access to a swimming pool, and free on-site parking.

Best Cayman Islands holiday rentals with a balcony

Rum Point Resort Penthouse 504 - Cayman Islands
10 1 review
Cayman Islands
27/06 – 04/07
A$1914/nighttotal: A$13398 (7 )

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.
Blue Pavilion & Free Breakfast - 3 Private Suites, 3 Kitchens, 4 Br, 3 Ba - Steps To Beach - Cayman Islands
Cayman Islands
03/01 – 30/03
A$4189/nighttotal: A$360254 (86 )

Blue Pavilion & Free Breakfast - 3 Private Suites, 3 Kitchens, 4 Br, 3 Ba - Steps To Beach

4 2
apartment , West Bay
This West Bay apartment, a 2-minute walk from Seven Mile Beach and 11km from Owen Roberts International Airport, offers a prime location for exploring Grand Cayman.
The 279-square-metre property boasts a spacious layout with four bedrooms, three bathrooms, two living rooms, and three kitchens, accommodating up to 15 guests and including features such as a private garden, tennis court, and concierge service.
Modern 1br Condo, 2 Min Walk To Prime Seven Mile Beach, The Grove Unit 33 - Cayman Islands
10 1 review
Cayman Islands
11/01 – 21/01
A$965/nighttotal: A$9650 (10 )

Modern 1br Condo, 2 Min Walk To Prime Seven Mile Beach, The Grove Unit 33

1 2
apartment , Upper Land
This Upper Land apartment is a two-minute walk from Seven Mile Beach and 7km from Owen Roberts International Airport, offering easy access to Grand Cayman's renowned beach and airport.
The self-catering flat features one bedroom, one bathroom, and sleeps two guests, boasting a private balcony, in-unit laundry, a fully equipped kitchen including a dishwasher, air conditioning, and access to an on-site swimming pool and BBQ area.
Pools Of The Kai 3 - Cayman Islands
9.0 2 reviews
Cayman Islands
28/11 – 05/12
A$980/nighttotal: A$6860 (7 )

Pools Of The Kai 3

1 3
apartment , Driftwood Village
This Driftwood Village waterfront apartment is an 8-minute walk from Water Cay Public Beach and 2.9km from Rum Point Beach.
The 167 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and features a private pool atrium, balcony with sea views, a well-equipped kitchen, free Wi-Fi, and private parking.
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