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

Paradise Beach House In South Sound, George Town - Cayman Islands
9.9 96 reviews
Cayman Islands
27/08 – 07/09
A$841/nighttotal: A$9251 (11 )

Paradise Beach House In South Sound, George Town

1 1
apartment , George Town
Paradise Beach House is situated in South Sound, just 6 kilometres from the centre of George Town, close to attractions like the National Museum and the Pedro St. James historic site.
This 3-bedroom, 2-bathroom property boasts a private beach, ocean views, and a terrace with a rustic bar, charcoal BBQ grill, and outdoor lounge furniture, perfect for enjoying al fresco dining.
Peaceful Oceanview Penthouse Getaway - Cayman Islands
Cayman Islands
27/08 – 07/09
A$407/nighttotal: A$4477 (11 )

Peaceful Oceanview Penthouse Getaway

1 1
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.
On The Beach! - Cayman Islands
10 46 reviews
Cayman Islands
24/06 – 10/07
A$319/nighttotal: A$5104 (16 )

On The Beach!

1 2
apartment , Creek
This Creek oceanfront cottage, located steps from the water and within walking distance of La Esperanza eatery & bar, Eats & Treats, and a local bakery, offers direct access to snorkelling.
The 300 sq ft property comprises two bedrooms, one bathroom, sleeps four, features a fully equipped kitchen with gas stove and full-sized fridge, and offers access to various island activities including rock climbing, caving, diving, bird watching, and hiking.
7 Mile Beach (Sleep 10) Amazing Rooftop + Pool - Cayman Islands
9.9 62 reviews
Cayman Islands
20/07 – 29/07
A$1951/nighttotal: A$17559 (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

Grand Cayman Marriott Resort - Cayman Islands
8.9 1539 reviews
Cayman Islands
01/08 – 22/08
A$565/nighttotal: A$11865 (21 )

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.
Wyndham Reef Resort, Grand Cayman - Cayman Islands
8.5 1705 reviews
Cayman Islands
04/07 – 08/07
A$294/nighttotal: A$1176 (4 )

Wyndham Reef Resort, Grand Cayman

1 2
resort , Sand Bluff
The Wyndham Reef Resort is situated on the East End of Grand Cayman, just a short drive from the East End Marshland, Queen Elizabeth II Botanic Park, and Rum Point. The resort has consistently received very good ratings for its location, user experience, and cleanliness, ensuring a pleasant stay.
The resort offers a range of studios and apartments, all featuring air conditioning, kitchenettes, and private terraces with stunning sea views. Guests can enjoy a variety of activities, including swimming, tennis, yoga, and spa treatments, as well as dining at the resort's two restaurants and bar.
The One Love Oceanfront Studio Cottage In East End - Cayman Islands
10 105 reviews
Cayman Islands
27/06 – 04/07
A$315/nighttotal: A$2205 (7 )

The One Love Oceanfront Studio Cottage In East End

1 2
apartment , East End
The "ONE LOVE" #1 cottage is a ground floor studio located in East End, Grand Cayman, about 48 kilometres from the airport and within walking distance of water sports, restaurants, grocery stores, and liquor stores. This studio has received excellent ratings for location, cleanliness, and overall experience.
The self-catering studio comes with a fridge, microwave oven, and air conditioning. Guests can enjoy a private lanai with daily breakfast, a swimming pool, a garden, and parking. The studio also offers direct ocean views, complimentary cruiser bikes and stand-up paddleboards, and fantastic snorkeling opportunities.
Luxury 7mille |Sleeps 6 | The Beach Is Back! - Cayman Islands
9.9 34 reviews
Cayman Islands
25/07 – 06/08
A$607/nighttotal: A$7284 (12 )

Luxury 7mille |Sleeps 6 | The Beach Is Back!

1 2
apartment , George Town
This three-bedroom, two-bathroom apartment in the Tamarind Bay Condos, George Town, enjoys an excellent location near South Bay Beach Club and Hampton Inn, within walking distance of around 40 restaurants.
Offering ocean views, a swimming pool, fitness centre, parking, and provision of beach chairs, umbrellas and snorkeling gear for five people, this self-catering property sleeps six and is ideally located for exploring George Town's amenities.

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

Modern 1 Bedroom Walking Distance To The Beach! - Cayman Islands
Cayman Islands
25/07 – 06/08
A$273/nighttotal: A$3276 (12 )

Modern 1 Bedroom Walking Distance To The Beach!

1 2
apartment , West Bay
This West Bay apartment, a two-minute walk from Seven Mile Beach and 11km from Owen Roberts International Airport, offers convenient access to Grand Cayman's renowned beach and airport.
The 60-square-metre flat boasts one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, a swimming pool, and a terrace.
Snug Harbour View Condo #8 - Cayman Islands
9.0 1 review
Cayman Islands
01/07 – 31/07
A$355/nighttotal: A$10650 (30 )

Snug Harbour View Condo #8

1 2
house , George Town
This George Town holiday home is situated a 6km drive from Owen Roberts International Airport and a 2.4km walk from Seven Mile Beach, offering convenient access to Grand Cayman's key attractions.
The 111 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, terrace, parking, and a well-equipped kitchen with a dishwasher; complimentary Wi-Fi is also provided.
One Canal Point - Cayman Islands
9.8 226 reviews
Cayman Islands
18/07 – 01/08
A$523/nighttotal: A$7322 (14 )

One Canal Point

1 2
resort , Upper Land
This 3.5-star aparthotel is conveniently located on Seven Mile Beach, within a 15-minute walk of both North Sound and the Strand Shopping Centre. Guests have consistently rated this property as excellent, praising its cleanliness and location.
Each apartment comes equipped with a full kitchen, perfect for self-catering, and the property boasts a range of amenities including two outdoor pools, a garden, a fitness centre, and free Wi-Fi in public areas.
Pools Of The Kai 6 - Cayman Islands
10 1 review
Cayman Islands
27/06 – 04/07
A$899/nighttotal: A$6293 (7 )

Pools Of The Kai 6

1 2
apartment , Driftwood Village
Pools of the Kai 6 apartment in Driftwood Village is an 8-minute walk from Water Cay Public Beach and 2.9 kilometres from Rum Point Beach.
This two-bedroom, two-bathroom dwelling sleeps seven, boasting a private pool atrium, terrace, free Wi-Fi, parking, and a modern kitchen with dishwasher and microwave; guests can also enjoy sea views and an outdoor grill.

Best Cayman Islands holiday rentals with a balcony

Hotel Indigo Grand Cayman By Ihg - Cayman Islands
9.5 97 reviews
Cayman Islands
01/10 – 08/10
A$693/nighttotal: A$4851 (7 )

Hotel Indigo Grand Cayman By Ihg

1 2
hotel , Grand Cayman
Hotel Indigo Grand Cayman, an IHG hotel, is located just a minute's walk from Seven Mile Beach, one of the most beautiful beaches in the world, and five miles from Owen Roberts International Airport, making it a convenient choice for travellers to Upper Land. The surrounding area is lively and offers a range of restaurants, shops, and local attractions for guests to explore.
The hotel features a contemporary design and offers a range of amenities to enhance your stay, including a swimming pool, a fitness centre, and on-site dining options. Guests can enjoy a variety of water sports activities directly on Seven Mile Beach, such as swimming, snorkelling, diving, and jet skiing.
Cayman Luxury Rentals At One Canal Point - Cayman Islands
9.5 105 reviews
Cayman Islands
04/01 – 28/02
A$919/nighttotal: A$50545 (55 )

Cayman Luxury Rentals At One Canal Point

1 2
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.
Beachcomber 30 - Cayman Islands
Cayman Islands
27/06 – 04/07
A$3240/nighttotal: A$22680 (7 )

Beachcomber 30

1 2
apartment , George Town
Beachcomber 30, a three-bedroom apartment in George Town, Grand Cayman, boasts unparalleled Seven Mile Beach access and is situated 6km from Owen Roberts International Airport.
This luxurious beachfront property sleeps up to 10 guests and offers three bathrooms, a private balcony with sea views, a jacuzzi, a fully equipped kitchen including a dishwasher and microwave, free Wi-Fi, satellite TV, and parking.
South Bay Beach Club #31- 3 Bedroom 2 Bathroom Unit - Cayman Islands
Cayman Islands
27/06 – 04/07
A$1089/nighttotal: A$7623 (7 )

South Bay Beach Club #31- 3 Bedroom 2 Bathroom Unit

3 2
apartment , George Town
This beachfront apartment in George Town, Grand Cayman, is situated a short distance from Seven Mile Beach and 5 kilometres from Owen Roberts International Airport.
The 130-square-metre property boasts three bedrooms, two bathrooms, a terrace, parking, a swimming pool, and can comfortably accommodate up to eleven guests, with free Wi-Fi and air conditioning included.
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