Holiday Rentals in Cayman Islands

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Cayman Islands holiday rentals
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Best Holiday rentals and Airbnb offers 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

Hotel Indigo Grand Cayman By Ihg - Cayman Islands
9.5 97 reviews
Cayman Islands
27/06 – 04/07
SG$533/nighttotal: SG$3731 (7 )

Hotel Indigo Grand Cayman By Ihg

1 2
resort , 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.
Sunset Cove # 303 - Cayman Islands
8.3 3 reviews
Cayman Islands
15/09 – 14/10
SG$959/nighttotal: SG$27811 (29 )

Sunset Cove # 303

3 3
apartment , West Bay
Sunset Cove #303, a West Bay apartment near Seven Mile Beach, is located approximately 5 kilometres from Owen Roberts International Airport.
This three-bedroom, two-bathroom dwelling sleeps up to 11 guests and boasts a private pool, garden, terrace, and access to a private beach area; free Wi-Fi and parking are also included.
Oceanfront W View | Ground-floor | Pool | Sleeps 6 - Cayman Islands
9.9 85 reviews
Cayman Islands
21/07 – 28/07
SG$492/nighttotal: SG$3444 (7 )

Oceanfront W View | Ground-floor | Pool | Sleeps 6

1 2
apartment , George Town
George Town Villas #117, a ground-floor condo situated on South Seven Mile Beach, offers immediate beach access and is within walking distance of shops and restaurants.
This two-bedroom apartment sleeps six guests comfortably, boasting a fully equipped kitchen, private parking, and access to a swimming pool, tennis court, and BBQ facilities; snorkelling is excellent directly from the beach.
Sunset Cove Condo On Seven Mile Beach - 2bed/2bath - Cayman Islands
10 32 reviews
Cayman Islands
28/11 – 05/12
SG$654/nighttotal: SG$4578 (7 )

Sunset Cove Condo On Seven Mile Beach - 2bed/2bath

1 3
apartment , George Town
This George Town condo, situated on Seven Mile Beach, offers stunning ocean views and is within walking distance of Camana Bay.
The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen, a 75-inch smart TV, free Wi-Fi, and access to a swimming pool, jacuzzi, and shared BBQ area.

Best Cayman Islands holiday rentals with a pool

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

Villa Vanel - Cayman Islands
9.3 14 reviews
Cayman Islands
15/09 – 14/10
SG$233/nighttotal: SG$6757 (29 )

Villa Vanel

1 3
apartment , West End
This three-bedroom Cayman Brac house, near the airport and local restaurants in West End, offers easy access to Cayman Brac's natural beauty.
The property boasts a swimming pool, garden, parking, and sleeps five guests, with excellent user ratings for cleanliness and location; enjoy regular weekend entertainment featuring country, western, and reggae music nearby.
Regal #411 - Cayman Islands
9.9 72 reviews
Cayman Islands
28/11 – 05/12
SG$429/nighttotal: SG$3003 (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.
Tranquil Hideaway - Cayman Islands
9.7 142 reviews
Cayman Islands
27/06 – 04/07
SG$126/nighttotal: SG$882 (7 )

Tranquil Hideaway

1 2
apartment , Bodden Town
This private in-law suite is located in Bodden Town, just a short drive from Smith Cove beach and the Pedro St. James historical site, offering a peaceful retreat in a convenient location. The accommodation consistently receives excellent ratings for its cleanliness, location, and overall experience.
This self-contained unit features a separate entrance and bathroom, comfortably accommodating up to two guests. Guests can enjoy the pool and garden, relax on the patio with peaceful garden views, and benefit from convenient smart lock access.
Snug Harbour View Condo #6 - Cayman Islands
9.5 2 reviews
Cayman Islands
01/08 – 31/08
SG$248/nighttotal: SG$7440 (30 )

Snug Harbour View Condo #6

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 one-bedroom condo offers a fully equipped kitchen, private parking, air conditioning, a swimming pool, and sleeps up to three guests, perfect for couples or solo travellers seeking a relaxing beach getaway.

Frequently asked questions about holiday rentals in Cayman Islands

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

    For a truly unforgettable trip, you shouldn't miss Stingray City – it's an unparalleled experience interacting with these gentle creatures. Seven Mile Beach, renowned for its pristine sands and turquoise waters, is a must. Then there's the Cayman Turtle Centre: Island Wildlife Encounter, offering insights into these magnificent creatures. Finally, explore the vibrant coral reefs through snorkelling or diving – the underwater world is breathtaking.
  • What are the best Airbnb and vacation rentals in Cayman Islands?

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

    The Cayman Islands offer a diverse range of activities. Relaxing on Seven Mile Beach is a popular choice. Snorkelling and diving are incredibly popular, with numerous operators offering trips to explore the vibrant coral reefs. Stingray City is a unique experience. For a more active holiday, consider watersports like jet skiing, paddleboarding, or kayaking. Exploring the island's nature reserves, such as the Queen Elizabeth II Botanic Park, also offers a different perspective.
  • What are the most popular Airbnbs in Cayman Islands?

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

    The climate across the three islands is fairly consistent, being tropical. However, Grand Cayman, being the largest, offers a greater variety of microclimates. Areas near the coast generally benefit from cooling sea breezes. The central and southern parts of Grand Cayman tend to be slightly drier than the north.
  • What are the best vacation 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, serving most international flights. There are smaller airports on Cayman Brac and Little Cayman, but these primarily handle 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 on the left-hand side of the road, which can take some getting used to for visitors from right-hand drive countries. The roads can be narrow in some areas, and parking can be challenging, especially in popular tourist spots. Renting a car is a good option for exploring the islands, but be prepared for these conditions.
  • 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 US dollars are widely accepted throughout the islands.
  • 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 parties, 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 'shoulder seasons' – April-May and September-October – when the weather is still warm and sunny, but there are fewer crowds and lower prices than during the peak winter months.
  • What are some local dishes to try in the Cayman Islands?

    Conch is a staple, prepared in various ways, including fritters, ceviche, and stews. Try the Cayman-style jerk chicken or fish, seasoned with local spices. Seafood is abundant, and you'll find many delicious options featuring fresh catches of the day. Don't forget to sample the local rum cake.
  • 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 always appreciated. Remember to dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for service staff (around 15%).
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach offers a classic beach holiday experience, with numerous resorts and restaurants. For a more secluded escape, consider Little Cayman or Cayman Brac, known for their diving and laid-back atmosphere. Grand Cayman's central areas offer easy access to attractions and activities.
  • What are the best areas to spend a weekend in the Cayman Islands?

    A weekend in Grand Cayman allows for exploring Seven Mile Beach, Stingray City, and the Turtle Centre. For a more focused experience, you might choose to base yourself near a particular activity, such as diving in East End.
  • What are the top shopping destinations in the Cayman Islands?

    Seven Mile Beach has many high-end boutiques and shops. Camana Bay offers a more upscale shopping experience, with a mix of international and local brands. George Town has a variety of duty-free shops.
  • What are some off-the-beaten-path places to explore in the Cayman Islands?

    Explore the Pedro St James National Historic Site for a glimpse into Cayman's history. The Queen Elizabeth II Botanic Park offers a tranquil escape from the busy tourist areas. The undeveloped areas of the smaller islands, such as Cayman Brac and Little Cayman, offer opportunities for hiking and exploring nature.

Best Cayman Islands holiday rentals with parking

Beach & Pool In 2br Secluded Condo At Rum Point - Cayman Islands
10 44 reviews
Cayman Islands
11/01 – 05/04
SG$414/nighttotal: SG$34776 (84 )

Beach & Pool In 2br Secluded Condo At Rum Point

2 2
apartment , Rum Point
This ground floor apartment is situated just 5km from Rum Point and 8km from Crystal Cavern, in a quiet area of North Side, offering a secluded escape from the hustle and bustle of Grand Cayman. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It boasts a fully equipped kitchen, air conditioning, a swimming pool, a garden, and direct access to a semi-private beach, offering everything you need for a relaxing and enjoyable stay.
The Sand Dollar At Cottages - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$303/nighttotal: SG$2121 (7 )

The Sand Dollar At Cottages

1 2
house , Sand Bluff
The Sand Dollar cottage is situated in Sand Bluff, directly on Colliers Public Beach, a 37-kilometre drive from Owen Roberts International Airport.
This beachfront property offers 46 square metres of living space, sleeping up to seven guests in one bedroom with one bathroom, and features a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
Casa Luna 17 - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$1745/nighttotal: SG$12215 (7 )

Casa Luna 17

1 2
house , George Town
Casa Luna 17, a three-bedroom apartment in George Town, Grand Cayman, is situated 4km from Owen Roberts International Airport and offers easy access to a nearby beach cove.
This self-catering property sleeps ten guests and boasts a private balcony with garden views, a terrace with sea views, a shared pool and Jacuzzi, plus free Wi-Fi and on-site parking.
Seven Mile View Condo #1 - Cayman Islands
10 5 reviews
Cayman Islands
18/07 – 01/08
SG$473/nighttotal: SG$6622 (14 )

Seven Mile View Condo #1

1 2
house , West Bay
Seven Mile View Condo #1, a West Bay property, offers direct beachfront access to Seven Mile Beach and is located 2.4km from Boatswain's Beach and 2.9km from West Bay Beach.
This two-bedroom, two-bathroom apartment boasts 111 square metres of floor space, sleeps seven guests, includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and in-unit laundry facilities, and is 11km from Owen Roberts International Airport.

Best Cayman Islands holiday rentals with a balcony

Grand Hyatt Grand Cayman Resort And Spa - Cayman Islands
Cayman Islands
15/10 – 16/10
SG$695/nightfor 1 night

Grand Hyatt Grand Cayman Resort And Spa

1 2
resort , Seven Mile Beach
The Grand Hyatt Grand Cayman Resort And Spa offers a prime beachfront location directly on Seven Mile Beach, just 3 kilometres from Owen Roberts International Airport.
This resort provides direct access to a private beach and features an outdoor swimming pool, fitness centre, and a variety of dining options, with rooms including air conditioning and flat-screen TVs, and some offering full kitchens.
Azure Breeze # 6 - Cayman Islands
8.0 3 reviews
Cayman Islands
01/10 – 08/10
SG$364/nighttotal: SG$2548 (7 )

Azure Breeze # 6

3 2
house , North Side
Azure Breeze #6 is a villa situated in North Side, 1.9 kilometres from Old Man Bay Beach and 30.6 kilometres from Owen Roberts International Airport.
This property offers air conditioning, complimentary WiFi, a fully equipped kitchen with a dishwasher and fridge, and private parking, accommodating up to 13 guests.
Kaibo Yacht Club Phase 2 Unit # A9 - Cayman Islands
9.2 9 reviews
Cayman Islands
27/08 – 07/09
SG$423/nighttotal: SG$4653 (11 )

Kaibo Yacht Club Phase 2 Unit # A9

2 1
apartment , Driftwood Village
Kaibo Yacht Club Phase 2 Unit #A9, a beachfront apartment in Driftwood Village, offers stunning ocean views and is a three-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 117-square-metre property sleeps up to eleven guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen, private parking, Wi-Fi, an infinity pool, a hot tub, and access to an on-site bar and terrace.
Rum Point Resort 407 - Cayman Islands
Cayman Islands
04/07 – 08/07
SG$968/nighttotal: SG$3872 (4 )

Rum Point Resort 407

1 2
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.
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