Vacation Rentals in Cayman Islands

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Cayman Islands vacation rentals
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2552 Vacation 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

Bella Vista By Grand Cayman Villas - Cayman Islands
Cayman Islands
27/06 – 04/07
₹155822/nighttotal: ₹1090754 (7 )

Bella Vista By Grand Cayman Villas

1 2
apartment , Grand Cayman
This five-bedroom villa, Bella Vista, offers unparalleled privacy on a dramatic bluff overlooking the Caribbean Sea, situated a 24-kilometre drive from the Welcome & Fitness Centre on Frank Sound Road.
This expansive accommodation boasts an oversized heated pool, jacuzzi, and a gourmet kitchen seating up to 14, with direct walkout access to the pool deck from lower-level suites and a 10% discount at Rum Point Club for beach access, dining, and watersports.
Luxury + Comfort + Water View + Pool + Bbq + Patio - Cayman Islands
10 21 reviews
Cayman Islands
15/09 – 14/10
₹24331/nighttotal: ₹705599 (29 )

Luxury + Comfort + Water View + Pool + Bbq + Patio

1 3
apartment , Grand Harbour
This Grand Harbour condo is situated near South Sound, offering water views and convenient access within 500 meters to dining, shops, and gyms, with South Sound public beach a mere 5-minute drive away.
This family-friendly apartment sleeps up to 7 guests and features 2 bedrooms, 1 bathroom, a private balcony with canal views and gas BBQ, a fully equipped modern kitchen, air conditioning, and access to a shared swimming pool.
Caribbean Haven Retreat Lifestyle - Cayman Islands
10 2 reviews
Cayman Islands
15/09 – 14/10
₹27401/nighttotal: ₹794629 (29 )

Caribbean Haven Retreat Lifestyle

2 3
apartment , George Town
Caribbean Haven Retreat is a self-catering accommodation located in George Town, 2.3 kilometres from Spotts Beach and 4 kilometres from Owen Roberts International Airport.
This apartment offers accommodation for up to 11 guests, with amenities including air conditioning, free WiFi, a kitchen, swimming pool, terrace, garden, and private parking, and is suitable for those seeking a comfortable stay with convenient access to local attractions.
Humble And Polite Little Cayman - Cayman Islands
10 18 reviews
Cayman Islands
20/07 – 29/07
₹77979/nighttotal: ₹701811 (9 )

Humble And Polite Little Cayman

1 6
apartment , Îles Caïmans
This charming cottage is situated on private acreage in Preston Bay on Little Cayman, a short distance from the Iguana Nesting Beach trail and offering a peaceful escape from the hustle and bustle of everyday life. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a fully-equipped kitchen, air conditioning, a private pool and jacuzzi, a garden, and parking, making it a perfect choice for families or groups looking for a relaxing and comfortable stay.

Best Cayman Islands vacation rentals with a pool

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

Panoramic Views - Luxury Ocean Front Family Escape - Cayman Islands
10 10 reviews
Cayman Islands
20/07 – 29/07
₹38480/nighttotal: ₹346320 (9 )

Panoramic Views - Luxury Ocean Front Family Escape

1 6
apartment , George Town
This newly renovated, three-bedroom condominium in George Town's Seven Mile Beach Corridor offers a sea-front location with direct views and easy access to Seven Mile Beach, shops, and attractions, situated within 500 meters of local amenities. Guests can enjoy air conditioning, a fully equipped kitchen, internet, parking, a communal swimming pool, and a garden, with accommodation for up to six people in a stylish setting.
Summertime Suites #54 - Cayman Islands
9.0 3 reviews
Cayman Islands
18/07 – 01/08
₹21712/nighttotal: ₹303968 (14 )

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.
Seven Mile View #1 - 2 Br Oceanfront Condo & Pool - Cayman Islands
10 76 reviews
Cayman Islands
27/06 – 04/07
₹38151/nighttotal: ₹267057 (7 )

Seven Mile View #1 - 2 Br Oceanfront Condo & Pool

2 2
apartment , West Bay
Seven Mile View Condo #1, a beachfront apartment in West Bay, offers stunning ocean views and is situated near Seven Mile Beach and Cemetery Beach (exact distances unspecified).
This 111 square metre (1194 square feet) property sleeps four guests in two bedrooms with two bathrooms, boasting a fully equipped kitchen, in-suite laundry, a private terrace, access to an infinity pool, and a BBQ grill.
Cayman Reef Resort 50 - Ocean Oasis - Cayman Islands
10 12 reviews
Cayman Islands
24/12 – 01/01
₹64756/nighttotal: ₹518048 (8 )

Cayman Reef Resort 50 - Ocean Oasis

1 4
apartment , Seven Mile Beach
This Cayman Reef Resort condo is ideally situated on Seven Mile Beach, Grand Cayman, between the Ritz-Carlton and the Marriott, offering easy access to Camana Bay and numerous restaurants and shops.
The one-bedroom apartment sleeps four, boasting a fully equipped kitchen with a Vitamix and Keurig, a private screened porch with an electric BBQ, in-suite laundry, Smart TVs, free WiFi, and beach chairs and umbrellas for guest use.

Frequently asked questions about holiday rentals in Cayman Islands

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

    Seven Mile Beach is a must, of course. It's world-renowned for its powdery white sand and turquoise waters. Stingray City is another iconic spot – you can wade in shallow water and interact with these gentle creatures. For a bit of history, explore the Pedro St James National Historic Site, a beautifully restored plantation house. Finally, the Cayman Turtle Centre: Island Wildlife Encounter is a great place to learn about these magnificent creatures.
  • What are the best Airbnb and vacation rentals in Cayman Islands?

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

    Swimming, sunbathing, and watersports are hugely popular on Seven Mile Beach. Snorkelling and diving are fantastic, with many operators offering trips to Stingray City and other reefs. You can also try stand-up paddleboarding, kayaking, or jet skiing. For something different, explore the island's lush interior by hiking or cycling. There's also excellent fishing available.
  • 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 smaller islands like Little Cayman and Cayman Brac tend to be slightly less humid than Grand Cayman, especially during the summer months. However, the differences are subtle.
  • 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. There are smaller airports on Cayman Brac (CYB) and Little Cayman (LYB), but most international flights arrive at GCM.
  • 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 for visitors from countries where they drive on the right. The roads are generally well-maintained, but some smaller roads can be narrow. Remember to drive cautiously, especially in residential areas.
  • 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.
  • What are the top festivals to experience in the Cayman Islands?

    The Pirates Week Festival is a major event, usually held in November, celebrating the island's seafaring history. There are also several smaller, local festivals throughout the year celebrating Caymanian culture and heritage, often associated with particular districts or communities.
  • What is the best time of year to visit the Cayman Islands?

    The best time to visit is typically during the 'shoulder seasons' – April-May and September-October – when the weather is still warm and sunny, but the crowds are smaller, and prices are often lower. The summer months (June-August) can be hotter and more humid, and there's a slightly higher chance of rain.
  • What are some local dishes to try in the Cayman Islands?

    Conch is a staple – try it in fritters, ceviche, or a hearty stew. Try the Cayman-style jerk chicken, a spicy and flavourful dish. Seafood is abundant, so look out for fresh fish dishes. And don’t forget the local rum cake for 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, also dial 911.
  • What etiquette tips are important when visiting the Cayman Islands?

    Caymanians are generally friendly and welcoming. It's polite to say hello and smile when passing people. Dress respectfully, especially when visiting churches or other religious sites. 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 is a great option for a week-long stay, offering a wide range of accommodation, restaurants, and activities. If you prefer a quieter experience, consider exploring Little Cayman or Cayman Brac.
  • What are the best areas to spend a weekend in the Cayman Islands?

    Grand Cayman offers plenty to see and do in a weekend. Staying in the Seven Mile Beach area provides easy access to many attractions and restaurants. Alternatively, a short trip to the quieter areas of the island could offer a relaxed weekend getaway.
  • What are the top shopping destinations in the Cayman Islands?

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

    The Queen Elizabeth II Botanic Park offers a peaceful escape from the beach crowds. Explore the less-visited areas of the three islands, such as the Bluff in Cayman Brac or the pristine beaches of Little Cayman. Consider a hike or bike ride through the island's interior.

Best Cayman Islands holiday rentals with parking

On The Bay #103 Condo - Cayman Islands
10 2 reviews
Cayman Islands
03/01 – 30/03
₹59527/nighttotal: ₹5119322 (86 )

On The Bay #103 Condo

1 2
house , Old Man Bay
On the Bay #103 Condo is a beachfront property in Old Man Bay, Grand Cayman, situated a one-minute walk from Old Man Bay Beach and 27 kilometres from Owen Roberts International Airport.
This 186 square metre three-bedroom, three-bathroom apartment sleeps eleven guests and boasts a fully equipped kitchen with dishwasher, free Wi-Fi, and private parking, plus stunning sea views.
Tamarind Bay # 16 - Cayman Islands
Cayman Islands
01/10 – 05/10
₹57195/nighttotal: ₹228780 (4 )

Tamarind Bay # 16

1 4
apartment , Grand Cayman
Tamarind Bay #16, a one-bedroom apartment on Grand Cayman's Seven Mile Beach, is located 5km from Owen Roberts International Airport.
This 159 square metre self-catering flat boasts two bathrooms, a private balcony with garden views, a swimming pool, free Wi-Fi and parking, sleeping up to 13 guests.
Georgetown Villas #202 Oceanfront On 7 Mile Beach - Cayman Islands
9.0 3 reviews
Cayman Islands
01/08 – 31/08
₹36554/nighttotal: ₹1096620 (30 )

Georgetown Villas #202 Oceanfront On 7 Mile Beach

2 2
house , George Town
Georgetown Villas #202, a beachfront property on Seven Mile Beach in George Town, Grand Cayman, is a two-minute walk from the beach and 3.1 kilometres from Owen Roberts International Airport.
This 116 square metre oceanfront villa offers two bathrooms, sleeps five guests, and includes a fully equipped kitchen, private patio, swimming pool access, free Wi-Fi, and a washing machine.
Pools Of The Kai 6 - Cayman Islands
10 1 review
Cayman Islands
27/06 – 04/07
₹60266/nighttotal: ₹421862 (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

Kimpton Seafire Resort + Spa By Ihg - Cayman Islands
9.7 1450 reviews
Cayman Islands
11/01 – 21/01
₹182237/nighttotal: ₹1822370 (10 )

Kimpton Seafire Resort + Spa By Ihg

1 2
resort , West Bay
Kimpton Seafire Resort + Spa, An Ihg Hotel, is located just 4.3 miles from Owen Roberts Airport in West Bay, a popular destination for its beautiful beaches and relaxed atmosphere. The resort has consistently received excellent ratings from guests for its location, cleanliness, and overall experience.
The hotel offers a range of accommodation options, including rooms and suites, all featuring modern amenities. Guests can enjoy a variety of facilities, such as a private beach, swimming pool, spa, fitness centre, and restaurants, ensuring a comfortable and enjoyable stay.
Skai Fall - Cayman Islands
Cayman Islands
21/07 – 28/07
₹112107/nighttotal: ₹784749 (7 )

Skai Fall

1 2
house , Driftwood Village
This three-bedroom villa, SKai Fall, is situated in Driftwood Village, Cayman Islands, a short 1.8km walk from Water Cay Public Beach and 1.8km from Rum Point Beach.
The 260 square metre property boasts three bathrooms, a private pool, fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating up to eleven guests.
Seadreams 8 - Cayman Islands
Cayman Islands
27/06 – 04/07
₹75587/nighttotal: ₹529109 (7 )

Seadreams 8

1 2
apartment , West Bay
SeaDreams 8, a luxury apartment in West Bay, is less than 2km from Seven Mile Beach and 2km from Boatswain's Beach.
This three-bedroom, three-bathroom condo sleeps ten guests and boasts a private terrace with sea views, a well-equipped kitchen including a dishwasher, access to a shared pool and hot tub, plus free Wi-Fi and on-site parking.
Rum Point Resort 404 - Cayman Islands
Cayman Islands
20/07 – 29/07
₹87534/nighttotal: ₹787806 (9 )

Rum Point Resort 404

1 6
apartment , Driftwood Village
Rum Point Resort 404, a two-bedroom apartment in Driftwood Village, boasts direct access to Rum Point Beach and is located 2.1 kilometres from Water Cay Public Beach.
This 194 square metre property offers a spacious layout, sleeping up to 11 guests, and includes a fully equipped kitchen, private balcony with sea views, air conditioning, Wi-Fi, swimming pool access, parking, and a terrace.
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