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

Natty’s Cove: Cozy Beach Front+pool, Stunningview! - Cayman Islands
10 4 reviews
Cayman Islands
25/07 – 30/07
NZ$653/nighttotal: NZ$3265 (5 )

Natty’s Cove: Cozy Beach Front+pool, Stunningview!

1 2
apartment , Grand Cayman
This Grand Cayman apartment, suitable for families, is located in [Insert District Name, e.g., Seven Mile Beach area] and is approximately [Insert Distance in Kilometres] from George Town and [Insert Distance in Kilometres] from Camana Bay.
The 2-bedroom, 2-bathroom dwelling sleeps six, boasts a kitchen with fridge, freezer, microwave, and dishwasher, plus a garden and fitness centre access, offering a comfortable base for exploring the island's beaches and attractions.
42 Sunset Point Vacations, Luxury Oceanfront Condo - Cayman Islands
10 3 reviews
Cayman Islands
27/08 – 07/09
NZ$660/nighttotal: NZ$7260 (11 )

42 Sunset Point Vacations, Luxury Oceanfront Condo

1 1
apartment , West Bay
This West Bay flat offers direct oceanfront access with Caribbean Sea views and a beachfront patio, located adjacent to Macabuca and Cracked Conch for immediate access to snorkeling, diving, dining, and sunset views.
This one-bedroom, one-bathroom apartment accommodates up to four guests and features a modern, fully equipped kitchen with a large island, air conditioning, high-speed Wi-Fi, and access to shared amenities including an ocean-view swimming pool, hot tub, and fitness centre.
Casa De Bells Deluxe - Cayman Islands
9.9 154 reviews
Cayman Islands
16/07 – 19/07
NZ$1570/nighttotal: NZ$4710 (3 )

Casa De Bells Deluxe

1 8
apartment , Île Patrick
This four-bedroom apartment is situated in a peaceful, family-friendly neighbourhood on Patrick's Island, just a short drive from the island's beautiful beaches and popular attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is ideal for families or groups, offering a private pool, gazebo, and outdoor spaces. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, and a jacuzzi, as well as childcare services (at an additional cost).
On The Beach! - Cayman Islands
10 46 reviews
Cayman Islands
24/06 – 10/07
NZ$385/nighttotal: NZ$6160 (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.

Best Cayman Islands holiday rentals with a pool

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

Ocean Club Seaside Luxury - Cayman Islands
Cayman Islands
02/01 – 07/01
NZ$1113/nighttotal: NZ$5565 (5 )

Ocean Club Seaside Luxury

1 6
apartment , Prospect Park
Ocean Club Seaside Luxury is a serviced apartment situated in Prospect Park, 1.5 kilometres from Spotts Beach and 4 kilometres from Owen Roberts International Airport.
This 116 square metre apartment accommodates up to 11 guests and features air conditioning, WiFi, a private swimming pool, a terrace with garden views, a well-equipped kitchen, and on-site parking.
Sunset Cove Condo On Seven Mile Beach - 2bed/2bath - Cayman Islands
10 30 reviews
Cayman Islands
01/10 – 05/10
NZ$923/nighttotal: NZ$3692 (4 )

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

1 4
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.
Rum Point Resort 208 - Cayman Islands
Cayman Islands
27/06 – 04/07
NZ$1408/nighttotal: NZ$9856 (7 )

Rum Point Resort 208

1 2
apartment , Driftwood Village
Rum Point Resort 208, a two-bedroom apartment in Driftwood Village, Cayman Islands, is located steps from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 125-square-metre self-catering property sleeps seven, boasting two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private terrace, free Wi-Fi, on-site parking, and a shared swimming pool.
Panoramic Views - Luxury Ocean Front Family Escape - Cayman Islands
10 10 reviews
Cayman Islands
20/07 – 29/07
NZ$693/nighttotal: NZ$6237 (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.

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

The One Love At Cottages - Cayman Islands
10 2 reviews
Cayman Islands
27/06 – 04/07
NZ$404/nighttotal: NZ$2828 (7 )

The One Love At Cottages

1 2
house , Sand Bluff
The One Love Cottage is a beachfront property in Sand Bluff, situated directly on Colliers Public Beach and 37 kilometres from Owen Roberts International Airport.
This self-catering cottage offers 46 square metres of accommodation, sleeping up to three guests, and features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a washing machine.
Beach Living At Plantation Village Blgs - Cayman Islands
9.4 50 reviews
Cayman Islands
18/07 – 01/08
NZ$670/nighttotal: NZ$9380 (14 )

Beach Living At Plantation Village Blgs

2 2
apartment , George Town
This apartment is situated in the Plantation Village district of George Town, just 5km from Seven Mile Beach and 5km from Owen Roberts International Airport, offering easy access to both the island's most famous beach and the airport. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is ideal for families or groups of friends, with 2 bedrooms and 2 bathrooms, spanning 84 square metres. Guests can enjoy a range of amenities, including a swimming pool, garden, terrace, and parking, as well as a fully equipped kitchen with a dishwasher, air conditioning, and free Wi-Fi.
Luxury Beachfront Seven Mile Beach- Pool & Hot Tub - Cayman Islands
Cayman Islands
11/01 – 05/04
NZ$1678/nighttotal: NZ$140952 (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.
Rum Point Resort Penthouse 503 - Cayman Islands
Cayman Islands
16/07 – 19/07
NZ$2333/nighttotal: NZ$6999 (3 )

Rum Point Resort Penthouse 503

1 8
apartment , Driftwood Village
Rum Point Resort 503 Penthouse, a three-bedroom apartment in Driftwood Village, offers direct access to Rum Point Beach and is 2.1 kilometres from Water Cay Public Beach.
This 243 square metre property boasts a spacious layout sleeping up to 15 guests, complete with a fully equipped kitchen, three bathrooms, private balcony, swimming pool access, free Wi-Fi, and on-site parking.

Best Cayman Islands holiday rentals with a balcony

The Grand Caymanian Resort - Cayman Islands
8.4 1687 reviews
Cayman Islands
24/06 – 10/07
NZ$401/nighttotal: NZ$6416 (16 )

The Grand Caymanian Resort

1 2
aparthotel , George Town
The Grand Caymanian Resort is located on the North Sound Caribbean Sea, just a short 5-mile drive from Stingray City, making it a convenient base for exploring the island's natural beauty. This 3-star hotel consistently receives very good user ratings for its location, cleanliness, and overall experience.
The resort features a range of facilities, including an outdoor pool and garden, a fitness centre, a restaurant, and a bar. Guests can enjoy private balconies or patios, play pickleball, and even rent a car to explore the island further.
Blue Paradise - Cayman Islands
8.9 17 reviews
Cayman Islands
01/08 – 22/08
NZ$302/nighttotal: NZ$6342 (21 )

Blue Paradise

1 2
apartment , Prospect Park
This Prospect Park apartment, near Owen Roberts International Airport (approximately 5 km away), offers a convenient base for exploring the area.
The 56-square-metre self-catering flat features one bedroom, two bathrooms, sleeps nine guests, and includes a terrace, garden, free parking, Wi-Fi, and table tennis.
Modern 1br Condo, 2 Min Walk To Prime Seven Mile Beach, The Grove Unit 33 - Cayman Islands
10 1 review
Cayman Islands
27/08 – 07/09
NZ$619/nighttotal: NZ$6809 (11 )

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

1 1
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.
Rum Point Retreat Your Island Escape - Cayman Islands
10 2 reviews
Cayman Islands
26/11 – 02/12
NZ$649/nighttotal: NZ$3894 (6 )

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.
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