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

Ocean Paradise - Cayman Islands
9.7 500 reviews
Cayman Islands
01/10 – 08/10
334 €/nighttotal: 2338 € (7 )

Ocean Paradise

3 2
resort , Brinkleys
Ocean Paradise is a beachfront resort located near Governors Creek, a short drive from the botanical gardens and Owen Roberts International Airport. It has received excellent ratings for location, cleanliness and overall experience.
The resort offers a range of accommodation options, including apartments with private entrances and amenities. Guests can enjoy a variety of activities, including kayaking, biking, and fishing excursions, as well as relax in the garden, on the furnished terrace, or in the hammocks.
5 Min To Turtle Beach | Mahogany Breezes Villa - Cayman Islands
10 3 reviews
Cayman Islands
16/07 – 19/07
1450 €/nighttotal: 4350 € (3 )

5 Min To Turtle Beach | Mahogany Breezes Villa

6 8
house , Savannah
This secluded luxury villa, Mahogany Breezes, is situated in two acres of Savannah woodland, offering privacy and tranquility 24 kilometres from Owen Roberts International Airport and 32 kilometres from Seven Mile Beach.
This six-bedroom, six-bathroom residence accommodates up to twelve guests and features a private swimming pool, a screened patio room for al fresco dining, a wrap-around veranda for wildlife spotting, and is conveniently located five kilometres from Spotts Public Beach, Foster's Countryside supermarket, and Pedro St. James.
Waterfront Escape | 2br Retreat Pool & Walkable - Cayman Islands
9.8 290 reviews
Cayman Islands
15/10 – 16/10
286 €/nightfor 1 night

Waterfront Escape | 2br Retreat Pool & Walkable

1 2
apartment , Grand Harbour
This two-bedroom apartment is located in Grand Harbour, just a short walk from the Shoppes at Grand Harbour and Harbour Walk, offering easy access to shopping, dining, and entertainment. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a fitness centre, and access to paddleboards and snorkeling gear.
West Bay Oasis: 2br Condo W/pool - Cayman Islands
10 19 reviews
Cayman Islands
27/08 – 07/09
240 €/nighttotal: 2640 € (11 )

West Bay Oasis: 2br Condo W/pool

1 1
apartment , West Bay
This West Bay apartment, in Grand Cayman, offers convenient access to Seven Mile Beach, the precise distance requiring further clarification.
The two-bedroom, two-bathroom property sleeps six guests comfortably, boasting a fully equipped kitchen, in-unit laundry, keyless entry, free parking, and a private fenced backyard with community pool access; Smart TVs with Roku are featured in each bedroom and the living room.

Best Cayman Islands holiday rentals with a pool

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

4 Spacious Units! Direct Beach Access, Pool Onsite - Cayman Islands
Cayman Islands
16/07 – 19/07
554 €/nighttotal: 1662 € (3 )

4 Spacious Units! Direct Beach Access, Pool Onsite

4 8
resort , West Bay
This West Bay apartment boasts an oceanfront location, approximately 5km from Seven Mile Beach and a short drive from George Town, offering stunning Caribbean Sea views.
The 4-bedroom, 4-bathroom property provides 500 sq ft of living space per unit, sleeping up to 12 guests and featuring a king-size bed, sleeper sofa, swimming pool, fitness centre, and on-site restaurant/bar, alongside free parking and daily housekeeping.
Turquoise Haze Oceanfront 2br Condo Wyndham East End - Cayman Islands
Cayman Islands
18/07 – 01/08
253 €/nighttotal: 3542 € (14 )

Turquoise Haze Oceanfront 2br Condo Wyndham East End

1 2
house , East End
This oceanfront apartment in East End offers direct sea access and is an 8-minute walk from Colliers Public Beach.
This 116 square meter condo accommodates up to 8 guests with 2 bedrooms, 2 bathrooms including a hot tub, a well-equipped kitchen, and access to a fitness centre and swimming pool, with complimentary parking and WiFi.
Oceanfront: 3 King Suites, Pool, Shore Diving - Cayman Islands
9.9 82 reviews
Cayman Islands
25/07 – 30/07
428 €/nighttotal: 2140 € (5 )

Oceanfront: 3 King Suites, Pool, Shore Diving

1 2
apartment , West Bay
This West Bay townhouse, located in Northwest Point, boasts a direct oceanfront position next to Macabuca and Cracked Conch restaurants, and is a short walk from the Dolphin and Turtle Centres, with Seven Mile Beach approximately 1.6km away.
The three-storey property offers three en-suite bedrooms, sleeping six, a fully equipped kitchen, private patio with grill, two communal swimming pools, 65mbps Wi-Fi, and proximity to on-site diving facilities and world-class shore diving.
Cayman Reef Resort On Seven Mile Beach - Cayman Islands
9.9 197 reviews
Cayman Islands
26/11 – 02/12
445 €/nighttotal: 2670 € (6 )

Cayman Reef Resort On Seven Mile Beach

1 2
apartment , George Town
This one-bedroom apartment is located on West Bay Road, directly on Seven Mile Beach, a short distance from the bustling district of George Town. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The apartment offers a modern open-plan layout with tropical colours and can accommodate up to two guests. You can enjoy a range of amenities, including a large swimming pool, tennis/pickleball court, outdoor showers, and shared beach items, as well as direct access to the beach.

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. It's renowned for its pristine white sand and turquoise waters. Stingray City, also on Grand Cayman, offers an incredible opportunity to interact with these gentle creatures in their natural habitat. On Cayman Brac, the Cayman Brac National Trust offers stunning views and nature trails, while the Bloody Bay Wall is a world-class dive site. Little Cayman's Booby Pond Nature Reserve provides a unique glimpse into the island's diverse birdlife.
  • 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. Snorkelling and diving are incredibly popular, with numerous sites catering to all levels of experience. Relaxing on the beach is a classic Cayman Islands pastime, of course. Watersports such as jet skiing, paddleboarding and windsurfing are readily available. For a more cultural experience, exploring the historic districts of Georgetown on Grand Cayman is recommended. Hiking trails on Cayman Brac and Little Cayman provide opportunities for exploring the natural beauty of the islands.
  • 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, given their proximity. However, due to its slightly higher elevation, Cayman Brac can sometimes experience slightly cooler temperatures, particularly in the evenings. All three islands benefit from the trade winds, offering a pleasant sea breeze throughout the year.
  • 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, serving numerous international flights. Cayman Brac International Airport (CYB) offers smaller scale flights, mostly from other Caribbean islands and occasionally from the US.
  • 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, however, driving on the left-hand side of the road is important to remember. The roads can be narrow in places, especially in residential areas. Be mindful of the speed limits, which are clearly indicated. Rental cars are readily available at the airports.
  • 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. However, the US dollar is 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, historical reenactments, and cultural performances. The annual Batabano Carnival features vibrant costumes, music and dance.
  • 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 the weather is sunny and warm with low rainfall. However, it's important to note that hurricane season runs from June to November.
  • 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 or fish, seasoned with local spices. Seafood is abundant, with fresh snapper and lobster being popular choices. For dessert, Cayman Turtle Pie is a unique and traditional treat.
  • 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?

    Being respectful of local customs and traditions is important. Casual attire is generally acceptable, but dressing modestly when visiting churches or other religious sites is advisable. Tipping is customary in restaurants and for service providers.
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach area on Grand Cayman offers a wide range of accommodation and activities, ideal for a week-long stay. For a more secluded experience, consider spending a few days on Cayman Brac or Little Cayman.
  • What are the best areas to spend a weekend in the Cayman Islands?

    A weekend in the Seven Mile Beach area on Grand Cayman would provide easy access to beaches, restaurants, and watersports. Georgetown offers a more cultural experience, with its historic buildings and bustling atmosphere.
  • What are the top shopping destinations in the Cayman Islands?

    Georgetown on Grand Cayman has a variety of shops, from duty-free stores to boutiques offering local crafts and souvenirs. Camana Bay, also on Grand Cayman, is a more upscale shopping and dining destination.
  • What are some off-the-beaten-path places to explore in the Cayman Islands?

    The Queen Elizabeth II Botanic Park on Grand Cayman offers a tranquil escape, showcasing the islands' diverse flora. Exploring the less developed areas of Cayman Brac and Little Cayman, such as the Bluff on Cayman Brac, offers stunning views and opportunities for hiking and nature walks.

Top regions Cayman Islands

Best Cayman Islands holiday rentals with parking

Hotel Indigo Grand Cayman By Ihg - Cayman Islands
9.5 97 reviews
Cayman Islands
02/01 – 07/01
2218 €/nighttotal: 11090 € (5 )

Hotel Indigo Grand Cayman By Ihg

3 6
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.
The Blue Iguana At Cottages - Cayman Islands
Cayman Islands
27/06 – 04/07
229 €/nighttotal: 1603 € (7 )

The Blue Iguana At Cottages

1 2
house , Sand Bluff
The Blue Iguana cottage is a beachfront property in Sand Bluff, Grand Cayman, situated directly on Colliers Public Beach and 37 kilometres from Owen Roberts International Airport.
This 46-square-metre self-catering cottage features one bedroom, one bathroom, sleeps three guests, and includes a well-equipped kitchen, balcony with sea views, free Wi-Fi, and private parking.
Enjoy Sunsets At Fully Equipped Condo At The Beach - Cayman Islands
9.7 3 reviews
Cayman Islands
20/07 – 29/07
657 €/nighttotal: 5913 € (9 )

Enjoy Sunsets At Fully Equipped Condo At The Beach

3 6
house , George Town
This three-bedroom house is located in George Town, just 5 kilometres from Owen Roberts International Airport and a short walk from the famous Seven Mile Beach. It offers direct access to the beach and stunning sea views from the patio.
The 140 square metre property can accommodate up to 10 guests and has a fully equipped kitchen, air conditioning, a swimming pool, a garden and parking. You can enjoy free Wi-Fi, cable TV, a washing machine and a dishwasher.
Peaceful Ocean Front Beach House In Bodden Town - Cayman Islands
Cayman Islands
02/01 – 07/01
3148 €/nighttotal: 15740 € (5 )

Peaceful Ocean Front Beach House In Bodden Town

3 6
house , Bodden Town
This beachfront property is located in Bodden Town, just 14 kilometres from Owen Roberts International Airport and a short walk from the peaceful oceanfront. The surrounding area offers a laid-back atmosphere and friendly locals, making it a great base for exploring the island.
This three-bedroom house offers 186 square metres of space, comfortably accommodating up to 12 guests. The house features a fully equipped kitchen, air conditioning, a private patio, and a garden, ensuring a relaxing and comfortable stay.

Best Cayman Islands holiday rentals with a balcony

Rum Point Resort 408 - Cayman Islands
Cayman Islands
04/01 – 28/02
834 €/nighttotal: 45870 € (55 )

Rum Point Resort 408

1 2
apartment , Driftwood Village
Rum Point Resort 408, a two-bedroom apartment in Driftwood Village, is located steps from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 125 square metre flat offers a spacious layout, sleeping up to eight guests, and includes a fully equipped kitchen with microwave and dishwasher, air conditioning, a private balcony, free Wi-Fi, on-site parking, and access to a swimming pool.
Rum Point Resort 305 - Cayman Islands
Cayman Islands
01/07 – 31/07
791 €/nighttotal: 23730 € (30 )

Rum Point Resort 305

1 2
apartment , Driftwood Village
This beachfront apartment in Driftwood Village, Cayman Islands, offers stunning sea views and is steps from Rum Point Beach, with Water Cay Public Beach a 2.1km stroll away.
The 194 square metre property boasts a spacious two-bedroom layout, sleeping up to seven guests, and includes a fully equipped kitchen, two bathrooms, private terrace, garden access, swimming pool, parking, and free Wi-Fi.
Halcyon Point - Cayman Islands
10 1 review
Cayman Islands
17/09 – 31/10
1535 €/nighttotal: 67540 € (44 )

Halcyon Point

1 2
house , Old Man Bay
This five-bedroom, five-bathroom house in Halcyon Point, Old Man Bay, boasts direct beach access and is situated 27 kilometres from Owen Roberts International Airport.
The property offers a private pool, hot tub, free Wi-Fi, and parking for up to 14 guests, perfect for families or large groups seeking a self-catering holiday home with modern appliances including a dishwasher and microwave.
#15 Villa Breeze At The Grove Too - Cayman Islands
Cayman Islands
27/06 – 04/07
689 €/nighttotal: 4823 € (7 )

#15 Villa Breeze At The Grove Too

1 2
apartment , Seven Mile Beach
This apartment in Upper Land, #15 Villa Breeze, is conveniently located an 8-kilometre walk from Seven Mile Beach and 8 kilometres from Owen Roberts International Airport.
This 109 square metre flat, accommodating up to 11 guests, features two bathrooms, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, a communal swimming pool, and private parking, with free Wi-Fi available throughout.
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