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

West Bay Oasis: 2br Condo W/pool - Cayman Islands
10 19 reviews
Cayman Islands
17/09 – 31/10
SG$202/nighttotal: SG$8888 (44 )

West Bay Oasis: 2br Condo W/pool

1 2
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.
Natty’s Cove: Cozy Beach Front+pool, Stunningview! - Cayman Islands
10 4 reviews
Cayman Islands
04/07 – 08/07
SG$499/nighttotal: SG$1996 (4 )

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.
Luxury Villa Just A Few Steps From 7 Mile Beach - Cayman Islands
9.8 137 reviews
Cayman Islands
27/06 – 04/07
SG$318/nighttotal: SG$2226 (7 )

Luxury Villa Just A Few Steps From 7 Mile Beach

1 2
house , West Bay
This charming property is located just a short walk from the famous Seven Mile Beach, offering direct access to the beautiful white sand and turquoise waters. It has received excellent ratings for its location, cleanliness, and overall experience.
The villa comfortably sleeps four guests in one bedroom and one bathroom. It is fully equipped with modern amenities, including a 50” Smart TV, high-speed WiFi, a Keurig coffee machine, and a dedicated workspace. Guests can also enjoy the private beach access, outdoor swing bed, and a range of beach equipment, including chairs, umbrellas, snorkeling gear, and a kayak.
The Westin Grand Cayman Seven Mile Beach Resort & Spa - Cayman Islands
9.2 1150 reviews
Cayman Islands
01/08 – 31/08
SG$1689/nighttotal: SG$50670 (30 )

The Westin Grand Cayman Seven Mile Beach Resort & Spa

2 4
resort , George Town
The Westin Grand Cayman Seven Mile Beach Resort & Spa is situated on the renowned Seven Mile Beach in George Town, just a short 13-minute drive from Owen Roberts International Airport. This resort enjoys excellent ratings for location, cleanliness and overall experience, making it a popular choice for travellers.
The hotel offers a range of rooms, all featuring modern comforts such as marble bathrooms, flat-screen TVs and mini-fridges. Guests can enjoy a variety of amenities, including a swimming pool, spa, fitness centre, restaurants and bars, as well as a range of activities such as diving, snorkelling and wave running.

Best Cayman Islands holiday rentals with a pool

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

10% Off Special! Beachfront Seven Mile Beach, Gc - Discovery Point Club #42 - Cayman Islands
9.9 166 reviews
Cayman Islands
28/11 – 05/12
SG$934/nighttotal: SG$6538 (7 )

10% Off Special! Beachfront Seven Mile Beach, Gc - Discovery Point Club #42

1 3
apartment , Grand Cayman
This apartment is situated directly on Seven Mile Beach, just a 1.6 kilometre walk from Tiki Beach and Cemetery Beach, offering easy access to the island's stunning coastline. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, covering 121 square metres and comfortably accommodating up to four guests. It features a fully equipped kitchen, a private balcony, and access to a swimming pool, a jacuzzi, a spa, and a tennis court.
Seadreams 8 - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$1018/nighttotal: SG$7126 (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.
Cayman Paradise Villa #1 - 4br Oceanfront, Pool & Quiet East End - Cayman Islands
9.4 35 reviews
Cayman Islands
01/08 – 31/08
SG$569/nighttotal: SG$17070 (30 )

Cayman Paradise Villa #1 - 4br Oceanfront, Pool & Quiet East End

4 4
apartment , Gun Bay
Cayman Paradise Villa #1 is a direct oceanfront property situated in the tranquil East End district, a short drive from world-class diving, snorkeling, and boat excursions to Stingray City, the Caves, and the Botanical Gardens. The villa has received excellent user ratings for cleanliness and an impressive very good location rating.
This four-bedroom villa spans 251 square metres and comfortably accommodates up to 10 guests. The property boasts a private pool, a well-equipped kitchen, a covered patio with a grill, and complimentary access to water sports equipment, including a kayak, snorkeling gear, floaters, and pool toys.
Cayman Reef Resort #52 - Cayman Islands
10 2 reviews
Cayman Islands
18/07 – 01/08
SG$431/nighttotal: SG$6034 (14 )

Cayman Reef Resort #52

1 2
house , George Town
Cayman Reef Resort #52, situated directly on Seven Mile Beach in George Town, Grand Cayman, is 4km from Owen Roberts International Airport.
This beachfront apartment boasts 74 square metres of space, featuring one bedroom, one bathroom, and sleeps up to seven guests, with a fully equipped kitchen, swimming pool, tennis court, and free parking and Wi-Fi.

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

#40 Villa Solace At The Grove Too - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$909/nighttotal: SG$6363 (7 )

#40 Villa Solace At The Grove Too

1 2
apartment , Seven Mile Beach
This apartment, #40 Villa Solace at The Grove Too, is located in Grand Cayman, 19 kilometres from Owen Roberts International Airport.
This 109 square metre flat accommodates up to 11 guests and features a private garden, balcony, air conditioning, a swimming pool, and complimentary private parking, with free WiFi available throughout.
Charming 2 Bdr Canal-front Escape In Rum Point - Cayman Islands
Cayman Islands
27/06 – 04/07
SG$462/nighttotal: SG$3234 (7 )

Charming 2 Bdr Canal-front Escape In Rum Point

1 2
house , Driftwood Village
This canal-front detached house in Driftwood Village is located just a 3-minute walk from Rum Point Beach and 39 kilometres from Owen Roberts International Airport.
This spacious 255 square metre holiday home offers accommodation for up to 10 guests with 2 bedrooms, 2 bathrooms, a well-equipped kitchen, air conditioning, a garden, and complimentary on-site parking.
Kailua Villa - Cayman Islands
10 1 review
Cayman Islands
27/06 – 04/07
SG$738/nighttotal: SG$5166 (7 )

Kailua Villa

1 2
apartment , Driftwood Village
This modern two-bedroom condo in Driftwood Village, Kailua, boasts stunning sea views and is a short 1km walk from Water Cay Public Beach and a 2.7km drive from Rum Point Beach.
The 121 square metre apartment features two bathrooms, a fully equipped kitchen with microwave and dishwasher, free Wi-Fi, private parking, air conditioning, a terrace, shared pool and hot tub, sleeping up to seven guests.
The Mastic Cottage Collection - Cayman Islands
Cayman Islands
16/07 – 19/07
SG$2417/nighttotal: SG$7251 (3 )

The Mastic Cottage Collection

1 8
house , North Side
The Mastic Cottage Collection, a seven-bedroom property in North Side, Grand Cayman, is a 17-minute walk from Old Man Bay Beach and 30.6 kilometres from Owen Roberts International Airport.
This 477-square-metre house boasts six bathrooms, a private pool, free Wi-Fi, parking, and can accommodate up to 27 guests, with barbecue facilities and a well-equipped kitchen.

Best Cayman Islands holiday rentals with a balcony

Beautiful Family Town Home, Walk To Beach, Sleeps 6 - Cayman Islands
Cayman Islands
27/08 – 07/09
SG$267/nighttotal: SG$2937 (11 )

Beautiful Family Town Home, Walk To Beach, Sleeps 6

1 1
apartment , West Bay
This West Bay flat is located 200 metres from Seven Mile Beach and 10 kilometres from Owen Roberts International Airport.
The accommodation offers garden views, complimentary Wi-Fi, free private parking, a fully equipped kitchen, air conditioning, and a capacity for up to 6 guests.
Lighthouse Point Residences - Cayman Islands
9.0 6 reviews
Cayman Islands
27/06 – 04/07
SG$609/nighttotal: SG$4263 (7 )

Lighthouse Point Residences

1 2
apartment , West Bay
Lighthouse Point Residences is situated in West Bay, just 800 metres from Boatswains Beach and 1.3 kilometres from West Bay Beach, offering a tranquil escape close to the island's natural beauty. This one-bedroom apartment has received excellent ratings for its location, cleanliness and overall experience.
This self-catering apartment features a kitchen with a fridge, microwave oven and dishwasher, as well as a terrace or balcony. Guests can enjoy amenities such as a swimming pool, jacuzzi, garden and on-site restaurant, along with free Wi-Fi and parking.
Rum Point Resort 404 - Cayman Islands
Cayman Islands
11/01 – 05/04
SG$1372/nighttotal: SG$115248 (84 )

Rum Point Resort 404

1 2
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.
Cayman Luxury Rentals At The Grove - Cayman Islands
9.5 263 reviews
Cayman Islands
06/08 – 16/08
SG$380/nighttotal: SG$3800 (10 )

Cayman Luxury Rentals At The Grove

1 3
studio , Upper Land
Cayman Luxury Rentals at The Grove is a self-catering apartment located in Upper Land, just a 7km drive from Owen Roberts International Airport and a short walk from the famous Seven Mile Beach. This studio apartment has received excellent reviews from guests for its location, cleanliness, and overall experience.
The studio apartment features a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, allowing you to prepare your own meals. You can enjoy the garden views from your private balcony, relax by the pool, or take advantage of the on-site bar, fitness centre, and other amenities.
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