Vacation rentals in Cayman Islands

2552 available vacation rental offers

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Cayman Islands vacation rentals
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Best Vacation rentals and Airbnb offers 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

Hampton By Hilton Grand Cayman Seven Mile Beach - Cayman Islands
9.0 2114 reviews
Cayman Islands
01/10 – 05/10
฿10869/nighttotal: ฿43476 (4 )

Hampton By Hilton Grand Cayman Seven Mile Beach

2 4
resort , George Town
The Hampton by Hilton Grand Cayman is located in George Town, just a short walk from Seven Mile Beach, a 5-minute drive from Camana Bay and Georgetown, and 10 minutes from the airport. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of studios and suites with modern amenities, including air conditioning, flat-screen TVs, and kitchenettes. Guests can enjoy a refreshing dip in the outdoor pool, relax in the tropical gardens, or indulge in the unique cuisine at Ms. Piper's Kitchen + Garden.
Kimpton Seafire Resort + Spa By Ihg - Cayman Islands
9.7 1450 reviews
Cayman Islands
04/07 – 08/07
฿33759/nighttotal: ฿135036 (4 )

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.
Silver Reef 1 Luxury 2br Beachfront Retreat With P - Cayman Islands
9.8 8 reviews
Cayman Islands
27/06 – 04/07
฿8222/nighttotal: ฿57554 (7 )

Silver Reef 1 Luxury 2br Beachfront Retreat With P

2 2
apartment , Old Man Bay
This newly built, ground-floor, end-unit holiday flat is located within the secure Silver Reef Residences on the North Side of Grand Cayman, offering direct beach access and proximity to Old Man Bay.
This 2-bedroom, 2-bathroom beachfront condo sleeps 4 guests and features a fully equipped kitchen, air conditioning, a private patio, a heated 40-foot saltwater swimming pool, and shared amenities including a BBQ grill and a 2-person kayak, with nearby access to snorkelling at Rum Point and Sea Lodges.
Featherstone Cottage, Cayman Brac - Cayman Islands
9.2 5 reviews
Cayman Islands
28/11 – 05/12
฿11243/nighttotal: ฿78701 (7 )

Featherstone Cottage, Cayman Brac

1 3
house , Cayman Brac
Featherstone Cottage is situated in Cayman Brac, a 12km drive from the Charles Kirkconnell International Airport.
The one-bedroom cottage offers a private pool, a fully equipped kitchen, air conditioning, free Wi-Fi, and parking, ideal for a group of up to seven guests.

Best Cayman Islands vacation rentals with a pool

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

Thatch Hill - Cayman Islands
Cayman Islands
27/06 – 04/07
฿31714/nighttotal: ฿221998 (7 )

Thatch Hill

1 2
house , Driftwood Village
This four-bedroom house in Thatch Hill, Driftwood Village, is a one-minute walk from Rum Point Beach and 2.6 kilometres from Water Cay Public Beach.
The 186-square-metre property boasts three bathrooms, a private pool, free Wi-Fi, parking, and a fully equipped kitchen with a microwave and dishwasher, comfortably accommodating up to twelve guests.
Sea Breeze In The Creek - Cayman Islands
10 6 reviews
Cayman Islands
11/01 – 21/01
฿10439/nighttotal: ฿104390 (10 )

Sea Breeze In The Creek

1 2
apartment , Creek
This Creek beachfront bungalow offers unparalleled ocean views, directly on the sea.
The one-bedroom bungalow, sleeping up to four guests, features a kitchen with fridge and microwave, air conditioning, a swimming pool, garden, and a sea-facing porch; further details on proximity to Creek's attractions are needed.
Beach Living At Discovery Point Club - Cayman Islands
10 3 reviews
Cayman Islands
27/06 – 04/07
฿22207/nighttotal: ฿155449 (7 )

Beach Living At Discovery Point Club

1 2
apartment , West Bay
This two-bedroom apartment is situated in West Bay, just a short walk from Seven Mile Beach and 10km from Owen Roberts International Airport.
The 93 square metre property features a fully equipped kitchen, a private balcony with sea views, and a range of amenities, including a swimming pool, jacuzzi and tennis court, making it ideal for families or groups of up to eight guests.
Morritt's Tortuga Club 1 Br Luxe Condo Sleeps 4 - Cayman Islands
Cayman Islands
27/06 – 04/07
฿9481/nighttotal: ฿66367 (7 )

Morritt's Tortuga Club 1 Br Luxe Condo Sleeps 4

1 2
house , Sand Bluff
Morritt's Tortuga Club 1 BR LUXE Condo in Sand Bluff boasts immediate beach access to Colliers Public Beach and lies 37 kilometres from Owen Roberts International Airport.
This 56-square-metre apartment offers one bedroom, one bathroom, sleeps six guests, and includes a fully equipped kitchen, private patio with sea views, a swimming pool, jacuzzi, fitness centre, and free Wi-Fi.

Frequently Asked Questions about vacation rentals in Cayman Islands

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

    For breathtaking beaches, Seven Mile Beach on Grand Cayman is a must. Stingray City, where you can interact with southern stingrays, is incredibly popular. The Cayman Turtle Centre: Island Wildlife Encounter offers a fascinating look at marine life. For a more adventurous experience, explore the underwater world at the Kittiwake Wreck, a former US Navy submarine rescue vessel now a vibrant artificial reef.
  • What are the best Airbnb and vacation rentals in Cayman Islands?

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

    Snorkeling and diving are incredibly popular, especially around Stingray City and the Kittiwake Wreck. Relaxing on the stunning beaches is a favorite pastime. Watersports like jet skiing, parasailing, and paddleboarding are widely available. Exploring the island's lush landscapes on foot or by bike is another great option. For a more cultural experience, visit the National Museum.
  • 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 islands experience a slightly cooler, drier season from November to April. All three islands—Grand Cayman, Cayman Brac, and Little Cayman—experience similar weather patterns.
  • 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, with numerous international flights. Cayman Brac International Airport (CYB) serves Cayman Brac.
  • 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 side of the road, which can be an adjustment for some visitors. Roads can be narrow in some areas, and parking can be limited in popular tourist spots. Always drive cautiously and be aware of pedestrians and cyclists.
  • 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, usually held in mid-November, is a major event featuring parades, street fairs, and historical reenactments. The annual Batabano Carnival in May is known for its vibrant costumes and music.
  • What is the best time of year to visit the Cayman Islands?

    The best time to visit is typically during the cooler, drier months from November to April. However, the islands are a popular destination year-round.
  • 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 and delicious, with fresh catches available at many restaurants.
  • 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?

    Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for service providers. Being respectful of local customs and traditions is always appreciated.
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach on Grand Cayman offers a luxurious and convenient base for a week-long stay, with numerous resorts, restaurants, and activities nearby. For a more secluded experience, consider exploring Cayman Brac or Little Cayman.
  • What are the best areas to spend a weekend in the Cayman Islands?

    Grand Cayman offers the most options for a weekend getaway, with Seven Mile Beach being a popular choice for its proximity to amenities and activities. George Town, the capital, provides easy access to shopping and dining.
  • What are the top shopping destinations in the Cayman Islands?

    George Town on Grand Cayman offers a wide range of shopping options, from duty-free shops to local boutiques. Camana Bay is a popular destination for upscale shopping and dining.
  • What are some off-the-beaten-path places to explore in the Cayman Islands?

    Explore the less-visited areas of Cayman Brac, known for its stunning bluff and diverse birdlife. Little Cayman offers pristine beaches and world-class diving opportunities away from the crowds. The Queen Elizabeth II Botanic Park on Grand Cayman provides a tranquil escape from the bustling tourist areas.

Best Cayman Islands vacation rentals with parking

The No Problem At Cottages - Cayman Islands
9.3 3 reviews
Cayman Islands
01/10 – 08/10
฿7943/nighttotal: ฿55601 (7 )

The No Problem At Cottages

1 2
house , Sand Bluff
The No Problem at Cottages is a beachfront property in Sand Bluff, directly on Colliers Public Beach, located 37 kilometres from Owen Roberts International Airport.
This one-bedroom self-catering cottage offers 46 square metres of space, sleeping up to seven guests and boasting a fully equipped kitchen, free Wi-Fi, air conditioning, and a washing machine.
Featherstone Upstairs Apartment, Cayman Brac - Cayman Islands
9.5 2 reviews
Cayman Islands
27/06 – 04/07
฿18737/nighttotal: ฿131159 (7 )

Featherstone Upstairs Apartment, Cayman Brac

2 2
apartment , Cayman Brac
Featherstone Upstairs Apartment, a beachfront property in Cayman Brac, is situated 12km from Charles Kirkconnell International Airport, offering direct beach access.
This two-bedroom, two-bathroom apartment boasts 94 square metres of living space, accommodating up to 13 guests and featuring a terrace, swimming pool, free Wi-Fi, and proximity to snorkeling and fishing.
The Turtle Nest At Cottages - Cayman Islands
10 1 review
Cayman Islands
21/07 – 28/07
฿8688/nighttotal: ฿60816 (7 )

The Turtle Nest At Cottages

1 2
house , Sand Bluff
The Turtle Nest is a beachfront property in Sand Bluff, Grand Cayman, situated a short walk from Colliers Public Beach and 37 kilometres from Owen Roberts International Airport.
This one-bedroom beachfront house offers 46 square metres of living space, sleeping up to seven guests and featuring a well-equipped kitchen, free Wi-Fi, private parking, and a cable flat-screen TV.
Rum Point Resort 407 - Cayman Islands
Cayman Islands
20/07 – 29/07
฿24573/nighttotal: ฿221157 (9 )

Rum Point Resort 407

1 6
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.

Best Cayman Islands vacation rentals with a balcony

Halcyon Point - Cayman Islands
10 1 review
Cayman Islands
11/01 – 21/01
฿84573/nighttotal: ฿845730 (10 )

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.
Seadreams 5 - Cayman Islands
8.0 1 review
Cayman Islands
27/08 – 07/09
฿18796/nighttotal: ฿206756 (11 )

Seadreams 5

1 1
apartment , West Bay
SeaDreams 5, a West Bay condo, is a 4-minute walk from Seven Mile Beach, 2.1km from Boatswain's Beach, and 2.4km from West Bay Beach.
This three-bedroom, three-bathroom apartment sleeps ten guests and boasts a well-equipped kitchen, private terrace with sea views, free Wi-Fi, parking, and access to a shared pool, hot tub, and rooftop lounge.
Rum Point Resort 206 - Cayman Islands
9.5 2 reviews
Cayman Islands
20/07 – 29/07
฿34843/nighttotal: ฿313587 (9 )

Rum Point Resort 206

1 6
apartment , Driftwood Village
Rum Point Resort 206, a three-bedroom apartment in Driftwood Village, Cayman Islands, is located steps from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 209-square-metre dwelling boasts three bathrooms, sleeps up to 13 guests, and features a fully equipped kitchen, private balcony with sea views, swimming pool access, parking, and free Wi-Fi.
Aqua Bay Premium 7mile Beach Family Unit - Cayman Islands
Cayman Islands
28/11 – 05/12
฿20585/nighttotal: ฿144095 (7 )

Aqua Bay Premium 7mile Beach Family Unit

1 3
apartment , West Bay
This West Bay flat offers a prime location just a few steps from the renowned Seven Mile Beach, situated 9.9 kilometres from Owen Roberts International Airport.
This 130 square metre apartment accommodates up to 11 guests, featuring air conditioning, a dishwasher, a terrace, a balcony, and communal access to a swimming pool and hot tub.
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