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

7 Mile Beach (Sleep 10) Amazing Rooftop + Pool - Cayman Islands
9.9 62 reviews
Cayman Islands
20/07 – 29/07
RM5577/nighttotal: RM50193 (9 )

7 Mile Beach (Sleep 10) Amazing Rooftop + Pool

1 6
apartment , West Bay
This apartment is situated on Seven Mile Beach in West Bay, just 121 steps from the sand and within walking distance of restaurants, a supermarket, and a liquor store. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has four bedrooms and four bathrooms, comfortably accommodating up to 10 guests. It offers a private pool pavilion, a rooftop oasis with ocean views, and a private beach club with loungers, umbrellas, paddleboards, and kayaks, in addition to a fully equipped kitchen, a games room, and a bonus office space.
Windsong #4 On Boggy Sand Road. Steps From Smb. - Cayman Islands
9.9 20 reviews
Cayman Islands
02/01 – 07/01
RM3193/nighttotal: RM15965 (5 )

Windsong #4 On Boggy Sand Road. Steps From Smb.

1 6
apartment , West Bay
This three-bedroom apartment is located just 100 metres from Boggy Sand Beach, a beautiful stretch of Seven Mile Beach, and a three-minute walk from Cemetery Beach, offering a peaceful escape from the bustling tourist areas. The property has received excellent user and location ratings and a very good cleanliness rating.
The apartment is 158 square metres and comfortably sleeps six guests. It features a fully equipped kitchen, a laundry room, a private pool and garden, a terrace, and complimentary paddleboards for exploring the turquoise waters of Seven Mile Beach.
Luxury Cottage, 1bd/1ba, Desk | Pool+7 Mile Beach - Cayman Islands
10 503 reviews
Cayman Islands
01/08 – 22/08
RM1839/nighttotal: RM38619 (21 )

Luxury Cottage, 1bd/1ba, Desk | Pool+7 Mile Beach

1 2
apartment , West Bay
This charming cottage is located on the Seven Mile Corridor in West Bay, just a short drive from Seven Mile Public Beach and Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, laundry facilities, a private garden with an outdoor shower, and access to a resort-style pool and heated spa.
Faroway Villa - South Sound 4br Oceanfront - Cayman Islands
10 3 reviews
Cayman Islands
11/01 – 05/04
RM15547/nighttotal: RM1305948 (84 )

Faroway Villa - South Sound 4br Oceanfront

1 2
apartment , George Town
Faroway Villa, a luxurious five-bedroom oceanfront property in Grand Cayman's upscale South Sound district, is situated minutes from George Town's amenities and close to Smith Cove and Spotts Beach.
This 465-square-metre single-storey villa boasts a private pool and dock, offering exceptional snorkelling, a gourmet kitchen, extensive outdoor living spaces, and mid-week housekeeping, accommodating up to eight guests with kayaks and paddleboards available.

Best Cayman Islands vacation rentals with a pool

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

Modern 2br/2ba Apartment Walk To Beach, Pool & Bbq - Cayman Islands
9.8 68 reviews
Cayman Islands
04/01 – 28/02
RM1408/nighttotal: RM77440 (55 )

Modern 2br/2ba Apartment Walk To Beach, Pool & Bbq

1 2
apartment , West Bay
This West Bay apartment, a short 0.8-1.6km stroll from Seven Mile Beach public access and a 5-minute drive from both the Turtle Farm and Camana Bay, offers convenient access to Grand Cayman's key attractions.
The two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, garden, swimming pool, parking, and amenities including beach gear and a travel cot; smart TV and WiFi are also provided.
Exotic Poolside Condo - Cayman Islands
9.8 13 reviews
Cayman Islands
28/11 – 05/12
RM1482/nighttotal: RM10374 (7 )

Exotic Poolside Condo

1 3
apartment , Grand Cayman
This two-bedroom, two-bathroom apartment is situated near Seven Mile Beach in Grand Cayman, offering immediate access to the renowned beach and is within minutes of restaurants, shops, and golf courses.
The 4-guest property boasts a fully equipped kitchen, private patio, swimming pool access, and fitness centre, providing a comfortable base for exploring Grand Cayman's attractions.
Modern Penthouse Oceanfront 1 Bdr Condo /W  Pool - Cayman Islands
9.9 66 reviews
Cayman Islands
04/01 – 28/02
RM1734/nighttotal: RM95370 (55 )

Modern Penthouse Oceanfront 1 Bdr Condo /W Pool

1 2
apartment , West Bay
This beachfront apartment in West Bay offers stunning uninterrupted ocean views and direct access to the beach, with the world-renowned West Bay reef just a short distance away.
The one-bedroom apartment features a modern interior design, a spacious patio, and access to two pools, including a sea pool directly connected to the ocean.
Just Chillin In Little Cayman - Cayman Islands
9.6 7 reviews
Cayman Islands
15/10 – 16/10
RM1124/nightfor 1 night

Just Chillin In Little Cayman

2 2
house , Head of Bay
Just Chillin in Little Cayman is located in Head of Bay, a short 3.7 miles from Edward Bodden Airfield Airport, making it a convenient choice for travellers. The villa is situated in a peaceful and tranquil location, offering a relaxing escape from the hustle and bustle of everyday life.
This comfortable two-bedroom villa can accommodate up to four guests. The property boasts a range of amenities, including a private pool, terrace, air conditioning, fully equipped kitchen, free Wi-Fi, and private parking. Guests can also enjoy cycling opportunities in the surrounding area.

Frequently Asked Questions about vacation 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. Stingray City is an unforgettable experience, and you should definitely explore the Cayman Turtle Centre: Island Wildlife Encounter. For history buffs, the National Museum is a great choice. And don't forget to visit the Queen Elizabeth II Botanic Park for some beautiful scenery.
  • What are the best Airbnb and vacation rentals in Cayman Islands?

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

    Snorkelling and diving are incredibly popular, especially around Stingray City and the reefs. You can also go paddleboarding, kayaking, or jet skiing. For a more relaxed experience, try some deep-sea fishing or simply relax on Seven Mile Beach. There's also plenty of excellent golf available.
  • What are the most popular Airbnbs in Cayman Islands?

  • Which part of the Cayman Islands offers the most pleasant climate?

    The climate is pretty consistent across the islands, but Grand Cayman tends to be slightly less humid than Cayman Brac or Little Cayman. However, the difference is minimal, and you'll find pleasant weather throughout the year.
  • 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. The roads are generally well-maintained, but they can be narrow in some areas. Rentals are readily available at the airport.
  • 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 everywhere.
  • What are the top festivals to experience in the Cayman Islands?

    Cayman Cookout is a popular culinary event featuring renowned chefs. Pirates Week is a fun, family-friendly festival celebrating the islands' history. The Batabano Carnival is a vibrant street parade with colorful 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 April, when the weather is sunny and warm. Hurricane season runs from June to November.
  • What are some local dishes to try in the Cayman Islands?

    Conch is a staple; you'll find it in various dishes like conch fritters and conch ceviche. Try the Cayman-style jerk chicken or fish, and don't miss the local seafood. Rum Point is a great place to try some local cuisine.
  • 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?

    Be respectful of local customs and traditions. Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for tour guides. Remember to say 'Good morning' or 'Good day' to locals.
  • What are the best areas to spend a week in the Cayman Islands?

    Seven Mile Beach is fantastic for a week-long stay, offering a variety of accommodations and plenty of activities. If you prefer a quieter experience, consider Cayman Brac or Little Cayman.
  • What are the best areas to spend a weekend in the Cayman Islands?

    Grand Cayman offers plenty to do for a weekend getaway. Focus on Seven Mile Beach and its surrounding areas for easy access to restaurants, shops, and activities.
  • What are the top shopping destinations in the Cayman Islands?

    Camana Bay has a variety of upscale shops and boutiques. Seven Mile Beach also has many shops, and there are duty-free options at the airport.
  • What are some off-the-beaten-path places to explore in the Cayman Islands?

    Explore the less-visited areas of Grand Cayman, such as the East End. Cayman Brac and Little Cayman offer a more secluded and tranquil escape, perfect for nature lovers.

Best Cayman Islands vacation rentals with parking

Island Inspired Homestyle Retreat - Cayman Islands
9.8 36 reviews
Cayman Islands
27/06 – 31/12
RM1092/nighttotal: RM204204 (187 )

Island Inspired Homestyle Retreat

1 2
apartment , Île Patrick
This centrally located Patricks Island flat is within walking distance of a bus stop, supermarket, beaches, restaurants, and a gym.
The two-bedroom, two-bathroom apartment sleeps four comfortably, features a 65-inch TV, multiple sofa beds (accommodating up to 10 guests), and offers optional in-apartment meal preparation; no cleaning fees apply.
Beautiful One Bedroom Beach View Unit With Cabana - Cayman Islands
10 72 reviews
Cayman Islands
01/10 – 08/10
RM722/nighttotal: RM5054 (7 )

Beautiful One Bedroom Beach View Unit With Cabana

1 2
apartment , East End
Rea's Vista, a one-bedroom apartment in the Seafarers district of East End, Cayman Islands, offers direct beach access.
This self-catering flat, sleeping two, boasts a fully equipped kitchen, in-unit laundry, Wi-Fi, and a private beach with sunrise, sunset, and moonrise views.
Kailua Villa - Cayman Islands
10 1 review
Cayman Islands
01/10 – 05/10
RM2147/nighttotal: RM8588 (4 )

Kailua Villa

1 4
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.
Blue Pavilion & Free Breakfast - 3 Private Suites, 3 Kitchens, 4 Br, 3 Ba - Steps To Beach - Cayman Islands
Cayman Islands
02/01 – 07/01
RM18400/nighttotal: RM92000 (5 )

Blue Pavilion & Free Breakfast - 3 Private Suites, 3 Kitchens, 4 Br, 3 Ba - Steps To Beach

4 6
apartment , West Bay
This West Bay apartment, a 2-minute walk from Seven Mile Beach and 11km from Owen Roberts International Airport, offers a prime location for exploring Grand Cayman.
The 279-square-metre property boasts a spacious layout with four bedrooms, three bathrooms, two living rooms, and three kitchens, accommodating up to 15 guests and including features such as a private garden, tennis court, and concierge service.

Best Cayman Islands vacation rentals with a balcony

La Concha - Cayman Islands
9.7 4 reviews
Cayman Islands
16/07 – 19/07
RM6125/nighttotal: RM18375 (3 )

La Concha

2 8
apartment , West Bay
La Concha apartment in West Bay is a one-minute walk from West Bay Beach and 15 kilometres from Owen Roberts International Airport.
This self-catering flat offers a one-bedroom layout with a private garden, terrace, air conditioning, free Wi-Fi, parking, and is close to local amenities.
Aqua #4 - Cayman Islands
Cayman Islands
27/06 – 04/07
RM8489/nighttotal: RM59423 (7 )

Aqua #4

1 2
apartment , George Town
This Aqua Fourth Floor Residence is located in George Town, Grand Cayman, a short walk from Seven Mile Beach and 4km from Owen Roberts International Airport.
This one-bedroom apartment boasts four bathrooms, sleeps fourteen guests, and offers a fully equipped kitchen with dishwasher and microwave, terrace, garden, parking, satellite TV, washing machine, and free Wi-Fi.
Featherstone Cottage, Cayman Brac - Cayman Islands
9.2 5 reviews
Cayman Islands
01/08 – 22/08
RM1390/nighttotal: RM29190 (21 )

Featherstone Cottage, Cayman Brac

1 2
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.
Aqua Bay Premium 7mile Beach Family Unit - Cayman Islands
Cayman Islands
01/10 – 05/10
RM2429/nighttotal: RM9716 (4 )

Aqua Bay Premium 7mile Beach Family Unit

1 4
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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