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

Kaibo Yacht Club Phase 2 Unit # A9 - Cayman Islands
9.2 9 reviews
Cayman Islands
01/08 – 31/08
RM1268/nighttotal: RM38040 (30 )

Kaibo Yacht Club Phase 2 Unit # A9

2 2
apartment , Driftwood Village
Kaibo Yacht Club Phase 2 Unit #A9, a beachfront apartment in Driftwood Village, offers stunning ocean views and is a three-minute walk from Water Cay Public Beach and 2.4 kilometres from Rum Point Beach.
This 117-square-metre property sleeps up to eleven guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen, private parking, Wi-Fi, an infinity pool, a hot tub, and access to an on-site bar and terrace.
The Meadows Luxury 3 Bdrm Townhouse With Pool And - Cayman Islands
10 1 review
Cayman Islands
20/07 – 29/07
RM1344/nighttotal: RM12096 (9 )

The Meadows Luxury 3 Bdrm Townhouse With Pool And

1 6
house , West Bay
This townhome is situated within The Meadows at Batabano, a secure gated community in West Bay, Grand Cayman, offering a peaceful island escape conveniently located a short walk from the resort-style lap pool and community clubhouse.
This family-friendly residence accommodates up to six guests across three bedrooms and three bathrooms, featuring a modern kitchen with brand-new stainless steel appliances, air conditioning, a private garden, and a fitness centre, with the primary suite boasting a walk-out balcony with elevated grounds and slight ocean views.
Private, Quiet Oceanfront Home, Wrap-around Screened Porch. Relax On 1+ Acres - Cayman Islands
10 77 reviews
Cayman Islands
20/07 – 29/07
RM1847/nighttotal: RM16623 (9 )

Private, Quiet Oceanfront Home, Wrap-around Screened Porch. Relax On 1+ Acres

3 6
apartment , North Side
This waterfront property is situated in North Side, just a short 1.6km walk from the Babylon Dive Site and Grand Cayman Beaches, and within 5km of the Mastic Trail North Trailhead, offering a peaceful and relaxed setting. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The house offers spacious accommodation with three bedrooms and three bathrooms, comfortably sleeping up to eight guests across 139 square metres. Guests can enjoy a range of amenities including a fully equipped kitchen, a terrace, a garden, parking, and air conditioning, as well as access to a spa tub and barbecue facilities.
Steps To Seven Mile Beach - Modern 2br With Pool - Cayman Islands
10 82 reviews
Cayman Islands
24/12 – 01/01
RM3806/nighttotal: RM30448 (8 )

Steps To Seven Mile Beach - Modern 2br With Pool

1 4
house , West Bay
This newly renovated house is located in West Bay, just a short walk from the famous Seven Mile Beach and within easy reach of a grocery store. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has six bedrooms and is ideal for families or groups of friends. It is equipped with a range of modern amenities, including a swimming pool, a garden, and a dedicated parking space. Guests can also enjoy the convenience of a fully equipped kitchen, air conditioning, and high-speed internet access.

Best Cayman Islands vacation rentals with a pool

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

Ocean Paradise - Cayman Islands
9.7 500 reviews
Cayman Islands
27/08 – 07/09
RM1576/nighttotal: RM17336 (11 )

Ocean Paradise

3 1
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.
Cayman Brac, Carib Sands 221- "Stumble Inn" - Cayman Islands
10 16 reviews
Cayman Islands
01/10 – 08/10
RM806/nighttotal: RM5642 (7 )

Cayman Brac, Carib Sands 221- "Stumble Inn"

1 2
apartment , Cayman Brac
This Cayman Brac end-unit condo, part of the Carib Sands complex, boasts stunning ocean views and direct access to a boat dock, ideal for scuba diving enthusiasts given its proximity to Brac Scuba Shack.
The one-bedroom, one-bathroom apartment at Carib Sands sleeps three, features a queen-size Murphy bed, a fully equipped kitchen including fridge, freezer, and microwave, air conditioning, and access to a shared pool, garden, parking, and on-site laundry facilities.
On The Bay #103 Condo - Cayman Islands
10 2 reviews
Cayman Islands
03/01 – 30/03
RM2536/nighttotal: RM218096 (86 )

On The Bay #103 Condo

1 2
house , Old Man Bay
On the Bay #103 Condo is a beachfront property in Old Man Bay, Grand Cayman, situated a one-minute walk from Old Man Bay Beach and 27 kilometres from Owen Roberts International Airport.
This 186 square metre three-bedroom, three-bathroom apartment sleeps eleven guests and boasts a fully equipped kitchen with dishwasher, free Wi-Fi, and private parking, plus stunning sea views.
Silver Reef 1 Luxury 2br Beachfront Retreat With Pool - Cayman Islands
Cayman Islands
03/01 – 30/03
RM1749/nighttotal: RM150414 (86 )

Silver Reef 1 Luxury 2br Beachfront Retreat With Pool

1 2
house , Old Man Bay
This beachfront villa in Old Man Bay offers direct access to Old Man Bay Beach and is situated 27 kilometres from Owen Roberts International Airport.
This 108 square metre villa accommodates up to seven guests across two bedrooms, featuring a private swimming pool, a fully equipped kitchen with a dishwasher and oven, and complimentary WiFi.

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

Tamarind Bay Unit # 22 - Cayman Islands
9.0 1 review
Cayman Islands
01/10 – 05/10
RM1998/nighttotal: RM7992 (4 )

Tamarind Bay Unit # 22

3 4
apartment , Seven Mile Beach
Tamarind Bay Unit #22 is a three-bedroom apartment directly on Seven Mile Beach, Grand Cayman, 5 km from Owen Roberts International Airport.
This beachfront property sleeps 11, boasts a fully equipped kitchen, private parking, swimming pool, tennis court, concierge service, and offers easy access to snorkelling and fishing.
Sea Biscuit At The Sea Lodges - Cayman Islands
10 3 reviews
Cayman Islands
03/01 – 30/03
RM2196/nighttotal: RM188856 (86 )

Sea Biscuit At The Sea Lodges

1 2
house , Driftwood Village
Sea Biscuit at The Sea Lodges, a beachfront property in Driftwood Village, Grand Cayman, is steps from Rum Point Beach and 2.9km from Water Cay Public Beach.
This one-bedroom apartment, boasting 74 square metres of floor space, sleeps three guests and includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a washing machine; towels and linen are provided.
Perfect For Staycations In Little Cayman - Cayman Islands
9.8 7 reviews
Cayman Islands
15/10 – 16/10
RM999/nightfor 1 night

Perfect For Staycations In Little Cayman

1 2
apartment , Head of Bay
This Little Cayman apartment, ideally located less than 1km from Edward Bodden Airfield, offers easy access to the airport for travellers visiting Head of Bay.
The self-catering flat boasts one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, a swimming pool, and a balcony; perfect for exploring Little Cayman.
Tamarind Bay # 16 - Cayman Islands
Cayman Islands
01/10 – 05/10
RM2437/nighttotal: RM9748 (4 )

Tamarind Bay # 16

1 4
apartment , Grand Cayman
Tamarind Bay #16, a one-bedroom apartment on Grand Cayman's Seven Mile Beach, is located 5km from Owen Roberts International Airport.
This 159 square metre self-catering flat boasts two bathrooms, a private balcony with garden views, a swimming pool, free Wi-Fi and parking, sleeping up to 13 guests.

Best Cayman Islands vacation rentals with a balcony

Seadreams 4 - Cayman Islands
10 1 review
Cayman Islands
27/08 – 07/09
RM2325/nighttotal: RM25575 (11 )

Seadreams 4

1 1
apartment , West Bay
SeaDreams 4, a luxury condo in West Bay, Grand Cayman, is a 4-minute walk from Seven Mile Beach and 2.1 km from Boatswain's Beach.
This three-bedroom, three-bathroom apartment sleeps up to 10 guests and boasts a private balcony, terrace with sea views, a shared pool, hot tub, rooftop lounge, free Wi-Fi, and on-site parking, plus a kitchen equipped with a microwave and dishwasher.
Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Deluxe - Cayman Islands
9.5 21 reviews
Cayman Islands
28/11 – 05/12
RM2353/nighttotal: RM16471 (7 )

Luxury 1 Bed Apartment Near Seven Mile Beach At The Grove - Villa Deluxe

1 3
apartment , Upper Land
This one-bedroom apartment is located just 0.3km from the world-famous Seven Mile Beach in Upper Land, offering easy access to the beautiful coastline and local amenities. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 63 square metre apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, air conditioning, a balcony, free parking, and free Wi-Fi. Enjoy a relaxing stay with access to a swimming pool, garden, and a range of amenities perfect for a comfortable and enjoyable holiday.
Lovely 'Sea Dreams Villa' W/ Private Beach & Deck! - Cayman Islands
10 44 reviews
Cayman Islands
27/06 – 04/07
RM1125/nighttotal: RM7875 (7 )

Lovely 'Sea Dreams Villa' W/ Private Beach & Deck!

2 2
house , Banksville
Lovely Sea Dreams Villa is a 2-bedroom property located in Banksville, just 3.7 miles from Charles Kirkconnell International Airport, offering a peaceful escape from the bustle of the town. This accommodation has received excellent ratings for its cleanliness, location, and overall user experience.
The villa provides 81 square metres of space, comfortably accommodating up to 4 guests. Enjoy a range of amenities, including a fully equipped kitchen, a private beach, a garden with sea views, a spa, a tennis court, and a concierge service.
Modern 2 Bedroom Walking Distance To The Beach! - Cayman Islands
9.8 8 reviews
Cayman Islands
11/01 – 21/01
RM2119/nighttotal: RM21190 (10 )

Modern 2 Bedroom Walking Distance To The Beach!

2 2
apartment , West Bay
This West Bay apartment, a 4-minute walk from Seven Mile Beach and 2.9km from West Bay Beach, offers convenient access to Grand Cayman's renowned beaches.
The 88-square-metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, private terrace, swimming pool, garden, and free parking.
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