Vacation rentals in Cayman Islands

3524 available vacation rental offers

7 nights
2
1
  • booking
  • agoda
  • airbnb
  • tripcom
  • hotelscom
  • expedia
  • traveloka
  • trivago
  • tripadvisor
  • kayak
  • klook
  • hotelmix
Cayman Islands vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Cayman Islands

Best family friendly Cayman Islands vacation rentals

Among the 3524 accommodations in Cayman Islands, here are the 4 best family friendly rentals

Luxury 3bd Beach View, # 3 Blue, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach View, # 3 Blue, Stunning Views

house
This oceanfront villa, painted a distinctive blue, offers direct beach access within the exclusive Ocean Paradise enclave on North Side, Grand Cayman.
Accommodating up to nine guests, this three-bedroom, three-bathroom property features a fully equipped kitchen with high-end appliances, air conditioning, a swimming pool, and parking, making it ideal for families seeking a seaside retreat.
Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite - Cayman Islands
No reviews

Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite

house
This luxurious villa is located in Breakers, Grand Cayman, a desirable district offering convenient access to major landmarks within a short distance.
This 8-bedroom, 8-bathroom residence accommodates up to 24 guests and features a swimming pool, jacuzzi, and air conditioning, providing a stylish and upscale experience for discerning travellers.
Blue Paradise - Cayman Islands
8.6 18 reviews

Blue Paradise

apartment, Prospect Park
This Prospect Park apartment, near Owen Roberts International Airport (approximately 5 km away), offers a convenient base for exploring the area.
The 56-square-metre self-catering flat features one bedroom, two bathrooms, sleeps nine guests, and includes a terrace, garden, free parking, Wi-Fi, and table tennis.
Gift #411 - Cayman Islands
9.9 78 reviews

Gift #411

apartment, George Town
This oceanfront condo, situated on Seven Mile Beach in George Town, Grand Cayman, offers direct beach access and is within walking distance of restaurants and shops, and a short drive from George Town itself.
This 111.5 square metre apartment boasts two bedrooms sleeping four, a fully equipped kitchen with dishwasher, two bathrooms, air conditioning, and access to two swimming pools, a Jacuzzi, tennis/pickleball court, and fitness centre within the complex; baby equipment is available on request.

Best Cayman Islands vacation rentals with a pool

Among the 3524 accommodations in Cayman Islands, here are the 4 best rentals with a pool

Hidden Hideaway -7mile - King Bed - Pool - - Cayman Islands
9.8 29 reviews

Hidden Hideaway -7mile - King Bed - Pool -

apartment, George Town, Cayman Islands
This ground-floor suite in George Town is ideally located near Seven Mile Beach, a 0.8-1.6 km walk from the beach via a pedestrian crossing, and within walking distance of restaurants such as Fidel Murphy's and The Kitchen, plus Kirk's Grocery Store.
The self-contained apartment offers a king-size bed, kitchenette, private patio, parking, and access to a shared pool, paddleboards, and fishing gear; it sleeps two, with additional suites available for larger groups (up to six people).
Renovated Rum Point 2 Bed Beachfront Condo W/ Pool - Cayman Islands
9.8 60 reviews

Renovated Rum Point 2 Bed Beachfront Condo W/ Pool

apartment
This Rum Point apartment, situated in The Island Houses development, offers direct access to the world-famous Rum Point Beach and is steps from the bioluminescent cove.
The 167 square metre property boasts a spacious open-plan layout, sleeping up to six guests, and includes two ensuite bedrooms, a fully equipped kitchen with dishwasher, air conditioning, a swimming pool, parking, and a large screen porch overlooking the lagoon.
Sea Orchard Retreat By Grand Cayman Villas - Cayman Islands
9.8 26 reviews

Sea Orchard Retreat By Grand Cayman Villas

apartment
Pomegranate Cottage is a beachfront holiday home in West Bay, just 10 minutes from Seven Mile Beach and within 15 minutes of Grand Cayman Beaches and Barker's National Park. It has received excellent ratings for location, cleanliness, and user experience.
This 8-bedroom property is ideal for large families or groups of friends. It has a private pool, a fitness centre, and a spa tub, as well as free Wi-Fi and limited housekeeping services.
Ocean View 2 Br & Pool - Coconut Bay Villas #113 - Cayman Islands
10 7 reviews

Ocean View 2 Br & Pool - Coconut Bay Villas #113

apartment
Coconut Bay #113, a beachfront villa in West Bay, Grand Cayman, offers direct beach access and is close to Seven Mile Beach and Camana Bay.
This luxurious two-bedroom, two-bathroom apartment sleeps four, boasting a renovated interior with high-end appliances, a shaded patio, and access to two swimming pools, a jacuzzi, and a garden; nearby attractions include Cracked Conch and Macabuca restaurants.

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

S3 Bp | Steps To Beach | Entire Apartment - Cayman Islands
9.6 17 reviews

S3 Bp | Steps To Beach | Entire Apartment

resort
This apartment is situated just a kilometre from the Kittiwake Shipwreck and Artificial Reef and West Bay Beach, making it ideal for exploring the area's natural beauty. It has received excellent ratings for location, cleanliness, and user experience, ensuring a pleasant stay.
The apartment has two bedrooms, a bathroom, and a living area spanning 88 square meters, comfortably accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and access to a tennis court, providing everything needed for a relaxing and enjoyable stay.
New 3bed Townhome W/ Ocean View - Cayman Islands
10 7 reviews

New 3bed Townhome W/ Ocean View

apartment
This three-bedroom East End townhouse, situated directly adjacent to the Blowholes, offers easy access to this major East End attraction.
The property boasts three ensuite bathrooms, an open-plan living area, a private garden, swimming pool, parking, and can accommodate up to six guests, with the option to book a neighbouring two-bedroom townhome for larger groups.
The Reef Beach Resort, East End, Grand Cayman - Cayman Islands
8.5 1625 reviews

The Reef Beach Resort, East End, Grand Cayman

resort, Sand Bluff
The Wyndham Reef Resort is situated on the East End of Grand Cayman, just a short drive from the East End Marshland, Queen Elizabeth II Botanic Park, and Rum Point. The resort has consistently received very good ratings for its location, user experience, and cleanliness, ensuring a pleasant stay.
The resort offers a range of studios and apartments, all featuring air conditioning, kitchenettes, and private terraces with stunning sea views. Guests can enjoy a variety of activities, including swimming, tennis, yoga, and spa treatments, as well as dining at the resort's two restaurants and bar.
Caribbean Haven Retreat Lifestyle - Cayman Islands
10 2 reviews

Caribbean Haven Retreat Lifestyle

apartment, George Town
Caribbean Haven Retreat is a self-catering accommodation located in George Town, 2.3 kilometres from Spotts Beach and 4 kilometres from Owen Roberts International Airport.
This apartment offers accommodation for up to 11 guests, with amenities including air conditioning, free WiFi, a kitchen, swimming pool, terrace, garden, and private parking, and is suitable for those seeking a comfortable stay with convenient access to local attractions.

Best Cayman Islands vacation rentals with a balcony

Grand Cayman Marriott Beach Resort - Cayman Islands
8.8 1522 reviews

Grand Cayman Marriott Beach Resort

resort, George Town
The Grand Cayman Marriott Resort is situated on the renowned Seven Mile Beach in George Town, a short distance from Owen Roberts International Airport and a golf course. The resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The hotel offers a range of modern rooms with balconies providing views of the Caribbean Sea. Guests can enjoy a variety of dining options, a spa, a fitness centre, and a swimming pool, all within the beautifully landscaped grounds.
Skai Fall - Cayman Islands
No reviews

Skai Fall

house, Driftwood Village
This three-bedroom villa, SKai Fall, is situated in Driftwood Village, Cayman Islands, a short 1.8km walk from Water Cay Public Beach and 1.8km from Rum Point Beach.
The 260 square metre property boasts three bathrooms, a private pool, fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating up to eleven guests.
Northern Lights #3 - 2br-2ba Oceanfront Condo - Pool And Dock On Northside - Cayman Islands
10 1 review

Northern Lights #3 - 2br-2ba Oceanfront Condo - Pool And Dock On Northside

house, Old Man Bay
Northern Lights #3 Condo is a beachfront property in Old Man Bay, Grand Cayman, located just 27 kilometres from Owen Roberts International Airport.
This two-bedroom, two-bathroom apartment offers 149 square metres of living space, sleeping up to 11 guests and boasting a fully equipped kitchen, including a dishwasher, and free Wi-Fi and parking.
Featherstone Upstairs Apartment, Cayman Brac - Cayman Islands
9.5 2 reviews

Featherstone Upstairs Apartment, Cayman Brac

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.
©2026 cozycozy.com