Vacation rentals in Cayman Islands

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

Kaibosh The 9 To 5 (Island House #16) 2br/2ba At Rum Point Bioluminescent Bay - Cayman Islands
No reviews

Kaibosh The 9 To 5 (Island House #16) 2br/2ba At Rum Point Bioluminescent Bay

house
This waterfront villa is located on Water Cay Road in Rum Point, North Side, Grand Cayman, approximately 13 to 16 kilometres from Owen Roberts International Airport and 22 to 24 kilometres from Seven Mile Beach.
This family-friendly property accommodates six guests across two bedrooms and features direct access to a bioluminescent bay, a private beach, a swimming pool, and complimentary use of kayaks and bicycles, with Rum Point Restaurant & Bar a short 300-metre walk away.
Private Apartment-close To Beach-free Park & Wi-fi - Cayman Islands
9.9 44 reviews

Private Apartment-close To Beach-free Park & Wi-fi

apartment
This cosy apartment is situated in West Bay, just 2-3 kilometres from Seven Mile Beach, Governors Beach, and Cemetery Beach, offering a peaceful and relaxing atmosphere. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has one bedroom and one bathroom and can comfortably accommodate up to three guests. Guests can enjoy a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and internet access.
Kings Court Villa Britannia - Cayman Islands
10 17 reviews

Kings Court Villa Britannia

apartment
This two-bedroom, two-bathroom apartment in Britannia, George Town, boasts a canal-front location on the Seven Mile Beach corridor, within walking distance of both Seven Mile Beach and Camana Bay.
The 4-guest property features a brand new kitchen, spacious open-plan living area, extended patio, private parking, and access to a communal swimming pool, jacuzzi, and landscaped gardens; a fitted laundry room adds further convenience.
Waterfront Sanctuary | King Suite | Pool + Porch - Cayman Islands
9.8 298 reviews

Waterfront Sanctuary | King Suite | Pool + Porch

apartment
This two-bedroom apartment is located in Grand Harbour, just a short walk from the Shoppes at Grand Harbour and Harbour Walk, offering easy access to shopping, dining, and entertainment. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a fitness centre, and access to paddleboards and snorkeling gear.

Best Cayman Islands vacation rentals with a pool

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

Seabreezes-your Oceanside Escape - Cayman Islands
10 46 reviews

Seabreezes-your Oceanside Escape

house, Patricks Island
This oceanfront loft, situated in a central location on Patrick's Island, offers easy car access to all areas of the island.
The stylish one-bedroom apartment features a private porch, open-plan living space, fully equipped kitchen including dishwasher, and access to five community swimming pools, a cabana, and a garden; sleeping up to two guests.
Timmys Place - Cayman Islands
9.0 1 review

Timmys Place

house, Driftwood Village
Timmy's Place, an oceanfront villa in Driftwood Village, boasts direct access to Rum Point Beach and is situated 37 kilometres from Owen Roberts International Airport.
This three-bedroom, three-bathroom property sleeps twelve guests and offers a fully equipped kitchen with a dishwasher and microwave, air conditioning, free Wi-Fi, private terrace, and on-site parking.
Modern 2 Bedroom Walking Distance To The Beach! - Cayman Islands
9.9 8 reviews

Modern 2 Bedroom Walking Distance To The Beach!

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.
Oceanfront Paradise East End 2br Oceanview Condo, Pools, Beach & Resort Amenities - Cayman Islands
No reviews

Oceanfront Paradise East End 2br Oceanview Condo, Pools, Beach & Resort Amenities

house, East End
This oceanfront apartment in East End offers direct sea access and is an 8-minute walk from Colliers Public Beach.
This 116 square meter condo accommodates up to 8 guests with 2 bedrooms, 2 bathrooms including a hot tub, a well-equipped kitchen, and access to a fitness centre and swimming pool, with complimentary parking and WiFi.

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

Ocean View Exclusive Double Queen Studio - Cayman Islands
9.7 44 reviews

Ocean View Exclusive Double Queen Studio

apartment
Harbour View Studio, a self-contained apartment in George Town's North Church Street, is situated 0.03km from the ocean and a one-minute walk from Kirk Market.
This one-bedroom unit sleeps three guests and boasts a private guest dock with dive ladder, on-site BBQ grills, laundry facilities, WiFi, cable TV, and stunning George Town Harbour views.
Enoes Escape - Cayman Islands
10 137 reviews

Enoes Escape

apartment
This Savannah apartment, ideally located near Pedro St. James Castle (a 2-minute, or 1.6km walk), offers easy access to supermarkets, restaurants (3-minute, 2.4km drive), and Spotts Beach (5-minute, 4km drive).
The self-catering flat comprises one bedroom, one bathroom, and accommodates up to four guests, featuring a full kitchen, in-unit laundry, and air conditioning.
The Retreat #20 - 2 Bedroom Ocean Beach View Condo - Cayman Islands
9.9 14 reviews

The Retreat #20 - 2 Bedroom Ocean Beach View Condo

apartment, Rum Point
Retreat #20, a two-bedroom condo in Rum Point, Grand Cayman, is situated steps from the main beach and offers easy access to Stingray City (a 5–10-minute boat ride away), Starfish Point (a short drive), and the Rum Point Club & Bar & Grill.
This family-friendly property sleeps six guests, boasting a fully equipped kitchen with granite countertops, three HD TVs, high-speed internet, air conditioning, a private swimming pool, and access to resort amenities including a tennis court and over 300 metres of beachfront; a child bundle is available.
Ocean Wave- 1 Bedroom 1 Bathroom Condo - Cayman Islands
10 51 reviews

Ocean Wave- 1 Bedroom 1 Bathroom Condo

apartment
Ocean Wave condo, a one-bedroom apartment in Stake Bay, Cayman Brac, is centrally located, a 0.8km walk from the museum and a 1.6km drive from the supermarket.
This self-catering flat sleeps three, boasts a private 9-metre dock ideal for divers, and includes air conditioning, Wi-Fi, Netflix, a kitchen with fridge-freezer and microwave, and parking.

Best Cayman Islands vacation rentals with a balcony

Rum Point Resort 207 - Cayman Islands
No reviews

Rum Point Resort 207

apartment, Driftwood Village
Rum Point Resort 207, a two-bedroom apartment in Driftwood Village, is located steps from Rum Point Beach and 2.1km from Water Cay Public Beach.
This 120-square-metre self-catering flat offers a spacious layout sleeping up to eight guests, boasting a fully equipped kitchen, two bathrooms, a private balcony with sea views, and access to an on-site swimming pool and parking.
Rum Point Resort 208 - Cayman Islands
No reviews

Rum Point Resort 208

apartment, Driftwood Village
Rum Point Resort 208, a two-bedroom apartment in Driftwood Village, Cayman Islands, is located steps from Rum Point Beach and 2.1 kilometres from Water Cay Public Beach.
This 125-square-metre self-catering property sleeps seven, boasting two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private terrace, free Wi-Fi, on-site parking, and a shared swimming pool.
Chic Poolside Condo With Ocean Views - Cayman Islands
No reviews

Chic Poolside Condo With Ocean Views

house, West Bay
This apartment is situated in West Bay, a 3-minute walk from Boatswains Beach and 14 kilometres from Owen Roberts International Airport.
This property offers 81 square meters of living space with 1 bedroom and 2 bathrooms, accommodating up to 6 guests, and features a swimming pool, jacuzzi, garden, and fitness centre.
The Westin Grand Cayman Seven Mile Beach Resort & Spa - Cayman Islands
9.2 1151 reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

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.
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