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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

Cayman Summer Special -Save On Sun And Sand! - Cayman Islands
9.9 59 reviews

Cayman Summer Special -Save On Sun And Sand!

apartment, Seven Mile Beach
Regal Beach Club #234, a condo on Seven Mile Beach in George Town, Grand Cayman, offers direct oceanfront access to the renowned beach.
This two-bedroom, two-bathroom unit sleeps five guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to resort amenities including swimming pools, a fitness center, and tennis/pickleball courts.
Northern Lights #6 – 2br/2.5ba Oceanfront Condo On North Side - Cayman Islands
No reviews

Northern Lights #6 – 2br/2.5ba Oceanfront Condo On North Side

apartment
Northern Lights #6 is a direct oceanfront luxury condo situated on Grand Cayman's North Side, a 15-25 minute drive from Rum Point and East End restaurants, and 10-20 minutes from Starfish Point and Cayman Crystal Caves.
This 2-bedroom, 2-bathroom condo accommodates up to 5 guests and features direct oceanfront access with approximately 240 feet of beach, a freshwater pool, a dock with a swim ladder, and an open concept living area with a fully equipped kitchen and screened-in patio with a BBQ grill.
Hidden Gem Cottage On The Beach - Cayman Islands
10 124 reviews

Hidden Gem Cottage On The Beach

cottage, East End
This charming cottage sits on Grapetree Cove beach in the peaceful fishing village of East End, offering easy access to local restaurants and attractions. The cottage has received excellent reviews for its cleanliness, location, and overall experience.
The cottage is perfect for couples seeking a relaxing getaway, with one bedroom and one bathroom. Amenities include air conditioning, a Jacuzzi, a private garden, and a fully equipped kitchen with a fridge, freezer, and microwave. Guests can enjoy two flat-screen TVs with access to Netflix and cable, as well as the company of two friendly dogs.
Maravilla By Grand Cayman Villas - Cayman Islands
No reviews

Maravilla By Grand Cayman Villas

apartment
This newly renovated 4-bedroom beach house on Grand Cayman's North Side offers direct oceanfront access and is located 5 miles west of Rum Point Club and Kaibo, with Chisholm's Grocery a short walk away.
This family-friendly villa accommodates up to 9 guests and features reef-protected backyard snorkeling, a private beach, a game room with a pool and ping-pong table, and complimentary snorkel 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

Bougainvillea At Pappagallo Beach Villas (Condo#2) - Cayman Islands
9.7 63 reviews

Bougainvillea At Pappagallo Beach Villas (Condo#2)

apartment
This West Bay oceanfront condo is 25 steps from Seven Mile Beach, offering direct beach access and proximity to various restaurants and grocery stores within a five-minute drive.
The one-bedroom, one-bathroom apartment sleeps two guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, in-unit laundry, and access to a swimming pool, garden, and parking.
The Westview 1 - Cayman Islands
9.9 21 reviews

The Westview 1

apartment
This West Bay apartment, near a popular restaurant and a top-rated dive operator, offers direct shore diving access.
The three-bedroom, three-bathroom unit sleeps eight, features a fully equipped kitchen, a private balcony with ocean views, and access to a communal pool, plus beach chairs and toys are provided.
Rum Point Resort 304 - Cayman Islands
No reviews

Rum Point Resort 304

apartment, Driftwood Village
Rum Point Resort 304, a two-bedroom condo in Driftwood Village, boasts direct access to Rum Point Beach and is 1.3 miles from Water Cay Public Beach.
This 2,090-square-foot rental features a spacious layout accommodating up to 11 guests, complete with a microwave, dishwasher, air conditioning, Wi-Fi, a private terrace, swimming pool access, and on-site parking.
Ground Floor 7 Mile Beachfront Condo W Pool+patio - Cayman Islands
9.9 48 reviews

Ground Floor 7 Mile Beachfront Condo W Pool+patio

apartment
This ground-floor condo is located on Seven Mile Beach in George Town, Grand Cayman, offering direct beach access and proximity to shops, restaurants, and a gym.
The two-bedroom, two-bathroom unit sleeps six guests and boasts a private pool, fully equipped kitchen, 55" Smart TV, high-speed WiFi, washer/dryer, and a large patio; crib and high chair are also available.

Frequently Asked Questions about vacation rentals in Cayman Islands

Top regions Cayman Islands

Best Cayman Islands vacation rentals with parking

Down By Dee's - Cayman Islands
10 6 reviews

Down By Dee's

house
This George Town, Grand Cayman ground-floor unit is centrally located, minutes from the city center, supermarkets, Owen Roberts International Airport, and Seven Mile Beach.
The 3-bedroom, 2-bathroom house features a spacious open-plan living area with a 7-foot waterfall island, a private office, a large patio, and parking; it comfortably sleeps six guests and offers access to fresh seasonal produce.
Executive Home Near Famous Seven Mile Beach W/pool - Cayman Islands
10 121 reviews

Executive Home Near Famous Seven Mile Beach W/pool

apartment
This five-bedroom West Bay apartment is conveniently located just a five-minute walk from Seven Mile Beach, placing you within walking distance of restaurants, bars, and attractions like the Cayman Turtle Center and Dolphin Discovery. The 7,000-square-foot apartment features a private pool, a gym, a game room, and can comfortably accommodate up to 12 guests.
Callie Kai 2 Br At Kaibo Yacht Club - Pool & Beach - Cayman Islands
No reviews

Callie Kai 2 Br At Kaibo Yacht Club - Pool & Beach

apartment
This beachfront condo at 555 Water Cay Road in Rum Point, North Side, offers direct Caribbean Sea access within the Kaibo Yacht Club Phase II complex, located approximately 50-60 miles from the International Airport and Seven Mile Beach.
This 2-bedroom, 2-bathroom unit sleeps 4 and features a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, and complimentary use of kayaks, beach chairs, and a cooler, with dining at Kaibo Beach Bar & Grill just a 1-2 minute walk away and Rum Point Beach less than a mile distant.
Paradise Pointe Rentals (Apt 5 Seaside 1st Floor) - Cayman Islands
9.7 107 reviews

Paradise Pointe Rentals (Apt 5 Seaside 1st Floor)

apartment
This Grand Cayman apartment is located on the northwest point coast, overlooking Seven Mile Beach, just half a mile from West Bay Beach, a mile from Cemetery Beach, and three miles from Public Beach. The one-bedroom unit features a private patio with stunning views of Seven Mile Beach, a fully equipped kitchen with a refrigerator, freezer, and microwave, and a coin laundry on-site.

Best Cayman Islands vacation rentals with a balcony

Northern Lights 5 - Cayman Islands
No reviews

Northern Lights 5

apartment, North Side
This three-bedroom, three-bathroom condo is located in North Side, a short walk from Old Man Bay Beach and 18 miles from Owen Roberts International Airport.
The 2400-square-foot rental boasts a fully equipped kitchen, private parking, Wi-Fi, a shared pool, and stunning sea views, comfortably accommodating up to 15 guests.
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 located on the famous Seven Mile Beach in George Town, just a short 13-minute drive from the airport. The resort has consistently received very good ratings for its cleanliness, location, and overall experience.
The hotel offers a range of spacious rooms with private patios or balconies, each featuring a marble bathroom, flat-screen TV, and a mini fridge. Guests can enjoy a variety of amenities, including a luxurious spa, multiple restaurants and lounges, a fitness center, and a swimming pool with a jacuzzi.
Cayman Luxury Rentals At One Canal Point - Cayman Islands
9.6 106 reviews

Cayman Luxury Rentals At One Canal Point

house, Upper Land
This house in Upper Land, Grand Cayman is just a short distance from the world-famous Seven Mile Beach, offering easy access to the white sand and crystal-clear waters. The property consistently receives excellent ratings for its location, cleanliness, and user experience.
The home spans 3490 square feet and features a fully equipped kitchen, a private terrace, and a swimming pool. Guests can enjoy a variety of amenities, including a fitness center, a jacuzzi, and free parking.
Rum Point Resort 405 - Cayman Islands
No reviews

Rum Point Resort 405

apartment, Driftwood Village
This Driftwood Village rental is steps from Rum Point Beach and 1.3 miles from Water Cay Public Beach, offering direct access to renowned Cayman Islands destinations.
This 2,090-square-foot condo boasts two bedrooms, two bathrooms, and accommodates up to 11 guests, featuring a fully equipped kitchen, private balcony with sea views, free Wi-Fi, air conditioning, an on-site pool, and parking.
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