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Cayman Islands Villas & Luxury Vacation Rentals

Luxury Villa Rentals for 2+ people

DISPLAYING PROPERTIES 1 to 24 of 85
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  1. Casa Luna 5
    George Town, Cayman Islands
    8
    4
    5
    from $845 / night
  2. The Sands #3
    Seven Mile Beach, Grand Cayman
    8
    4
    4 + 1
    from $950 / night
  3. The Sands #5
    Seven Mile Beach, Grand Cayman
    8
    4
    4 + 1
    from $950 / night
  4. The Sands #1
    Seven Mile Beach, Grand Cayman
    8
    4
    4 + 1
    from $950 / night
  5. Caribe Sun
    Cayman Kai, Cayman Islands
    10
    5
    4
    from $795 / night
  6. Aqua Residence 2
    Seven Mile Beach, Grand Cayman
    8
    4
    4 + 1
    from $1,250 / night
  7. Casa Luna 14
    George Town, Cayman Islands
    8
    4
    5
    from $945 / night
  8. Turtle Breeze
    West Bay, Cayman Islands
    12
    6
    6 + 1
    from $2,750 / night
  9. Wight Away
    Cayman Kai, Cayman Islands
    8
    4
    3 + 1
    from $595 / night
  10. Kaiku Estate
    Cayman Kai, Cayman Islands
    18
    8
    7 + 1
    from $1,650 / night
  11. N103 | 2 BDM
    The Residences at Seafire, Grand Cayman
    5
    2
    2
    from $1,188 / night
  12. S303 | 1 BDM
    The Residences at Seafire, Grand Cayman
    2
    1
    1
    from $748 / night
  13. S202 | 2 BDM
    The Residences at Seafire, Grand Cayman
    4
    2
    2 + 1
    from $1,188 / night
  14. N703 | 1 BDM
    The Residences at Seafire, Grand Cayman
    4
    1
    1
    from $748 / night
  15. N701 | 3 BDM Sea View
    The Residences at Seafire, Grand Cayman
    8
    3
    3 + 1
    from $1,853 / night
  16. N503 | Studio
    The Residences at Seafire, Grand Cayman
    4
    1
    1
    from $539 / night
  17. Willow Beach
    North Side, Cayman Islands
    12
    4
    4
    from $695 / night
  18. Timeless Paradise Villa
    Rum Point, Cayman Islands
    24
    11
    13
    from $2,995 / night
  19. Bella Rocca
    Grand Cayman, Cayman Islands
    20
    8
    10
    from $1,850 / night
  20. Turtle Beach
    George Town, Cayman Islands
    10
    4
    4 + 1
    from $1,200 / night
  21. Hidden Treasure
    East End, Cayman Islands
    14
    5
    4 + 1
    from $895 / night
  22. “WARM WISHES” PROMOTION 25% OFF
    Club Suites at Rum Point | Three Bedroom Pool Suite
    Rum Point, Cayman Islands
    6
    3
    3
    from $1,290 / night
  23. Sea 2 Infinity
    Cayman Kai, Cayman Islands
    8
    4
    4
    from $795 / night
  24. SunRays
    Rum Point, Cayman Islands
    18
    8
    8 + 1
    from $2,950 / night

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Your Guide to Cayman Islands Luxury Villa Rentals

On the Cayman Islands, a British Overseas Territory located within the Caribbean Sea, you have three choices for a memorable luxury vacation: Grand Cayman, which is sophisticated and cosmopolitan; or Cayman Brac and Little Cayman, which are more undeveloped and remote — perfect for adventurous travellers. No matter where you choose, however, you will be greeted by pristine beaches, lush rainforests, and unforgettable luxury.

Why Book a Villa in the Cayman Islands?

Whether you're spending the day on the beach, exploring the Caymans' lush forests or bustling cities, or simply unwinding poolside, a luxury villa in the Cayman Islands will allow you to fully unplug and rewind as you take in the sights, sounds, and tastes of these beautiful Caribbean locales.

Luxury Vacation Rental in the Cayman Islands

Whether you're a honeymooner, traveling with family, or simply looking for a dream vacation with close friends, there is a luxury vacation rental to suit your holiday. From oceanfront villas to private beach retreats, there's something for everyone.

Cayman Islands Villas for Family Vacations

Families of any size — and of all ages — will enjoy the amenities available at these luxury Cayman villas.

Kaiku: This eight-bedroom villa is ideal for families with very young children, as it features a nursery with an attached private zen garden, which has two cribs, a toddler bed, a changing table, and a nursing rocker.

Tranquility Cove: Here, you'll find a master bedroom connected to a children's room, as well as outdoor hammocks, an infinity pool, and a barbecue — perfect for family meals al fresco.

White Cottage: One of the five bedrooms at this modern cottage-inspired villa features bunk beds and is attached to the master bedroom via a shared bath.

Romantic Villa Getaways in the Cayman Islands

Enjoy the best beaches and stunning sunsets of the Cayman Islands with your loved one at one of these incredible villas and vacation rentals.

Jasmine Cottage: The garden rocking chairs at this quiet, rural retreat are a great place to enjoy a romantic morning cup of coffee or evening cocktail together.

Fingertip: This single-story private villa in Grand Cayman is extremely secluded, offering optimal privacy for honeymooners.

Bit of Heaven: A bright, colorful resort flanked by coconut trees, featuring beach access and a beautiful thatched beach cabana.

Beachfront Villas in the Cayman Islands

The sparkling blue waters of the Caribbean Sea are right at your doorstep with these striking villas.

Paradis Sur Mer: It's all in the name! From a gated entryway to a private barefoot beach, this luxury villa is a true seaside paradise.

Kaia Kamina: The private beach at this villa can be explored via kayak, paddleboard or snorkel.

Evolution: All seven bedrooms at this oceanfront villa face the ocean — a true treat for travellers who want as much time by the sea as possible!

Staffed Villas in the Cayman Islands

Sit back, relax, and have your every need taken care of at these staffed Grand Cayman villas for rent.

Castillo Caribe: This staffed villa is designed for tropical gatherings, with a great room that can host parties of up to 100. It even comes with a dedicated concierge.

Point of View: Not only does this villa come with a private chef and butler, but it can be pre-stocked with groceries, and wine and liquor delivery are available.

Moon Kai: This staffed villa is also ideal for families, as the personnel on hand includes a babysitter.

Villa Rental Cayman Islands FAQ

What Should I Know Before Traveling to the Cayman Islands?

Visas are not required for visitors to the Caymans Islands who are staying for up to 30 days. However, visitors must have a valid passport that does not expire for at least six months, be able to produce proof of onward travel, and proof that they will have sufficient funds for their intended length of stay.

How to Travel to the Cayman Islands?

In George Town on Grand Cayman, Owen Roberts International Airport is the largest international airport in the Cayman Islands. Cayman Brac also has an international airport, Charles Kirkconnell International Airport, while Little Cayman's Edward Bodden Airfield offers flights only to and from Grand Cayman or Cayman Brac.

How Do I Get Around in The Cayman Islands?

The best way to get around the islands is by car rental. You need to rent a vehicle when you arrive at Owen Roberts International Airport or from Charles Kirkconnell International Airport on Cayman Brac. Taxis and public transit (via minibus) are also available.

Best Time of the Year to Visit the Cayman Islands?

The best time to visit the Cayman Islands is between March and June. Or, if you prefer cooler weather, you may wish to visit between January and February.

Best Things to Do in the Cayman Islands?

Whether you prefer a low-key, relaxing vacation or prefer activity and adventure, the Cayman Islands has what you need. Don't miss out on a visit to the famous Seven Mile Beach, which was recently named "The Caribbean's Best Beach" by Caribbean Travel and Life Magazine.

The Cayman Islands are known for their scuba diving, with more than 365 dive sites across the islands. From shipwrecks to stingray city, scuba enthusiasts will be thrilled by the diving available off the islands' coasts.

You can explore the Queen Elizabeth II Botanic Park or snorkel along the vibrant coral reefs.

Opportunities for birdwatching, water sports — like parasailing and scuba diving — hiking and cycling, and shopping (especially in bustling George Town), are also plentiful.

What Food to Expect in the Cayman Islands?

If culinary tourism is your thing, you're in luck: the Cayman Islands are often known as the Culinary Capital of the Caribbean. Fresh seafood — including turtle, conch and eel — is a staple here, as is traditional Caribbean fare such as jerk chicken and johnny cakes. Rum Point is another must-visit spot. You can enjoy traditional Cayman rum as you soak in the view. There are more than 200 restaurants on the islands serving traditional and international fare.

What Is the Weather Like in the Cayman Islands?

The weather in the Cayman Islands is tropical and hot year-round. August is the hottest month, with daytime temperatures averaging around 29 degrees Celsius, while January is the coolest month, with daytime temperatures around 25 degrees Celsius.

Book a Villa in the Cayman Islands with Rental Escapes

When you book your Cayman Islands Villa with Rental Escapes, our Personal Concierge team will work with you to fill your days with the perfect balance of relaxation, excitement, and entertainment. Along with our partners on the ground at your destination, we'll coordinate all the logistics of your arrival, your return home, and everything in between. In addition, we're available to make recommendations on things to see and do, places to eat, and anything else you may want or need while enjoying your stay. We will curate the best vacation experience for you.

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