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Travel Deals

Cayman Islands Long-Term Rentals & Accommodations

Live Life in Luxury

Planning to stay a little longer in paradise? Relocating to the Cayman Islands is the opportunity of a lifetime! Our stunning islands offer an array of long-term rentals and accommodations that blend comfort, convenience, and island living. 

Whether you're relocating, on an extended work assignment, or simply want to immerse yourself in our vibrant island life, you'll find the perfect home away from home. From spacious beachfront villas to charming apartments in local neighborhoods, there's the perfect rental for everyone. 

Showing 369–384 of 487

Sea Esta | Kaibo Condo A5

Sea-Esta, is nestled in a tropical paradise just steps from the…

Accommodations - Condominium/ Apartment
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Sea Glass Studio

Cute studio in quiet Sunrise Landing in Newlands, Grand Cayman.…

Accommodations - Guest House/ Villa
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Sea Orchard Retreat by Grand Cayman Villas & Condos

Sea Orchard Retreat offers individuals, couples, families, and small…

Accommodations - Guest House/ Villa
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Sea Sea Sea Villa

Caymankai Vacation Rentals | Sea Sea Sea villa Amazing Beach Front…

Accommodations - Condominium/ Apartment
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Sea Spray Cottage

This is the ideal getaway cottage for a couple seeking intimacy and…

Accommodations - Guest House/ Villa
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Seafan Meadows

Guest house vacation rental on Cayman Brac.

Accommodations - Guest House/ Villa
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Seascape Villa

Seascape Villa is Grand Cayman’s only luxury vacation rental located…

Accommodations - Guest House/ Villa
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Seaside Dreams by Grand Cayman Villas

Seaside Dreams is a beautiful, newly renovated villa with modern yet…

Accommodations - Guest House/ Villa
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Secluded Sunsets

Cayman Brac Accommodation. Great for extended families and or…

Accommodations - Guest House/ Villa
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Serenity Now

A one of a kind villa located at the north end of the world famous…

Accommodations - Guest House/ Villa
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Serenity Sands

Serenity Sands is the perfect beach hideaway! Located in Historic…

Accommodations - Guest House/ Villa
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Serenity Villa II A & B

Serenity Villa II is a 2 bedroom Beachfront private home nestled in…

Accommodations - Guest House/ Villa
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Seven Treasures

Welcome to one of the few private homes, directly on Seven Mile…

Accommodations - Guest House/ Villa
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Shangri-La Bed & Breakfast

When booking on our website please comment " We love DOT SUMMER…

Accommodations - Guest House/ Villa
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Silver Sands Condominiums

With a huge 550ft of perfect white sandy beach and the lowest…

Accommodations - Condominium/ Apartment
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Sir Turtle Beach Villas #2 (Blue)

Sir Turtle Beach Villas is a beautiful, tranquil and casual beach…

Accommodations - Condominium/ Apartment
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Know Before You Go

The Cayman Islands is made up of three islands: Grand Cayman, Cayman Brac, and Little Cayman, each with its own charm and unique offerings. No matter where you choose to live, we have the perfect place for your lifestyle. 

 Most people who relocate to the islands look for Grand Cayman condo rentals because, as the largest and most developed island, it offers more convenience and comfort. Before you make the big move, here’s what you need to know: 

Timeline 

Start your search early! Ideally, you should begin looking for Cayman Islands long-term rentals at least four weeks before you arrive or longer if you have more time to plan. This gives you plenty of time to explore options, schedule viewings, and handle any paperwork. The rental market can be competitive, especially during peak seasons, so getting a head start will help you snag the perfect Cayman Islands condo.

Types of Housing 

Whether you’re searching for daily, weekly, or monthly rentals, Cayman Islands real estate options abound! From stylish apartments and condos to roomy villas and guest houses, you’ll find something that suits your needs. Luxury condos are great for convenience and community amenities, while houses and villas are perfect if you want more space and privacy. 

Long-Term Rental Pricing

You’re sure to find something in your budget here in the Cayman Islands! Long-term rental prices vary widely depending on the type of rental property and location. Grand Cayman monthly rentals near George Town, Seven Mile Beach, or Camana Bay are usually pricier, and properties further inland or on Cayman Brac and Little Cayman might be more affordable. Consider your budget and make a list of your priorities to find a rental that fits your financial plan.

Lease Terms 

Grand Cayman long-term rentals typically range from six months to a year, but there’s (almost) always the option for renewal. Many rentals come fully furnished, with essential amenities like appliances and air conditioning. Some even have access to pools and gyms. Always clarify the lease terms with your landlord before signing.

Security Deposits

For long-term rentals in Grand Cayman and the Sister Islands, you’ll need to pay a security deposit, usually the equivalent of one month’s rent. Like in other places, this is refundable at the end of your lease, provided there are no damages or outstanding bills. We always recommend checking and documenting the property’s condition when you move in and out. 

Utilities

Residential utilities like electricity, water, and internet are usually not included in Cayman Islands long-term rentals. So, be sure to budget for these additional costs, which can vary based on usage and the size of your rental. 

Shipping & Storage 

If you’re moving to the Cayman Islands, you’re probably thinking of shipping at least some of your belongings. There are several of companies that specialize in international relocations and can help you transport your items safely. If you need extra space, look for storage facilities available on the islands.

Insurance

If you’re planning on staying more than a few months in the Cayman Islands, it’s a good idea to get renter’s insurance. This can protect your belongings in case of theft, hurricane damage, or other unexpected events. Make sure to shop around and find a policy that fits your needs.

What You’ll Need to Get Here

Before you pack your bags, make sure you’re familiar with the travel requirements for the Cayman Islands. You’ll need a valid passport and, depending on your nationality, possibly a visa. You will need a work permit if you’re planning on working here. 

For Customs and Border Control queries, please visit: https://www.gov.ky/cbc/
For Immigration, Residency, and Work Permit related queries, please visit: https://my.egov.ky/web/worc