Best Caribbean Island for Long Term Rentals | Travel Guide

Want a fun time in the sun? The Caribbean is the place to go! Ditch the boring work life and relax on a pretty island. You can stay a while, enjoy the warm weather, and try new things. Some islands are perfect for adventures, others are great for chilling out. Some even have both! Let’s find the best island for your long vacation.

Introduction

Are you dreaming of bright beaches and crystal-clear waters during the winter months? They are calling from the Caribbean islands! Their culture is really hip and they have laid-back lives. Long-term rentals allow you to feel as though you live there.

Imagine waking up along the sea, touring vibrant cities, and enjoying delicious seafood on the beach. The Caribbean offers the ideal island for you whether you work online, wish to retire somewhere lovely, or are a family seeking pleasure.

Choosing from so many islands, how can you locate the ideal place to live? others are calm, others busy, some ostentatious, and still others are inexpensive. Discovering the finest island for your extended holiday will be made easier with the aid of this book. Get prepared to adore island living! 

1. Factors to Consider When Choosing a Caribbean Island for Long-Term Rental

Choosing a Caribbean Island for Long-Term Rental
Choosing a Caribbean Island for Long-Term Rental

More goes into choosing your Caribbean home base than just selecting a beautiful island. It comes down to determining what fits your priorities and way of living the best. Thus, bear in mind:

  • Cost of Living: Luxury living is catered to on certain islands, while affordability is well-known on others. Lay out your spending money for groceries, entertainment, and rent.
  • Research crime statistics and safety advice for every island to ensure your safety. Look for places with a substantial expat community or long-term renting history.
  • Accessibility: Consider aircraft choices, boat timings, and transportation inside the island. Some islands are secluded and serene, while others are bustling metropolis.
  • Infrastructure: Check for reliable internet, healthcare facilities, and food stores. Have a solid internet connection if you plan to work from home. 
  • Lifestyle and Activities: Are adventurous sports, quiet beaches, or a vibrant nightlife your thing? Each island has its own unique ambiance and selection of activities.
  • Community and Culture: Some islands have considerable expat communities, while others provide a more true native experience. Consider your favorite social scene.

You may focus your search and choose the ideal Caribbean island to make a permanent home by considering these elements. 

2. Top Caribbean Islands for Long-Term Rentals

Top Caribbean Islands for Long-Term Rentals
Top Caribbean Islands for Long-Term Rentals

The many islands in the Caribbean are all unique. Let’s examine a few top locations for an extended island getaway:

  • See Beauty, Save Money: Want a lovely home without going over budget? Great bargains are found in Grenada and the Dominican Republic.
  • Worldwide Friends: Meet individuals worldwide if you so want. International residents abound in Barbados and the Cayman Islands.
  • Calm & Quiet: Want to escape it all? Peaceful and endowed with breathtaking scenery are Dominica and Nevis.
  • Work and Play: Do you work from home? There are many of entertaining activities and fascinating locations to work in Aruba and the Bahamas.
  • Adventure Time: Enjoy thrilling pursuits? Water sports, volcanoes and rainforests may be found in Guadeloupe and St. Lucia.
  • Fancy Living: Like to live it up? Very upscale locations are Mustique and St. Barts.

These are but a few of suggestions. We will go more into each type of island and the extended stay locations.

3. Affordable Long-Term Rentals in the Caribbean: Dominican Republic Spotlight

Affordable Long-Term Rentals in the Caribbean
Affordable Long-Term Rentals in the Caribbean

For a lengthy, sunny holiday without going over budget, the Dominican Republic is the ideal destination. There is something enjoyable for everyone given the beaches, mountains, and historic cities!

Long-term accommodations range from charming beachside cottages in communities like Las Terrenas to modest dwellings in bustling cities like Santo Domingo. Inside these homes are lovely furnishings, plenty of room, and occasionally even yards and pools!

There are less expenses to live here than on other islands. Fresh food may be purchased at the market, delicious dinners can be had for little, and you can spend little money diving, climbing, or seeing historic sites.

While there are areas where you may live like the natives, other locations are crowded with visitors. You may take in the laid-back Caribbean lifestyle and attempt speaking Spanish. 

4. Living Safely in the Cayman Islands for Long term

Living Safely in the Cayman Islands for Long term 
Living Safely in the Cayman Islands for Long term 

The Cayman Islands are a great option if you wish to live somewhere secure and quiet for a long period. They are incredibly safe and have anything you could possibly need, so foreigners feel at ease residing there.

One may rent elegant homes on Seven Mile Beach, which boasts the smoothest sand and the most gorgeous blue ocean, or hip condominiums in the bustling center of George Town. The islands have restaurants with food from everywhere, shops with things from around the world, good hospitals, and big grocery stores.

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Numerous foreign residents are quite friendly! Make new acquaintances with the help of events, and activities. Living here makes conversation with others simple because everyone speaks English.

Though it may be more expensive to live here than on other islands, there is enough to do, safety, and excellent quality of living. If you want a comfortable and secure house in the Caribbean, it is worth it. 

5. Infrastructure & Amenities: Why Barbados is Ideal for Long-Term Stays

Why Barbados is Ideal for Long-Term Stays
Why Barbados is Ideal for Long-Term Stays

With so much to do and still being really beautiful, Barbados is a fantastic island to live on for a long time. Everything you might possibly need makes living there simple and comfortable.

Being incredibly quick, the internet is ideal for staying in touch or working online. Should you become ill, they have excellent hospitals and medical facilities. From international cuisine to regional fruits and vegetables, the grocery stores have everything you could possibly need.

Traveling about Barbados is easy. You may hire a vehicle, take buses or taxis. Driving to the beaches, historic sites, bustling cities, and charming fishing villages is made easy by the excellent highways.

Whether your preference is quiet time or a lot of people, Barbados provides something for everyone. They provide water activities, upscale golf courses, lively markets, and entertaining festivals. Something enjoyable is constantly to be done! 

6. Digital Nomad Paradise: The Long-Term Rental Scene in Aruba

The Long-Term Rental Scene in Aruba
The Long-Term Rental Scene in Aruba

For people who work online and wish to spend some time in the Caribbean, Aruba is a great spot. You may work hard and play hard here because of the fast internet, modern buildings, and abundance of entertaining activities!

There are designated workspaces on the island as well as Wi-Fi-enabled eateries and even beachside bars where you can work while taking in the view of the water. Long-term rentals of homes and condominiums are available, and many of them have workstations and comfortable seats specifically for working.

Aruba has a ton to do when you’re not working. Try kiteboarding or windsurfing, see the national park and desert, or head out at night to casinos, restaurants, and beach bars.

To foreigners, the locals are quite friendly. It’s simple to buy everything you need, they have lovely beaches and fascinating customs. Working online is ideal in Aruba! 

7. Family-Friendly Caribbean Islands for Long-Term Rentals: Grand Cayman Focus

Family-Friendly Caribbean Islands for Long-Term Rentals
Family-Friendly Caribbean Islands for Long-Term Rentals

Families seeking a fun and safe Caribbean home can consider Grand Cayman, the largest of the Cayman Islands. There are many wonderful things to do with kids and pristine beaches and quiet sea!

Long-term lodging options for families include large condominiums with pools and playgrounds as well as individual homes with spacious yards for children to play in. Families may enjoy the sun and water by walking to the beach from several locations.

The island offers a tonne of interesting activities for children. Turtles may be learned about at the Cayman Turtle Centre or swum with them at Stingray City. Families that prefer being active may also find parks, playgrounds, and sports fields.

Great public and private schools in Grand Cayman allow children to learn a lot. Families are treated really well, and there are plenty of unique family-friendly events held all year long. Making memories in the Caribbean is made in this secure location with plenty of enjoyable activities and stunning scenery. 

8. Secluded & Serene: Quiet Caribbean Islands for Peaceful Long-Term Rentals

Quiet Caribbean Islands for Peaceful Long-Term Rentals
Quiet Caribbean Islands for Peaceful Long-Term Rentals

So you want to unwind and calm down, where is quiet? That works really well on several Caribbean islands! These unique locations provide tranquilly, lush woods, and stunning coastlines. Staying a while is fantastic!

A volcano and a plethora of trees make Saba an amazing island for nature lovers and hikers. Rentable up in the hills are charming little cottages with amazing views.

Situated in the Grenadines, Bequia is a peaceful island with relaxed vibes and sailboats. 

Rentals are available for secluded homes close to the sea or locations in the main town. The beaches are empty, there are local markets, and friendly people make it a wonderful place to spend peaceful time.

A further excellent option for seclusion is Anegada, an island with vibrant coral reefs and undiscovered beaches. You have plenty of room and your own private beach at most of the beachside homes where you may stay for a while!

The true Caribbean way of life, stunning natural beauty, and a laid-back vibe notwithstanding, these islands may not offer as much to do as larger locations. 

9. Pet-Friendly Caribbean Islands for Long-Term Rentals: Top Picks

Pet-Friendly Caribbean Islands for Long-Term Rentals
Pet-Friendly Caribbean Islands for Long-Term Rentals

Wish to travel to the Caribbean with your pet’s companion? Some islands provide extended stays for you and your pet and are incredibly pet-friendly!

The Turks & Caicos Islands allow dogs and cats in many of their lodging options. Among the most beautiful beaches on Earth, Grace Bay Beach even includes a dog-only section!

Pet-friendly are also the U.S. Virgin Islands, particularly St. Croix. Dogs are welcome on many beaches, and lodging options range from modest cottages to large mansions.

One such island that welcomes pets is Anguilla, where dogs are permitted in some hotels and large homes. The island is laid back and boasts several wonderful beaches where you may unwind with your dog.

Just make sure you read the guidelines for bringing your pet to each island. Some might require immunizations or vet records. Your pet and you may have a happy life in the Caribbean with a little preparation! 

10. Off-the-Beaten-Path Caribbean Gems: Long-Term Rental Opportunities in Carriacou

Long-Term Rental Opportunities in Carriacou
Long-Term Rental Opportunities in Carriacou

Real Caribbean experience without a ton of tourists? Tucked away treasure may be found on the little island of Carriacou, close to Grenada! Pretty beaches, interesting regional customs, and a laid-back lifestyle are all there. Great for extended stays away from the throng.

In Carriacou, you may rent everything from little cottages surrounded by flora to little houses in the vibrant town of Hillsborough. There are several spots with breathtaking views of the adjacent blue lake and other islands, making it a really serene and lovely site.

Its best feature is its beaches, Carriacou. Great stretches of sand are exclusively yours. Snorkeling, diving, or fishing the island will teach you about its history and intriguing traditions.

Despite maybe lacking some facilities compared to other islands, Carriacou has genuine charm, friendly people, and breathtaking landscape. Carriacou may be your true Caribbean getaway!  

11. Finding Your Perfect Long-Term Caribbean Home: Tips and Resources

Finding Your Perfect Long-Term Caribbean Home
Finding Your Perfect Long-Term Caribbean Home

All set for your Caribbean journey? Here are some pointers to help you choose the ideal extended stay location:

  • Look Early: Good locations go quickly, so start looking well in advance of your intended relocation.
  • Utilise the Internet. Long-stay accommodations are frequently available on websites like Airbnb, Vrbo, and those specific to the island you wish to visit.
  • Try a Short Stay: If at all possible, spend a short period of time renting a property on the island to determine which neighborhoods and regions you enjoy the most.
  • Talk to Others: Locals can recommend fun spots and provide you wise counsel. Look through social networking and internet forums.
  • Discuss price: Asking for a slightly lower price is not a bad idea, particularly if you want to stay for a while. Sometimes if you stay longer, the owner will cut the fee.
  • Consider Hidden Costs: Find out what additional items, including internet, water, power, and broken item repair, you may have to pay for.
  • Give the Rules Close Reading: Before signing your rental agreement, be sure you know its terms.

You may live your greatest life in the Caribbean with a little preparation! 

Conclusion

The Caribbean islands have lots of places to stay for a long time, no matter what kind of life you want to live or how much money you have. Whether you want a cheap place in the Dominican Republic, a safe place like the Cayman Islands, or a quiet place like Carriacou, there’s an island just for you!

Remember to think about what’s important to you, look at all your choices, and explore different places before you choose. The Caribbean has pretty beaches, warm weather, and nice people. Live the island life in this beautiful place!

So, start looking now and find out how amazing it is to live in the Caribbean for a long time!

FAQs

1. What Caribbean islands provide the most affordable long-term rentals? 

If you want to live cheaply in the Caribbean, Grenada and the Dominican Republic are excellent options. Living expenses are lower there than they are on other islands. One may locate less expensive locations to eat, stay, and enjoy life.

2. Which long-term residing Caribbean island is the safest?

Cayman Islands safety is excellent. You may feel comfortable living there for a long period since everything functions smoothly and there isn’t much crime.

3. Which Caribbean island is ideal for extended rentals by digital nomads?

Online workers would love Aruba. Its extremely fast internet is crucial for working. It also boasts an abundance of lovely, brand-new housing options. Special locations exist where you can collaborate with others as well. Still, it goes beyond work! Fun things to do abound in Aruba as well. Explore the island, sample several cuisines, and enjoy the beaches.

4. Do long-term rentals allow pets on any Caribbean islands?

If you adore your dogs, there are several wonderful Caribbean locations where you can enjoy yourselves greatly with them! Pet-friendly islands include Turks and Caicos, the U.S. Virgin Islands (particularly St. Croix), and Anguilla. Your dog is welcome at many lodging options, and some beaches even offer dog-only sections!

5. Where can I view Caribbean long-term rentals?

You may begin your hunt online with websites like Vrbo, Airbnb, and neighborhood real estate brokers. Online or on social media, think about interacting with expat groups; they frequently offer insightful advice and information. Before committing to a long-term rental, don’t be afraid to come to the island briefly to see the different neighborhoods and get a sense of the locals.

Hello friends, my name is Riyan Zahoor, I am the Writer and Founder of this blog and share all the information related to Travel, Island, through this website.