Anguilla
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Turn paradise into profit with a vacation rental business in Anguilla
Anguilla’s crystal-clear waters, white sandy beaches, and luxury tourism scene make it the perfect destination to own a thriving vacation rental business. With a steady flow of high-end travelers seeking exclusive accommodations, the demand for premium vacation rentals is stronger than ever. As a Casiola franchisee, you’ll have the expertise, technology, and marketing power to attract more guests, maximize occupancy, and deliver unforgettable stays.
Join the booming vacation rental market in Anguilla and build a profitable business in one of the Caribbean’s most sought-after destinations. Take the first step toward becoming a Casiola franchise owner today!
Interested? Call us today at 1-800-486-6650 or email us at [email protected]
Russ – Director of Franchise

Becoming a Casiola franchisee is a game-changing opportunity
Make more,
save more
Make more money with our award-winning marketing and revenue management, and save on expenses with our technology, automation, and buying power.
Grow your business faster
Add more homes to your inventory quickly with our proven owner-acquisition platform and business development processes.
Create Work/Life balance
Achieve a more fulfilling work and personal life by leveraging our shared services, such as guest relations and accounting.
Be part of the Casiola community
Learn from the best and share your expertise from Anguilla with our partner community.




Starting a vacation rental company in Anguilla
Anguilla is one of the best destinations to start a vacation rental management business, thanks to its reputation as an exclusive Caribbean getaway with a high demand for luxury accommodations. Known for its pristine white sand beaches, turquoise waters, and world-class resorts, Anguilla attracts affluent travelers seeking privacy, comfort, and top-tier service. With limited large-scale hotels and a growing preference for private villas and high-end vacation rentals, property managers have a unique opportunity to cater to this lucrative market. Whether it’s honeymooners, celebrities, or families looking for a five-star experience, a well-managed vacation rental business in Anguilla can generate strong returns year-round.
In addition to its thriving tourism industry, Anguilla benefits from a stable economy and a government that actively supports foreign investment in the hospitality sector. The island’s seasonal events, luxury dining scene, and water sports attract visitors from the U.S., Europe, and beyond, ensuring a steady demand for short-term rentals. With expert branding, advanced booking technology, and professional marketing strategies, vacation rental managers in Anguilla can achieve high occupancy rates and premium pricing. By tapping into this exclusive market, entrepreneurs can build a profitable and sustainable vacation rental management business in one of the Caribbean’s most sought-after destinations.