Boca Grande, FL
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Start your own vacation rental business in Boca Grande, FL
With its white-sand beaches, elegant Old Florida charm, and peaceful island lifestyle, Boca Grande is one of the Gulf Coast’s most exclusive destinations—and the perfect place to build a profitable, luxury-focused vacation rental business. Loved by celebrities, boaters, and travelers seeking serenity, Boca Grande is a true island escape. That’s where Casiola comes in—our proven franchise model helps you create a high-end, well-managed short-term rental business without the stress. Get your free franchise market analysis for Boca Grande, FL.
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 Boca Grande, FL with our partner community.




Starting a vacation rental company in Boca Grande, FL
Boca Grande is a high-demand, low-density destination, offering unique opportunities for vacation rental owners. With strict development limits and no high-rise hotels, guests rely heavily on private vacation rentals for accommodations. And they’re willing to pay for them—Boca Grande caters to upscale travelers looking for quiet beaches, boutique shopping, and world-class tarpon fishing. Whether it’s seasonal snowbirds, return guests who’ve been visiting for decades, or first-timers drawn by the island’s charm, demand is strong year-round. With Casiola’s dynamic pricing, expert marketing, and full guest management, you’ll maximize your rental income while offering a luxurious, seamless guest experience.
Business opportunities
Boca Grande is one of the few remaining places in Florida where you can run a premium, low-volume, high-yield rental business. Property values may be higher, but so are the returns—guests expect excellence, and they’re willing to pay for it. That makes this market perfect for investors who value quality, privacy, and long-term sustainability. From beachfront homes to charming cottages close to town, the properties here practically market themselves—with the right partner. With Casiola’s all-in-one franchise support system, you’ll be ready to manage everything from bookings to housekeeping, while offering the white-glove experience Boca Grande guests expect.
Boca Grande offers the ideal combination of exclusivity, natural beauty, and loyal tourism. As a Casiola franchisee, you’ll provide guests with the premium vacation homes they expect, backed by 5-star service and professional operations. From high-end maintenance and linen care to guest communication and revenue management, we handle the details so you can focus on growing your portfolio. With fewer competitors and some of the highest nightly rates in Florida, Boca Grande is a prime market for luxury short-term rentals—and Casiola gives you the tools to succeed in it. If you want to tap into a market known for quality over quantity, this island paradise is your perfect match.
Territory highlights
Guests visiting Boca Grande are looking for something special—and they find it here. From biking along the Gasparilla Island Trail to exploring the historic Boca Grande Lighthouse, every day feels like a relaxing step back in time. The beaches are uncrowded, the waters are clear, and the village is full of charm, with upscale boutiques, art galleries, and outdoor cafés. Fishing enthusiasts come for the world-famous tarpon season, while families and couples come for quiet time together under the palms. As a Casiola host, you’ll give them an exceptional stay in a professionally managed home that matches the elegance and simplicity of this island retreat—turning every vacation into a return visit.