From Simple to Simply Elegant!™

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From Simple to Simply Elegant, Cottages to Castles represents unique privately owned cottages, condominiums, homes and estates on the Islands.

Since 1997, our boutique agency has been providing personalized service to help our guests find their home away from home and create memories to last a lifetime. Each year, Cottages to Castles welcomes families and friends from around the world to these idyllic, scenic and tranquil islands. With sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater – and more – Sanibel and Captiva are your paradise without a passport.

Let us help you plan your next family vacation, reunion, romantic getaway or wedding. We’ll be sure to make your travel planning easy.

Our properties have been featured on HGTV’s “Dream Vacations” and “Vacation House For Free,” on MTV, in Martha Stewart “Living” magazine as well as In Style magazine.

Cottages to Castles is the original islander-owned and operated boutique agency dedicated exclusively to Sanibel and Captiva Island vacation rentals. We created the concept and continue to love what we do.

Quality and value go hand-in-hand, and we recognize that your vacation time is valuable. We strive to provide peace of mind by offering a level of service and properties that will exceed your expectations.

We are committed to providing you the highest quality home away from home and services at the best possible value. Our portfolio of professionally managed properties has something to fit every budget.

Won’t you come and join us?

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Cottages to Castles
2427 Periwinkle Way
Sanibel Island, Florida, USA 33957
Rentals: 800-472-5385