From Simple to Simply Elegant

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

Since 1997, our boutique vacation rental 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.

Quality and value go hand-in-hand, and we recognize that your vacation time is valuable. We strive to provide you with peace of mind by providing a level of service and properties that will exceed your expectations. Won’t you come and join us?

Immerse yourself - The home away from home you select is thoughtfully appointed and designed for comfort and style. Your vacation should be as comfortable as it is memorable. Can’t find what you’re looking for? Contact us and we’ll work with you to find your dream vacation property.

Effortless relaxation - Experience a hassle-free stay with seamless check-in, personalized communication, and a dedicated team to assist you in planning your getaway so that you can focus on what matters - creating lasting memories.

Trusted Local Connections - We believe in community, and as our guest, you’re part of it. We are committed to you and will work to connect the dots prior to and during your stay to ensure that it is a memorable one for all of the right reasons. You will receive a custom Insiders Guide that will have you living like a local in no time, whether you’re here for a week, a month, or longer. Explore, dine and stay where we do!

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