Pet Friendly Accommodations

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Cottages to Castles of Sanibel & Captiva
The original Islander-owned vacation rental agency on Sanibel & Captiva Islands. For over 20 years, we've been connecting the dots to make memorable vacations for visitors. From Simple to Simply Elegant, we represent unique cottages, condos, homes & estates available for rent on the islands.
We have been featured on HGTV, MTV, InStyle & Martha Stewart. Daily, weekly, monthly & pet friendly.

2427 Periwinkle Way
Sanibel, FL 33957
Sanibel Holiday
Offering a wide variety of fully equipped condos, homes, and cottages. As a guest you will experience the best in customer service; smiling and knowledgeable staff, use of our office internet, fax, and copier, free daily newspapers, and much more.



1648 Periwinkle Way
Suite C2
Sanibel, FL 33957
Tween Waters Island Resort & Spa
Shouldn't every day be this good? Yes! With a tradition of warm hospitality and casual island style that dates back to the 1930s, the legendary 'Tween Waters stands proudly on 13 gorgeous gulf-tween-bay acres on beautiful Captiva, Florida. We look forward to exceeding your every expectation for quality, service, value and wonderful times.
15951 Captiva Drive
Captiva, FL 33924
Captiva Island Inn B & B, Cottages
Visit our tropical Island paradise at our Historic Inn. Stay in the main Inn or one of our quaint cottages, perfect for that quiet getaway or for a family vacation. Take an online tour of each cottage, room and our award winning Keylime Bistro. See why Southern Living featured us.
11509 Andy Rosse Lane
Captiva, FL 33924