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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
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
Captiva Cruises
For over 30 years Captiva Cruises has been providing shelling cruises, island hopping, dolphin watches & dazzling sunsets on the Gulf of Mexico. Come explore the beautiful islands of Cabbage Key, Useppa & Boca Grande for lunch or Cayo Costa State Park for shelling, Dolphin Adventures, Sunset Serenades, Sailing Cruises & Private Charters. Captiva Cruises is sure to be the highlight of your trip!
McCarthy's Marina and
South Seas Island Resort
Captiva, FL 33924
14341 Port Comfort Road
Fort Myers, FL 33908
Colony Inn
The tranquil solitude of Sanibel Island awaits you in your own vacation condominium on the ''Quiet Side of the Island''. Just steps from the water's edge. Stroll along the miles of white sand beach strewn with the exotic seashells that have made Sanibel famous.
419 East Gulf Drive
Sanibel, FL 33957
Congress Jewelers
Congress Jewelers unique collection of designer jewelry and their own shell inspired line, including the exclusive BirthshellTM, keeps visitors and residents returning year after year. Handmade on Sanibel, the Sealife by Congress CollectionTM is available in 14k gold and sterling silver. Located in Periwinkle Shopping Center since 1984, this family owned business is a destination not to be missed.
2075 Periwinkle Way
Periwinkle Shops
Sanibel, FL 33957
City of Sanibel Recreation Center
The City of Sanibel Recreation Center is open to the public! Our facility includes treadmills, weight equipment, heated pools, gymnasium, tennis/pickleball courts, and fitness classes. Daily, weekly, six month, and annual memberships available.
3880 Sanibel-Captiva Road
Sanibel, FL 33957
Calm Waters/Whispering Palms Vacation Rentals
Enjoy your vacation in one of our beautifully remodeled, 2 bedroom/1 bathroom waterfront condos. Our amenities include tennis courts, swimming pool, bikes, gas grill, 100yds to Causeway Beach and more.
1250 Tennisplace Ct
Sanibel, FL 33957
Captain Paul's Yacht Charters
Enjoy your captained private forty four ft. yacht. You can dolphin watch, swim, fish, snorkel, go shelling, get married or just plain relax. And don't forget our beautiful SW Florida Sunset cruises. We have all the gear (included). Sea you soon.
1225 SW 53rd Terrace
Cape Coral, FL 33914
Captiva Cottages
Captiva Cottages would like you to visit one of the best locations on Captiva Island! These cute cottages are comfortably nestled among royal palms, whispering pines, and tropical flowers. The waterfront property takes full advantage of the natural beauty and magnificent views out over the bay.
The Bayhouse is water front, the other cottages are a few steps back.
11411 Dickey Lane
Captiva, FL 33924
Captain Shawn Kelly's Fishing Charters
Capt. Shawn Kelly has been a full time USCG charter Captain for 16+ years. We tailor your trip to your desires. We run hundreds of family and sport fishing charters as well as shelling and sightseeing tours all year long. Check our website for up to date fishing reports. 5 Star rated on Google and Trip Advisor. Schedule your adventure today and make memories that will last a lifetime!
Jensen's Marina
Captiva, FL 33924
Captain Brian On The Water
Experience islands like a local with Award Winning Guide - Capt Brian Holaway on a private boat trip departing McCarthy's Marina. Look for dolphin, shells, birds, learn about the history or enjoy lunch on an island. Explore Cayo Costa State Park, Cabbage Key, Useppa, Pine Island or N Captiva.
11401 Andy Rosse Lane
Captiva Island, FL 33924
Serving Sanibel & Captiva Islands
Fort Myers, FL 33907
McCarthys Marina
11401 Andy Rosse Ln
Captiva, FL 33924
Fort Myers, FL 33907
P.O Box 1239
Captiva Island, FL 33924
417 Interstate Court
sarasota, FL 34240
Tween Waters Marina
15951 Captiva Drive
Captiva, FL 33924
Serving Sanibel & Captiva Islands
Sanibel , FL 33957
17341 Alico Center Road
Ste A
Fort Myers, FL 33967
8971 Daniels Center Drive
305
Fort Myers, Florida 33912
800 Casa Ybel Rd #7
Sanibel, FL 33957
350 Casa Ybel Road
Sanibel, FL 33957
2051 Cape Coral Parkway E
Cape Coral, FL 32203
8650 Gladiolous Dr.
#200
Fort Myers, FL 33919
1244 Periwinkle Way
Sanibel, FL 33957
2098 Wild Lime Dr
Sanibel, FL 33957
3883 Sanibel-Captiva Road
Sanibel, FL 33957
Captiva Island Fire Control District
14981 Captiva Drive
Captiva, FL 33924
Fort Myers, FL 33912
11513 Andy Rosse Lane
Unit #4
Captiva, FL 33924
Available through SellMyTimeshareNow.com
7400 Gladiolus Drive
Fort Myers, FL 33908
12600 Westlinks Dr
Fort Myers, FL 33913
1993 Periwinkle Way
Sanibel, FL 33957
2410 Palm Ridge Road
Sanibel, FL 33957
P.O. Box 1041
Sanibel, FL 33957
11560 Chapin Lane
at the Captiva Library
Captiva, FL 33924
2702 Tamiami Trail
Port Charlotte, FL 33952
10879 Metro Parkway
Fort Myers, FL 33966
1601 Trapelo Road
Suite 329
Waltham, MA 02451
2441 Palm Ridge Rd.
Sanibel, FL 33957
1108 NE 36th Lane
Cape Coral, FL 33909
11580 Chapin Lane
Captiva, FL 33924
11550 Chapin Ln
Captiva, FL 33924
5443 Katy Hockley Cut Off Rd
Katy, TX 77493
Casa Ybel Resort
2255 West Gulf Drive
Sanibel, FL 33957
Cantina Captiva
14970 Captiva Drive
Captiva, FL 33924
Castaways Cottages
6460 Sanibel-Captiva Road
Sanibel, FL 33957