Vacation Seasonal and Annual Rentals
Last Updated: January 15, 2026
Preview our featured Sanibel and Captiva weekly, seasonal and annual rentals!
If you are planning your Sanibel Captiva vacation, keep in mind that our busy high season runs Mid-January thru Easter weekend.
Most Sanibel condos rent Saturday to Saturday with a one-week minimum, while Sanibel homes must be rented for a minimum of 28 days. Captiva Island homes and condos can be rented weekly. There are a few exceptions to these rules depending on the Home Owner's Associations.
PFEIFER'S RECOMMENDED SANIBEL & CAPTIVA RENTAL MANAGEMENT COMPANIES:
Cottages to Castles 239-472-6385
Dream Vacations 239-472-1715
Gulf Beach Properties, Paul Zimmerman 239-472-6747
Sanibel Island Vacations 239-472-7277
Sanibel Holiday 239-472-6565
Select Vacation Properties 239-395-0028
SANIBEL CONDOMINIUMS WITH ON-SITE RENTAL OFFICES:
Sanibel Moorings 239-472-4119
Blind Pass 239-472-6981
SANIBEL & CAPTIVA INNS & HOTELS:
Colony Inn (Collonades), 239-472-5151
Casa Ybel Resort, 800-276-4753
Island Inn, Kimball Lodge, 239-472-1561
Sanibel Inn, 239-472-3181
Seaside Inn, 239-472-1400
Song of the Sea, 866-717-2323
Sunset Beach Inn, 866-717-2323
West Wind Inn, 239-472-1541
FORT MYERS & CAPE CORAL:
Sunny Ft Myers Rentals, 239-565-5617/239-433-1100
FEATURED CONDOMINIUM COMPLEX:
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