Sanibel & Captiva Vacation Rentals, Seasonal Stays & Rental Companies
Last Updated: October 28, 2026
Finding Vacation, Seasonal and Annual Rentals on Sanibel & Captiva Islands
Planning a beach vacation, an extended seasonal stay or a longer-term rental on Sanibel or Captiva Island?
Both islands offer a variety of accommodations, including vacation rental condominiums, privately managed homes, resort properties, inns and hotels. Rental availability and minimum stay requirements vary by location, property type, zoning and individual association rules.
This guide provides a directory of rental management companies, condominium rental offices and lodging options to help visitors explore accommodations that fit their needs.
Important Rental Information: Sanibel and Captiva have different rental regulations, and condominium associations may impose additional restrictions. Minimum rental periods and rental frequency limits vary by property. Always confirm current rental rules, availability and management arrangements before making a reservation.
Sanibel & Captiva Vacation Rental Management Companies
The following companies offer vacation rental reservations, seasonal accommodations or rental property management services on Sanibel and Captiva Islands. Available properties, minimum stays, fees and management services vary.
Cottages to Castles of Sanibel & Captiva: 239-472-6385. Vacation homes, cottages and condominiums.
Dream Vacation Rentals: 239-472-1715. Privately owned vacation homes and condominium rentals.
Gulf Beach Properties: 239-472-6747. Local rental and property management services. Contact the company to confirm its current rental inventory.
Island Vacations of Sanibel & Captiva: 239-472-7277. Vacation condominium and home rentals.
Sanibel Holiday: 239-472-6565. Vacation rental management specializing in island homes and condominiums.
Select Vacation Properties: 239-395-0028. Weekly and monthly vacation accommodations.
Sanibel Vacations: 239-579-0348. Vacation homes and condominium rentals on Sanibel and Captiva.
Kingfisher Vacations: 239-472-2100. Vacation rental homes and condominiums.
Royal Shell Vacations: 239-472-9111. Vacation rental properties throughout Sanibel, Captiva and Southwest Florida.
Glass Casa Vacation Rentals: 239-499-1200. Locally based vacation rental management for homes and condominiums on Sanibel and Captiva.
Sanibel Captiva Island Vacations: 239-472-5050. Vacation home and condominium rentals, reservations and property management.
BreakAway Vacation Properties: 800-247-0448. Vacation rental management specializing in island homes, condominiums and cottages.
VIP Vacation Rentals: 239-225-7005. Vacation rental reservations and property management serving Captiva and the surrounding islands.
Gulf Coast Property Management: 239-259-7071. Property management services for owners of vacation and residential rental properties.
Sanibel Condominiums with Direct Rental Programs
Some condominium communities provide dedicated reservation services, allowing visitors to explore available units directly through the property or its rental office.
Sanibel Moorings Resort: 239-472-4119. Condominium accommodations on Sanibel's East End.
Blind Pass Condominiums: 239-472-6981. Vacation condominiums near Bowman's Beach.
Ocean's Reach: 239-472-4554. Gulf-front condominium vacation rentals.
Sanibel Siesta on the Beach: 239-472-4117. Condominium-style vacation accommodations.
Sandalfoot Beachfront Condominium: 239-472-2275. Gulf-front condominium rentals.
Sanibel & Captiva Inns, Hotels and Resorts
Visitors who prefer resort amenities, traditional lodging or shorter stays can explore the following accommodations.
Sanibel Island
Colony Inn: 239-472-5151. Renovated one-bedroom condominium accommodations on Sanibel's East End.
Casa Ybel Resort: 800-276-4753. Gulf-front resort accommodations on West Gulf Drive.
Island Inn: 239-472-1561. Historic beachfront accommodations and vacation rentals.
Sanibel Inn: 239-472-3181. Gulf-front guestrooms, suites and condominium accommodations.
Shalimar Beach Resort: Beachfront accommodations on West Gulf Drive. Contact the resort directly for reservations.
Sundial Beach Resort & Spa: Gulf-front resort accommodations and amenities. Contact the resort for current lodging options.
Captiva Island
'Tween Waters Island Resort & Spa: 239-472-5161. Resort accommodations on Captiva Island.
South Seas Island Resort: 239-472-5111. Resort accommodations and recreational amenities on Captiva's northern end.
Fort Myers & Cape Coral Rental Resources
Visitors considering an extended stay on the Southwest Florida mainland can also explore residential and seasonal rental management services.
Sunny Florida Rentals: 239-671-5929. Fort Myers-based residential leasing and property management services.
Important Information Before Booking
Rental availability, minimum stay requirements, property amenities and cancellation policies vary by location and individual property.
Sanibel and Captiva are subject to different rental regulations, and condominium associations may establish additional restrictions. Always confirm the applicable minimum rental period, total rental costs, pet policies and current property conditions before making a reservation.
Directory Note: This directory is provided as a visitor resource. Inclusion does not guarantee availability or constitute an endorsement of any particular rental company or accommodation. Contact each provider directly to confirm current services and reservations.