Island Paradise

2-Bedroom, 2 Bath

King Bed, tw0 Twin beds,Queen sofa bed and twin Bunk beds, Sleeps 8

This fabulous Gulf-to-Bay property is located at the far southern end of Little Gasparilla Island with a private dock and white sandy beach on the bay plus the beautiful white sandy beach on the Gulf of Mexico.  Truly the best of both worlds!  The home is charming and cozy, with a screened porch overlooking the bay and a small porch on the front with views of the Gulf.  The master bedroom has a king bed and the second bedroom has 2 twins.  Downstairs, a bonus room is also available with a queen sleeper sofa, a bunk bed and another bathroom and small kitchenette. Please note that the extra occupant fee (outlined below) is applied for reservations that would like to use the bonus room.   The downstairs sleeps another 4 so the home can accommodate 8 comfortably.  Kayaks are included with your rental.

Please note that this cottage is not golf-cart accessible. The proximity to the dock is very convenient and fishing off the dock is some of the best on the island.

Rents from $325/night or $1800/week, 3-night minimum


  • WiFi - available with a fee. Speeds adequate for web-browsing, emails, social media, but not games or streaming. Please see our Island WiFi page for more details.

  • Pet Policy - pet-friendly with $100 non-refundable fee per pet

  • Cleaning Fee - minimum $225 cleaning fee

  • Damage Deposit - $400, fully refundable upon departure assuming no damage

  • Additional guest fee - $15 per person (per night) over 4 guests (allows use of the downstairs bonus room)

  • Minimum Renter Age - 25

  • Boat Slip - included (private dock)

  • Satellite TV - yes

  • Grill Type - gas

  • Parking - $6/night ($8/night if you have a boat trailer) at Eldred's Marina where you meet the boat taxi

  • Please note: this property is not accessible via the island pathways and not accessible via golf cart.

  • Holiday surcharges- applied for reservations for Independence Day, Memorial Day, Labor Day, and Christmas/New Years timeframes