Off-Island Vacation Rentals

Explore our homes near Anna Maria Island, including Perico Island and the historic fishing village of Cortez. These areas offer a distinctive coastal lifestyle, blending tranquil surroundings with quick access to the island’s beaches, dining, and experiences.

Each home is selected for its design, location, and sense of escape, creating a refined yet relaxed stay just beyond the island, where every detail feels intentional and every day feels effortlessly coastal.



Properties Available 2 properties available
Welcome to Cortez Dock & Dine!On Florida’s Gulf Coast (Cortez, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.A rare waterfront escape blending Old Florida charm with modern coastal living.Please note: Boat not included with rental. For more information about boat rental
Hot HOT 87
Cortez Dock & Dine
Off Island Pet Friendly
$240.00 - $520.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Sunset Margarita!Bradenton, Florida (Just off Anna Maria Island, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated vacation rental agency.The SpaceSet within Margaritaville’s One Particular Harbour waterfront community, Sunset Margarita blends modern finishes with easy, resort-style living. This third-f
Hot HOT 19
Sunset Margarita
Off Island Pet Friendly
$210.00 - $462.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (3)

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