5400 Gulf Dr 55 +

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Welcome to Gulf Drive 5400!
⚓55+ Community, 2 Heated Pools
⚓Short walk to the World Class Beaches of Anna Maria Island
⚓Fully stocked kitchen for all of your favorite home cooked meals
⚓High speed Wi-Fi, Spectrum Cable, Smart TVs
Escape to the perfect island retreat at Gulf Drive 5400, a cozy and comfortable getaway located just steps from the white-sand beaches of Holmes Beach. Set within a friendly 55+ community, this relaxing ground floor condo offers everything you need for a peaceful Florida vacation, including access to heated pools, beautifully maintained grounds, and a prime island location that puts Anna Maria Island’s best attractions at your fingertips.
Situated on the desirable west coast of AMI, you'll be just a short walk from local restaurants, boutique shops, cafés, and the island’s scenic shoreline. The free Anna Maria Island trolley stops nearby and runs the full length of the island, making it easy to explore without ever needing to drive. If you do bring a vehicle, 1 covered designated parking spot is included for your convenience.
Inside, Gulf Drive 5400 provides a comfortable and inviting place to unwind after days spent at the beach or exploring the island. Enjoy high-speed Wi-Fi, Spectrum cable on your Smart TV, and a bright living space with a comfortable couch. Additional seating is available in the Florida Room that overlooks the front garden. A futon also offers additional sleeping for up to 2 guests. The fully equipped kitchen has everything you need for preparing meals, from morning coffee to evening dinners. Cleanup is easy with a dishwasher, giving you more time to enjoy your stay.
Bedroom 1: King Bed, Smart TV
Florida Room: Futon
A private washer and dryer ensure you can pack light and refresh clothes during your stay—perfect for extended vacations or snowbird getaways. Whether you’re reading a book by the heated pool, walking to the beach with your favorite beverage, or planning your next island adventure online, this condo makes relaxation effortless.
Gulf Drive 5400 offers comfort, convenience, and the laid-back charm that makes Anna Maria Island one of Florida’s most loved coastal destinations. Book your stay today and experience the simple, relaxing island lifestyle for yourself.
VRC20-000322
Code enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Application Fee does apply- Age-restricted community.
**Minimum rental requirements based on community restrictions.
Damage Waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee (“Management”), plus tax if applicable (the “Damage Waiver”).
The Damage Waiver covers you for up to $1,500 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.