Vacation Accommodations on Anna Maria Island, Manatee County Florida


Please call or email to reserve property:
315 Pine Avenue, PO Box 235
Anna Maria, Florida 34216


HOME Vacation Rentals Real Estate Maps & Directions Local Links

Welcome to:
Always Octopied
614 Dundee Ln, Holmes Beach

4 Bed / 4.5 Bath Home
Heated Pool with Outdoor Kitchen
Canalfront with Dock
Located in Quiet Neighborhood

Contact us for pricing and availability

Monthly Minimum

Welcome to Always Octopied, a 4 bed / 4.5 bath home in the quiet Island neighborhood of Key Royale! This lovely home-away-from-home is the perfect place to hang your hat and live the Island life for a month or more.

The professionally landscaped backyard provides everything you need for outdoor living at it's fullest. With the canal as the backdrop and complete with a heated pool, outdoor kitchen, gazebo with dining area, dock and plenty of space on the pool patio for lounging, you'll never want to go inside!

While Always Octopied is off the beaten path, your favorite Island spots are still just a short drive or walk away. In the mood for sandy beaches and salty water? A kayak launch, just a block away, is a great way to get on the water and the Gulf beach is only a 6-minute bike ride away. If golf is your way to relax, the Key Royale Golf Club is just a 10-minute walk away. And you can visit Pine Avenue or Bridge Street in just a few minutes by car or by calling the Island Monkey Bus for a ride.

The interior is spacious, giving you plenty of room to settle in and feel at home. An open floor plan with large windows in the main living area lets the natural light stream in, giving it a bright and airy feel. Comfortable seating for six in the living room lets everyone enjoy a movie or a game together. The dining room seats four comfortably, with another four seats at the kitchen bar top. And the ample counter space along with updated stainless-steel appliances make the kitchen a dream.

Bedrooms are split between the first and second floors, making this a great home for multi-generational groups. The master bedroom is on the second floor and includes a king bed, desk, 65-inch mounted TV, ensuite bath and private patio overlooking the pool and canal. There is also a small coffee bar with a refrigerator just outside in the second-floor landing. The second bedroom is on the first floor and has a king bed, 65-inch mounted TV, ensuite bath and direct access to the rear porch with a gorgeous view of the canal. The third bedroom is on the first floor and also has a king bed, 65-inch mounted TV and an ensuite bath. The fourth bedroom is on the first floor and has a queen bed and 65-inch mounted TV.

Whether you're relaxing by the pool or kayaking through the canals, let this amazing home keep you Always Octopied!

This home can be octopied by up to 8 people. 2500 sq ft.

**Please note that boat lift and any motorized watercraft are not available for guest use**

Amenities List: 

Click here for Virtual Tour

Back to Vacation Rentals

Please call or email us at

Anna Maria IslandAccommodations 

to reserve!

E-mail Us