House - Rating 5 (18)

Dockside Paradise


Bedroom 2 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Not Allowed Pets Not Allowed

  • Address: 309 Tarpon St
  • Location: Anna Maria
  • Type: House

Location Location

Description Description
Dockside Paradise by AMI Locals
309 Tarpon St, Anna Maria, Florida 34216
VR18-000104

Welcome to Dockside Paradise, a beautiful two bedroom, two bath canal-front vacation home featuring a private pool, screened lanai, and deep-water dock; perfect for fishing, boating, and relaxing in style. Ideally situated just a short walk from Pine Avenue’s boutique shops and restaurants, the bayfront, and the Gulf beaches, this modernized coastal retreat combines modern comfort with a relaxed island vibe, creating the ultimate getaway for small families and couples.

Highlights
• Canal Front Home on Bimini Bay
• 2 Bedrooms / 2 Bathrooms
• 2 King beds, Twin daybed with trundle, Queen air mattress
• Private Pool with waterfall and Screened Lanai
• Dock with Deep-Water Access
• Outdoor Shower
• BBQ Grill
• 10-minute walk to Gulf beaches
• Near Pine Avenue shopping and dining
• 2 Parking Spaces

The outdoor living area at Dockside Paradise is your own private retreat. Enjoy the sparkling pool, unwind in the screened lanai, or sip a cool drink under the sun while watching boats drift by on the canal. The private dock offers quick access to the Bay, making it perfect for boating enthusiasts or anyone who loves to fish. After a day on the water, fire up the outdoor BBQ grill by the pool as the island breeze sets the tone for a relaxing evening.

Inside, Dockside Paradise welcomes you with a bright and cheerful beach-inspired design. The living room features comfortable seating and TV, creating the perfect place to unwind after exploring Anna Maria Island. The fully equipped kitchen has everything you need to cook and entertain, including modern appliances and plenty of counter space for meal prep. The open layout seamlessly connects to the dining area and outdoor patio, making it easy to transition between indoor and outdoor living.

The primary bedroom is a tranquil escape with a king bed, direct pool access, and a private ensuite bathroom featuring a walk-in shower. The second bedroom also includes a king bed and convenient access to the hallway bathroom with a walk-in shower. A bonus room off the kitchen offers a twin daybed with trundle, ideal for kids or additional guests, and there’s even a queen air mattress available for added flexibility. Each room is thoughtfully designed with coastal decor and soft linens for a restful night’s sleep.

Room Details
-Primary Bedroom: King bed, ensuite bathroom with walk-in shower, outdoor pool access door
-Second Bedroom: King bed, hallway bathroom with walk-in shower
-Bonus Room: Twin daybed with trundle
-Queen air mattress with linens

Guests can enjoy easy access to Anna Maria Island trolley, which connects you to Bean Point Beach, Holmes Beach, and Bradenton Beach.

With its prime canal-front location, private pool, and easy access to the beach and Pine Avenue, Dockside Paradise by AMI Locals is a perfect blend of comfort, style, and adventure. Whether you’re boating, fishing, or simply relaxing under the Florida sun, this home has everything you need for an unforgettable Anna Maria Island getaway.
Book your stay today with AMI Locals and start your dream island vacation!

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*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Locals, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Locals Rental Policies for full details.

Please Remember:

"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."

*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Swipe Swipe for Availability

Bedding Bedding
Bedroom 1
1 King

Bedroom 2
1 King

Attached Bathroom


Amenities 69 Amenities
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Dryer
  • Free Wifi
  • Ground Floor Property
  • Hair Dryer
  • Heating
  • Hospital Close By
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • No Pets Allowed
  • Private Entrance
  • Towels
  • Washer
  • Wifi
Exterior
  • Backyard
  • BBQ Area
  • BBQ Grill
  • Boat Dock
  • Heated Pool
  • Outdoor Shower
  • Private Pool
  • Screened-In Lanai
  • Sun Loungers
Fun and Entertainment
  • Board Games
  • Cornhole
  • TV
  • TV with Cable
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Contactless Check-In
  • Deadbolt Lock
  • Fire Extinguisher
  • Outdoor Lighting
  • Smoke Detector
Interior
  • Ceiling Fans
  • Clothes Hangers
  • Clothing Storage
  • Full Kitchen
  • Living Room
Kitchen
  • Baking Sheet
  • BBQ Utensils
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Freezer
  • Kitchen Island
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Location
  • Anna Maria
  • Anna Maria Island
  • Beach Access Nearby
  • Canal Front
  • Less than a 15-minute walk to the beach
  • Residential Street
  • Walking Distance to Beach
  • Water Front
  • Water View
Parking
  • Three (3) Parking Spaces

Reviews Rating 5 (18) Reviews
Rating 5
Response time a couple of questions was very short and much appreciated
Matt - Posted: 1/26/2026
Hi, Matt, thanks for sharing. We’re glad our quick response time made a difference during your stay at Dockside Paradise. The AMI Locals team is always happy to help and keep things easy. We’d love to welcome you back for another island getaway anytime!!
Prime Vacations staff
Rating 5
Great house
Scott H. - Posted: 1/25/2026
Thanks so much, Scott! We’re glad you enjoyed your stay at Dockside Paradise by AMI Locals. Simple, sweet, and full of island vibes—hope to have you back soon for more waterfront fun!
Prime Vacations staff
Rating 5
The location , pool, dock to fish off were all amazing and made the trip special!
Ron - Posted: 1/6/2026
Thanks so much for sharing your experience, Ron! We’re thrilled you loved Dockside Paradise by AMI Locals. The location, pool, and fishing dock really are what island days are all about. So glad it made your trip extra special, and we’d love to welcome you back for another laid-back stay on AMI soon!
Prime Vacations staff
Rating 5
Would stay again. Location is perfect.
WENDY - Posted: 9/23/2025
Thank you for your kind words, Wendy! We're delighted to hear you enjoyed your stay and found our location convenient. We look forward to welcoming you back soon!!
Prime Vacations staff
Rating 5
The property is beautiful and the location of it is in a quiet neighborhood, but within walking distance to Pine Ave. restaurants and shops. We will definitely be returning here!
Robert - Posted: 8/19/2025
Thank you so much for the wonderful review, Robert! We're thrilled to hear that you enjoyed your stay and found our property and the location to be exactly what you were looking for! We really appreciate your kind words, and we look forward to welcoming you back in the future!
Prime Vacations staff
Rating 5
Fabulous
Fabulous property in the middle of everything! This place is top 3of places we’ve rented and possibly #1! We will be back!
paul b. - Posted: 6/3/2025
Thank you for choosing us for your recent stay! Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review! We hope to host you again in the future!
Prime Vacations staff
Rating 5
Na
Na
Shauntele S. - Posted: 8/17/2024
Thank you for your review!
Prime Vacations staff
Rating 5
Gulf to Bay
5th different place we've stayed on the island and loved the location. Very convenient to the Bay and Pine Street, and an easy walk to the Gulf. With bikes and a kayak the entire island was within our range. Great spot, sparkling clean, wonderful pool. We'll do it again.
Verified traveler - Posted: 5/20/2024
John, we're thrilled to hear that you loved the location of the home! It's wonderful that you found it convenient to explore the Bay, Pine Street, and the Gulf, and that having bikes and a kayak allowed you to explore the entire island with ease. We can't wait to welcome you back for another memorable stay.
Prime Vacations staff
Rating 5
Great little Gem!
This place was exactly as described, clean, great location
Niki S. - Posted: 5/12/2024
Niki, thank you for your feedback! We're delighted to hear that our property met your expectations and was exactly as described. We take pride in providing a clean and well-maintained space for our guests, and we're glad to hear that you found the location to be great as well. We hope to welcome you back for another enjoyable stay in the future!
Prime Vacations staff
Rating 5
Paradise
Location was perfect! Took about a 10 minute walk to the beach, there were beach chairs & a wagon that we were able to use which helped a ton! Private pool was amazing, and the view was great!
Alexandria M. - Posted: 5/10/2024
Alexandria, it's wonderful to hear that you enjoyed the perfect location of our property! We're glad the beach chairs and wagon were helpful for your beach outings and that you found the private pool amazing with great views. Thank you for choosing to stay with us, and we hope to welcome you back again soon for another fantastic stay! If there's anything else we can do to make your next visit even better, please let us know.
Prime Vacations staff
Rating 5
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Perfect house in a perfect location!
Lesley L. - Posted: 4/19/2024
Lesley, thank you for your kind words! We're thrilled to hear that you found the house perfect and loved its location. If you have any suggestions or if there's anything we can do to make your next stay even better, please don't hesitate to reach out. We look forward to welcoming you back for another perfect stay!
Prime Vacations staff
Rating 5
Lovely 4 days
Short trip and stayed on the island. House is in a terrific location! Quiet neighborhood, free trolley stop at the end of the street, Beach Bum rentals for kayaks/bikes/ golf carts also at end of the street, shops/coffee/restaurant/pier only 5 min walk away. Pool was nice for us and shallow entry point would be fun for younger kids. We watched manatees, fish, and birds in the canal behind the house. There was a small issue with the entry code sent to me being wrong, but someone was available to call and got me the proper code right away. I really appreciated that responsiveness.
Danielle S. - Posted: 11/6/2023
Thank you for taking the time to share your wonderful experience, Danielle. We are glad you enjoyed your stay and the convenient location. You were terrific guests, and we hope to welcome you back soon!
Prime Vacations staff
Rating 5
THE BEST WEEK!
We LOVED this beautiful home and our week was wonderful. The backyard oasis is truly Remarkable and the fishing dock was just what my husband wanted. We will definitely be back. I can't even say how much we enjoyed our stay. The home was immaculately clean, everything was A+.
Cheryl S., United States - Posted: 10/30/2023
Thank you for taking the time to share your wonderful experience, Cheryl. We are glad you enjoyed your stay and hope to welcome you back soon!
Prime Vacations staff
Rating 5
Just right.
We only had a few days but this house worked out perfectly for us. Great location, private and relaxing!
Laurie V. - Posted: 3/22/2023
Thank you for taking the time to share your experience with us, Laurie. We are thrilled you enjoyed your stay and hope to host you again soon!
Prime Vacations staff
Rating 5
Great place
We spent a week and loved it. The pool is nice and so is the dock. Very clean house. We will definitely be coming back to stay again.
Ryan D. - Posted: 1/3/2023
Ryan, thank you for taking the time to share your experience with us. We are glad you enjoyed the home, pool, and dock. We can't wait to host you again!
Prime Vacations staff
Rating 5
Very nice home .
Other than the palmetto bugs it was great !! Loved having the amenities , bikes , beach gear, kayaks and pool . Definitely would go back 😊
Nancy W., Grand Rapids , USA - Posted: 5/9/2022
Thank you for your review, Nancy! The amenities included with the home are definitely made to take vacations to the next level and we are so happy you were able to enjoy them to the fullest! We would love to see you again in the future! Kind Regards, AMI Locals
Prime Vacations staff
Rating 5
Super cute house on canal
We had a great time on the island and at Dockside Paradise. This is a small, very well-maintained house with a beautiful backyard and pool area that overlooks a canal. We thought the canal was great and the house came with two kayaks. We really enjoyed them. We saw tons of birds and fish. It’s just a short walk to the bay and Pine Street and an easy bike ride to the beach. The only negatives were the size of one of the bathrooms - very small - and you’ll need to bring everything if you plan to cook at all. No salt and pepper, no spices, foil, coffee filters...they do provide a couple of trash bags, a small roll of paper towel, two dishwasher tablets, and a few clothes detergent pods. (Maybe that’s the norm on Anna Maria. Idk)
Verified traveler - Posted: 6/1/2021
Thank you for your recent stay with us as your positive experience and feedback means everything. Great to hear you got to take full advantage of the kayaks and hopefully you got to see some beautiful marine life. AMI Locals provides preliminary supplies for the guest. After these items are used, the guest is responsible for purchasing items to cover their needs. We hope to have the pleasure of hosting you again on your next adventure to the island. You were wonderful guests!!
Prime Vacations staff
Rating 5
Perfect spot
We thoroughly enjoyed our stay. The backyard was gorgeous and had great energy... we stayed out by the pool as much as we could! Loved being right on the canal. The home had plenty of space for us, and we appreciated all the special decor touches. The neighborhood was very quiet.. and we loved being able to quickly walk to Pine street shops... as well as the short walk to the bay and gulf beaches. We’re already talking about coming back next year for another girls’ retreat.
C C. - Posted: 2/3/2020
Thank you for your review! We are so happy the home worked well for your group and we hope to see you again! Kind Regards, AMI Locals Team
Prime Vacations staff
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