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Charming Canal front Luxury home with brand-new Pool!

Waterfront vacation home with private pool and kitchen

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In the heart of Anna Maria, Dockside Paradise by AMI Locals offers a serene retreat. Enjoy your private pool and canal front views or stroll to Pine Avenue for shopping and dining. With a short walk to Bay side beach and Gulf beach, this home is perfect for those who love the ocean.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6113 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Air conditioning

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Canal front Luxury home with brand-new Pool!

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,221 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Dockside Paradise Two Bedroom House Sleeps 6
Brand New Pool Canal Front Perfect Vacation Home!
Kayaks Bikes Included!! two Bedroom Canal House With den
Summer Specials Charming Canal Front Home With Brand NEW Pool!
59

About the neighborhood

Map
Anna Maria, FL

What's nearby

  • Historic Green Village - 5 min walk - 0.4 km
  • Anna Maria Island Museum and Historical Park - 6 min walk - 0.6 km
  • Anna Maria City Pier - 8 min walk - 0.7 km
  • Island Players - 9 min walk - 0.8 km
  • Bean Point Beach - 2 min drive - 1.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 47 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬11 min walk
  • ‪The Waterfront Restaurant - ‬6 min walk
  • ‪Ginny's & Jane E's - ‬8 min walk
  • ‪North Shore Cafe - ‬8 min walk

Frequently asked questions

Is Charming Canal front Luxury home with brand-new Pool! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Canal front Luxury home with brand-new Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Charming Canal front Luxury home with brand-new Pool!?

Check-out is at 10:00 AM.

Where is Charming Canal front Luxury home with brand-new Pool! located?

Situated on the waterfront, this vacation home is within 1 mi (2 km) of Historic Green Village, Bean Point Beach, and Anna Maria Beach. Bay Boulevard Beach and Anna Maria Island Museum and Historical Park are also within 10 minutes.

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Charming Canal front Luxury home with brand-new Pool! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 24 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

9.8

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities

Reviews

10/10 Excellent

Niki S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

We love this place
Stayed 4 nights in May 2025

10/10 Excellent

Robert G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 7 nights in Aug 2025

10/10 Excellent

paul b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

Fabulous property in the middle of everything! This place is top 3of places we’ve rented and possibly #1! We will be back!
Stayed 4 nights in May 2025

8/10 Good

Patricia b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Great family trip
Stayed 6 nights in May 2024

10/10 Excellent

Brent P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great place

Great place and close to everything. Pool and canal are a plus!
Stayed 5 nights in Jul 2024

10/10 Excellent

Jon T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

House was perfect for our family of 5. We loved having the beautiful pool to come home too. Would definitely stay again.
Stayed 6 nights in Jul 2024

10/10 Excellent

Niki S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great little Gem!

This place was exactly as described, clean, great location
Stayed 4 nights in Apr 2024

10/10 Excellent

Laurie V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just right.

We only had a few days but this house worked out perfectly for us. Great location, private and relaxing!
Stayed 3 nights in Mar 2023

10/10 Excellent

Ryan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Dec 2022

10/10 Excellent

Robert

Liked: Cleanliness, amenities, property conditions & facilities, communication
Everything was perfect.
Stayed 4 nights in May 2024

10/10 Excellent

Alexandria M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 3 nights in May 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in May 2024

10/10 Excellent

Lesley L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

-

Perfect house in a perfect location!
Stayed 4 nights in Apr 2024

10/10 Excellent

Nancy W., Grand Rapids , USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 😊
Stayed 7 nights in May 2022

10/10 Excellent

Ann C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easter break on AMI

Our family really enjoyed staying at the Dockside Paradise property. The house and grounds were very neat and clean. My daughter especially loved having the pool to jump in every morning after breakfast. The property is in a great location for the beach and running into town. Highly recommend!
Stayed 5 nights in Apr 2024

10/10 Excellent

Cheryl S., United States

Liked: Cleanliness, check-in, communication, location, listing accuracy

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+.
Stayed 7 nights in Oct 2023

10/10 Excellent

Shauntele S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Na

Na
Stayed 5 nights in Aug 2024

10/10 Excellent

C C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 4 nights in Jan 2020

10/10 Excellent

Maradyth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

This location was spot-on, the house was very clean and that pool? Talk about paradise found. Beach access made our lives easy, having the beach wagon and chairs at our disposal was great. We did need to rent an umbrella from a local shop. Everything was is in walking distance and we barely used our car once we got there. Great communication from AMI locals! Safe to say we’ll have future Anna Maria adventures! Thank you for such a great time!
Stayed 4 nights in Apr 2024

10/10 Excellent

Danielle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Nov 2023

10/10 Excellent

BYRON M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cool little spot

Property is as listed. Very comfortable ans everything was so nice a clean. Even all the outdoor furniture was nice. The pool is awesome day or night- with water falls and cool colors. Fishing in the canal is fun for all and the manatees will certainly visit. Location is great for teens and adults. I took my daughter and a friend (both 15) and was comfortable letting them walk to the shops etc..day or night We rented a golf cart, it is almost a necessity. Please on having at least one. We did do a beach set up which was a NO BRAINER. Pay the money! My only negative is that the house is hot. It only really cools off at night and overnight. I would suggest you close all the blinds. I am assuming the house insulation is just older and HVAC system can't keep up. I would recommend to the owners maybe and in and out unit or window unit for the living room
Stayed 3 nights in Jul 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

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)
Stayed 5 nights in May 2021