Book Direct. Book Local. Discover professionally managed vacation rentals from trusted local experts.
Find your vacation rental
Search destinations, vacation rentals, or local property managers

Paradise On Pine Vacation Rental With Private Dock

Home Rental in Anna Maria Florida

Waterfront home in Anna Maria Island with a private pool and dock, a practical place to stay near Pine Avenue shops and a 10-minute walk to the beach—ideal for groups wanting vacation house rentals with boating access.

Book Direct
AMI Locals
Connect directly with the local vacation rental manager.
Rates from
$425 / night
Additional fees may apply
Book Direct
Rental overview

Why You'll Love This Rental

Paradise on Pine is a 4-bedroom, 3.5-bath waterfront home in Anna Maria, Florida, sleeping up to 10 guests in 2,965 square feet. Set on a canal with a private dock and water views, it pairs boating-friendly features with a private pool and elevator access. The home is also dog friendly with host approval and an added fee, and includes an electric vehicle charger (Tesla Universal Wall Connector compatible with NACS and J1772).

Inside, the layout centers on an open living area with large windows facing the water, plus a full kitchen with an island and a dining table for shared meals. Sleeping is arranged across three king bedrooms and a bunk room with two twin-over-twin bunks. Outdoor living is supported by a covered patio, outdoor dining area, grill, sun loungers, and an outdoor shower, while entertainment includes a ping pong table, cornhole, and board games. Practical conveniences include a washer/dryer, keyless lock, beach chairs, and parking for up to four vehicles (two garage spaces plus two additional spaces).

Good fit for
Boating Pet-friendly stays Group and reunion Family vacations
Canal-front with dock Waterfront canal setting includes a private dock that can accommodate vessels up to 35 feet.
Private pool Backyard includes a private pool plus covered patio and outdoor seating.
Elevator access An elevator is available for moving between floors.
EV charging Tesla Universal Wall Connector supports NACS and J1772 and delivers up to 48 amps.
Sleeps 10 Sleeping setup includes 3 king beds and two twin-over-twin bunk beds.
At a glance

Property Highlights

Waterfront - ViewLocation Setting
Near a BeachBeach Access
4 BedroomsBedrooms
3 Full, 1 Half BathroomsBathrooms
Sleeps 10Guest Capacity
2965 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesPet Friendly
YesWasher / Dryer
Location & nearby Explore the Area

This home is in Anna Maria, Florida, on Anna Maria Island, set on a residential street with a canal-front waterfront setting and water views. The listing notes it is near a beach and that the Anna Maria Island trolley stops nearby. The property is also described as being near Pine Avenue’s shops and restaurants.

Plan your stay

Rates & Availability (USD)

Rates from
$425 per night
2-day minimum stay
Check current rates & availability

Live booking details are maintained by AMI Locals.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
About this rental

About This Rental

Paradise on Pine is a canal-front vacation home in Anna Maria on Florida’s South Gulf Coast. With 4 bedrooms, 3.5 bathrooms, and 2,965 square feet, it accommodates up to 10 guests and combines waterfront access with a private pool. An elevator serves the home, and a private entrance and keyless lock support streamlined arrivals. The property is located on a residential street and is near a beach.

The main living spaces are arranged in an open plan with water-facing windows, a living room with TV, and a full kitchen equipped for cooking and longer stays. Kitchen features include a large island, major appliances (refrigerator, stove, oven, microwave, dishwasher), and small appliances such as a blender, toaster, coffee maker, and Keurig. A dining table provides indoor seating, and the outdoor dining area offers an additional option for meals.

Sleeping accommodations include three king bedrooms and a bunk room with two twin-over-twin bunk beds. Bathrooms include walk-in showers, and the primary suite includes a soaking tub. Linens and towels are provided, and in-home laundry is available via washer/dryer.

Outdoor amenities focus on time by the water: a private pool, covered deck/patio areas, outdoor seating, sun loungers, and an outdoor shower. The private dock can accommodate vessels up to 35 feet. For recreation at home, guests have access to a ping pong table, cornhole, books/reading material, and board games. Additional practical features include a fenced yard, two garage spaces plus two additional parking spaces, and an EV charger (Tesla Universal Wall Connector with NACS and J1772 compatibility, up to 48 amps). Dogs are accepted with host approval and an additional fee.

Paradise on Pine by AMI Locals
Vacation Rental License #VR20-000052

Welcome to Paradise on Pine, a spectacular four bedroom, three and a half bath waterfront vacation home located in the heart of Anna Maria Island. Featuring a private pool, boat dock, and elevator access, this home offers the perfect blend of island luxury and laid-back charm. Just a 10-minute walk to the beach and steps from Pine Avenue’s boutiques and restaurants, this modern retreat is designed for families and friends seeking the ultimate coastal escape.

Highlights
• Waterfront home with private dock
• 10-minute walk to the beach
• 4 Bedrooms / 3.5 Bathrooms
• Private Pool
• Ping Pong Table
• Elevator Access
• Tesla Universal Wall Connector (both NACS and J1772 compatible)
• Dog Friendly (with approval and fee)
• Outdoor Dining and BBQ Grill
• 4 Parking Spaces
• Near Pine Avenue shops and restaurants

Your private backyard oasis awaits, complete with a sparkling pool, covered patio, and canal views. Lounge under the Florida sun, grill fresh seafood, or dine outdoors as boats drift by. The private dock accommodates vessels up to 35 feet, making it perfect for fishing, kayaking, or launching a paddleboard adventure through the bay. For guests driving electric vehicles, a Tesla Universal Wall Connector is available; both NACS and J1772 compatible, delivering up to 48 Amps. This advanced charger accommodates all North American EVs, offering convenient and eco-friendly charging during your stay. With its modern amenities and tropical surroundings, Paradise on Pine blends cutting-edge convenience with timeless island beauty.

Inside, Paradise on Pine offers an open, airy floor plan framed by floor-to-ceiling windows overlooking the water. The living room features plush sofas and a large flat-screen TV, perfect for movie nights or planning the next day’s adventures. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and a large island for meal prep and casual dining. Gather at the dining table for family meals or step out to the outdoor dining area to enjoy a sunset dinner with canal views.

The primary suite is a peaceful retreat featuring a king bed, private balcony, and an ensuite bathroom with dual vanities, a walk-in shower, and a standalone soaking tub. The second bedroom also offers a king bed and private ensuite bathroom with a walk-in shower. A third king bedroom and a bunk room with two twin-over-twin bunks share a modern hallway bathroom with a walk-in shower. Each bedroom is designed with comfort and style in mind, creating a tranquil haven after a day of island adventures.

Room Details
-Primary Bedroom, 3rd Floor: King bed, private balcony, ensuite bathroom with walk-in shower, double vanity, and soaking tub
-Second Bedroom, 2nd Floor: King bed, ensuite bathroom with walk-in shower
-Third Bedroom, 3rd Floor: King bed, shares hallway bathroom with walk-in shower
-Fourth Bedroom, 3rd Floor: Two twin-over-twin bunk beds, shares hallway bathroom with walk-in shower

Guests can easily hop on the Anna Maria Island trolley, which stops nearby; just south of Bayfront Park and north of local restaurants and shops. This home is dog friendly (with approval and fee) and features an elevator for added convenience. Spend your days exploring the island by bike, taking a sunset cruise, or booking a dolphin tour; the best of Anna Maria Island is right at your doorstep.

With its private dock, pool, and prime location near the beach and Pine Avenue, Paradise on Pine by AMI Locals captures the heart of Anna Maria Island living. Perfect for families, friends, and boaters alike, this home combines elegance, comfort, and the spirit of coastal adventure.
Book your stay today with AMI Locals and start making unforgettable memories at Paradise on Pine!

-
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details.

Please see our AMI Locals Rental Policies for full details.

Christmas decorations provided unless requested otherwise in the month of December.

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 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.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Fishing
Golfing
Pet Friendly
Family Vacations
Group and Reunion
Boating
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Surfing
Scuba Diving
Wind Surfing

Other Activities and Special Interests

Museums Nearby
Boating Nearby
Local Eco Tourism Nearby
Horseback Riding Nearby
Outlet Shopping Nearby
Wildlife Viewing Nearby
Fitness Center Nearby
Laundromat Close By
Tennis Court Nearby
Basketball Court Nearby
Hiking Nearby
Jet Skiing Nearby
Parasailing Nearby
Sailing Nearby
Snorkeling Nearby
Surfing Nearby
Swimming Nearby
Health Beauty Spa Nearby
Marina Nearby
Shopping Nearby
Bird Watching Nearby
Kayaking Nearby
Water Sports Nearby
What's included

Property Amenities

Property Features

Towels/Linens
Coffee Maker
Hair Dryer
Full Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Balcony
Elevator
Blender
Ceiling Fan(s)
Freezer
Ice Maker

Featured Amenities

Television
Internet Access
Air Conditioning
Grill
Dishwasher
Washer/Dryer
Pool (Private)
Pets Allowed

Entertainment

Ping Pong Table
Board Games

Outdoor

Boat Dock

Other Property Amenities

Residential Street
Anna Maria
Anna Maria Island
Dishes and Utensils
Fire Extinguisher
Living Room
Clothes Hangers
Heating
Hot Water
Long Term Stays Allowed
Private Entrance
Smoke Detector
Hospital Close By
Carbon Monoxide Detector
Deadbolt Lock
Pots and Pans
Contactless Check-In
Pack 'n Play
Electric Vehicle Charger
Backyard
Iron and Ironing Board
Patio
Fenced Yard
Kitchen Island
Dining Table
Two (2) Garage Spaces
Two (2) Parking Spaces
Bathtub
Canal Front
Cornhole
Deck
Keurig Coffee Maker
Keyless Lock
Outdoor Seating
Outdoor Shower
Water Front
Clothing Storage
Wine Glasses
Baking Sheet
Hot Water Kettle
Outdoor Dining Area
Sun Loungers
Beach Chairs Provided
Outdoor Lighting
Desk
Required Stairs
Covered Deck
Books and Reading Material
Helpful details

Frequently Asked Questions

Paradise on Pine is located in Anna Maria, Florida.

Paradise on Pine accommodates up to 10 guests.

4 Bedrooms and 3 Full, 1 Half Bathrooms.

The listed beach access for Paradise on Pine is Near a Beach.

Yes. The property lists Pool (Private).

Yes. Paradise on Pine is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

AMI Locals View Manager Profile

Questions about this rental?

Connect directly with AMI Locals for current rates, availability, and local assistance.

Contact Reservations and Guest Services AMI Locals
Daytime Phone
Property reference
#191975 · Paradise on Pine
Keep exploring

Similar Rentals from AMI Locals

More rentals from the same manager, prioritized by location, property type, size, and setting.