Upscale waterfront home, private pool, beautiful views!

Anna Maria, Florida
$758 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

Paradise on Pine by AMI Locals
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
• 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!

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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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2965 Sq Ft (275 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Horse Riding Nearby Jet Skiing Nearby Kayaking Nearby Power Boating Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Games Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Laura A.

    Submitted Feb 15, 2026

    Stayed Feb 12, 2026

    Beautiful home & great location!

  • Janet S.

    Submitted Feb 7, 2026

    Stayed Jan 28, 2026

    Everything you could ever think of needing is provided. We absolutely loved staying here. This house is located in one of the best spots on Pine Ave. We walked to both ends of the street and enjoyed eating at the Waterfront (my favorite was the micro green salad and gluten free bun - ordered twice), at the other end is delicious Sandbar (blackened grouper was excellent). We shopped and ate all along Pine Ave. Good thing the post office was on Pine. I shipped all kinds of apparel back home. It is the best location. Check out Gulf Drive for restaurants as well. Being on the canal was awesome and the beach on both sides is right there. Now let me tell you about this gorgeous house. Luxurious is the best way to describe it; the most comfortable master suite I have ever rented, two bay garage, kayakes, bikes, beach towels, games, etc. The kitchen is COMPLETELY supplied with anything you could want. Absolutely wonderful. We’ll be back.

  • Ellen J.

    Submitted Jan 4, 2026

    Stayed Dec 29, 2025

    We enjoyed our stay at Paradise on Pine immensely! The house was beautiful and in the most perfect location. Felt private with the canal in the backyard but also right in the middle of quaint Pine Avenue where there are the most amazing shops and restaurants. Also, the owners included NYE decorations and had other details that really made it feel so special! Thank you AMI Locals for a wonderful week!

  • Katherine S.

    Submitted May 27, 2025

    Stayed May 22, 2025

    Property is a great house and location! Highly recommend. Will return.

  • Jennifer H.

    Submitted May 13, 2025

    Stayed May 8, 2025

    Great house, location, well appointed. We really loved it. The kayaks and paddle boards were really fun. Manatees in the back yard were amazing.

  • Joann B.

    Submitted Apr 27, 2025

    Stayed Apr 22, 2025

    Incredible home, wonderful location and outstanding amenities! We have a wonderful time and made excellent use of the kayaks, the pool, the beaches in close proximity and the beautiful, luxurious home! Thank you so much!

  • Matt R.

    Submitted Dec 14, 2024

    Stayed Dec 6, 2024

    This property was beautiful and well laid out for our needs. It was located in the perfect spot for what we wanted. The dock and pool being so close let the guys enjoy fishing while being able to watch the kids enjoy the heated pool! The use of the elevator was a huge bonus for my dad since he has trouble with all the stairs. We will definitely be back! Thank you so much!

  • Mark D.

    Submitted Dec 2, 2024

    Stayed Nov 23, 2024

    This is an amazing house…. The best location, lovely interior, well looked after, well equipped, great pool area too.

  • Julia H.

    Submitted Sep 15, 2024

    Stayed Sep 8, 2024

    Beautiful home with many amenities. House had life jackets, paddle boards, kayaks, beach chairs and beach towels. Enjoyed the pool and fished/crabbed right off the dock on the canal. Very clean home and looked just like what you see online. The only downside was we wish we could have stayed longer!

  • Roxanne S.

    Submitted Sep 5, 2024

    Stayed Aug 31, 2024

    It was better than expected.

  • Zachary S.

    Submitted Aug 11, 2024

    Stayed Aug 5, 2024

    Overall the property was very clean and the location is convenient to pine and gulf ave. Arrived right after hurricane Debby so there was a delay in getting the pool cleaned but it did eventually happen. Kayaks and paddle boards were a nice add in. It would be nice if there were some reels for the fishing rods but we rented some down the street to use in the canal out back. Rooms are very large and beds are comfortable. Plenty of games and kitchen utensils available. It would be nice if a golf cart were included. We enjoyed our stay overall and had plenty of space for two families of four.

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Total

Includes taxes and fees
$758+
View details