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Upscale waterfront home, private pool, beautiful views!

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A swimming pool with a curved edge, surrounded by a brick patio and palm trees. - Upscale waterfront home, private pool, beautiful views! (Anna Maria)
A modern kitchen with dark blue cabinets, a marble island, and a built-in refrigerator. - Upscale waterfront home, private pool, beautiful views! (Anna Maria)
A covered outdoor area with a table and chairs, a ceiling fan, and a view of lush greenery and a body of water. - Upscale waterfront home, private pool, beautiful views! (Anna Maria)
A modern kitchen with a central island, bar stools, blue cabinets, white countertops, stainless steel appliances, and pendant lighting. - Upscale waterfront home, private pool, beautiful views! (Anna Maria)
A waterfront property with a dock, a pool, and lush greenery. - Upscale waterfront home, private pool, beautiful views! (Anna Maria)
Close to Anna Maria Beach and Bean Point Beach, Upscale waterfront home, private pool, beautiful views! provides amenities like laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102965 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

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About this property

Upscale waterfront home, private pool, beautiful views!

  • 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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Elevator
  • 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
  • Table tennis
  • 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

  • Electric car charging station
  • Unit size: 2,965 square feet

Similar properties

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 allowed
Service animals are welcome, and are exempt from fees

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

About the area

Located in Anna Maria, this vacation home is on the waterfront. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and horse riding nearby. Visit our Anna Maria travel guide
View more Vacation homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • A small building with an American flag, surrounded by palm trees and a clear blue sky.
    Anna Maria Island Museum and Historical Park
    1 min walk - 0.0 km
  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    6 min walk - 0.6 km
  • A sandy beach with seagulls and a clear blue sky.
    Bean Point Beach
    17 min walk - 1.5 km
  • Island Players
    5 min walk - 0.4 km
  • Anna Maria City Pier
    8 min walk - 0.7 km

Getting around

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

Restaurants

  • Anna Maria Island Beach Cafe
    9 min drive
  • The Ugly Grouper
    6 min drive
  • Wicked Cantina
    13 min drive
  • Ginny's & Jane E's
    8 min walk
  • The Waterfront Restaurant
    6 min walk

Frequently asked questions

Does Upscale waterfront home, private pool, beautiful views! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Upscale waterfront home, private pool, beautiful views! pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Upscale waterfront home, private pool, beautiful views!?

Check-in begins at 4:00 PM.

What time is check-out at Upscale waterfront home, private pool, beautiful views!?

Check-out is at 10:00 AM.

Where is Upscale waterfront home, private pool, beautiful views! located?

Situated on the waterfront, this vacation home is within a 10-minute walk of Anna Maria Island Museum and Historical Park and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mi (2 km).

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