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Home in Anna Maria, FL

Paradise on Pine

4 bedrooms

5 beds

3.5 bathrooms

10 guests

New

2965 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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!

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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.

Where you’ll sleep

Bedroom 1

1 full bed

Bedroom 2

1 full bed

Bedroom 3

1 full bed

Bedroom 4

2 full beds

Bedroom 1

1 full bed

Bedroom 2

1 full bed

Bedroom 3

1 full bed

Bedroom 4

2 full beds

Amenities

Common Amenities

  • Ocean view
  • Outdoor pool
  • BBQ Area
  • Patio
  • Balcony
  • Elevator
  • Coffee maker
  • Dishes
  • Fire extinguisher
  • Bath linens
  • Hair dryer
  • Heating
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Smoke detector
  • Stove
  • TV
  • Wifi
  • Air conditioning
  • Carbon monoxide detector
  • Dishwasher
  • Dryer
  • Ironing board
  • Toaster
  • Washer
  • Heated pool
  • Garden
  • Garage
  • Free parking
  • Bathtub
  • Blender
  • Freezer
  • Dedicated workspace
  • Bed linens
  • Hot water
  • Long term stays allowed
  • Ping pong table
  • EV Charger
  • Dining table
  • Outdoor seating
  • Wine glasses
  • Board games
  • Ceiling fan
  • Baking sheet
  • Kettle

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Where you’ll be

Anna Maria, FL 34216, US

Anna Maria, FL, US
27.5301841-82.7343559
Timezone: America/New_York

Things to know

Cancellation policy

50% refund up to 30 days before check-in. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

10 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Sep 20, 2026$438Not Available
Sep 21, 2026$438Not Available
Sep 22, 2026$438Not Available
Sep 23, 2026$438Not Available
Sep 24, 2026$438Not Available
Sep 25, 2026$438Not Available
Sep 26, 2026$515Not Available
Sep 27, 2026$453Available
Sep 28, 2026$453Available
Sep 29, 2026$453Available
Sep 30, 2026$453Available
Oct 1, 2026$453Available
Oct 2, 2026$438Not Available
Oct 3, 2026$467Not Available
Oct 4, 2026$438Not Available
Oct 5, 2026$489Not Available
Oct 6, 2026$489Not Available
Oct 7, 2026$438Not Available
Oct 8, 2026$459Not Available
Oct 9, 2026$541Available
Oct 10, 2026$567Available
Oct 11, 2026$530Not Available
Oct 12, 2026$512Not Available
Oct 13, 2026$500Not Available
Oct 14, 2026$508Not Available
Oct 15, 2026$553Not Available
Oct 16, 2026$597Available
Oct 17, 2026$567Available
Oct 18, 2026$438Available
Oct 19, 2026$438Available
Oct 20, 2026$438Available
Oct 21, 2026$572Not Available
Oct 22, 2026$608Not Available
Oct 23, 2026$671Not Available
Oct 24, 2026$662Not Available
Oct 25, 2026$597Not Available
Oct 26, 2026$462Not Available
Oct 27, 2026$479Available
Oct 28, 2026$479Available
Oct 29, 2026$479Available
Oct 30, 2026$479Available
Oct 31, 2026$489Not Available
Nov 1, 2026$438Not Available
Nov 2, 2026$438Not Available
Nov 3, 2026$438Not Available
Nov 4, 2026$563Not Available
Nov 5, 2026$698Not Available
Nov 6, 2026$801Not Available
Nov 7, 2026$612Not Available
Nov 8, 2026$537Not Available
Nov 9, 2026$491Not Available
Nov 10, 2026$484Not Available
Nov 11, 2026$486Not Available
Nov 12, 2026$505Not Available
Nov 13, 2026$543Not Available
Nov 14, 2026$595Available
Nov 15, 2026$518Available
Nov 16, 2026$470Available
Nov 17, 2026$465Available
Nov 18, 2026$487Available
Nov 19, 2026$524Available
Nov 20, 2026$525Available
Nov 21, 2026$1395Not Available
Nov 22, 2026$1393Not Available
Nov 23, 2026$961Not Available
Nov 24, 2026$961Not Available
Nov 25, 2026$993Not Available
Nov 26, 2026$989Not Available
Nov 27, 2026$989Not Available
Nov 28, 2026$961Available
Nov 29, 2026$438Available
Nov 30, 2026$438Available
Dec 1, 2026$438Available
Dec 2, 2026$438Available
Dec 3, 2026$438Available
Dec 4, 2026$489Available
Dec 5, 2026$489Available
Dec 6, 2026$438Available
Dec 7, 2026$469Available
Dec 8, 2026$469Available
Dec 9, 2026$469Available
Dec 10, 2026$466Available
Dec 11, 2026$489Available
Dec 12, 2026$489Available
Dec 13, 2026$438Available
Dec 14, 2026$438Available
Dec 15, 2026$438Available
Dec 16, 2026$438Available
Dec 17, 2026$438Available
Dec 18, 2026$489Available
Dec 19, 2026$824Not Available