$0
for 3 nights

Home in Anna Maria, FL

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
• 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

  • Gym
  • Kayaks
  • Coffee maker
  • Dishes
  • Fire extinguisher
  • Bath linens
  • Hair dryer
  • Heating
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Smoke detector
  • Stove
  • Ocean view
  • TV
  • Wifi
  • Air conditioning
  • Carbon monoxide detector
  • BBQ Area
  • Dishwasher
  • Dryer
  • Ironing board
  • Patio
  • Toaster
  • Washer
  • Balcony
  • Heated pool
  • Outdoor pool
  • Garden
  • Garage
  • Free parking
  • Bathtub
  • Elevator
  • 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

Restaurants

Wicked Cantina Bradenton Beach

Wicked Cantina Bradenton Beach serves Austin-style Tex-Mex and American favorites in a lively, family-friendly setting with Gulf views, margaritas, and daily live music. It’s a relaxed island spot known for its festive vibe and fresh, flavorful bites.

Compass Hotel Anna Maria Sound by Margaritaville

Compass Hotel Anna Maria Sound by Margaritaville offers a relaxed coastal dining experience with fresh flavors and a breezy island-inspired vibe. Its casual, welcoming atmosphere makes it a fitting stop for guests seeking a laid-back meal near the water.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits serves fresh seafood in a relaxed, beachy setting with stunning waterfront views. It’s a lively spot for casual dining, sunset drinks, and classic Old Florida charm.

Beach House Waterfront Restaurant

Beach House Waterfront Restaurant serves fresh, coastal-inspired cuisine in a relaxed waterfront setting. With scenic views and an inviting atmosphere, it’s a great spot for laid-back meals by the water.

The Waterfront Restaurant

The Waterfront Restaurant offers warmly elegant dining with panoramic views of Lake Michigan. Its relaxed, sophisticated atmosphere makes it a beautiful spot for a memorable dinner.

The Ugly Grouper

The Ugly Grouper is a laid-back Anna Maria Island spot known for fresh seafood, grouper sandwiches, and outdoor dining with live music. Its casual, family-friendly atmosphere makes it a fun place to relax and eat.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe serves casual coastal fare with breakfast, lunch, and dinner favorites, including its famous all-you-can-eat pancakes. Set on the Gulf with a laid-back beachfront vibe, it’s a relaxed spot for seaside dining and live entertainment.

The Porch Restaurant Anna Maria

The Porch Restaurant in Anna Maria serves fresh, from-scratch American and coastal-inspired dishes in a charming, house-like setting. Its cozy porch and relaxed atmosphere make it a welcoming spot for an easygoing meal.

Ginny's & Jane E's Cafe and Gift Store

A charming café and gift shop serving hearty breakfast, fresh-baked cinnamon rolls, and specialty coffee in a fun, eclectic setting. It’s a laid-back local favorite with plenty of coastal character.

Attractions

Robinson Preserve

Robinson Preserve offers a peaceful escape with scenic trails, wildlife, and sweeping coastal views. It’s ideal for hikers, bikers, birdwatchers, and anyone who loves exploring nature at an easy, relaxing pace.

Fort De Soto Dog Park / Beach

Fort De Soto Dog Park / Beach is a dog-friendly waterfront escape where pups can run, swim, and play off-leash in the sand and surf. It’s perfect for dog lovers who want a relaxed beach day with scenic views and plenty of room for energetic pets.

De Soto National Memorial

De Soto National Memorial blends waterfront trails, birds, and living history where Hernando de Soto’s 1539 landing is interpreted. It’s a great stop for history buffs, nature lovers, and families looking for a scenic, educational outing.

Palma Sola Botanical Park

Palm Sola Botanical Park is a peaceful retreat where lush tropical gardens, winding paths, and colorful blooms create an easy escape for nature lovers, photographers, and anyone who enjoys a quiet outdoor stroll.

Anna Maria Island

Anna Maria Island offers a laid-back slice of Old Florida, with soft white beaches, clear Gulf waters, and charming island scenery. It’s perfect for beach lovers, families, and anyone who wants a relaxed coastal escape.

Manatee Public Beach

A laid-back Gulf Coast beach with soft sand, calm waters, and a lively boardwalk vibe, Manatee Public Beach is perfect for families, swimmers, and anyone who loves easygoing seaside fun.

Coquina Beach

Coquina Beach is a laid-back stretch of soft sand and calm Gulf water, perfect for anyone who loves swimming, shelling, or a relaxed day by the shore. Its natural beauty and easygoing vibe make it especially appealing for families and beachgoers looking to unwind.

Anna Maria Island Beach

Anna Maria Island Beach is a laid-back Gulf Coast escape with soft white sand, calm water, and postcard-worthy sunsets. It’s perfect for beach lovers, families, and anyone looking to relax, swim, or stroll the shoreline.

Bean Point Beach Access

Bean Point Beach Access is a peaceful stretch of sugar-white sand and clear Gulf water, perfect for sunrise walks, shelling, and quiet escapes. It’s especially great for anyone who loves uncrowded beaches and natural coastal beauty.

Things to know

Cancellation policy

Free cancellation up to 14 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
Jul 16, 2026$577Not Available
Jul 17, 2026$687Not Available
Jul 18, 2026$779Not Available
Jul 19, 2026$631Not Available
Jul 20, 2026$619Not Available
Jul 21, 2026$608Not Available
Jul 22, 2026$655Not Available
Jul 23, 2026$762Not Available
Jul 24, 2026$820Not Available
Jul 25, 2026$963Not Available
Jul 26, 2026$825Not Available
Jul 27, 2026$794Not Available
Jul 28, 2026$814Not Available
Jul 29, 2026$815Not Available
Jul 30, 2026$943Not Available
Jul 31, 2026$972Not Available
Aug 1, 2026$981Not Available
Aug 2, 2026$796Not Available
Aug 3, 2026$765Not Available
Aug 4, 2026$767Not Available
Aug 5, 2026$745Not Available
Aug 6, 2026$774Not Available
Aug 7, 2026$906Not Available
Aug 8, 2026$762Not Available
Aug 9, 2026$597Not Available
Aug 10, 2026$540Not Available
Aug 11, 2026$504Not Available
Aug 12, 2026$495Not Available
Aug 13, 2026$501Not Available
Aug 14, 2026$644Not Available
Aug 15, 2026$620Available
Aug 16, 2026$543Available
Aug 17, 2026$493Not Available
Aug 18, 2026$477Not Available
Aug 19, 2026$524Not Available
Aug 20, 2026$536Not Available
Aug 21, 2026$588Not Available
Aug 22, 2026$589Not Available
Aug 23, 2026$525Not Available
Aug 24, 2026$510Available
Aug 25, 2026$510Available
Aug 26, 2026$537Not Available
Aug 27, 2026$580Not Available
Aug 28, 2026$599Not Available
Aug 29, 2026$589Not Available
Aug 30, 2026$576Available
Aug 31, 2026$489Available
Sep 1, 2026$489Available
Sep 2, 2026$489Available
Sep 3, 2026$529Not Available
Sep 4, 2026$604Not Available
Sep 5, 2026$641Not Available
Sep 6, 2026$590Not Available
Sep 7, 2026$440Available
Sep 8, 2026$438Not Available
Sep 9, 2026$438Not Available
Sep 10, 2026$438Not Available
Sep 11, 2026$503Not Available
Sep 12, 2026$509Available
Sep 13, 2026$438Available
Sep 14, 2026$438Available
Sep 15, 2026$438Available
Sep 16, 2026$438Available
Sep 17, 2026$438Available
Sep 18, 2026$515Available
Sep 19, 2026$515Available
Sep 20, 2026$465Available
Sep 21, 2026$461Available
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Sep 24, 2026$467Available
Sep 25, 2026$511Available
Sep 26, 2026$515Available
Sep 27, 2026$438Available
Sep 28, 2026$438Available
Sep 29, 2026$438Available
Sep 30, 2026$438Available
Oct 1, 2026$505Available
Oct 2, 2026$595Available
Oct 3, 2026$631Available
Oct 4, 2026$543Available
Oct 5, 2026$489Available
Oct 6, 2026$489Available
Oct 7, 2026$618Available
Oct 8, 2026$618Available
Oct 9, 2026$691Available
Oct 10, 2026$708Available
Oct 11, 2026$546Available
Oct 12, 2026$540Available
Oct 13, 2026$525Available
Oct 14, 2026$533Available