Anna Maria, FL

Paradise on Pine

4 bedrooms5 beds3.5 baths10 guestsNew

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!

-
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.

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!

-
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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 17, 2026$700.40Not Available2
Jul 18, 2026$804.43Not Available5
Jul 19, 2026$646.84Not Available5
Jul 20, 2026$625.21Not Available5
Jul 21, 2026$612.85Not Available5
Jul 22, 2026$660.23Not Available5
Jul 23, 2026$691.13Not Available5
Jul 24, 2026$781.77Not Available5
Jul 25, 2026$963.05Not Available5
Jul 26, 2026$831.21Not Available5
Jul 27, 2026$803.40Not Available5
Jul 28, 2026$790.01Not Available5
Jul 29, 2026$791.04Not Available5
Jul 30, 2026$816.79Not Available5
Jul 31, 2026$922.88Not Available5
Aug 1, 2026$979.53Not Available7
Aug 2, 2026$796.19Not Available7
Aug 3, 2026$765.29Not Available7
Aug 4, 2026$767.35Not Available7
Aug 5, 2026$743.66Not Available7
Aug 6, 2026$771.47Not Available7
Aug 7, 2026$905.37Not Available7
Aug 8, 2026$762.20Not Available4
Aug 9, 2026$595.34Not Available4
Aug 10, 2026$538.69Not Available4
Aug 11, 2026$499.55Not Available4
Aug 12, 2026$491.31Not Available4
Aug 13, 2026$499.55Not Available4
Aug 14, 2026$667.44Not Available4
Aug 15, 2026$620.06Available2
Aug 16, 2026$488.22Available2
Aug 17, 2026$491.31Not Available4
Aug 18, 2026$479.98Not Available4
Aug 19, 2026$524.27Not Available4
Aug 20, 2026$535.60Not Available4
Aug 21, 2026$588.13Not Available4
Aug 22, 2026$587.10Not Available4
Aug 23, 2026$523.24Not Available4
Aug 24, 2026$509.85Available2
Aug 25, 2026$509.85Available2
Aug 26, 2026$536.63Not Available4
Aug 27, 2026$579.89Not Available4
Aug 28, 2026$599.46Not Available4
Aug 29, 2026$589.16Not Available4
Aug 30, 2026$563.41Available2
Aug 31, 2026$489.25Available2
Sep 1, 2026$489.25Available2
Sep 2, 2026$489.25Available2
Sep 3, 2026$527.36Not Available4
Sep 4, 2026$590.19Not Available4
Sep 5, 2026$626.24Not Available4
Sep 6, 2026$584.01Not Available4
Sep 7, 2026$437.75Available4
Sep 8, 2026$437.75Not Available4
Sep 9, 2026$437.75Not Available4
Sep 10, 2026$437.75Not Available4
Sep 11, 2026$502.64Not Available4
Sep 12, 2026$509.85Available4
Sep 13, 2026$437.75Available4
Sep 14, 2026$437.75Available4
Sep 15, 2026$437.75Available4
Sep 16, 2026$437.75Available4
Sep 17, 2026$437.75Available4
Sep 18, 2026$515Available4
Sep 19, 2026$516.03Available4
Sep 20, 2026$464.53Available4
Sep 21, 2026$461.44Available4
Sep 22, 2026$459.38Available4
Sep 23, 2026$461.44Available4
Sep 24, 2026$466.59Available4
Sep 25, 2026$510.88Available4
Sep 26, 2026$515Available4
Sep 27, 2026$437.75Available4
Sep 28, 2026$437.75Available4
Sep 29, 2026$437.75Available4
Sep 30, 2026$437.75Available4
Oct 1, 2026$504.70Available4
Oct 2, 2026$595.34Available4
Oct 3, 2026$631.39Available4
Oct 4, 2026$542.81Available4
Oct 5, 2026$489.25Available4
Oct 6, 2026$489.25Available4
Oct 7, 2026$618Available4
Oct 8, 2026$618Available4
Oct 9, 2026$691.13Available4
Oct 10, 2026$707.61Available4
Oct 11, 2026$548.99Available4
Oct 12, 2026$541.78Available4
Oct 13, 2026$535.60Available4
Oct 14, 2026$539.72Available4
Oct 15, 2026$565.47Available4

Amenities

Ocean view
Pool outdoor
BBQ Area
Patio
Balcony
Elevator
Coffee maker
Dishes

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Where you'll be

Anna Maria, FL, 34216, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 10 guests.