4 bedrooms
•
5 beds
•
3.5 bathrooms
•
10 guests
•
New
•
2965 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
Be the first to review this place.
Anna Maria, FL 34216, US
Anna Maria, FL, US50% refund up to 30 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Sep 20, 2026 | $438 | Not Available |
| Sep 21, 2026 | $438 | Not Available |
| Sep 22, 2026 | $438 | Not Available |
| Sep 23, 2026 | $438 | Not Available |
| Sep 24, 2026 | $438 | Not Available |
| Sep 25, 2026 | $438 | Not Available |
| Sep 26, 2026 | $515 | Not Available |
| Sep 27, 2026 | $453 | Available |
| Sep 28, 2026 | $453 | Available |
| Sep 29, 2026 | $453 | Available |
| Sep 30, 2026 | $453 | Available |
| Oct 1, 2026 | $453 | Available |
| Oct 2, 2026 | $438 | Not Available |
| Oct 3, 2026 | $467 | Not Available |
| Oct 4, 2026 | $438 | Not Available |
| Oct 5, 2026 | $489 | Not Available |
| Oct 6, 2026 | $489 | Not Available |
| Oct 7, 2026 | $438 | Not Available |
| Oct 8, 2026 | $459 | Not Available |
| Oct 9, 2026 | $541 | Available |
| Oct 10, 2026 | $567 | Available |
| Oct 11, 2026 | $530 | Not Available |
| Oct 12, 2026 | $512 | Not Available |
| Oct 13, 2026 | $500 | Not Available |
| Oct 14, 2026 | $508 | Not Available |
| Oct 15, 2026 | $553 | Not Available |
| Oct 16, 2026 | $597 | Available |
| Oct 17, 2026 | $567 | Available |
| Oct 18, 2026 | $438 | Available |
| Oct 19, 2026 | $438 | Available |
| Oct 20, 2026 | $438 | Available |
| Oct 21, 2026 | $572 | Not Available |
| Oct 22, 2026 | $608 | Not Available |
| Oct 23, 2026 | $671 | Not Available |
| Oct 24, 2026 | $662 | Not Available |
| Oct 25, 2026 | $597 | Not Available |
| Oct 26, 2026 | $462 | Not Available |
| Oct 27, 2026 | $479 | Available |
| Oct 28, 2026 | $479 | Available |
| Oct 29, 2026 | $479 | Available |
| Oct 30, 2026 | $479 | Available |
| Oct 31, 2026 | $489 | Not Available |
| Nov 1, 2026 | $438 | Not Available |
| Nov 2, 2026 | $438 | Not Available |
| Nov 3, 2026 | $438 | Not Available |
| Nov 4, 2026 | $563 | Not Available |
| Nov 5, 2026 | $698 | Not Available |
| Nov 6, 2026 | $801 | Not Available |
| Nov 7, 2026 | $612 | Not Available |
| Nov 8, 2026 | $537 | Not Available |
| Nov 9, 2026 | $491 | Not Available |
| Nov 10, 2026 | $484 | Not Available |
| Nov 11, 2026 | $486 | Not Available |
| Nov 12, 2026 | $505 | Not Available |
| Nov 13, 2026 | $543 | Not Available |
| Nov 14, 2026 | $595 | Available |
| Nov 15, 2026 | $518 | Available |
| Nov 16, 2026 | $470 | Available |
| Nov 17, 2026 | $465 | Available |
| Nov 18, 2026 | $487 | Available |
| Nov 19, 2026 | $524 | Available |
| Nov 20, 2026 | $525 | Available |
| Nov 21, 2026 | $1395 | Not Available |
| Nov 22, 2026 | $1393 | Not Available |
| Nov 23, 2026 | $961 | Not Available |
| Nov 24, 2026 | $961 | Not Available |
| Nov 25, 2026 | $993 | Not Available |
| Nov 26, 2026 | $989 | Not Available |
| Nov 27, 2026 | $989 | Not Available |
| Nov 28, 2026 | $961 | Available |
| Nov 29, 2026 | $438 | Available |
| Nov 30, 2026 | $438 | Available |
| Dec 1, 2026 | $438 | Available |
| Dec 2, 2026 | $438 | Available |
| Dec 3, 2026 | $438 | Available |
| Dec 4, 2026 | $489 | Available |
| Dec 5, 2026 | $489 | Available |
| Dec 6, 2026 | $438 | Available |
| Dec 7, 2026 | $469 | Available |
| Dec 8, 2026 | $469 | Available |
| Dec 9, 2026 | $469 | Available |
| Dec 10, 2026 | $466 | Available |
| Dec 11, 2026 | $489 | Available |
| Dec 12, 2026 | $489 | Available |
| Dec 13, 2026 | $438 | Available |
| Dec 14, 2026 | $438 | Available |
| Dec 15, 2026 | $438 | Available |
| Dec 16, 2026 | $438 | Available |
| Dec 17, 2026 | $438 | Available |
| Dec 18, 2026 | $489 | Available |
| Dec 19, 2026 | $824 | Not Available |