Entire home
Upscale waterfront home, private pool, beautiful views!
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms3+ bathroomsSleeps 102965 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Single Bunk Beds
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Half Bath 1
Spaces
Deck or patio
Kitchen
Balcony
About this property
Upscale waterfront home, private pool, beautiful views!
Paradise on Pine by AMI Locals
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Anna Maria
Located in Anna Maria, this holiday home is on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Anna Maria, FL
What's nearby
- Anna Maria Island Museum and Historical Park - 1 min walk - 0.0 km
- Island Players - 5 min walk - 0.4 km
- Anna Maria City Pier - 6 min walk - 0.6 km
- Bayfront Park - 6 min walk - 0.6 km
- Bean Point Beach - 15 min walk - 1.3 km
Getting around
Restaurants
- The Ugly Grouper - 6 min drive
- Anna Maria Island Beach Cafe - 9 min drive
- The Sandbar Restaurant - 8 min walk
- The Waterfront Restaurant - 6 min walk
- Ginny's & Jane E's - 8 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
4 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Dec 2025
10/10 Excellent
Katherine S.
27 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Katherine S.
Stayed 4 nights in May 2025
10/10 Excellent
Elizabeth E.
3 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time to stay here. Always a pleasure
Elizabeth E.
Stayed 4 nights in Apr 2024
10/10 Excellent
Doug C.
29 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing getaway
Doug C.
Stayed 7 nights in Dec 2023
10/10 Excellent
Jennifer H.
13 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cute and comfortable
Jennifer H.
Stayed 4 nights in May 2025
10/10 Excellent
Melaney D.
1 Jun, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home
Melaney D.
Stayed 1 night in May 2020
10/10 Excellent
Kim R.
17 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Kim R.
Stayed 7 nights in Mar 2024
10/10 Excellent
Jen V.
15 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anna Maria Getaway
Jen V.
Stayed 4 nights in Apr 2023
10/10 Excellent
Mark D.
2 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Mark D.
Stayed 8 nights in Nov 2024
10/10 Excellent
Robert M.
25 Jul, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend Paradise in Pine!
Robert M.
Stayed 5 nights in Jul 2020
10/10 Excellent
Joann B.
27 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise is an understatement!
Joann B.
Stayed 4 nights in Apr 2025
10/10 Excellent
Alana L.
6 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday fun
Alana L.
Stayed 4 nights in Sep 2022
10/10 Excellent
D Martin P.
12 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
One of our BEST yet!
D Martin P.
Stayed 12 nights in Sep 2023
10/10 Excellent
amanda w.
30 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Trip of a Lifetime
amanda w.
Stayed 4 nights in May 2023
10/10 Excellent
Sharon S.
8 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
My Birthday
Sharon S.
Stayed 3 nights in Oct 2023
10/10 Excellent
Sarah D.
1 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Location
Sarah D.
Stayed 7 nights in Mar 2024
10/10 Excellent
David G.
27 Nov, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location and home
David G.
Stayed 4 nights in Nov 2021
10/10 Excellent
Laurene G.
26 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Family Vacation
Laurene G.
Stayed 5 nights in Mar 2024
10/10 Excellent
ronald c.
6 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot
ronald c.
Stayed 7 nights in Jul 2023
10/10 Excellent
Nicholas M.
11 Jan, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
$ well spent
Nicholas M.
Stayed 5 nights in Jan 2023
10/10 Excellent
Julia H.
15 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent accommodations
Julia H.
Stayed 6 nights in Sep 2024
10/10 Excellent
Matthew Z.
21 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible Stay!
Matthew Z.
Stayed 4 nights in Dec 2023
10/10 Excellent
Roxanne S.
5 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
AMI Review
Roxanne S.
Stayed 4 nights in Aug 2024
10/10 Excellent
Elizabeth E.
8 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect property and location
Elizabeth E.
Stayed 4 nights in Dec 2023
10/10 Excellent
Matt R.
14 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Family Week
Matt R.
Stayed 7 nights in Dec 2024
About the host
Hosted by AMI Locals
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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