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Upscale waterfront home, private pool, beautiful views!

Waterfront holiday home with private pool and kitchen

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Private Pool
Paradise On Pine - Dock
Canal Front Home
Front Exterior with Landscaping
Private Pool Area

Reviews

10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 102965 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Pool
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria Island Museum and Historical Park
    ‪1 min walk‬
  • Place, Anna Maria City Pier
    ‪6 min walk‬
  • Place, Bean Point Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

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
Office
Balcony

About this property

Upscale waterfront home, private pool, beautiful views!

Paradise on Pine by AMI Locals
410 Pine Ave, Anna Maria, Florida
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.

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.

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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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 Coquina 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.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 1 min walk - 0.0 km
  • Historic Green Village - 3 min walk - 0.3 km
  • Island Players - 5 min walk - 0.4 km
  • Anna Maria City Pier - 6 min walk - 0.6 km
  • Bean Point Beach - 15 min walk - 1.3 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬8 min walk
  • ‪The Waterfront Restaurant - ‬6 min walk
  • ‪Ginny's & Jane E's - ‬8 min walk
  • ‪North Shore Cafe - ‬3 min walk

Frequently asked questions

Does Upscale waterfront home, private pool, beautiful views! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Upscale waterfront home, private pool, beautiful views! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Upscale waterfront home, private pool, beautiful views!?

On-site parking is available at the property.

What time is check-in at Upscale waterfront home, private pool, beautiful views!?

Check-in begins at 4:00 PM.

What time is check-out at Upscale waterfront home, private pool, beautiful views!?

Checkout is at 10:00 AM.

Where is Upscale waterfront home, private pool, beautiful views! located?

Situated on the waterfront, this holiday home is within a 15-minute walk of Anna Maria Island Museum and Historical Park and Bean Point Beach. Historic Green Village and Bay Boulevard Beach are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 32 reviews
Rating 8 - Good. 0 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Katherine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Property is a great house and location! Highly recommend. Will return.
Stayed 4 nights in May 2025

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very cute and comfortable

Great house, location, well appointed. We really loved it. The kayaks and paddle boards were really fun. Manatees in the back yard were amazing.
Stayed 4 nights in May 2025

10/10 Excellent

Elizabeth E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Second time to stay here. Always a pleasure

Recommend!! location is fantastic, pool, boat dock, close to everything.
Stayed 4 nights in Apr 2024

10/10 Excellent

Doug C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing getaway

Great property in a location that gives you access to an abundance of restaurants and activities
Stayed 7 nights in Dec 2023

10/10 Excellent

Joann B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise is an understatement!

Incredible home, wonderful location and outstanding amenities! We have a wonderful time and made excellent use of the kayaks, the pool, the beaches in close proximity and the beautiful, luxurious home! Thank you so much!
Stayed 4 nights in Apr 2025

10/10 Excellent

Mark D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

This is an amazing house…. The best location, lovely interior, well looked after, well equipped, great pool area too.
Stayed 8 nights in Nov 2024

10/10 Excellent

Melaney D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

This property was amazing. It was beautiful, had plenty of parking, clean, the view great, and the pool was perfect. Highly recommend staying here!
Stayed 1 night in May 2020

10/10 Excellent

Kim R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Beautiful property, great location. Look forward to renting again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Jen V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anna Maria Getaway

We had an excellent and relaxing time on the island. The house was great and plenty of privacy and space for the 2 of us! We will definitely stay here again on our next trip to Anna Maria!
Stayed 4 nights in Apr 2023

10/10 Excellent

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highly recommend Paradise in Pine!

Great house, accommodated 9 of us without worry of having enough space. Location is perfect, walking distance to restaurants, and other businesses. Will return to this house next vacation!!
Stayed 5 nights in Jul 2020

10/10 Excellent

D Martin P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

One of our BEST yet!

This home on the water was perfect for us! Beautiful home, beautiful pool, beautiful view, ready access to all the places we visit on the north end of the island, where we prefer to stay. We had an absolutely wonderful time.
Stayed 12 nights in Sep 2023

10/10 Excellent

Alana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday fun

Easy to rent property Loved the canal Nice place
Stayed 4 nights in Sep 2022

10/10 Excellent

amanda w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Trip of a Lifetime

This place was just a described and was absolutely beautiful. Loved the location to all the local shops and yet in the back you had the privacy and relaxation of the pool and the canal. We will definitely be back:)
Stayed 4 nights in May 2023

10/10 Excellent

Sharon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

My Birthday

Location was perfect for walking to shops and restaurants. You can see sunrises and sunsets, it was great! King size comfy beds for all adults! Would definitely recommend this home.
Stayed 3 nights in Oct 2023

10/10 Excellent

Sarah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

My family and I had a wonderful stay at this beautiful house which is located right in the hustle bustle of Pine St. If you like walking across the street for a treat, drink or to pick up food, and easily walking to tons of shopping, you'll love this amazing house. I know we did!
Stayed 7 nights in Mar 2024

10/10 Excellent

Julia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent accommodations

Beautiful home with many amenities. House had life jackets, paddle boards, kayaks, beach chairs and beach towels. Enjoyed the pool and fished/crabbed right off the dock on the canal. Very clean home and looked just like what you see online. The only downside was we wish we could have stayed longer!
Stayed 6 nights in Sep 2024

10/10 Excellent

Laurene G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Family Vacation

We had a great stay with our kids and grandma and aunts and uncles. Walking distance to everything which was ideal for having guests of varying ages. Plenty of space in the very clean house. Very large master bedroom with space for my husband and I and two small children. Would love to come back!
Stayed 5 nights in Mar 2024

10/10 Excellent

David G., Washington DC

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location and home

We had a wonderful time In this great home It’s conveniently located close to beach and fishing and ice cream. And restaurants. The house is nicely decorated with a nice kitchen. Good for families. Very comfortable. We look forward to returning.
Stayed 4 nights in Nov 2021

10/10 Excellent

Roxanne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI Review

It was better than expected.
Stayed 4 nights in Aug 2024

10/10 Excellent

ronald c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot

The house had everything you could need and was very roomy and put together very well if i could make one suggestion but not a bad one is to down size the plates and cooking items to open up some room for groceries in the cabinets we will definitely be back thanks for a great family vacation at your home
Stayed 7 nights in Jul 2023

10/10 Excellent

Nicholas M., California Junction, Iowa

Liked: Cleanliness, check-in, communication, location, listing accuracy

$ well spent

Great location with short walk to beach and pier. Plenty of room for 4 Adults & 5 children in our group. Pool was small but wonderful . Trolly was easy to use and convenient. Would definitely repeat this trip.
Stayed 5 nights in Jan 2023

10/10 Excellent

Matthew Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible Stay!

This property was absolutely amazing! Very clean and spacious and in a perfect AMI location on Pine Avenue. The weather was cooler but the pool was very warm. Our family caught dozens of different fish species off of the doc. The AMI Locals management team was absolutely excellent to deal with prior to and during our stay. Highly recommend this place for anyone with a larger group!
Stayed 4 nights in Dec 2023

10/10 Excellent

Matt R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Family Week

This property was beautiful and well laid out for our needs. It was located in the perfect spot for what we wanted. The dock and pool being so close let the guys enjoy fishing while being able to watch the kids enjoy the heated pool! The use of the elevator was a huge bonus for my dad since he has trouble with all the stairs. We will definitely be back! Thank you so much!
Stayed 7 nights in Dec 2024

10/10 Excellent

Elizabeth E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect property and location

right in the middle of everything in the City of AM. You can walk to everything or rent a golf cart and drive. great dock where you can fish, relax, or put in a kayak. Close to the beach and close to the big fishing pier. Property had an elevator which was convenient for loading and unloading luggage and groceries. I plan to stay here again.
Stayed 4 nights in Dec 2023

10/10 Excellent

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI Stay on Pine

Excellent location. Some construction across the street woke everyone up early but it worked out for the better. House is immaculate. Dock in the back helped with our boat rental. would stay gain.
Stayed 4 nights in Aug 2020

About the host

Hosted by AMI Locals

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Languages:

English

Premier Host

They consistently provide great experiences for their guests