Entire home

Upscale waterfront home, private pool, beautiful views!

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A heated pool
Fridge, microwave, oven, stovetop
Outdoor dining
Interior
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102965 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

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

Room options

Similar properties

About the neighborhood

Anna Maria

When you stay at this vacation home in Anna Maria, you'll be on the waterfront, within a 15-minute walk of Bradenton Beach and Bean Point Beach. .This vacation home is 0.9 mi (1.5 km) from Anna Maria Beach and 7 mi (11.2 km) from Coquina Beach.

What's nearby

  • Anna Maria Island Museum and Historical Park - 1 min walk - 0.0 miles
  • Island Players - 5 min walk - 0.3 miles
  • Bradenton Beach - 6 min walk - 0.4 miles
  • Anna Maria City Pier - 8 min walk - 0.4 miles
  • Bean Point Beach - 17 min walk - 0.9 miles

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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!

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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.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
This smoke-free vacation home features books, games, and ecotours nearby. Amenities and recreational activities include table tennis, snorkeling nearby, and surfing/body boarding nearby.
Featured amenities include laundry facilities and an elevator.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Unit size: 2,965 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
Water Front Luxury Home Pool Views for Days! On Pine Avenue!
171

Upscale waterfront home, private pool, beautiful views! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 39 out of 39 reviews
Rating 8 - Good. 0 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Laura A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home & great location!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Lana S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was exactly as it was described and photographed. The location is a perfect mix of shops, restaurants, sunrise and sunsets. All questions and requests were answered quickly with great communication.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Ellen J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at Paradise on Pine immensely! The house was beautiful and in the most perfect location. Felt private with the canal in the backyard but also right in the middle of quaint Pine Avenue where there are the most amazing shops and restaurants. Also, the owners included NYE decorations and had other details that really made it feel so special! Thank you AMI Locals for a wonderful week!
Stayed 5 nights in Dec 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

David G.

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
Verified

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
Verified

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
Verified

10/10 Excellent

Nicholas M.

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
Verified

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
Verified

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
Verified

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