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Upscale waterfront home, private pool, beautiful views!

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

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, Anna Maria City Pier
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Room options

About the neighborhood

Anna Maria

This vacation home places you within a 15-minute stroll of popular sights such as Bradenton Beach and Bean Point Beach. The vacation home includes a private pool, a kitchen, and a balcony.
View more Vacation Homes in Anna MariaOpens in a new window

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!

-
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.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

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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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

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

Frequently asked questions

What's there to see near this vacation home?

This vacation home is located in Anna Maria, a short 8-minute walk from Bradenton Beach and also 15 minutes on foot from Bean Point Beach. You'll also find Anna Maria Beach and Anna Maria Island Museum and Historical Park less than a mile away.

Will I be able to park at Upscale waterfront home, private pool, beautiful views!?

Yes, there is an electric car charging station available.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What will couples enjoy most about a stay at Upscale waterfront home, private pool, beautiful views!?

Amenities that appeal to couples at this waterfront vacation home include a private pool, a smart TV, and a kitchen.

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

No, but this vacation home does have a heated pool.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Does Upscale waterfront home, private pool, beautiful views! have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 19.6 mi away (47 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17.3 mi away.

Can I book a room with a balcony at Upscale waterfront home, private pool, beautiful views!?

Yes, every house at Upscale waterfront home, private pool, beautiful views! comes with a balcony and some offer water views.

Upscale waterfront home, private pool, beautiful views! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Lana S.

Liked: Cleanliness
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

10/10 Excellent

Laura A.

Liked: Cleanliness
Beautiful home & great location!
Stayed 3 nights in Feb 2026

10/10 Excellent

Janet S.

Liked: Cleanliness
Everything you could ever think of needing is provided. We absolutely loved staying here. This house is located in one of the best spots on Pine Ave. We walked to both ends of the street and enjoyed eating at the Waterfront (my favorite was the micro green salad and gluten free bun - ordered twice), at the other end is delicious Sandbar (blackened grouper was excellent). We shopped and ate all along Pine Ave. Good thing the post office was on Pine. I shipped all kinds of apparel back home. It is the best location. Check out Gulf Drive for restaurants as well. Being on the canal was awesome and the beach on both sides is right there. Now let me tell you about this gorgeous house. Luxurious is the best way to describe it; the most comfortable master suite I have ever rented, two bay garage, kayakes, bikes, beach towels, games, etc. The kitchen is COMPLETELY supplied with anything you could want. Absolutely wonderful. We’ll be back.
Stayed 5 nights in Jan 2026

10/10 Excellent

Ellen J.

Liked: Cleanliness
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

10/10 Excellent

Anthony B., Cinnaminson

Stayed 3 nights in Nov 2025

10/10 Excellent

Katherine S.

Liked: Cleanliness

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

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

Joann B.

Liked: Cleanliness

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

Matt R.

Liked: Cleanliness

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

Mark D.

Liked: Cleanliness

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

Julia H.

Liked: Cleanliness

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

Roxanne S.

Liked: Cleanliness

AMI Review

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

10/10 Excellent

Zachary S.

Liked: Cleanliness

Overall good spot with some amenities

Overall the property was very clean and the location is convenient to pine and gulf ave. Arrived right after hurricane Debby so there was a delay in getting the pool cleaned but it did eventually happen. Kayaks and paddle boards were a nice add in. It would be nice if there were some reels for the fishing rods but we rented some down the street to use in the canal out back. Rooms are very large and beds are comfortable. Plenty of games and kitchen utensils available. It would be nice if a golf cart were included. We enjoyed our stay overall and had plenty of space for two families of four.
Stayed 5 nights in Aug 2024

10/10 Excellent

Elizabeth E.

Liked: Cleanliness

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

Sarah D.

Liked: Cleanliness

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

Laurene G.

Liked: Cleanliness

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

Kim R.

Liked: Cleanliness

Wonderful

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

10/10 Excellent

Doug C.

Liked: Cleanliness

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

Matthew Z.

Liked: Cleanliness

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

Elizabeth E.

Liked: Cleanliness

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

D Martin P., Walland, United States

Liked: Cleanliness

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

Sharon S.

Liked: Cleanliness

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

Susan F.

Liked: Cleanliness

2023 End Of Summer Family Gathering

We had a wonderful week at "Paradise on Pine"! We brought our 22 ft fishing boat, the dock was perfect for our needs. The pool was great, the children were never bored. The bunk room with TV was perfect for the hot afternoons rest time. The kitchen is well equipped for all our needs. There were 6 adults and children, we were never in each other's way. Plenty of quiet space to escape to. We had the most amazing sunsets!! Having a golf cart was very helpful with the group size we had. Being so close to town and the beach was fantastic. Beach accessories were much appreciated. Thank you for sharing your beautiful home! Highly recommend the beautiful home!
Stayed 7 nights in Aug 2023

10/10 Excellent

ronald c.

Liked: Cleanliness

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

amanda w.

Liked: Cleanliness

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

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