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Upscale waterfront home, private pool, beautiful views!

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Fridge, microwave, oven, stovetop
A heated pool
TV
Exterior
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102965 sq ft

Popular amenities

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

Explore the area

Map
Anna Maria, FL
  • Anna Maria City Pier
    ‪6 min walk‬
  • Anna Maria Beach
    ‪20 min walk‬
  • Bean Point Beach
    ‪2 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪40 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .With a stay at this Anna Maria vacation home, you'll be steps from Anna Maria Island Museum and Historical Park and Historic Green Village. Anna Maria City Pier and Bay Boulevard Beach are also within half a mile (1 km).
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
  • Anna Maria City Pier - 6 min walk - 0.4 miles
  • Bradenton Beach - 6 min walk - 0.4 miles
  • Anna Maria Beach - 20 min walk - 1.1 miles
  • Bean Point Beach - 2 min drive - 0.7 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 33 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪Rod & Reel Pier - ‬17 min walk
  • ‪Two Scoops - ‬5 min walk
  • ‪Sandbar Seafood & Spirits - ‬8 min walk
  • ‪The Waterfront Restaurant - ‬5 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!

The heart of Anna Maria Island is captured in Paradise on Pine!

Highlights
• Waterfront home with a private dock accommodating up to a 35ft boat
• 10-minute walk to the beach
• Private pool
• Elevator
• Dog friendly
• Tesla Universal Wall Connector, both NACS and J1772 compatible, up to 48 Amps

Paradise on Pine by AMI Locals
410 Pine Ave Anna Maria, FL

Welcome to Paradise on Pine, an inviting waterfront vacation home on Pine Avenue with a private pool and dock! With four bedrooms and three and a half bathrooms, this rental sleeps up to ten guests and has room for pet family members. The open modern living area has stunning water views for guests to enjoy while relaxing on the spacious couches and discussing Anna Maria Island activities. The fully equipped kitchen is a chef’s dream, with stainless steel appliances and ample meal preparation space. Guests can enjoy island-inspired meals and the best Anna Maria Island takeout at the indoor dining table. An outdoor dining table overlooks the canal, and an outdoor area overlooks the pool where you and your guests can enjoy freshly caught seafood on the grill.

The primary bedroom offers a spacious place to relax and watch tv and has private access to the deck, where you can sip your morning coffee. The stunningly updated primary bathroom has everything you could ask for: double vanity, an incredible walk-in shower, and a stand-alone tub. The second bedroom has plenty of room for vacation necessities and a modern ensuite bathroom with a beautiful vanity and a walk-in shower with beautiful tile. Guests in the third bedroom can peacefully fall asleep to the sound of the palm trees. The fourth bedroom is perfect for young travelers or single travelers. The second and third bedrooms share the hallway bathroom with ample counter space and a breathtaking walk-in shower perfect for refreshing.

Enjoy making memories at the gorgeous Gulf of Mexico beaches and Tampa Bay. Your backyard oasis has an inviting pool, a covered patio, and a private dock. Rent or bring your boat, kayak, or paddle board to launch from the dock and paddle through the beautiful Florida bay. Enhance your dream vacation by booking a manatee and dolphin tour, renting bikes, planning a golf trip, enjoying a spa day, or taking a sunset sail to make the most of your Anna Maria Island vacation. Make your beach vacations come true by booking Paradise on Pine!

Room Details
-Primary Bedroom, 3rd floor: King bed, private balcony, and an ensuite bathroom with a walk-in shower, double vanity, and stand-alone tub.
-Second Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower
-Third Bedroom, 3rd floor: King bed and shares hallway bathroom with walk-in shower
-Fourth Bedroom, 3rd floor: Two twins over twin bunk beds and shares hallway bathroom with walk-in shower

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*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

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.

Property manager

AMI Locals

Languages

English

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transportation

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

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Rock climbing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Windsurfing 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
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

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

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

Frequently asked questions

How close is Upscale waterfront home, private pool, beautiful views! to the airport?

This vacation home is 20.1 mi (33-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Upscale waterfront home, private pool, beautiful views! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Upscale waterfront home, private pool, beautiful views! to the beach?

This vacation home is a short 13-minute walk from Bean Point Beach and 5-minute walk from Bay Boulevard Beach. Don't forget your sunscreen!

Does Upscale waterfront home, private pool, beautiful views! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Upscale waterfront home, private pool, beautiful views!?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Upscale waterfront home, private pool, beautiful views!?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is Upscale waterfront home, private pool, beautiful views! to downtown Anna Maria?

This vacation home is 0.1 mi away from Anna Maria.

Upscale waterfront home, private pool, beautiful views! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 31 out of 31 reviews
Rating 8 - Good. 0 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

10/10

Cleanliness

Reviews

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

10/10 Excellent

Jen V.

Liked: Cleanliness

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

Michele M.

Liked: Cleanliness

Love Paradise on Pine!

First time going to Anna Marie Island and it didn’t disappoint! We were family of 9 . Four adults and 5 kids ranging from 12-18. The house was amazing ! Everyone loved the pool and fishing off the dock! The location is perfect! Shops and restaurants are on both sides of the street just steps from the house! The beach is a 4 minute walk down the street! We rented bikes from Lazy Turtle rental 2 minutes away and explored all of the island ! Will definitely love to stay on Anna Marie again and would want to stay at this house!
Stayed 7 nights in Mar 2023

10/10 Excellent

Nicholas M., California Junction, Iowa

Liked: Cleanliness

$ 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

Alana L.

Liked: Cleanliness

Birthday fun

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

10/10 Excellent

Charlie B.

Liked: Cleanliness

Great location

Great location with awesome amenities. Good fishing off of the dock and just a short paddle to the bay. Will definitely stay here again.
Stayed 7 nights in Jun 2022

10/10 Excellent

David G., Washington DC

Liked: Cleanliness

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