Entire home

Upscale waterfront home, private pool, beautiful views!

Photo gallery for Upscale waterfront home, private pool, beautiful views!

A swimming pool with a curved edge, surrounded by a brick patio and palm trees.
A wooden dock extending into a green body of water, surrounded by lush greenery and trees.
A covered outdoor area with a pool, chairs, and tables.
A two-story house with a front porch, a garage, and a well-maintained lawn.
A poolside area with a pool, outdoor furniture, and a balcony.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Ping pong on-site
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Bean Point Beach

Popular amenities

  • Balcony
  • Private pool
  • Outdoor barbecue
  • Air-conditioning
  • Electric vehicle charging point
  • Pet-friendly

Explore the area

View 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.)
    ‪41 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
Balcony

Add dates for prices

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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 Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
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Map
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
  • Bradenton Beach - 6 min walk - 0.6 km
  • Anna Maria City Pier - 8 min walk - 0.7 km
  • Bean Point Beach - 17 min walk - 1.5 km

Getting around

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

Restaurants

  • ‪The Sandbar Restaurant - ‬8 min walk
  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪Ginny's & Jane E's - ‬8 min walk
  • ‪The Waterfront Restaurant - ‬6 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.

How much does it cost to stay at Upscale waterfront home, private pool, beautiful views!?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at Upscale waterfront home, private pool, beautiful views! on 10 January 2027 start from NZ$6,898, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 10-minute walk of Anna Maria Island Museum and Historical Park and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 45 out of 46 reviews
Rating 8 - Good. 1 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home for a big group. We had such a great time, enjoying Pine avenue, close to the beach and great neighborhood for walking our dog. Can't wait to go back!
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! The location was great and the house was clean and comfortable. It came with so many extra amenities such as kayaks, fishing poles, life jackets, kids pool toys, beach chairs/wagons that made our stay even more enjoyable. We would definitely stay here again!
Stayed 7 nights in Aug 2026
Response from VrboOwner on 4 September 2026
Having all those extras ready to go can make an island getaway so much easier, Kristin! We’re glad Paradise on Pine by AMI Locals gave your family a comfortable, clean home base and plenty of ways to enjoy the beach and water. From the kayaks and fishing gear to the beach wagon and kids’ pool toys, it sounds like you were well set up for some fun. We’d love to welcome you back to Paradise on Pine for another AMI adventure!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place all the way around! Great area of the island and short walk to beautiful beach! Loved the stay and would stay again! Only hope is that they fix the locks on bedrooms and bathrooms upstairs for other guests...none worked. The dryer also destroyed some bathing suits and shirts...all polyester. With those fixed it is a 5!
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location. Beautiful, spacious, and adequately stocked. Very homey.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 17 July 2026
There's something special about finding a place that feels like home while you're away, and we're so glad Paradise on Pine by AMI Locals was just that for you, Cameo. It's wonderful to hear you enjoyed the beautiful, spacious accommodations and found everything you needed for a comfortable stay. We'd love to welcome you back to Paradise on Pine for another relaxing island getaway.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the property. It had it all—the canal, the pool, and all within walking distance of shops and beach.
Stayed 12 nights in Apr 2026
Response from VrboOwner on 12 May 2026
That’s the kind of island setup that’s hard to beat, Kate! Paradise on Pine by AMI Locals really gives you the best of everything—canal views, pool time, and easy walks to the beach, shops, and restaurants. Sounds like you got to enjoy the full AMI experience. Come back anytime for more laid-back island days!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home & great location!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 16 February 2026
Thank you so much, Laura! We’re thrilled you loved Paradise on Pine by AMI Locals—that beautiful home paired with such an unbeatable location really is the best of island living. We’d love to have you back for more sunshine, strolls on Pine, and fun anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was excellent. Walked to the beach and plenty of shops and restaurants within walking distance as well.Pool used constantly by our grandkids and some adults.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 8 May 2026
Paradise on Pine by AMI Locals really puts you right in the middle of the island fun, Al! Easy walks to the beach, shops, and restaurants make everything feel relaxed and convenient. And it sounds like the pool was a big hit with the grandkids. Glad you all had such a great time together. Come back anytime for more family beach days on AMI!
Verified review

10/10 Excellent

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
Response from VrboOwner on 12 March 2026
So glad it lived up to what you saw online, Lana! Paradise on Pine by is really in one of those sweet island spots—easy walks to shops and restaurants, plus those beautiful sunrise and sunset moments nearby. Happy to hear our AMI Locals team kept communication quick and easy along the way. Thanks for staying with us—we’d love to welcome you back anytime!
Verified review

10/10 Excellent

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
Response from VrboOwner on 6 January 2026
Thank you, Ellen, for your wonderful review about your stay at Paradise on Pine! It’s fantastic to hear that you enjoyed your time and found the house beautiful and perfectly located. The privacy of the canal paired with the charm of Pine Avenue makes for a truly special experience. We’re thrilled that the NYE decorations and thoughtful details added to your stay! Your gratitude means a lot to us, and we can’t wait to welcome you back for another amazing getaway with AMI Locals!
Verified review

10/10 Excellent

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
Response from VrboOwner on 13 May 2024
Elizabeth, thank you for choosing to stay with us again! We're delighted to hear that you had another enjoyable experience and that our property continues to meet your expectations. We appreciate your recommendation and are thrilled that you find the location fantastic, along with the amenities like the pool and boat dock. If you ever find yourself back in the area for a third visit or need assistance with anything else, please don't hesitate to reach out.
Verified review

10/10 Excellent

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
Response from VrboOwner on 28 May 2025
We are glad to hear the house was great! And we have to agree this is a great location, we highly appreciate your review and look forward to hosting you again in the near future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We truly enjoyed our stay, perfect location and great home. One thing I’d say that I still have a hard time understanding, that I think guests should know; I was surprised to receive word a day before traveling that there would be a “starter kit” of supplies provided: 2 rolls of paper towel per bathroom, literally ONE roll of kitchen paper towels, 1 dishwasher pod, and 1 extra garbage bag. To spend what we did for a few days and be told the day before arrival that you will need to go get additional supplies that you undoubtably will need more of, that didn’t sit right with me as a seasoned short term rental investor myself. I’ll need to go buy a 12 pack of paper towels, garbage bags, dish pods, only to end up leaving a bunch behind to service the next two groups of guests?! Doesn’t make sense. Plus having 2 bathroom towels in the master; I think that fails to understand the simple fact that most women shower and use one towel around their body and one around their head to dry. Thus leaving the male with none. Simple things go a LONG way and I have seen the praise when “going the extra mile”. I did voice my issue about the above prior to arrival and they did leave extra supplies that I requested. Little things id ask for when booking. Costs a few more bucks, heck even charge me a “supplies fee”.
Stayed 5 nights in Oct 2026
Verified review

10/10 Excellent

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
Response from VrboOwner on 3 January 2024
Thank you for taking the time to share your experience, Doug. We are glad you enjoyed your stay and hope to welcome you back soon!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 15 May 2025
Thank you for choosing us for your recent stay! Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review! We hope to host you again in the future!
Verified review

10/10 Excellent

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
Response from VrboOwner on 1 June 2023
Thank you for allowing us to host you, Jen. We are thrilled you enjoyed your stay and hope to welcome you back again soon!
Verified review

10/10 Excellent

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

Wonderful

Beautiful property, great location. Look forward to renting again!
Stayed 7 nights in Mar 2024
Response from VrboOwner on 20 March 2024
Kim, thank you for your kind words! We're thrilled to hear that you found the property beautiful and enjoyed its great location. We're excited at the prospect of hosting you again in the future! If there's anything specific you'd like for your next stay, please let us know, and we'll do our best to accommodate you.
Verified review

10/10 Excellent

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
Response from VrboOwner on 10 December 2024
Thank you for your kind words! We're so glad to hear that you enjoyed the house, its location, and the pool area. It’s wonderful to know that you found the interior to be lovely and the property well-equipped and well-maintained. We truly appreciate your feedback and hope to welcome you back for another amazing stay in the future!
Verified review

10/10 Excellent

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
Response from VrboOwner on 9 July 2021
Robert, we loved being your tropical home away from home while here. We hope to see you all again on your next adventure to the island.
Verified review

10/10 Excellent

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
Response from VrboOwner on 23 September 2022
Thank you for allowing us to host you, Alana!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 1 May 2025
Thank you so much for your kind review! We're delighted to hear that you had a wonderful time during your stay and were able to fully enjoy all the amenities our home has to offer. Thank you again for your wonderful feedback!
Verified review

10/10 Excellent

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
Response from VrboOwner on 16 June 2023
Thank you for taking the time to share your wonderful experience with us, Amanda. We are glad you enjoyed the home, pool, canal, and convenient location. You were terrific guests, and we look forward to hosting you again!
Verified review

10/10 Excellent

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
Response from VrboOwner on 25 October 2023
Thank you for taking the time to share your wonderful experience, Sharon. We are glad you enjoyed your stay and hope to welcome you back soon!
Verified review

10/10 Excellent

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
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