Entire home

Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise

Photo gallery for Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise

A single-story yellow building with a gated entrance, a small porch, and a sign indicating it's a vacation rental. - Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise (Anna Maria)
A living room with a sofa set, a coffee table, and a ceiling fan. - Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise (Anna Maria)
A swimming pool with lounge chairs, a covered patio area, and surrounding trees. - Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise (Anna Maria)
A bedroom with a bed, a ceiling fan, a nightstand with a lamp, and two windows with blinds. - Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise (Anna Maria)
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a window providing natural light. - Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise (Anna Maria)
Close to Anna Maria Beach and Bean Point Beach, Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise provides a garden, laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms2 bathrooms242 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise

  • Escape to a North End Waterfront Oasis

    Discover the ultimate island retreat at Poinsettia Road, a sprawling estate nestled on an expansive waterfront lot at the prestigious northern tip of Anna Maria Island. Surrounded by lush, natural landscaping, this home offers a private sanctuary where the beauty of the island meets modern comfort.



    The Space

    Completely renovated in 2015 and 2024, this bright and airy home is designed for seamless indoor-outdoor living.

    Spacious Layout: 4 bedrooms and 2 bathrooms, featuring a large, open-concept chef’s kitchen.

    Island Breeze: French doors in nearly every room open directly to the pool area, inviting the sunshine in.

    Modern Comfort: Fully air-conditioned (dual units for total control), high-speed Wi-Fi, and flat-screen TVs in the living area and both master suites.



    Outdoor Living & Amenities

    Boater’s Dream: Enjoy effortless access to the AMI Bayside and the open Gulf right from your private boat dock.

    Spend your days soaking up the Florida sun or retreating to the nearby sands.

    Poolside Paradise: Enjoy a private pool area equipped with lounge chairs, outdoor seating, and a charcoal BBQ.

    Al Fresco Dining: A large terrace table with seating for 8—perfect for sunset dinners.



    Beach Ready: We provide pool and beach equipment so you can pack light and dive straight into vacation mode.



    Prime Location: A short, scenic stroll puts you on the shores of both the pristine Gulf beaches and the tranquil Bimini Bay.



    Transparent Pricing

    We believe your vacation should be stress-free from the moment you book.



    Our Rates: No surprises, no hidden costs—just pure relaxation.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • On the waterfront

Things to do

  • Heated pool
  • Scuba diving nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,600 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Lock the doors
Failure to complete these may result in a negative review from the host.

Pets

Pets not allowed

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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit 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
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

We should mention

A car is recommended for transport to and from this property

About the area

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. Take the opportunity to explore the area for water adventures such as scuba diving. Visit our Anna Maria travel guide
View more Holiday homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    5 min walk - 0.4 km
  • A sunset over a grassy field with a path leading to the water.
    Bean Point Beach
    6 min walk - 0.6 km
  • Bayfront Park
    4 min walk - 0.4 km
  • Anna Maria Beach
    6 min walk - 0.6 km
  • Anna Maria City Pier
    14 min walk - 1.2 km

Getting around

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

Restaurants

  • The Sandbar Restaurant
    18 min walk
  • Anna Maria Island Beach Cafe
    10 min drive
  • The Ugly Grouper
    7 min drive
  • Ginny's & Jane E's
    18 min walk
  • The Waterfront Restaurant
    13 min walk

Frequently asked questions

Does Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise have a pool?

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

Is Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise pet-friendly?

No, pets are not allowed at this property.

How much is parking at Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise?

On-site parking is available at the property.

What time is check-in at Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise?

Check-in begins at 4:00 PM.

What time is check-out at Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise?

Checkout is at 10:00 AM.

Where is Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Bayfront Park, Bradenton Beach and Bean Point Beach. Anna Maria Beach and Bay Boulevard Beach are also within 15 minutes.

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Reviews

Beach meets Bay: Your Private Poolside Beach-Boat-Bay-Paradise Reviews

9.6

Exceptional

9.4

Cleanliness

10

Location
Rating 10 - Excellent. 70 out of 86 reviews
Rating 8 - Good. 13 out of 86 reviews
Rating 6 - Okay. 1 out of 86 reviews
Rating 4 - Poor. 1 out of 86 reviews
Rating 2 - Terrible. 1 out of 86 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great. We enjoyed the pool, canal, and being close to the beach and bay.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice location. Pool was perfect and the living area was spacious enough for the 8 of us to eat and hangout without being cramped.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I had a great time with my family. The home was beautiful and relaxing. My granddaughters loved spending time in the pool. Having all the extra pool and beach supplies was an added bonus. Looking forward to next year.
Stayed 28 nights in Jan 2026
Verified review

10/10 Excellent

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

Relaxing Stay

Very clean and great location. Quiet and relaxing.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Christmas Getaway

We had a wonderful family Christmas Holiday here and it was a perfect place to relax and enjoy the sun and sand on Anna Maria Island!!
Stayed 14 nights in Dec 2024
Verified review

10/10 Excellent

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

Great location!

We loved the location and the pool! Saw manatees right off the back deck almost every morning. The kitchen was a little sparse, but everything in the house was clean and we had a great time!
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

A great stay!

This house was wonderful! Great location to Bean Point beach and close to Pine Avenue shopping. The house was clean and communication was easy with the owners/property managers. Thank you for a wonderful time!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Always a great stay!

This is our second visit to this property after staying about 7-8 times in other properties. The location as well as the property grounds keep us coming back! We’re already booked at this home for the third straight year for next year! Great hosts!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

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

Perfect week in paradise!

Stayed a whole week at the beautiful house on the canal. Location was great and everything was spacious and clean. Was nice that pool was shaded part of the afternoon. Saw lots of wildlife around the canal. Would definitely stay here again!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Perfect AMI Location

House was clean and exactly as pictured. We loved the location and having water access right outside our back door. Thank you for a wonderful home away from home!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

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

Wonderful Home

We had a great time at your wonderful home we loved the spaciousness of it and my family loved the pool and being able to fish off the dock. I have been renting here for over ten years and love the area. We really like the fact that we didn’t have to climb stairs . Will be back next year.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

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

Our New Place to Stay!

We cannot say enough about staying at this beautiful home! We absolutely loved it! It was the cleanest home we have ever stayed in; the host was exceptional to work with as well as the property management company, and the layout of the home was exactly what we wanted. One level, very open, not a lot of sit around decor, but nicely decorated (great with the 2 year old), comfortable, amazing outdoor pool and dock...just an overall exceptional experience. The location was quiet, but close to everything. Thanks for an amazing visit to Anna Maria. We will be staying here again for sure!!!
Stayed 14 nights in Dec 2023
Verified review

8/10 Good

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

Great location

Very clean at check in. Nice backyard with canal access (we saw plenty of manatees!). Pool was cleaned professionally twice during our stay. We enjoyed the easy access to Pine St as well as many beaches on the north end. We rented bikes from Beach Bums and zipped around the north end. One note, make sure you like firm mattresses. All the beds are very firm. I’m a soft mattress gal so this was a little difficult for me.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Nice house and nice location

Our group of 5 (2 adults / 3 children) really enjoyed this wonderful home on the canal. It had plenty of space for everyone, and the private backyard with pool was a nice oasis after a day at the beach. It has quick access to the beach path, and the shops on Pine are an easy 5 minute bike ride away. The only thing to be aware of is there was not a working wagon and no beach equipment. We did buy beach chairs and boogie boards to use for the week (we also left them so they may now be availability for future renters). Overall, would definitely recommend this host and house .
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

Location! Location! Location

We have been visiting Anna Maria Island for many years, and this property is now a favorite. Located on the north end of the island, it sits right on the channel with dock access—ideal for relaxing by the water or launching a kayak. It is a nice walk in the evening to the City Pier and Two Scoops for ice cream.The house itself was clean, comfortable, and thoughtfully laid out, with everything on one floor—which we really appreciated. The pool area was a highlight: a great place to cool off during the day or enjoy dinner in the evening under the canopy-covered patio. The beach is just an easy walk away, making it perfect for being able to come back to the house if you forgot something. This home truly captures what we love about Anna Maria: peaceful, beautiful, and easy to enjoy. We would absolutely stay here again.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

Great stay!

This was our 3rd time to the island. It was great! Being on the canal was so nice. Lots of space for everyone. VERY clean which we all appreciate! Close enough to walk to the beach. The only thing I can think of is that it could have used a new beach wagon and beach chairs. My husband’s chair broke while sitting in it and the wagon was broke on arrival but my husband was able to sorta fix it temporarily. But those are tiny details. Overall would rent again! The pool heater broke and was promptly fixed the next morning. Thank you!!
Stayed 7 nights in Mar 2024
Verified review

8/10 Good

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

Manatee channel home

The house has the space needed for 2 families (of 4). We alternated one of our daughters to sleep on the couch (it would be nice to have a double and a twin in the spare room-for this reason). The yard is maintained and is in a quiet residential neighborhood. The dock off the back of the house was nice to view manatee (but not for fishing...nothing was caught) lol The house is a bit dated (it seems the owners are slowly updating it). Beds were comfy and nice linens! (Could use a few extra blankets though). Overall we enjoyed our stay, it was close to the beach, walkable for morning walks, and quiet for time to unwind after the beach).
Stayed 7 nights in Jul 2024
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy

Location, Location, Location

The location of this house was absolutely perfect! Close enough to the beach and shops that you never really had to get in the car, but felt secluded on the north side of the island. We rented bikes and had the best time riding to the beach, shopping and ice cream! The back yard is beautiful and water access for fishing was great. We saw manatees off the dock almost daily. The house was nice and clean. We didn’t love having to go to another location to pick up the door code. After a long day of travel, we just wanted to get to the house amd settle in to start our vacation. I called the property manager on the first day and left a message with some questions but never got a return call, that said, we ended up figuring things out on our own. Overall, we would totally rent this house again. Thanks for an amazing stay!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and comfortable house. spacious.Great place in Anna maria island.Owners are very prompt and helpful.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great house. The location is fantastic and the layout was nice and open with great space inside and out.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

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

Great stay

We had a lovely week in AMI! The house and location were perfect!
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Great location!

Loved our stay! Great location and loved being on the canal, yet still could walk to the gulf beach. Such a wonderful week.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

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

Great House

The house was in a great location, was very clean, and we loved the pool!
Stayed 4 nights in Sep 2020
Verified review

10/10 Excellent

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

Great location

House was spotless. Owner was helpful and prompt with any questions.
Stayed 6 nights in Jul 2020
Verified review

10/10 Excellent

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

Joy of Anna Maria

I have been coming to the Island for 45 years with family and friends. It’s beautiful here and the property that I have stayed at is beautiful and was amazed at the renovation after the hurricanes. Looking forward to staying next year.
Stayed 28 nights in Jan 2025