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A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point

Photo gallery for A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point

Pool
Exterior
Living area
Private kitchen
Room

Reviews

10 out of 10
Exceptional
4 bedrooms5+ bathroomsSleeps 103874 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot tub
  • Pool
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Bean Point Beach
    ‪8 min walk‬
  • Anna Maria Beach
    ‪8 min walk‬
  • Anna Maria City Pier
    ‪12 min walk‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪41 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Fourth Bedroom

1 Queen Bed

Master

1 King Bed

Second Bedroom

4 Single Beds

Third Bedroom

1 King Bed

5 bathrooms, 2 half bathrooms

Fifth Bathroom

Toilet · Shower only

Fourth Bathroom

Toilet · Shower only

Half Bathroom 6

Toilet

Half Bathroom 7

Toilet

Master

Bathtub · Toilet · Shower only

Second Bathroom

Toilet · Shower only

Third Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Dining area

About this property

A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point

Welcome to A Shore Thing!
On Anna Maria Island (Anna Maria, FL)

Walk to Pine Ave from this designer 4BR/4.5BA home on Anna Maria's coveted north end. Enjoy a private heated pool & spa, three king-suite bedrooms, a kids' bunk room, and the convenience of an elevator from ground to living level—just a 5-minute stroll to the sugar-sand beach.

Highlights
- Open Layout: Spacious kitchen, dining, and living area with TV, perfect for entertaining and relaxing.
- Bedrooms:
King Bedroom: Includes TV and en-suite full bathroom.
Queen Bedroom: Includes TV and en-suite full bathroom.
Second King Bedroom: Includes TV and en-suite full bathroom.
Bunk Room: Features 2 twin-over-twin bunk beds and an en-suite full bathroom, ideal for kids or groups.
- Bonus Den/Office: Equipped with a desk, and en-suite full bathroom.
- 2 half baths for added convenience.
- Stunning rooftop deck with panoramic views of the Gulf and Bay waters.
- Elevator available with prior approval and $149 non-refundable fee before check-in. Not wheelchair accessible; if inoperable, repair times aren't guaranteed and stairs will be required.

Kitchen
Gas Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, 12-Cup Coffeemaker, Blender, Toaster, Kitchenware, Wine/Beverage Cooler.

Pool & Outdoor
Heated Private Pool w/ Spa, Table, Umbrella, Indoor/Outdoor Space w/ Kitchenette, Beverage Cooler, TV, Dining & Loungers, Outdoor Shower, Private Dock, Gas Grill.

Boating
Dock Available; Boats with Towers Not Recommended Due to Bridge Clearance. Closest Open Water Leads to the Bay with Gulf Access.

Parking
2-Car Garage + 2 Driveway Spaces.

Amenities
A/C, Heat, Cable TV, Wi-Fi, Linens, Towels, Hair Dryer, Iron/Board, Washer/Dryer.

Beach Gear
A credit for beach gear rental (chairs, cart, umbrella, bikes, coolers, games, etc.) is included with your stay. Select items before arrival and they'll be delivered to the home. Credit amount varies by home size and length of stay. Some gear may be onsite but is not guaranteed.

Description
Luxury Waterfront Vacation Rental on Anna Maria Island – North End Location Near Bean Point
Experience the ultimate coastal getaway at this breathtaking Anna Maria Island luxury waterfront home, perfectly blending elegance, comfort, and prime location. Nestled on a serene north-end residential canal, this vacation retreat is just minutes by foot, bike, or golf cart to Bean Point Beach—famous for its white sand, turquoise waters, and panoramic views where Tampa Bay meets the Gulf of Mexico.

You're also steps from Pine Avenue, the heart of Anna Maria's charming “downtown,” with boutique shopping, local dining, and family-friendly ice cream shops. Boaters and anglers will love the private dock—ideal for fishing, paddleboarding, kayaking, or tying off your vessel.

Coastal Elegance & Spacious Design
Inside, a stunning coastal-inspired interior features high-end furnishings, designer décor, and plenty of room for large groups. Every bedroom is a private retreat with an en-suite bathroom. The main level's indoor-outdoor living space opens to the pool via expansive sliding glass doors and includes a kitchenette, beverage cooler, flatscreen TV, and canal views.

Outdoor Paradise with Heated Pool & Spa
Relax in the heated private pool and spa, featuring an in-pool table and umbrella. The backyard offers loungers, seating areas, an outdoor shower, lush tropical landscaping, and a gas grill for fresh seafood dinners.

Main Floor Highlights
- Gourmet kitchen with premium appliances and oversized island (seats 6)
- Dining nook for 6 more guests
- King master suite with spa-like bathroom, soaking tub, walk-in shower, dual vanities, blackout shades, TV, and huge walk-in closet
- Office/den with desk, TV, and en-suite bath
- Half bath and laundry room with washer/dryer

Upper Level & Rooftop Deck
- King bedroom (convertible to twins) with en-suite bath, TV, and closet
- Queen bedroom with en-suite bath
- Custom bunk room with two twin-over-twin bunks, sitting area, triple sink, and en-suite bath
- Upper sitting area with balcony overlooking pool
- Spiral staircase to rooftop deck with panoramic Gulf & Bay views—perfect for sunrise or sunset

Why You'll Love It
- Prime north-end location near Bean Point Beach & Pine Avenue
- Private heated pool & spa with in-pool seating
- Waterfront dock for fishing, boating & watersports
- Designer coastal interior with luxury finishes
- Rooftop deck for 360° water views
- Spacious layout ideal for large families or groups

Book this Anna Maria Island waterfront vacation rental for an unforgettable stay where beach days, boating adventures, and luxury living come together in your own private paradise.

Policies
NO PETS. NO SMOKING.

Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.

Optional Services (subject to approval): Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.

Note
Elevator available with prior approval and a $149 non-refundable fee, due before check-in. Not wheelchair accessible. If inoperable, repair times cannot be guaranteed and stairs will be required.

Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.

Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.

Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.

Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.

Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.

Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.

Payments & Cancellation Policy
Policies updated Nov 18, 2024—see full Terms & Conditions for details.
Stays 20 Days or Less
- Payments: 50% due at booking; remaining 50% due 60 days before arrival. Full payment required if booking within 60 days of check-in.
- Cancellations: Cancel >60 days before arrival for full refund minus non-refundable booking fee. Cancel ≤60 days—refunds only for rebooked nights at base rate + taxes, minus fee. Rebooking at same rate/length is not guaranteed. No refunds for non-arrivals, late arrivals, early departures, or changes causing revenue loss.

Stays 21 Days or More
- Cancel >180 days before arrival: Full refund minus fee.
- Cancel 180–90 days before arrival: 25% refund of base rate + taxes, minus fee.
- Cancel ≤90 days before arrival: Refunds only for rebooked nights, minus fee. Same rebooking limitations apply.

Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.

Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.

Max occupancy: 10 | Max cars: 3 | City of Anna Maria: VR18-000125.
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Property manager

Once Upon a Beach Vacation Rentals
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
VayKLife Beach Gear: Please ensure that all rented items from VayKLife are returned to their original delivery location outdoors. Do not pull items inside.
Failure to complete these may result in a negative review from the host.

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 indicated that there is a carbon monoxide detector on the property
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

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 Anna Maria Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Anna Maria, FL

What's nearby

  • Bean Point Beach - 8 min walk - 0.7 km
  • Anna Maria Beach - 8 min walk - 0.7 km
  • Anna Maria City Pier - 12 min walk - 1.1 km
  • Anna Maria Island Museum and Historical Park - 15 min walk - 1.3 km
  • Bradenton Beach - 1 min drive - 0.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Sandbar Restaurant - ‬19 min walk
  • ‪Skinny's Place - ‬10 min drive
  • ‪Hurricane Hanks - ‬8 min drive
  • ‪The Waterfront Restaurant - ‬12 min walk

Frequently asked questions

Does A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point have a pool?

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

Is A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point pet-friendly?

No, pets are not allowed at this property.

What time is check-in at A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point?

Check-in begins at 4:00 PM.

What time is check-out at A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point?

Checkout is at 10:00 AM.

Where is A Shore Thing – AMI Waterfront Home: Pool, Spa, Rooftop, Deck & Dock by Bean Point located?

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Ruth Ann D.

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

May 2025 Vacation

The property is very nice, clean and well-maintained in general. We enjoyed the beautiful beaches each day and loved coming back to the house for some refreshing time in the beautiful pool setting afterwards. The kitchen was very nice and fairly well-equipped. The main living area was very comfortable, although the downstairs living area off of the pool was a little sparse. The bedrooms were also very comfortable.
Stayed 11 nights in May 2025

10/10 Excellent

Kelli H.

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

Luxurious Retreat

We enjoyed our family gathering in this lovely house.
Stayed 5 nights in Jun 2022

10/10 Excellent

Michael D.

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

Beautiful property

Beautiful property in peaceful area. Very responsive to one very minor problem.
Stayed 7 nights in Jun 2024

10/10 Excellent

Mats N.

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

Anna Maria Top Spot

We all totally recommend others to rent this home. Great house, great location and also the service we received was awesome. Only one note for renters especially if they are older and or shorter, there is alarms on the bottom floor that makes things a bit difficult for people that may not be speedy and agile no more. However we learned over time and had a phenomenal time.
Stayed 6 nights in May 2024

10/10 Excellent

Haley K.

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

Luxury relaxation!

We found this home on a last minute search after our first rental fell through. The property managers were incredible to work with. Very responsive. And made the whole process a breeze! They accommodated us for An early check in which was so helpful with little children! The home was extremely well equipped. The house was spotless when we arrived. We made some wonderful memories there! We can’t wait to return!
Stayed 6 nights in May 2022

10/10 Excellent

Lisa T.

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

Breezy and cool Christmas at a Shore Thing

We enjoyed 5 nights at a Shore Thing with 3 generations of family - 8 people total. The home is GORGEOUS, more beautiful than the photos. The kitchen was well-stocked and the location was perfect. With the unusually cold weather, we walked everywhere - even with the cold temps, we enjoyed exploring the island on foot. Communication with Once Upon a Beach was easy and thorough. Our only disappointment was the fact that we could not use the hot tub as we couldn’t heat it enough to make it comfortable in the cold weather. With the evenings in the 30’s we would have loved to end the day in the hot tub but the spa was too cold to enjoy. We are from MI so we love our winter hot tub time. This is a perfect house for a large family gathering.
Stayed 5 nights in Dec 2022

10/10 Excellent

Melinda R., USA

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

Perfect Fall Break Getaway

We usually go to Seaside, Florida for Spring Break. Having lived most of my life in California, I decided to try another part of Florida to see what it was like for Fall Break. What a great little laid-back town Anna Maria is. We loved how uncrowded everything was. The beaches are beautiful, and the town provided everything we needed for the week. As for the house, we couldn’t have been happier. Located in a quiet neighborhood with access to the small inlet in the backyard for paddle boarding was perfect. We could easily walk or ride bikes to either side of the beaches. The house is beautiful, comfortable and clean. I loved how the property managers had made short videos on how to operate all the equipment for the house. They were very friendly and always available if we needed extra assistance. We had a great week on Anna Maria Island!
Stayed 5 nights in Oct 2019

8/10 Good

Stephanie K.

Liked: Check-in, location, listing accuracy

Great house; needs a deep clean

We have rented a lot of houses over the years so I am very detail oriented. Overall the house was perfect for us. There was a ton of room and we all fit comfortably. We had 8 people for 3 days and 7 for the rest. It was extremely roomy. In addition to the bedrooms and bathrooms there was a large laundry room and an office. We had lots of outdoor space and the pool was fantastic. There was plenty of room to park 3 cars and a golf cart. The house had a lot of beach chairs and umbrellas. I did not need to rent them but they were unsure of what was in the house so I did. The credit I had covered most of the cost. There was an area you could fish off of and there were plenty of linens and extra blankets. It was close enough to walk to the bay but we chose to drive to the ocean side because it was so pretty. Parking was easy. The house is for sale so I am assuming that is why it was not in pristine condition. After renting many houses I thought for the price it should have been cleaner. I wasn’t sure if it just needed a deep clean or if it just needed to be refreshed. The walls could have used a coat of paint. They were very dirty in areas. The slipcovers were white and had a lot of stains. I feel like when you are renting a house of that caliber those things should be a bit nicer. That is why I felt like it was a littledirty. I know it’s hard to keep up with a rental with white but it doesn’t come across as nice. The house was not outdated. It was modern and up to date.
Stayed 7 nights in Mar 2025

10/10 Excellent

Annekathrin F.

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

Traumhaftes Haus

Dieses Haus übertrifft alle Erwartungen. Vom ersten Moment an waren wir begeistert. Es bietet viel Platz, ist hinreissend eingerichtet und dekoriert, sehr gut ausgestattet und der Pool ist fantastisch. Die Lage im Norden von AMI ist ausserdem super. Der Kontakt mit der Agentur war sehr gut, unsere Fragen und Anliegen wurden prompt beantwortet. Wir möchten unbedingt wiederkommen.
Stayed 5 nights in Apr 2022

10/10 Excellent

Merewyn H.

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

Amazing family vacation!

We are just back after a wonderful week at your gorgeous home. The house was perfect for us. Great layout, so much light, very clean & beautifully decorated. The pool & hot tub were warm & lovely. We enjoyed the privacy of the backyard pool & dock area. Great views from the roof top deck! Easy walk to Bean Point & other beaches. We also loved proximity to Pine Street shops & restaurants. We definitely recommend this home & we’ll be back!
Stayed 7 nights in Feb 2022

10/10 Excellent

Debbie O.

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

Heaven on earth.

This house is truly the most amazing place. We had seven ladies for a long weekend. Decor is five star, location peaceful and quiet. We had horrific weather so the house was our refuge. Plenty of space. Comfortable and inviting!! Great communication and everything you need to enjoy your time!
Stayed 4 nights in Nov 2021

10/10 Excellent

Jorge G.

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

Excellent layout and spacious rooms

Exceeded our expectations and pleasantly surprised.
Stayed 7 nights in Aug 2021

10/10 Excellent

Todd L.

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

Long Weekend at Anna Maria

We rented the home to celebrate a friends 50th birthday. Had eight all together. This house was perfect. We had plenty of room and it is beautiful inside and out. The pictures do not do it justice.
Stayed 4 nights in Jan 2021

10/10 Excellent

Shauneen B.

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

Anna Maria paradise!

We had a wonderful stay in this beautiful home.
Stayed 11 nights in Feb 2020

10/10 Excellent

Miriam G.

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

Excellent Time spent in a Beautiful Home!!

We’ll sure be Back!!! Loved every day of our stay!

10/10 Excellent

Michele M.

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

I wish we could’ve stayed longer.

This is an awesome place to stay. It was very clean and spacious. The pool is gorgeous and was refreshing. Very accommodating!

10/10 Excellent

Genevieve M.

Amazing home close to everything

The property was beautiful and private, and we had everything we needed for our three-night stay. Would stay again at this property.

10/10 Excellent

sofija l.

Beautiful home

This house is amazing!!! I have stayed in countless rental homes but have never stayed in a more elegantly decorated and comfortable home. The pictures do not do the house justice, it is far better than the pictures. Our entire stay everyone was commenting on what an amazing home it was and how beautifully it was decorated. The pool was amazing, the decks, the living room, everything was perfect and I would rent this house again in a heartbeat!
Stayed 4 nights in May 2019

10/10 Excellent

Carol Ann M.

Simply Stunning

This home is truly stunning. The house is located within walking distance to the beach, restaurants and shopping. The house itself is beautifully decorated and extremely comfortable. Each bedroom has its own bath. There are two living areas that are very comfortable and spacious. The downstairs living area opens up to a beautiful deck with a large pool . The home is located on the water and very private. The upstairs living area is open to the kitchen and has two beautiful decks one in the front and the other in the back . There is also a fun roof deck for sunning. The town is charming and has a “laid back” vibe. This was my first time to Anna Maria and I have to say it is by far my favorite place that I have visited in Florida as I have stayed all over the state. The beach was beautiful with white soft sand and the Gulf with its blue green waters. Anna Maria Island offers so many things to do and see. I highly recommend this home and the town especially if you are looking for a place in Florida where you have never visited. I surely will be renting from this owner again as they are easy to work with and accommodating.

10/10 Excellent

Veronika P.

Nice holiday

This is the most beautiful house I was in! House was great for my whole family... perfect place, big , beautiful interior, clean, quiet, close water,amazing...I have no words..everything was perfect!! We had beautiful holiday! Thank you

10/10 Excellent

Annabelle T.

Lovely House

We loved the house. It has a lot of space, it was very clean, the decoration is beautifully special. My family and I enjoyed the relaxation that this house gave us. We fish in the canal, enjoy the pool and the beautiful sunsets that can be seen from the cozy terrace. Surely we will return. Thank you ... five stars

10/10 Excellent

Lucie P.

Amazing !!!☺️🌴

The first thing that surprised me was that the house totally matches the photos! When we came in, it was beautiful surprise, the house is beautiful, clean, spacious, with beautiful positive colors, we felt very pleasant here, we enjoyed a beautiful vacation, or we did not want to go home, it was a shame that it ran away so fast :-) With my wife we loved the bedroom with beautiful sunrise and sunset, the whole view was so beautiful that we did not even want to get out of bed :-D Our children have loved the house, there is a beautiful swimming pool and children can play different games. The top-floor terraces are something that can not be forgotten.! We are very excited to overcome our expectations and we certainly have not been here last! I really like this house 😊💯

10/10 Excellent

Amanda C., Bradenton, FL

Perfect beach home for any occasion

Stayed at this home for a Christmas week with my kids and grandchildren. Beautifully decorated and well maintained everything we could have wanted including gorgeous weather! We went fishing off the dock and walked to Bayfront park. The views from the roof top deck were incredible. Great location on the north end of the island. We’ll be back this summer!

10/10 Excellent

Verified traveller

Amazing home! Loved the layout ⭐️⭐️⭐️⭐️⭐️

We really enjoyed our first trip to ANNA MARIA island. The hope was spacious for our entire family. Pool and canal was great! Plenty of sun and everyone loved fishing off the dock! Can’t wait to return!

About the host

Hosted by Once Upon a Beach Vacation Rentals

Host profile image
A world-class island getaway deserves a premier vacation rental experience. At Once Upon A Beach, we invite you to immerse yourself in laid-back luxury, where every detail is designed to make your stay unforgettable. From the moment you book until the day you depart, our local, dedicated team delivers exceptional service, ensuring your vacation is seamless, stress-free, and unforgettable.
Whether you're seeking a romantic retreat for two in a charming beach-chic cottage or gathering the whole family in a sprawling luxury home, you'll arrive to find a meticulously maintained property with unique, thoughtful amenities and concierge-style insider tips to help you live like a local. Each home is just steps from Anna Maria Island's sugar-soft white sand and the sparkling, gin-clear waters that make our slice of paradise famous.

As a boutique luxury vacation rental and property management company, Once Upon A Beach offers an intimate, personalized experience rooted in five-star care and meticulous attention to detail. We specialize in creating the perfect balance of comfort, style, and authentic island charm in one of the most picturesque beach towns in the world—the place we proudly call home.

Write the next chapter of your vacation story with us, and create cherished memories on Anna Maria Island that will last a lifetime.

Languages:

English

Premier Host

They consistently provide great experiences for their guests