Entire home

Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views

Holiday home with a water park, steps from Anna Maria Beach

Photo gallery for Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views

Pool
Pool
Living area
Private kitchen
Room

Reviews

9.8 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 8213.4 sq m

Popular amenities

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

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria Beach
    ‪2 min walk‬
  • Place, Bean Point Beach
    ‪3 min walk‬
  • Place, Bradenton Beach
    ‪6 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪42 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Common Space

1 Double Sofa Bed

Master

1 King Bed

Master Two

1 King Bed

Third Bedroom

1 King Bed

3 bathrooms

Bathroom 3

Toilet · Shower only

Master Bath

Toilet · Shower only

Master Bath 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views

Welcome to Point's Hideaway!
On Anna Maria Island (Anna Maria, FL)

Please note: The home is next to a construction site. There is no set construction schedule, and activity may occur during your stay.

The Space
Every corner of Point's Hideaway reflects a gentle harmony of light, air, and comfort. With open living spaces that flow into outdoor terraces and a rooftop deck that opens to the Gulf's evening glow, the home offers a seamless connection between indoors and out. Whether you're sipping coffee on the screened porch or watching the sun fade into the horizon from above, this home was designed for dreaming.

Perfect for: couples seeking tranquility, families who love water views, and travelers drawn to the softer side of island life.

Highlights
- Steps from Bean Point Beach and near Pine Avenue's shops and restaurants
- Panoramic rooftop deck with breathtaking views of the bay and sunset
- Private heated pool with lounge seating, dining table, and grill
- Screened-in porch with outdoor dining and relaxation areas
- Game room and bar area with wet bar, beverage cooler, and TV
- Chef-inspired kitchen with gas range, stainless appliances, and wine cooler
- Pet friendly with prior approval

Interior
Inside, natural light filters through high ceilings and open spaces, reflecting hues of sea glass and driftwood. The living area invites connection with comfortable seating, a smart TV, and sliding doors that lead to the screened porch for easy indoor-outdoor living.

The kitchen features sleek finishes and thoughtful details—gas range, oven, refrigerator with ice and water dispenser, microwave, dishwasher, wine cooler, and all the essentials for preparing a shared meal.

Each bedroom offers a retreat of its own, designed with care and a touch of coastal calm.
- Master Suite: King bed, walk-in closet, en-suite bath with walk-in shower and double vanity, and direct access to the rooftop deck.
- Second King Suite: En-suite bathroom with a jetted tub/shower combination.
- Third King Bedroom: Adjacent to a full bathroom with a walk-in shower.
- Sleeper Sofa: Comfortably accommodates two additional guests.

Layout Overview
- Ground Level: Game room with wet bar, beverage cooler, and TV; access to the pool and outdoor areas.
- Second Floor: Open-concept kitchen, dining, and living areas with vaulted ceilings and screened-in porch; King bedroom and full bath with walk-in shower.
- Third Floor: Two King bedrooms, each with en-suite baths; rooftop deck access from the primary suite.

Outdoor Living
Point's Hideaway was made for open-air living. The private heated pool offers a sunny retreat surrounded by loungers, a dining table, and a gas grill. The screened-in porch becomes a peaceful spot for morning coffee or evening conversations, with soft breezes drifting in from the bay.

Climb to the rooftop deck to experience panoramic views that shift from bright blues to fiery sunset tones. This elevated space is perfect for quiet reflection, sunset toasts, or simply listening to the stillness that comes when the island slows down.

Kitchen & Dining
The heart of the home is a chef-inspired kitchen designed for both function and togetherness.
- Gas range and oven
- Dishwasher and microwave
- Refrigerator with ice and water dispenser
- Wine cooler and coffeemaker
- Blender, toaster, and kitchenware
- Gather around the indoor dining table or move outdoors to dine under the screened porch while the evening breeze carries the sound of the Gulf.

Additional Amenities
- Air conditioning and heat
- Cable television and Wi-Fi
- Linens, towels, and hair dryers
- Washer and dryer
- Iron and ironing board
- Beach gear rental credit included (chairs, cart, umbrella, bikes, etc.)
- Some beach gear may be available onsite, but it is not guaranteed.

Parking
Two-car garage plus driveway parking for up to two additional vehicles.

At Point's Hideaway, write your vacation story where sunrises meet bay breezes and every evening ends in a sunset worth remembering.

Policies
NO SMOKING.

Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.

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.

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 October 6, 2025 — see full Terms & Conditions for details.

Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.

Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.

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.

City of Anna Maria Vacation Rental License: VRC24-000081
Max Occupancy: 10 Guests | Max Vehicles: 4
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
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

Pets allowed
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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
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

About the area

Anna Maria

Located in Anna Maria, this holiday home is near theme parks and near the beach. 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

  • Anna Maria Beach - 2 min walk - 0.2 km
  • Bean Point Beach - 3 min walk - 0.3 km
  • Anna Maria City Pier - 17 min walk - 1.4 km
  • Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
  • Bradenton Beach - 6 min drive - 3.4 km

Getting around

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

Restaurants

  • ‪The Ugly Grouper - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬3 min drive
  • ‪The Waterfront Restaurant - ‬15 min walk
  • ‪Ginny's & Jane E's - ‬3 min drive
  • ‪North Shore Cafe - ‬17 min walk

Frequently asked questions

Does Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views have a pool?

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

Is Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

What time is check-in at Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views?

Check-in begins at 4:00 PM.

What time is check-out at Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views?

Checkout is at 10:00 AM.

Where is Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views located?

Situated by the sea, this holiday home is within a 5-minute walk of Anna Maria Beach and Bean Point Beach. Bayfront Park and Palmetto Avenue Beach are also within 10 minutes.

Reviews

9.8

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. 51 out of 54 reviews
Rating 8 - Good. 1 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 2 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Amanda G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
So beautiful, close to the beach and spacious!
Stayed 7 nights in Jul 2025

10/10 Excellent

Charity W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. I would definitely stay there again.
Stayed 7 nights in Jul 2025

10/10 Excellent

Holly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! The house had everything we needed. The host was very accommodating. We will be back!
Stayed 6 nights in Aug 2025

10/10 Excellent

Kiley C.

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

Family Vacation in Anna Maria

This property was perfect for our family vacation! Lots of space and amenities that allowed for us to enjoy a pool, walk to beach, have plenty of beach supplies and toys for little ones and enjoy some amazing sunsets
Stayed 4 nights in May 2024

10/10 Excellent

Michael C.

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

Great stay and great property

Great location. House was very clean and had everything we needed for my fathers 70th.
Stayed 4 nights in Nov 2023

10/10 Excellent

Darla W.

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

Great getaway

We had a great getaway in this lovely home. We were in Florida with two other couples for a friend’s wedding, and this house had plenty of room for all of us. We really enjoyed our time by the pool and the easy walk to the beach. Thanks for a wonderful stay!
Stayed 4 nights in May 2024

10/10 Excellent

Tracy T.

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

Great house, great location

Property had everything, great details in the house from well stocked kitchen to great towels to oodles of storage to cool decorations,... loved this property!
Stayed 4 nights in Oct 2019

10/10 Excellent

Marilyn T., Brookline, MA USA

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

Wonderful Home on Anna Maria Island!

This home was perfect for a gathering of family or friends! Great gathering space with a set up with a well-stocked kitchen, spacious dining area and living room, and play space on the first floor equipped with a foosball table and swimming pool. The bedrooms were large and spacious, with comfortable beds.Great location as well so hard to beat!!
Stayed 4 nights in Jan 2024

10/10 Excellent

Wendy K.

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

Just perfect!

We just loved this house and the property. The home was cozy and had the best backyard/pool area. The house had everything we needed from dishes/pots to prepare meals, rafts and toys for the beach, pet friendly, etc. One block from the most beautiful beach and a plaza very close that had pizza and an ice cream shop. Perfect location! We would definitely stay here again! 10 stars!
Stayed 4 nights in Aug 2024

10/10 Excellent

Jill G., Lancaster Ohio US

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

Great location, great house

We stayed for 2 weeks and loved it! My questions to the property management were answered right away. I was worried there would be a lack of privacy because of the location but that wasn’t an issue at all.
Stayed 14 nights in Oct 2022

10/10 Excellent

Karen W.

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

The perfect vacation!

House was so nice and spacious! It met all our expectations! 6 adults and two kids! We enjoyed the pool and porches and beautiful beach! We rented a golf cart but did not need it because it was such a short walk to the beach! Would definitely recommend this house! 5 stars!!!
Stayed 7 nights in Jun 2024

10/10 Excellent

Liz K.

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

Great stay!

We had a wonderful time and enjoyed this home and all it had to offer! The management company is very easy to work with and communication is great. The home is lovely and spacious! The screened-in deck off the main living space is an amazing bonus area to enjoy a meal or play a game as a family. All in all this was a great property with an amazing location!
Stayed 7 nights in Aug 2022

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our first time on AMI and it definitely won’t be our last. We booked this house based on its location near Bean Point Beach. The house is situated less than a 3 minute walk until your feet are in the ocean. The property was amazing with a pool and covered sitting area that then flowed into the bar/game room located on the first floor. The kids loved playing darts and foosball between trips to the ocean and the pool. The main level has a large living room and option kitchen that more than met our needs. The island in the kitchen was a hot spot for eating and talking while we enjoyed the a/c to cool off. The bedroom on the main floor was large and very accommodating. The top floor had another bedroom with a bathroom attached with the primary bedroom was very nice with a large bathroom attached that also had doors leading to the top deck level that was great to watch sunrises and sunsets from. We could not have asked for a better house and location near the beach. We had heard that Bean Point might not be the best place to get into the water, but we found it to be fantastic; with no issues of tides or animal life besides the manatees going up and down the beach. We did also go to Manatee beach which does have life guard tower(s) and it was great but parking is a little hard if you don’t get there early on the weekends. We ended up at a church(Church of the Annunciation) just North of the parking lot which allowed parking for a donation of your choosing.
Stayed 5 nights in Jul 2025

10/10 Excellent

Donald Z.

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

Very Nice House

The living area and kitchen were spacious and accommodated our family very well. A lot of natural sunlight and living room fans worked well. Overall the house was well equipped. Great proximity to the beach!
Stayed 7 nights in Jul 2022

10/10 Excellent

Eric M.

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

Awesome House

The house and location were better than expected. We have stayed in other 3BR houses and this house is one of the best. It is very solid and quite large. The LR is spacious and flows with the kitchen very well. All three bedrooms are large and comfortable. The game area on the ground floor is perfect! Many dining choices are readily available and the beach is a quick, short walk away. We would certainly stay here again.
Stayed 7 nights in Mar 2024

10/10 Excellent

Cara P.

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

Amazing week in Anna Maria Island

We traveled to Anna Maria Island with our three girls and my in-laws for a week of relaxation on the beach. We absolutely loved the home but it was a lot of steps for my 80+ year old in-laws. Very spacious home with all you need for a fabulous week on the island. Mattresses were a bit too firm for our liking but overall an amazing week!!
Stayed 6 nights in Aug 2022

10/10 Excellent

Tim G., Indianapolis, IN

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

Fantastic house, over-the-top customer service

This is a great home in a wonderful location, but what put the experience over the top was the customer service provided by Nikki and Mike. It's understandable that, in a home this big with a quick turnover between guests, there would be a few minor things to be addressed. Nikki and Mike went above and beyond to make sure they were taken care of. They even brought us extra beach chairs and a new foosball! The property was perfect for three couples -- 3 bedrooms, all king-size beds and 3 full-baths. It was very clean (a top criteria for my wife) and the kitchen was very well stocked. And the pool was great on the one day the beach had high winds. Which brings us to the location -- an incredibly short walk to the best beach on AMI, Bean Point. All-in-all, every couple agreed that we would stay here again, and we would definitely work with Nikki and Mike again. Highly recommended.
Stayed 7 nights in Mar 2022

10/10 Excellent

jeff a., Atlanta

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

This is the place you want

Location is perfect but only if you're looking for a quiet neighborhood, close to the beach, walking distance to the pier (food and beer), within dropoff distance for local golf-cart/paddle board and bike rental, and your own private pool. The rooftop view of the water topped it off. The house was super fantastic and was so close to the beach. The house has a great kitchen and we were impressed with the mattresses. A few tips if you're considering this house (and you should book it!). The have leave two rolls of toilet paper for each bathroom and one roll or paper towels in the kitchen, If you need more, plan accordingly. They also leave enough detergent for 2 loads of dishwasher, but bring your own laundry detergent as that is not included. They go above and beyond with soap for each shower. We never ran out of towels either as there were plenty. The only other thing I'd recommend is to bring your own spices for cooking. I'm certain covid plays a role here, but there are no spices (including salt and pepper) in the kitchen so plan on bringing that as well. None of this should deter you - they provide more than a lot of rentals provide and everything was perfect for our stay. I only mention these to make your stay smooth. There is a publix pretty close to the house as well. We used the grill which was in good working order as well. A+
Stayed 7 nights in Dec 2020

10/10 Excellent

Maria Lorena G.

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

Great Property

The house is in an amazing location, super close to the beach. We loved exploring the island and there's so much to do and restaurants to check out.
Stayed 6 nights in Jun 2025

10/10 Excellent

Jane B.

Liked: Cleanliness, check-in, location

AMI Getaway

We originally booked Point's Hideaway, but ended up staying at Serenity Now due to hurricane clean up challenges. While we wish we'd be informed of the necessary relocation more than 2 weeks prior to our arrival, it all ended up working out GREAT. We loved the home and location of Serenity Now - it was perfect for 6 adults. OUAB staff was very attentive and responsive. We'd certainly stay with them (and at that home) again!
Stayed 9 nights in Jan 2025

10/10 Excellent

Julie P.

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

50th birthday celebration

Wonderful home on the best beach in AMI.
Stayed 6 nights in Jul 2023

10/10 Excellent

Michele N., Tampa, Florida

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

Wonderful Beach Getaway

Incredible location one block from Bean Point! Loved the beach house with its hideaway pool and restaurant quality kitchen! The bedrooms were perfectly decorated and the cleanliness and crisp linens impressed us!
Stayed 5 nights in Jul 2023

10/10 Excellent

Nicole B.

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

Great beach house

We loved being such a short walk to beautiful Bean Point and the pool was great to cool off in when you aren’t at the beach. We would definitely recommend this house to families wanting to spend some time together at the beach.
Stayed 5 nights in Jun 2023

10/10 Excellent

TERESA M.

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

Vacation

The location is great. A short walk to the beach. We had plenty of room and pool was great. Would highly recommend.
Stayed 5 nights in Jun 2023

10/10 Excellent

LaCretia M.

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

Great location

Great for our family with infants. Very close to Bean Point and the best sand on earth. Great sunsets and the pool was extra special
Stayed 4 nights in Apr 2023

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