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Decked Out – AMI Luxury Retreat w/ Heated Pool In A Prime Island Location

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Pool
Exterior
Exterior
Living area
Private kitchen

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 41200 sq ft

Popular amenities

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

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Master

1 King Bed

Second

1 Queen Bed

2 bathrooms

Master

Toilet · Shower only

Second

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

About this property

Decked Out – AMI Luxury Retreat w/ Heated Pool In A Prime Island Location

Welcome to Decked Out!
On Anna Maria Island (Anna Maria, FL)

Discover Decked Out, Where Island Luxury Meets Relaxation With A Heated Pool And A Prime Location In The Heart Of AMI

Highlights
- Open Layout: Stylish kitchen, dining, and living area with a Smart TV.
- Outdoor Spaces: Front and back decks for relaxing and enjoying the island breeze.
- Bedrooms:
King Bedroom: Features a Sleep Number mattress, TV, and en-suite bathroom with a walk-in shower.
Queen Bedroom: Includes TV.
- Additional bathroom with a shower/tub combination.
- Convenience: Washer and dryer in the pantry closet.
- Backyard Oasis: Heated pool, cabana, outdoor bar, grill, seating areas, and loungers.

Kitchen
Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (12 cup), Blender, Toaster, Kitchenware

Pool Area
Heated Private Pool, Table & Chairs, Outdoor Seating, Grill (Gas)

Parking
2 Cars in Driveway. This home does not have access to garage.

Amenities
A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, Smart TVs, Hair Dryer, Iron/Ironing Board

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
Modern Coastal Charm
Step inside this Pottery Barn-inspired home, where high-end furnishings and thoughtful details create a warm and inviting space. The open-concept living area is perfect for gathering, with comfortable seating, a Smart TV, and plenty of natural light from the French doors leading to the front deck. The gourmet kitchen features granite countertops, solid wood cabinets, and top-of-the-line stainless steel appliances. With seating for four at the dining table and two at the island, it's the perfect spot to enjoy meals together.

Luxurious Bedrooms
Decked Out offers two beautifully appointed bedrooms designed for comfort and relaxation:
- The master bedroom boasts a large king bed with a Sleep Number mattress for personalized comfort, a TV, and an en-suite bathroom with a stunning walk-in shower. French doors open to the front balcony, where you can enjoy your morning coffee or evening sunsets.
- The second bedroom features a queen bed, TV, providing a serene retreat for additional guests.
- Additional bathroom with shower/tub combination.

Outdoor Living at Its Best
The spacious back deck overlooks a resort-style backyard, offering the ultimate outdoor experience. Lounge poolside on comfortable seating or cool off in the sparkling heated pool. The brand-new cabana and bar area are perfect for entertaining, with a grill, bar seating, and plenty of space for dining or relaxing. The backyard's lush landscaping and private setting create a peaceful oasis for you to unwind.

Prime Anna Maria Location
Situated in one of the most sought-after areas on the island, Decked Out is:
- Just a block from Pine Avenue, where you can explore charming shops, boutiques, and local restaurants.
- Close to the free island trolley stop, making it easy to explore Anna Maria without a car.
- Minutes from the bayside beach and park, perfect for wading, splashing, and picnics.
- A 6-8 minute walk to the Gulf beaches, with their flour-soft sand and turquoise waters.

Why Choose Decked Out?
Decked Out is not just a home; it's an island sanctuary offering the perfect blend of luxury, comfort, and convenience. Thoughtfully designed for families, couples, and friends, this home features everything you need for a relaxing stay. The home also includes high-speed Wi-Fi, Smart TVs, and ample parking.

Whether you're lounging by the pool, exploring Pine Avenue, or enjoying the nearby beaches, Decked Out has everything you need for an unforgettable Anna Maria Island getaway. Book now and experience the best in island living!

Policies
NO SMOKING. NO PETS.

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 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: 4 | Max cars: 2 | City of Anna Maria: VR16-000136.
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
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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 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 City Pier - 2 min walk - 0.2 km
  • Anna Maria Island Museum and Historical Park - 6 min walk - 0.6 km
  • Bradenton Beach - 12 min walk - 1.1 km
  • Bean Point Beach - 18 min walk - 1.6 km
  • Anna Maria Beach - 18 min walk - 1.6 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 46 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Sandbar Restaurant - ‬10 min walk
  • ‪Hurricane Hanks - ‬7 min drive
  • ‪The Waterfront Restaurant - ‬1 min walk
  • ‪Ginny's & Jane E's - ‬10 min walk

Frequently asked questions

Does Decked Out - Luxury 2BR Retreat w/ Heated Pool & Prime Location have a pool?

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

Is Decked Out - Luxury 2BR Retreat w/ Heated Pool & Prime Location pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Decked Out - Luxury 2BR Retreat w/ Heated Pool & Prime Location?

Check-in begins at 4:00 PM.

What time is check-out at Decked Out - Luxury 2BR Retreat w/ Heated Pool & Prime Location?

Checkout is at 10:00 AM.

Where is Decked Out - Luxury 2BR Retreat w/ Heated Pool & Prime Location located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Bay Boulevard Beach, Anna Maria Beach and Bean Point Beach. Anna Maria City Pier and Historic Green Village are just steps away.

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 60 reviews
Rating 8 - Good. 9 out of 60 reviews
Rating 6 - Okay. 0 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

8/10 Good

Kurt S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed Decked Out! The location was perfect, as was the pool and lounging area. The home was well appointed with all the necessary needs provided. We took advantage of the home credit and rented two bikes for our stay. The team at Once Upon a Beach were very attentive to our needs.
Stayed 10 nights in Jul 2025

10/10 Excellent

Kristyn S.

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

Spring vacation

We brought our sons back to decked out at their request and it didn’t disappoint the second time around! We enjoyed some relaxing days at home in the pool and reading on the deck, and ventured about in our golf cart and the trolley for some epic beach days! We love AMI, and this property made our week perfect! Thank you, we’ll be back!
Stayed 7 nights in Apr 2025

10/10 Excellent

Jake W.

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

Great Place

Loved our stay here. House/property was clean and well maintained. Good communication with the host and easy access to the beach and food. We would stay here again.
Stayed 4 nights in Dec 2022

8/10 Good

BARRY W.

Liked: Cleanliness, location, listing accuracy

Vacation

We had a nice time. Location was great
Stayed 7 nights in May 2022

10/10 Excellent

David E.

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

Nice get away

Very nice house, great location back yard is quiet oasis
Stayed 7 nights in Oct 2022

10/10 Excellent

Eddie M.

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

Convenient Paradise

This place is so well appointed and immaculate. It’s also the most convenient area on the island.
Stayed 3 nights in Sep 2023

10/10 Excellent

Mitchel V., New Iberia

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

Great location and home!

We had a great time at this home! The location was amazing. Easy walk or cart ride to the beach and restaurants. The pool was fantastic and very private with tons of palm trees. The kitchen was well stocked with everything you could need, highly recommended!
Stayed 7 nights in Jul 2022

10/10 Excellent

Robert G.

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

Fun in the sun

Had a great time, house is beautiful. Quick walk to the bay or beach. The pool was perfect.
Stayed 7 nights in Jun 2023

10/10 Excellent

Robert R.

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

Great stay!

Great location in the village. Easy access to any and beach. Very high end appointments including furniture and appliances. Beautiful backyard pool and deck. Highly recommend for couple or small family.
Stayed 7 nights in Jun 2019

10/10 Excellent

Todd H.

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

Great house

Great house in a great location on a great island. The pool area was very enjoyable. Super clean house and stocked very well. Rental agency so nice and easy to get answers from. We loved staying here and hope to stay again. Thanks for a wonderful stay
Stayed 7 nights in Sep 2022

10/10 Excellent

Bonnie L.

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

Boutique Oasis

What a wonderful stay!! Perfect location, a close walk to cocktails and dining options, Pine Street and, to the beautiful beach! The home was very clean, has a well stocked kitchen, new appliances, and a lovely outside pool and gazebo area. An absolute MUST for us to return and stay again at this wonderful property on beautiful AMI !
Stayed 6 nights in Jan 2022

10/10 Excellent

Meegan D.

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

Loved the house!

House was great. All family members including Two teenagers thought it was awesome.
Stayed 5 nights in Jul 2022

10/10 Excellent

Jerry M.

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

Great house!

Given everything that happened the week before our visit (Hurricane Ian), we were pleasantly surprised by the overall condition of the property, as well as communication from the rental team. While it was a bit of a walk to get to the main drag and the beach, we had a great time and hope to come back again.
Stayed 3 nights in Oct 2022

10/10 Excellent

Laura K.

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

Great property!

The location was perfect - two houses away from The Waterfront Restaurant. The property managers - Once Upon A Beach - were so nice and helpful. The interior of the house was beautiful - newly remodeled (state of the art everything) and spotless. The backyard and lower level entertainment room were amazing. We will definitely stay at this property again!!
Stayed 4 nights in Nov 2020

10/10 Excellent

Patrick D.

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

Great location

As close to the ocean as you can get without paying waterfront prices. Clean, modern, well-equipped home with a well landscaped pool area. The heated pool is a plus (not all homes on the island have heat for their pools). SHORT walk to shops, with the Waterfront restaurant being steps away. Will definitely rent again.
Stayed 7 nights in Dec 2021

10/10 Excellent

Alysa D.

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

Everything you could need in a beach house!

Our stay at “Decked Out” was excellent. The property was cleaned and well maintained. The Kitchen was well stocked with all the appliances/dishes that you could need. The pool is well maintained and there is a ton of outdoor lounging space. They also have everything you need to go to the beach including beach chairs. Great location as well. Just a short walk to the beach, pier, shops, and restaurants.
Stayed 5 nights in Nov 2022

10/10 Excellent

Andrea M.

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

The home was immaculate.Kitchen was well inventoried.

Perfection!!!!!!!
Stayed 8 nights in Jun 2022

10/10 Excellent

Riley S., Seymour

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

Beautiful high-end Hone

Our experience at decked out was such a great time! We were a very short walk from the city pier and a 10 minute walk from the beach. We were one block over from the shops, and popular food spots so that was very convenient. The house was equipped with everything we needed from kitchen utensils to beach gear! I highly booking decked out for your vacation rental!
Stayed 5 nights in Jan 2023

10/10 Excellent

Suzanne M., Bradenton, FL

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

Perfect in everyway

This house is perfect and the Host was perfect. Everything worked. The decor was beautiful. The pool setting is fabulous. You can stumble to dinner or breakfast or lunch or the General store. Beautiful gulf beach a few blocks away. Bay beach is a stone’s throw. Quiet neighborhood. Truly could not ask for a better vacation home.
Stayed 5 nights in Jun 2023

10/10 Excellent

Verified traveller

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

Beautiful

Lovely home on a quiet street. One block from City Pier. Walking distance to shops and restaurants. Everything you need for the beach is there. While you could walk to the beach, we chose to drive and had no problem finding a parking spot. Home was very clean and the pool was perfect. Definitely recommend this home.
Stayed 7 nights in May 2022

8/10 Good

Verified traveller

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in

Two weeks of bliss

This was an exceptional property, combining elegance and comfort in equal and generous measure. The garden, swimming pool, games room, barbecue and house are all well equipped and immaculately maintained. The location suited our needs. We enjoyed the proximity to the beach, with good restaurants, shops and other facilities also close by. For those who love high tech, the house offers it in abundance. We aim to return and have no hesitation in recommending this as a great holiday rental.
Stayed 15 nights in Jan 2024

10/10 Excellent

Guy C., Punta Gorda, Florida

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

Awesome!

The location of the property is perfect if you don't want to have to drive around a lot... we didn't start the car for three days. The house is great and the pool nice and quiet.
Stayed 5 nights in Sep 2022

10/10 Excellent

annie h.

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

Great Vacation!

We had a great time staying at this rental for a quick getaway during our children’s spring break. The house was clean, very conveniently located and had all the amenities we needed. We were a short walk to shops, the Pier, 2 beach areas, and restaurants. My kids loved the pool! The backyard got sun all day, whether it was the top deck off the kitchen for morning coffee, or poolside in the late morning through the afternoon. There is a game-room in the garage area with a tv, ping-pong and pool table. The beds were super comfortable too! A perfect house for a family of 4. We loved it!
Stayed 4 nights in Apr 2024

10/10 Excellent

Cathy C.

Fantastic home!!’

Beautiful, well appointed, high end appliances. All the bells and whistles. A short walk to be bay and Waterfront Restaurant. About 1/2 mile to gulf beaches but worth the walk. This place feels like home with adjustable beds, beautiful remodeled bathrooms, amazing pool and landscaping. Would definitely stay again! While it was a bit high tech for us....we managed to adjust and enjoy the views and amenities.
Stayed 7 nights in Jul 2018

10/10 Excellent

Danielle D.

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

Great stay!

Amazing place with a great location. The downstairs game room was so fun. We had a blast! Only minor thing to mention is the alarm system. It’s a screeching sound if triggered so press the button! But otherwise, had everything we needed. Kitchen had tons of cooking stuff- just bring some spices! Love AMI and will def book the house again.
Stayed 3 nights in Dec 2022

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