AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat
Welcome to AMI Peppertree Paradise! On Anna Maria Island (Anna Maria, FL)
Experience AMI Peppertree Paradise — a light-filled beach home where mornings begin with salt air and end beneath the glow of island skies.
Just three houses from the beach path, this elevated retreat balances modern comfort with quiet simplicity. It's a place to breathe, slow down, and enjoy the rhythm of life by the Gulf.
Perfect for: families, couples traveling together, and groups seeking a peaceful stay near the beach.
Highlights - Elevated single-family home near Gulf beach access path - 3 Bedrooms | 2 Full Bathrooms - Heated private pool surrounded by lush landscaping - Covered patio with outdoor dining, seating, and gas grill - Screened-in porch for morning coffee and afternoon shade - Fully equipped kitchen with stainless appliances and beverage bar - Laundry room with washer and dryer - Driveway parking for 1–2 vehicles (no garage or ground-level access)
Interior Spaces Step inside to a bright open layout where the living, dining, and kitchen areas flow together with ease. Soft neutrals, natural textures, and sunlight create a peaceful coastal feel throughout.
A large sectional and additional seating invite you to relax after the beach or gather for a movie night. Sliding doors open to the enclosed porch, where you can listen to the breeze move through the trees or watch the pool sparkle below.
The dining area features a solid-wood table for eight — perfect for shared meals and evening conversation. Nearby, the kitchen island offers bar seating for four, a comfortable spot for breakfast or late-night snacks.
Kitchen & Dining The kitchen is fully equipped for simple family meals or relaxed gatherings. Its open design keeps everyone connected — whether you're pouring coffee at the beverage bar or prepping dinner together.
- Stove, oven, and microwave - Refrigerator / freezer with ice maker - Dishwasher and garbage disposal - 12-cup coffeemaker and blender - Toaster, cookware, utensils, and dinnerware - Wine and beverage cooler with dedicated bar area - Dining table for eight plus island seating for four
Bedrooms & Baths - Each bedroom offers a calm private retreat with soft linens, Smart TV, and ample storage. - Primary Suite: King bed, walk-in closet, vanity area, and en-suite bath with walk-in shower. - Second Bedroom: Queen bed and Smart TV. - Bunk Room: Two twin-over-twin bunks plus a twin trundle and Smart TV — ideal for kids or families. - Hall Bath: Full bath with walk-in shower for shared use.
Layout Overview - Main Living Level: Open living and dining area, kitchen, screened porch, three bedrooms, two baths, laundry area, and access to backyard pool. - Outdoor Level: Heated pool, covered dining area, outdoor shower, and landscaped yard with lounge seating.
Outdoor Living The outdoor spaces at AMI Peppertree Paradise are made for slow days and easy connection. Cool off in the heated pool or stretch out on a lounger beneath the palms. The fenced yard and lush greenery offer both privacy and a sense of peace.
After a swim, rinse off in the outdoor shower or foot wash before heading inside. Under the covered patio, a dining table and comfortable seating set the scene for grilled dinners and evenings under soft string lights.
The screened-in porch on the main level invites quiet moments — a morning coffee, a good book, or simply the sound of island breezes.
Pool & Outdoor Highlights - Heated private pool (82–85 °F; weather dependent) - Outdoor shower and foot wash - Covered patio with dining table and gas BBQ grill (propane provided) - Screened-in porch with lounge seating - Fenced yard with lush landscaping
Additional Amenities - Air conditioning and heat - High-speed Wi-Fi and cable TV - Smart TVs in living room and bedrooms - Linens, bath towels, and beach towels (professionally laundered) - Washer and dryer - Hair dryer, iron, and ironing board - Beach gear rental credit (chairs, umbrellas, carts — details after booking)
Parking - Driveway parking for 1–2 vehicles (no garage or ground-level access)
At AMI Peppertree Paradise, mornings begin with the smell of coffee and the sound of the waves just down the lane. Days unfold between pool laps and beach walks, and evenings end on the porch as the sky turns to gold.
This home welcomes you to slow down, connect, and let the island's rhythm find you.
Write your vacation story where the sunlight lingers a little longer, and every moment feels like it was meant to be.
Policies
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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.
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: VR16-000281 Max Occupancy: 8 Guests | Max Vehicles: 1–2 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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Amenities
Pool
Washing machine
Dryer
Free WiFi
Air conditioning
Parking available
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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 the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
Anna Maria City Pier - 3 min drive - 2.1 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive
Restaurants
Anna Maria Island Beach Cafe - 6 min drive
The Ugly Grouper - 3 min drive
The Sandbar Restaurant - 14 min walk
The Waterfront Restaurant - 3 min drive
Ginny's & Jane E's - 11 min walk
Frequently asked questions
Does AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat?
As of 18 Apr 2026, prices found for a 1-night stay for 2 adults at AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat on 8 Aug 2026 start from AU$602, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat pet-friendly?
No, pets are not allowed at this property.
How much is parking at AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat?
On-site parking is available at the property.
What time is check-in at AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat?
Check-in begins at 4:00 PM.
What time is check-out at AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat?
Checkout is at 10:00 AM.
Where is AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat located?
Situated by the sea, this holiday home is within a 5-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mile (2 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
My friends and I had a wonderful visit. The house is roomy and has everything we needed. The location was also great with an easy walk to the beach. We had a great time!
Somer B.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 17 Oct 2022
Somer: thank you for the feedback! We're thrilled to hear that you had a great visit on Anna Maria at AMI Peppertree Paradise. We would love to host you all again in the future! Thank you for choosing Once Upon A Beach!
The rental was extremely clean and spacious for our family. It is in a great location, and we were able to walk to the beach and area restaurants with ease. The decor was cute and beachy. We would definitely stay here again.
Renee F.
Stayed 5 nights in Dec 2022
Response from VrboOwner on 17 Jan 2023
Thank you so much for your feedback, Renee! We absolutely loved hosting you and your family over Christmas! We are thrilled to hear you enjoyed the space and the location - and would happily welcome you back anytime! Thank you for choosing Once Upon A Beach!
Thank you so much for your kind words, Lori! We're delighted to hear that you liked the location and felt it was well-represented. Your feedback means a lot to us! We look forward to seeing you back in the future!
Beautiful home. Great location. Great communication with hosts when needed. Enjoyed our stay very much.
Lori H.
Stayed 8 nights in May 2023
Response from VrboOwner on 27 May 2023
Thank you so much for leaving feedback, Lori! You and your guests were a pleasure and we thoroughly enjoyed hosting you at AMI Peppertree Paradise! We look forward to seeing you next year! Thank you for choosing Once Upon A Beach!
The whole family just keeps raving about how awesome this vacation was! The beach was so close and private! And the pool was so secluded and shaded. We definitely plan to come back!
This is an amazing rental. Location could not have been better.
Devin S.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 29 June 2022
Thank you for the feedback, Devin! We thoroughly enjoyed having you and your guests at AMI Peppertree Paradise and are thrilled you enjoyed it as well :)
Verified
6/10 Okay
paula w.
10 Aug 2022
Liked: Communication, location
Beach getaway
Ideal location, comfortable beds, beautiful decor. Plenty of beach chairs, towels provided. There were a few maintenance issues that did not greatly affect our stay. Ideal
paula w.
Stayed 6 nights in Jul 2022
Response from VrboOwner on 13 Aug 2022
We are so glad that Paula thoroughly enjoyed her stay with us. As she mentioned the home is gorgeously decorated, properly stocked, and have plenty of amenities. The home is just a few houses to the beach so you are literally 3 minutes from your driveway to the white sand beaches of our island by foot! During her stay, we were required to have our yearly inspection through the city for our vacation rental license. While we always typically schedule these when guests are not present... unfortunately due to the city's limitations we were required to conduct that day. A member of our team personally was on site with the inspector while they quickly checked smoke detectors, pool alarms, gates, etc for safety within a few short minutes. The few items that needed addressed like a new battery or tightening a gate were addressed on site that day. These were not items brought reported by or brought to our attention by the guest because they were not issues for them... rather routine items that just needed to be conducted as we are dedicated to safety and ensuring all policies are followed for our guests. Unfortunately, the guest oddly left a subpar star rating for their stay and does not match with the description of their stay. We hope they mistakenly selected 3 stars or are simply unaware that a 3 star rating is actually a major detriment to our home's rating and status. VRBO considers stays rated less than 5 or 4 stars a massive failure to provide a clean, comfortable, and exceptional experience. The guests did provide helpful feedback to us upon departure on some additional items to consider or for us to be aware of so we can further enhance guest stays which we have already reviewed but mentioned they didn't bring to our attention during their stay as they didn't impact them. I do sincerely believe we did provide a wonderful stay for these guests as they described here in this review and believe the star rating doesn't properly reflect this.
Lived up to its reviews. Beautiful decor. Clean lots of perks. Short private walk to beach. Only negative was no early check in or late check out. Overall felt very safe in the home. Not many neighbors which I was a little sad about but very happy and would most definitely return.
Maureen C.
Stayed 5 nights in Apr 2024
Response from VrboOwner on 29 Apr 2024
Hey Maureen! We're so glad to hear that your stay lived up to the reviews and that you enjoyed the beautiful decor and perks of the place! We do try to accommodate early check-ins and late checkouts whenever possible, so we do apologize that wasn’t available during your stay. We're pleased to know that you felt safe in the home and had a private walk to the beach—those are definitely big pluses! We're delighted to hear that you’re very happy and would love to return. We’ll do our best to make your next stay even more enjoyable!
Only problem is that stairs. have to hall every thing up them.
joe j.
Stayed 8 nights in Apr 2023
Response from VrboOwner on 11 May 2023
Hey Joe! Thank you so much for staying with us at Once Upon A Beach - and at AMI Peppertree Paradise. Through depiction, we feel the home is represented appropriately to display as a second story vacation rental. We are sorry to hear that it was inconvenient and would love to assist in helping you find a more suitable home for your next vacation! Thank you for staying with us!
This was a lovely house, secluded among the palm trees. We loved the layout of this house, loved the screened porch, loved the easy walk to the beach, and loved the pool. We made fun of the garden cart the first day but after using it to get all the gear to the beach, I quickly apologized to it, in case it had feelings...best cart ever!
Sarah H.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 9 Aug 2023
Sarah: you, your guests, and your sense of humor are welcome back anytime! We loved having you with us at AMI Peppertree Paradise. We are thrilled to hear you had such an amazing time with us at Once Upon A Beach! Thank you for staying with us!
This is a really beautiful home only a few doors down from the beach. It is amazing, quiet, clean, relaxing....I can't say enough good things about the people managing the property too. If any little thing is wrong, they are there to fix it quickly. This is our second year of renting from them (different house) and we're looking to find another house for next year. You can't go wrong renting this home, it's really comfortable and so convenient to the beach.
Blake P.
Stayed 4 nights in Sep 2022
Response from VrboOwner on 17 Oct 2022
Thank you so much for the feedback, Blake! We are honored that you are a repeat guest and look forward to hosting you again in the future! We thoroughly enjoy having you and your guests - and are thrilled you enjoy AMI Peppertree Paradise!
We had a nice long weekend! The house was very nice, clean and well equipped. Pool was great as well.
The only "thing" I would mention is that you can't really fit 2 cars in the drive way (unless they are very small). We got a parking ticket because one of the cars was not entirely inside the driveway.
Karl Z.
Stayed 5 nights in Sep 2023
Response from VrboOwner on 23 Sept 2023
Thank you for the feedback! We are so happy to hear that you enjoyed your time with us at AMI Peppertree Paradise! You were delightful guests and we would happily invite you back to stay with Once Upon A Beach in the future!
Verified
6/10 Okay
ivo j.
1 Aug 2023
Liked: Check-in, communication, location
Fell short of expectations
Even though our family enjoyed our stay in AMI the overall experience of the rental fell short of our expectations. Just like the previous reviewer mentioned the pictures do not depict reality and already pointed out some of the issues. The overall feel of the house is tired and worn; old furniture with scuff marks, old appliances, refrigerator with dents on the doors, worn chipped Teflon/Ceramic pans, nonfunctioning toaster, stained bed sheets, bleached spots on seat covers of dining room chairs, dust on the plastic plants in the living room, dust on the ceiling fans. walls that are chipped. When you are paying a premium, you expect much more attention to detail.
This property was amazing and had everything we wanted in a house for vacation. It was a very short walk to the beach ... maybe 5 minutes or less. The house was well equipped with everything you need for the beach including chairs, HUGE beach cart, plenty of chairs, boogie boards, and so much more. The pool was very awesome! Half of the pool is under the house for rainy days and it was very clean. Chairs to lay out by the pool were adorned with pillows. The rooms were very spacious and decorated very nicely. The back porch was screened in to keep you from the mosquitoes and was very nice to watch the storms. This section of the beach was never too busy and plenty of space to set up your beach equipment. We could have used a few more items in the kitchen but we made it through the week with no issues at all. The only thing that is quite inconvenient was the door alarm that would not stop buzzing one night. I would suggest putting a child gate at the bottom the stairs or some other safety measure for children. This buzzer was very aggravating as you has to hit a disable button every time you went in and out of the door. If you did not close the door in a few seconds it would loudly buzz. This was not a game changer for our vacation. If you want an awesome house steps from the beach then pick this home. We had an awesome week and will be back!
John B.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 30 Aug 2022
Hey John! We are so happy you enjoyed your vacation and AMI Peppertree Paradise! We truly appreciate the feedback and you taking the time to do so! Unfortunately, the door alarms are mandated by the City for child safety and while we could add a baby gate, the alarms also need to be in place. We do thank you for bringing the malfunction concern to our attention so we can ensure to replace the device :)
We thank you for choosing to stay with Once Upon A Beach and would welcome you and your guests back any time!!
Verified
6/10 Okay
jessica c.
8 June 2023
Liked: Location
Disliked: Listing accuracy
Not ideal
The pictures are much nicer than the house itself. Parking was not for 2 SUV size vehicles, you don't need a golf cart because there is nowhere to park it. The stairs from the screened in porch are half rotten, the pool was over chlorinated, it had rained earlier in the day and was serviced as we sat there and were then told we couldn't swim in it until the next afternoon, so that was great with 4 children, several light bulbs were out, the spare bathroom was not cleaned well, duvets had some stains, several soft spots in the flooring, outdoor string lights don't work, foliage is overgrown making it difficult to navigate in and out of your car door, the air vent in the queen bedroom dripped water right on my head at about 10pm every night. The maintenance man arrived to put a lock on the gate while we were there to meet their "code" before inspection which further pushed our cars to the sidewalk and at risk for more tickets. The attention to detail in this home is lacking, it is not impressive for the amount of money paid. There were some old shorts left in the kids room closet from a previous guest. The washing machine needs to be cleaned and given maintenance because it smells of mold and you can see mold growing as you can with most front loading machines. The young lady in the office has been polite and nice to deal with but she is simply the messenger to the owners on Once Upon a Beach Rentals, the owners are the decision makers.
Alles Bestens-waren vor 6 Jahren schon einmal in diesem Haus-super Lage zum Strand- sehr sauber und gepflegt-ein großes Dankeschön an den Vermieter und der Hausverwaltung-wir kommen im Herbst gerne wieder
Henry K.
Stayed 6 nights in Apr 2023
Response from VrboOwner on 20 May 2023
Vielen Dank, dass Sie bei uns im Once Upon A Beach übernachtet haben! Ihr wart alle fantastisch und wir haben es sehr genossen, euch zu beherbergen. Wir freuen uns auf ein Wiedersehen im Herbst!
Great location close to beach.House kitchen was well stocked with needed pans and utensils. Beds were comfortable and it was quiet at night. Pool was great and heated so you can use year round.
Robert B.
Stayed 21 nights in Feb 2022
Response from VrboOwner on 17 May 2022
Thank you, Robert! We loved the feedback you provided and are so glad you had such a wonderful time at AMI Peppertree Paradise! We would love to host you again and thank you for choosing Once Upon A Beach!
The place is wonderful. We did not want for anything. It was just like being in our own home.
Renting this property was very easy. Communication was a breeze. We had a couple of opportunities to talk with the staff. They were prompt, courteous and new just what to do.
Great property, beautiful home. Super close to the beach. The pool was wonderful for our littles!!
100% would stay here again
Matt D.
Stayed 7 nights in Jan 2022
Response from VrboOwner on 21 Feb 2022
We are thrilled to know that you enjoyed your stay with us. We would love to host you again in the future.
Best Regards,
Once Upon A Beach Team
About the host
Hosted by Once Upon a Beach Vacation Rentals
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