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AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat
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Reviews
9.4 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8183.0 sq m
Popular amenities
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Bunk Beds
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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10.0 out of 10, Exceptional, (25 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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 Bean Point Beach and Anna Maria 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.

Anna Maria, FL
What's nearby
- Palmetto Avenue Beach - 5 min walk - 0.4 km
- Bradenton Beach - 6 min walk - 0.6 km
- Island Players - 15 min walk - 1.3 km
- Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
- Bean Point Beach - 3 min drive - 2.4 km
Getting around
Restaurants
- The Ugly Grouper - 3 min drive
- Anna Maria Island Beach Cafe - 6 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
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.2/10
Cleanliness
9.6/10
Check-in
9.6/10
Communication
9.8/10
Location
9.4/10
Listing accuracy
Reviews
Verified
18 December 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2021
Verified
10/10 Excellent
Guy Z.
21 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Vacation Home
Guy Z.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Tanya S.
2 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location - fantastic access to the beach and pool very welcome
Tanya S.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Maria H.
29 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anna Maria Paradise
Maria H.
Stayed 5 nights in May 2021
Verified
10/10 Excellent
Somer B.
14 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot for a weekend away
Somer B.
Stayed 4 nights in Oct 2022
Verified
10/10 Excellent
Renee F.
2 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas Family Get Away
Renee F.
Stayed 5 nights in Dec 2022
Verified
10/10 Excellent
Lori H.
22 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house
Lori H.
Stayed 8 nights in May 2024
Verified
10/10 Excellent
Lori H.
27 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Definately paradise
Lori H.
Stayed 8 nights in May 2023
Verified
10/10 Excellent
Carrie R.
14 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Vacay!
Carrie R.
Stayed 7 nights in Aug 2021
Verified
8/10 Good
Henry F.
28 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Anna Maria trip
Henry F.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Devin S.
13 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Time
Devin S.
Stayed 7 nights in Apr 2022
Verified
6/10 Okay
paula w.
10 August 2022
Liked: Communication, location
Beach getaway
paula w.
Stayed 6 nights in Jul 2022
Verified
10/10 Excellent
Maureen C.
28 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous place
Maureen C.
Stayed 5 nights in Apr 2024
Verified
8/10 Good
joe j.
10 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Place
joe j.
Stayed 8 nights in Apr 2023
Verified
10/10 Excellent
Sarah H.
9 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Diamond in the Palms
Sarah H.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Blake P.
2 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing & Close to Beach
Blake P.
Stayed 4 nights in Sep 2022
Verified
10/10 Excellent
Karl Z.
21 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend
Karl Z.
Stayed 5 nights in Sep 2023
Verified
6/10 Okay
ivo j.
1 August 2023
Liked: Check-in, communication, location
Fell short of expectations
ivo j.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
John B.
31 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Phenomenal Place Very Close to Beach
John B.
Stayed 7 nights in Jul 2022
Verified
6/10 Okay
jessica c.
8 June 2023
Liked: Location
Disliked: Listing accuracy
Not ideal
jessica c.
Stayed 5 nights in Jun 2023
Verified
10/10 Excellent
Henry K.
5 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sehr zu empfehlen - Traumhaft
Henry K.
Stayed 6 nights in Apr 2023
Verified
8/10 Good
Erin S.
29 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing vacation home!
Erin S.
Stayed 7 nights in Apr 2022
Verified
10/10 Excellent
Robert B.
1 March 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and location
Robert B.
Stayed 21 nights in Feb 2022
Verified
10/10 Excellent
Connie P.
1 March 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
The place is wonderful. We did not want for anything. It was just like being in our own home.
Connie P.
Stayed 7 nights in Nov 2021
Verified
10/10 Excellent
Matt D.
9 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property, beautiful home. Super close to the beach. The pool was wonderful for our littles!!
Matt D.
Stayed 7 nights in Jan 2022
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.
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.
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