Entire home
Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views
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Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3 bathroomsSleeps 82297 sq ft
Popular amenities
Explore the area

Anna Maria, FL
- Place, Anna Maria Beach1 min walk
- Place, Bean Point Beach3 min walk
- Place, Bayfront Park8 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)35 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
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 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: 8 Guests | Max Vehicles: 3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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
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 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: 8 Guests | Max Vehicles: 3
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
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
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
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.

Anna Maria, FL
What's nearby
- Anna Maria Beach - 1 min walk - 0.2 km
- Bean Point Beach - 3 min walk - 0.3 km
- Bayfront Park - 8 min walk - 0.7 km
- Anna Maria City Pier - 17 min walk - 1.4 km
- Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
Getting around
Restaurants
- The Ugly Grouper - 8 min drive
- Anna Maria Island Beach Cafe - 11 min drive
- The Sandbar Restaurant - 3 min drive
- The Waterfront Restaurant - 15 min walk
- Ginny's & Jane E's - 3 min drive
Frequently asked questions
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 window9.8/10
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
7 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Feb 2026
10/10 Excellent
Amanda G.
30 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amanda G.
Stayed 7 nights in Jul 2025
10/10 Excellent
Charity W.
17 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charity W.
Stayed 7 nights in Jul 2025
10/10 Excellent
Holly D.
7 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Holly D.
Stayed 6 nights in Aug 2025
10/10 Excellent
Maria Lorena G.
9 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property
Maria Lorena G.
Stayed 6 nights in Jun 2025
10/10 Excellent
Mariana T.
4 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Mariana T.
Stayed 6 nights in Oct 2025
10/10 Excellent
Verified traveller
26 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Verified traveller
Stayed 7 nights in Apr 2022
10/10 Excellent
Kiley C.
13 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation in Anna Maria
Kiley C.
Stayed 4 nights in May 2024
10/10 Excellent
Michael C.
19 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and great property
Michael C.
Stayed 4 nights in Nov 2023
10/10 Excellent
LaCretia M.
21 Apr, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
LaCretia M.
Stayed 4 nights in Apr 2023
10/10 Excellent
Nicole B.
5 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great beach house
Nicole B.
Stayed 5 nights in Jun 2023
10/10 Excellent
Donna W.
31 Jul, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible Home!
Donna W.
Stayed 14 nights in Jul 2021
10/10 Excellent
Tracy T.
16 Oct, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, great location
Tracy T.
Stayed 4 nights in Oct 2019
10/10 Excellent
Michele N.
12 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Beach Getaway
Michele N.
Stayed 5 nights in Jul 2023
10/10 Excellent
Darla W.
20 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway
Darla W.
Stayed 4 nights in May 2024
10/10 Excellent
Julie P.
3 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
50th birthday celebration
Julie P.
Stayed 6 nights in Jul 2023
10/10 Excellent
Jane B.
23 Jan, 2025
Liked: Cleanliness, check-in, location
AMI Getaway
Jane B.
Stayed 9 nights in Jan 2025
10/10 Excellent
TERESA M.
11 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation
TERESA M.
Stayed 5 nights in Jun 2023
10/10 Excellent
Tracy G.
1 Nov, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
We love Anna Maria!
Tracy G.
Stayed 7 nights in Oct 2021
10/10 Excellent
Marilyn T.
22 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home on Anna Maria Island!
Marilyn T.
Stayed 4 nights in Jan 2024
10/10 Excellent
Vince K.
8 Nov, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
October vacation
Vince K.
Stayed 7 nights in Oct 2020
10/10 Excellent
Michael K.
30 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing Getaway
Michael K.
Stayed 5 nights in Mar 2023
10/10 Excellent
Jill G.
15 Nov, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great house
Jill G.
Stayed 14 nights in Oct 2022
10/10 Excellent
Wendy K.
3 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just perfect!
Wendy K.
Stayed 4 nights in Aug 2024
10/10 Excellent
Karen W.
15 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect vacation!
Karen W.
Stayed 7 nights in Jun 2024
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.
Languages:
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