Entire home
Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views
Holiday home with a water park, steps from Anna Maria Beach
Photo gallery for Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views





Reviews
9.8 out of 10
Exceptional
3 bedrooms 3 bathrooms Sleeps 8 2297 sq ft
Popular amenities
Explore the area

Anna Maria, FL
- Place, Anna Maria Beach2 min walk
- Place, Bean Point Beach3 min walk
- Place, Bradenton Beach6 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)42 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Common Space
1 Double Sofa Bed
Master
1 King Bed
Master Two
1 King Bed
Third Bedroom
1 King Bed
3 bathrooms
Bathroom 3
Toilet · Shower only
Master Bath
Toilet · Shower only
Master Bath 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Dining area
About this property
Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views
Welcome to Point's Hideaway!
On Anna Maria Island (Anna Maria, FL)
*The home is next to a construction site. There is no construction schedule or guarantee the activity may be occurring during your stay.*
Experience Coastal Luxury at Point's Hideaway, Where Panoramic Bay Views, a Private Heated Pool, and Expansive Rooftop Deck Create the Perfect Island Getaway Just Steps from Bean Point Beach
Highlights
- Kitchen, Dining, Living Area: Open-concept design with vaulted ceilings, smart TV, and a fully stocked chef-inspired kitchen featuring a gas range, wine cooler, and stainless steel appliances.
- Bedrooms & Bathrooms:
1 King Bedroom with TV and en-suite full bathroom with a walk-in shower.
1 King Bedroom with TV and en-suite full bathroom with a jetted tub/shower combo.
1 King Bedroom with TV.
Sleeper sofa (sleeps 2).
Additional full bathroom with a walk-in shower.
- Game Room: Equipped with a wet bar, beverage cooler, and TV.
- Outdoor Spaces:
Screened-in porch with seating and dining areas.
Expansive rooftop deck with panoramic water and sunset views.
Private heated pool with seating, dining table, and gas grill.
- Pet Friendly: Bring your furry friends along! Point's Hideaway offers plenty of space and a welcoming environment for pets.
Kitchen
Gas Range, Oven, Dishwasher, Microwave, Refrigerator, Garbage Disposal, Coffeemaker, Blender, Toaster, Kitchenware, Wine Cooler
Pool Area
Heated Private Pool w/ Table & Chairs, Outdoor Seating, Loungers, Gas Grill
Approximate Pool Size
24' x 9'
Laundry
Washer/Dryer
Parking
1-2 Car Garage Cars in Garage & 1-2 Cars in Driveway
Amenities
A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, 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
This home is located in one of the most sought-after areas on Anna Maria Island, and it's easy to see why! Just steps away from Bean Point Beach, renowned for its sugar-soft sand and crystal-clear waters, this vacation rental offers the ultimate island experience. Situated a few blocks from Pine Avenue, you're close to charming shops, local restaurants, and island activities. From the comfort of your screened-in porch, enjoy refreshing bay breezes, or head up to the enormous rooftop deck to soak in stunning panoramic views of the Gulf and unforgettable sunsets.
With an incredible balance of outdoor and indoor space, this home is designed for relaxation and entertaining. The private heated pool is bathed in sunshine and surrounded by seating, a dining table, and a gas grill—perfect for unwinding after a day at the beach. Step inside to a bar/game room just off the pool area, complete with a wet bar, smart TV, and beverage cooler for added fun.
The second floor's open-concept living space features soaring two-story vaulted ceilings, a chef-inspired kitchen, and a dining area for six. The kitchen is fully equipped with a gas range, oven, refrigerator with water and ice dispenser, wine cooler, microwave, dishwasher, and TV. Step through sliding glass doors to the screened-in porch, complete with additional seating and an outdoor dining area, perfect for morning coffee or evening meals. This level also includes a laundry area with a washer and dryer for your convenience.
Bedroom Configuration
Main Level (Second Floor):
- Bedroom 1: King-sized bed with access to a full bathroom featuring a walk-in shower.
Upper Level (Third Floor):
- Master Suite: King-sized bed with a walk-in closet, en-suite bathroom featuring a walk-in shower and double vanity, and direct access to the rooftop deck with stunning water and sunset views.
- Bedroom 2: King-sized bed with an en-suite bathroom featuring a jetted tub/shower combination.
Additional features include a two-car garage and extra driveway parking. The home is thoughtfully stocked with all the essentials, including towels, linens, and a fully equipped kitchen, ensuring a seamless and comfortable stay.
Why Choose Point's Hideaway?
- Unbeatable Location: Steps from Bean Point Beach and near Pine Avenue's shops and restaurants.
- Exceptional Outdoor Spaces: Rooftop deck, private heated pool, and screened-in porch.
- Family-Friendly Amenities: Game room, fully equipped kitchen, and spacious bedrooms.
- Pet-Friendly Vacation Home on Anna Maria Island: Perfect for guests traveling with their furry friends.
This property is the perfect vacation rental on Anna Maria Island for families or couples looking to create unforgettable memories. With its prime location near Bean Point Beach, luxurious amenities, and spacious layout, this home is ideal for those seeking the best of island living. Book your stay today and experience why Anna Maria Island is one of the most beloved vacation destinations in Florida!
Policies
NO SMOKING.
Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.
Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.
Optional Services (subject to approval)
Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.
Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.
Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.
Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.
Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.
Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.
Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.
Payments & Cancellation Policy
Policies updated October 6, 2025 — see full Terms & Conditions for details.
Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.
Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.
Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.
Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.
Max occupancy: 8 | Max cars: 3 | City of Anna Maria: VR19-000042.
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
On Anna Maria Island (Anna Maria, FL)
*The home is next to a construction site. There is no construction schedule or guarantee the activity may be occurring during your stay.*
Experience Coastal Luxury at Point's Hideaway, Where Panoramic Bay Views, a Private Heated Pool, and Expansive Rooftop Deck Create the Perfect Island Getaway Just Steps from Bean Point Beach
Highlights
- Kitchen, Dining, Living Area: Open-concept design with vaulted ceilings, smart TV, and a fully stocked chef-inspired kitchen featuring a gas range, wine cooler, and stainless steel appliances.
- Bedrooms & Bathrooms:
1 King Bedroom with TV and en-suite full bathroom with a walk-in shower.
1 King Bedroom with TV and en-suite full bathroom with a jetted tub/shower combo.
1 King Bedroom with TV.
Sleeper sofa (sleeps 2).
Additional full bathroom with a walk-in shower.
- Game Room: Equipped with a wet bar, beverage cooler, and TV.
- Outdoor Spaces:
Screened-in porch with seating and dining areas.
Expansive rooftop deck with panoramic water and sunset views.
Private heated pool with seating, dining table, and gas grill.
- Pet Friendly: Bring your furry friends along! Point's Hideaway offers plenty of space and a welcoming environment for pets.
Kitchen
Gas Range, Oven, Dishwasher, Microwave, Refrigerator, Garbage Disposal, Coffeemaker, Blender, Toaster, Kitchenware, Wine Cooler
Pool Area
Heated Private Pool w/ Table & Chairs, Outdoor Seating, Loungers, Gas Grill
Approximate Pool Size
24' x 9'
Laundry
Washer/Dryer
Parking
1-2 Car Garage Cars in Garage & 1-2 Cars in Driveway
Amenities
A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, 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
This home is located in one of the most sought-after areas on Anna Maria Island, and it's easy to see why! Just steps away from Bean Point Beach, renowned for its sugar-soft sand and crystal-clear waters, this vacation rental offers the ultimate island experience. Situated a few blocks from Pine Avenue, you're close to charming shops, local restaurants, and island activities. From the comfort of your screened-in porch, enjoy refreshing bay breezes, or head up to the enormous rooftop deck to soak in stunning panoramic views of the Gulf and unforgettable sunsets.
With an incredible balance of outdoor and indoor space, this home is designed for relaxation and entertaining. The private heated pool is bathed in sunshine and surrounded by seating, a dining table, and a gas grill—perfect for unwinding after a day at the beach. Step inside to a bar/game room just off the pool area, complete with a wet bar, smart TV, and beverage cooler for added fun.
The second floor's open-concept living space features soaring two-story vaulted ceilings, a chef-inspired kitchen, and a dining area for six. The kitchen is fully equipped with a gas range, oven, refrigerator with water and ice dispenser, wine cooler, microwave, dishwasher, and TV. Step through sliding glass doors to the screened-in porch, complete with additional seating and an outdoor dining area, perfect for morning coffee or evening meals. This level also includes a laundry area with a washer and dryer for your convenience.
Bedroom Configuration
Main Level (Second Floor):
- Bedroom 1: King-sized bed with access to a full bathroom featuring a walk-in shower.
Upper Level (Third Floor):
- Master Suite: King-sized bed with a walk-in closet, en-suite bathroom featuring a walk-in shower and double vanity, and direct access to the rooftop deck with stunning water and sunset views.
- Bedroom 2: King-sized bed with an en-suite bathroom featuring a jetted tub/shower combination.
Additional features include a two-car garage and extra driveway parking. The home is thoughtfully stocked with all the essentials, including towels, linens, and a fully equipped kitchen, ensuring a seamless and comfortable stay.
Why Choose Point's Hideaway?
- Unbeatable Location: Steps from Bean Point Beach and near Pine Avenue's shops and restaurants.
- Exceptional Outdoor Spaces: Rooftop deck, private heated pool, and screened-in porch.
- Family-Friendly Amenities: Game room, fully equipped kitchen, and spacious bedrooms.
- Pet-Friendly Vacation Home on Anna Maria Island: Perfect for guests traveling with their furry friends.
This property is the perfect vacation rental on Anna Maria Island for families or couples looking to create unforgettable memories. With its prime location near Bean Point Beach, luxurious amenities, and spacious layout, this home is ideal for those seeking the best of island living. Book your stay today and experience why Anna Maria Island is one of the most beloved vacation destinations in Florida!
Policies
NO SMOKING.
Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.
Booking & Fee Policy
Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.
Optional Services (subject to approval)
Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.
Reservations & Guest Requirements
Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.
Quiet Hours
10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.
Cleaning & Linens
Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.
Golf Cart Rentals
Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.
Pool & Spa
Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.
Property Security
Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.
Payments & Cancellation Policy
Policies updated October 6, 2025 — see full Terms & Conditions for details.
Payment Schedule
Deposit
- Reservations up to 20 days: 50% of total amount due at time of booking.
Remaining Balance
- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.
Cancellation Policy
For Reservations of 20 Days or Less
- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.
- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.
- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.
- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.
Travel Insurance
CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.
Additional Terms
No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.
Max occupancy: 8 | Max cars: 3 | City of Anna Maria: VR19-000042.
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
Our prices include all fees. No hidden fees.
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
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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 - 2 min walk - 0.2 km
- Bean Point Beach - 3 min walk - 0.3 km
- Anna Maria City Pier - 17 min walk - 1.4 km
- Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
- Bradenton Beach - 6 min drive - 3.4 km
Getting around
Restaurants
- The Ugly Grouper - 8 min drive
- The Sandbar Restaurant - 3 min drive
- The Waterfront Restaurant - 15 min walk
- Ginny's & Jane E's - 3 min drive
- North Shore Cafe - 17 min walk
Frequently asked questions
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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