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Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views

Photo gallery for Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views

A coastal residential area with houses, a swimming pool, and a view of the ocean. - Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views (Anna Maria)
A coastal resort with multiple villas, surrounded by dense tropical foliage and a clear view of the ocean. - Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views (Anna Maria)
A coastal property with a grey building, a balcony, and a view of the ocean. - Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views (Anna Maria)
A modern kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large window providing natural light. - Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views (Anna Maria)
A spacious living area with a blue sectional sofa, a white coffee table, and a dining area with wooden cabinets and a kitchen in the background. - Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views (Anna Maria)
Close to Anna Maria Beach and Bean Point Beach, Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views provides an arcade/game room, laundry facilities, and more. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8213 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Add dates for prices

About this property

Point's Hideaway - Island 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 for 6 and relaxation areas
    - Game room with foosball and bar area with wet bar, beverage cooler, and TV
    - Chef-inspired kitchen with gas range and stainless appliances
    - 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—Chef's gas range, oven, refrigerator with ice and water dispenser, microwave, dishwasher, and all the essentials for preparing a shared meal.

    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
    - Coffeemaker, blender, toaster, and kitchenware
    - Gather around the indoor dining table for 6 or move outdoors to dine under the screened porch while the evening breeze carries the sound of the Gulf.

    Each bedroom offers a retreat of its own, designed with care and a touch of coastal calm.

    - Master Suite: King bed, Smart TV, walk-in closet, en-suite bath with walk-in shower and double vanity.
    - Second King Suite: En-suite bathroom with tub/shower combination, Smart TV.
    - Third King Bedroom: Adjacent to a full bathroom with a walk-in shower, Smart TV.
    - Sleeper Sofa: Comfortably accommodates two additional guests.

    Layout Overview
    - Ground Level: Game room with wet bar, foosball, 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; 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.

    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
    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). 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: VR19-000042
    Max Occupancy: 8 Guests | Max Vehicles: 3
    Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Arcade/game room
  • Foosball table
  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 2,297 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you 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 trash
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.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Located in Anna Maria, this vacation home is near a water park 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 Florida Maritime Museum at Cortez are also worth visiting. Visit our Anna Maria travel guide
View more Vacation Homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    1 min walk - 0.2 km
  • A sunset over a grassy field with a path leading to the water.
    Bean Point Beach
    3 min walk - 0.3 km
  • Anna Maria Beach
    1 min walk - 0.2 km
  • Bayfront Park
    8 min walk - 0.7 km
  • Anna Maria City Pier
    17 min walk - 1.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ)
    35 min drive

Restaurants

  • The Sandbar Restaurant
    3 min drive
  • Anna Maria Island Beach Cafe
    11 min drive
  • The Ugly Grouper
    8 min drive
  • Ginny's & Jane E's
    3 min drive
  • The Waterfront Restaurant
    15 min walk

Frequently asked questions

Does Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views have a pool?

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

Is Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views?

Check-in begins at 4:00 PM.

What time is check-out at Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views?

Check-out is at 10:00 AM.

Where is Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views located?

Situated by the sea, this vacation home is within a 5-minute walk of Anna Maria Beach and Bean Point Beach. Bradenton Beach and Bayfront Park are also within 10 minutes.

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Reviews

Point's Hideaway - Island Retreat w/ Private Pool & Deck, Stunning Bay Views Reviews

9.6

Exceptional

9.8

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 66 out of 75 reviews
Rating 8 - Good. 5 out of 75 reviews
Rating 6 - Okay. 1 out of 75 reviews
Rating 4 - Poor. 2 out of 75 reviews
Rating 2 - Terrible. 1 out of 75 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place to stay! Close to the beach and super clean.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house on Bean Point a short walk to the beach access. House has a nice pool and is well equipped. Large chef’s kitchen stocked for however you want to cook. Main floor bed/bath with two bed/bath on upper level. Game room right off ground floor near pool. Host is great to work with and has everything extra you could need (golf carts, each gear rentals, etc)
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a wonderful stay at this beach house on Anna Maria Island! There was plenty of space for everyone to spread out and relax, making it perfect for our family vacation. The location couldn’t have been better—just a very short walk to the beach with easy access to several great local restaurants.The team at Once Upon A Beach was fantastic to work with. Their communication was prompt, friendly, and helpful throughout our stay, which made everything seamless from check-in to check-out.We thoroughly enjoyed our time here and would absolutely look to stay at this property again the next time we vacation in the Anna Maria Island area. Highly recommend!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Points Hideaway was a great property with close proximity to beach access. The kitchen and bedrooms were well stocked and the heated pool was a wonderful way to end a day on the beach. I highly recommend Once Upon A Beach for rentals in AMI
Stayed 14 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful well maintained home, spacious and comfortable. Perfect for our group and a great location in a quiet area with easy beach access and close enough to shopping and dining
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

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

Great Property

The house is in an amazing location, super close to the beach. We loved exploring the island and there's so much to do and restaurants to check out.
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

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

Great stay and great property

Great location. House was very clean and had everything we needed for my fathers 70th.
Stayed 4 nights in Nov 2023
Verified review

10/10 Excellent

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

Family Vacation in Anna Maria

This property was perfect for our family vacation! Lots of space and amenities that allowed for us to enjoy a pool, walk to beach, have plenty of beach supplies and toys for little ones and enjoy some amazing sunsets
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

Great getaway

We had a great getaway in this lovely home. We were in Florida with two other couples for a friend’s wedding, and this house had plenty of room for all of us. We really enjoyed our time by the pool and the easy walk to the beach. Thanks for a wonderful stay!
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

50th birthday celebration

Wonderful home on the best beach in AMI.
Stayed 6 nights in Jul 2023
Verified review

10/10 Excellent

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

Wonderful Home on Anna Maria Island!

This home was perfect for a gathering of family or friends! Great gathering space with a set up with a well-stocked kitchen, spacious dining area and living room, and play space on the first floor equipped with a foosball table and swimming pool. The bedrooms were large and spacious, with comfortable beds.Great location as well so hard to beat!!
Stayed 4 nights in Jan 2024
Verified review

10/10 Excellent

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

The perfect vacation!

House was so nice and spacious! It met all our expectations! 6 adults and two kids! We enjoyed the pool and porches and beautiful beach! We rented a golf cart but did not need it because it was such a short walk to the beach! Would definitely recommend this house! 5 stars!!!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Just perfect!

We just loved this house and the property. The home was cozy and had the best backyard/pool area. The house had everything we needed from dishes/pots to prepare meals, rafts and toys for the beach, pet friendly, etc. One block from the most beautiful beach and a plaza very close that had pizza and an ice cream shop. Perfect location! We would definitely stay here again! 10 stars!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location

AMI Getaway

We originally booked Point's Hideaway, but ended up staying at Serenity Now due to hurricane clean up challenges. While we wish we'd be informed of the necessary relocation more than 2 weeks prior to our arrival, it all ended up working out GREAT. We loved the home and location of Serenity Now - it was perfect for 6 adults. OUAB staff was very attentive and responsive. We'd certainly stay with them (and at that home) again!
Stayed 9 nights in Jan 2025
Verified review

10/10 Excellent

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

Awesome House

The house and location were better than expected. We have stayed in other 3BR houses and this house is one of the best. It is very solid and quite large. The LR is spacious and flows with the kitchen very well. All three bedrooms are large and comfortable. The game area on the ground floor is perfect! Many dining choices are readily available and the beach is a quick, short walk away. We would certainly stay here again.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
When we arrived, the home was very clean (towels, bedding, etc.), including the pool. When I had a question about how to use something and encountered one small issue, the host responded quickly and resolved it right away. The company that manages the home is extremely friendly and professional. The pool is well maintained and heated, which was perfect for the cooler days.The home is literally a 5 minute walk from Bean Point Beach. The shops in the area are only a few minutes away (driving), or you could even walk if you prefer. If I were to give advice to anyone staying here, definitely check out the binder they provide. It’s filled with useful information about nearby restaurants, beaches, and activities around the island, especially if there are any local events like the Trail of Treats that my husband and I did with our kids. It was such a helpful resource so we weren’t left guessing what to do.Even with some nearby construction, we hardly noticed it. The home itself is very spacious and was perfect for our family. We had such a great time that whenever we do plan to come back to the island we'll definitely try to rent this home again.
Stayed 6 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay here was absolutely amazing! The house is beautiful and spacious. Extremely clean and modern. The 3 outdoor patio/deck spaces on each level were great to enjoy the sunrise and sunsets. The pool was the perfect size and a great space to entertain. You couldn’t pick a better location - literally a 2 minute walk to the beach. Also very close to boutiques, restaurants and cute shops. We loved our visit here and cannot wait to come back!
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a very nice location and we enjoyed our stay.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed it. Was a perfect house located near Bean Point…convenient walk to the beach, quiet area and short golf cart ride to everything we wanted
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was beautiful and had all the amenities we needed! I absolutely love how close it was to the beach! Being able to walk to and from the beach in just a couple of minutes was definitely a perk. It has beautiful view of bay from the top the deck and has a ton of outdoor relaxing space…especially by the pool. It was very easy to communicate with the host whenever we had any questions; however, they were very efficient in providing all the information we needed prior to going so we really didn’t have any questions. This place is truly a gem and would definitely recommend! Hope to go back soon!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A fantastic location and a 2 minute walk to the beach. You can see the gulf and the illuminated Skyway Bridge from the top balcony. Plenty of room for multiple generations. The pool was a perfect temperature and had shade-a great plus! Had a wonderful time during Memorial Day weekend.
Stayed 6 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very comfortable and a good value. We loved the location most of all. Loved sitting on the crows nest looking at the water. Kids loved the pool.
Stayed 13 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. I would definitely stay there again.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
So beautiful, close to the beach and spacious!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! The house had everything we needed. The host was very accommodating. We will be back!
Stayed 6 nights in Aug 2025