Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach
Welcome to Island Girl East & West! On Anna Maria Island (Holmes Beach, FL)
This listing is for BOTH units: Island Girl East & Island Girl West
The Space With room for up to 10 guests, Island Girl East & West is thoughtfully designed for shared experiences and easy island living. Each side of this home mirrors the other, allowing everyone to gather together while still enjoying their own space. Inside, bright open-concept living areas invite conversation, laughter, and long dinners that stretch into the evening. Outside, the deck and pool patio set the stage for laid-back afternoons under the palms.
Perfect for: Families traveling together • Multi-generational groups • Friends seeking shared space and privacy
Highlights - Two complete homes—rent both sides for exclusive use - Heated saltwater pool with sun loungers and outdoor dining - Two king master suites with ensuite baths - Steps to the beach (just five houses away!) - Beach gear credit included - On-site grill, private decks, and tropical landscaping - Washer & dryer in each unit
Interior Spaces - Living Areas: Each home features an inviting living room with comfortable seating and Smart TV—perfect for movie nights or unwinding after a day by the Gulf. - Dining Areas: Gather around dining tables that seat six, or combine both spaces to host a full family meal. - Bathrooms: Four full bathrooms in total, each stocked with fresh linens and thoughtful amenities.
Bedrooms: - Two king master suites, each with private ensuite bath. - One queen bedroom (West unit). - One bedroom with two twin beds (East unit). - Two twin hotel-quality rollaway beds available for groups over eight.
Layout Overview - Island Girl East: King ensuite, twin bedroom, two full bathrooms, open living/dining/kitchen area, washer/dryer. - Island Girl West: King ensuite, queen bedroom, two full bathrooms, open living/dining/kitchen area, washer/dryer.
Together, they offer double the comfort and connection—ideal for families or groups traveling together.
Outdoor Living Step out to a private tropical yard with a heated saltwater pool, surrounded by lush landscaping, sun loungers, and shaded seating areas. Fire up the grill for fresh-caught seafood or enjoy a quiet morning coffee on the deck overlooking the pool.
Just five houses away, a convenient public beach access leads you to the white sands and turquoise waters of Holmes Beach. Return home for sunset swims and stories shared beneath the soft glow of the patio lights.
Kitchen & Dining - Each side of the duplex offers a fully equipped gourmet kitchen with: - Stove/Oven, Dishwasher, Microwave, Refrigerator w/ Ice & Water - Coffeemaker (12-cup), Blender, Toaster, and full kitchenware - Open layout with counter seating and adjacent dining table
Prepare shared meals with ease, or let everyone create their own favorites—there's plenty of space for both collaboration and comfort.
Additional Amenities - High-speed WiFi - Cable TV - Central A/C & Heat - Linens, towels, hair dryers, and irons provided - Beach gear rental credit included (chairs, umbrellas, carts, bikes, and more) - Professional cleaning between stays
Parking Driveway parking available for 1–2 cars per unit (4 total). Garage is used for storage and not available for vehicles.
At Island Girl East & West, mornings begin with coffee shared across sunlit porches and the gentle hush of waves nearby. Days unfold between the pool and the shore, where laughter drifts as easily as the sea breeze. Evenings bring everyone back together—grilling, storytelling, and soaking in the glow of another island sunset.
Write Your Vacation Story.
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 one pet, 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 Holmes Beach Vacation Rental Licenses: VRC17-000038 & VRC17-000039 Max Occupancy: 10 Guests | Max Vehicles: 4 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
VayKLife Beach Gear: Please ensure that all rented items from VayKLife are returned to their original delivery location outdoors. Do not pull items inside.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 3764718vb
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
Holmes Beach
Located in Holmes Beach, this holiday home is near a water park and 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. With jet skiing, kayaking and scuba diving nearby, you'll find plenty of adventures in the water.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive
Restaurants
Anna Maria Island Beach Cafe - 5 min drive
The Ugly Grouper - 12 min walk
The Sandbar Restaurant - 4 min drive
The Waterfront Restaurant - 5 min drive
Ginny's & Jane E's - 3 min drive
Frequently asked questions
Does Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach?
As of 17 June 2026, prices found for a 1-night stay for 2 adults at Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach on 9 Jan 2027 start from AU$936, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach?
On-site parking is available at the property.
What time is check-in at Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach?
Check-in begins at 4:00 PM.
What time is check-out at Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach?
Checkout is at 10:00 AM.
Where is Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach located?
Situated by the sea, this holiday home is 0.2 mi (0.4 km) from Bradenton Beach and within 3 miles (5 km) of Bean Point Beach and Anna Maria Beach. Palmetto Avenue Beach and Island Gallery West are also within 1 mile (2 km).
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thank you so much! We absolutely love hearing that! We're thrilled you had such a wonderful stay and hope Anna Maria Island gave you plenty of memories to take home with you. It was a pleasure hosting you, and we'd love to welcome you back for another beach getaway anytime!
Our stay at Island girl east and west was perfect! Couldn’t beat the location on this beautiful island. We have been coming to the island for 30 years and this was one of our favorite times and places to stay. The house has everything you need or could want. There’s plenty of room if you have a large party, we had seven. I just can’t say enough about how clean, comfortable, and perfectly set up the two houses are. I would highly recommend and stay there again.
Kathy M.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 11 Mar 2026
Thank you so much for this wonderful review. It means so much to hear that after 30 years of visiting Anna Maria Island, Island Girl East & West stood out as one of your favorite places to stay. We are so glad the location, comfort, cleanliness, and layout of the homes helped make your time on the island so special. It was truly our pleasure to host you, and we would be absolutely delighted to welcome you back again for another memorable stay.
Great place and location! The pool is awesome and just a short walk to the beach.
Jessica S.
Stayed 7 nights in May 2024
Response from VrboOwner on 22 June 2024
Thank you so much for your kind words, Jessica! We're delighted to hear that you enjoyed the location and found the pool and beach access convenient. We hope to welcome you back soon!
Verified
6/10 Okay
Chris C.
29 Apr 2025
Liked: Check-in, communication, location
Island Girl is an Old Girl
Island Girl East/West is located in Holmes Beach two blocks from the Gulf. It is 5 houses from Gulf Drive, then another short walk up 1 block to the beach. A golf cart or other means of transportation is recommended to quickly get around that area of the island. This house needs some good general maintenance, The stair boards are wobbly on the West side, there is an area on the front porch of the East side that is rotting and we were afraid someone would go through, the pool heater did not work until the pool maintenance person manually turned it on. The electrical must have taken a hit during the hurricanes as there was black duck tape holding a cover together on the outside. There is no water pressure in the master bath on the west side and the washer did not work on the East side. We feel that if this house was well maintained, it would be a prime rental but in the state that it is currently in, I cannot give it more than three stars. It should also be noted that all of the main living areas are on the second floor so when utilizing the pool area, we were constantly running up and down stairs to get drinks, snacks, stuff to grill, etc.... I would recommend setting up an outdoor pool bar area with a mini fridge and some counter space. We would love to see the property given a little TLC then I think it would be a perfect rental for adults and older children due to the stairs. Once Upon a Beach Vacation Rentals was a pleasure to deal with and addressed all concerns.
Chris C.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 14 May 2025
Thank you for taking the time to share your detailed feedback. We're so glad to hear that you found our team at Once Upon A Beach pleasant to work with and that we were able to address your concerns during your stay.
We truly appreciate your honest observations regarding the property. While Island Girl East & West offers a fantastic location and layout for many guests, we agree that ongoing maintenance is key to ensuring the best experience possible. We’ve already begun addressing the areas you mentioned, including the porch, stair boards, and mechanical systems, and will be working with our maintenance team and the owners to ensure these issues are fully resolved.
Your suggestion for a poolside bar area is a great idea—we always value insights that can enhance our guest experience, especially for families and groups spending time outdoors.
We hope you'll consider staying with us again in the future and give us the opportunity to provide a stay that more closely aligns with the high standards we strive for. Thank you again for helping us improve! 🌴
Verified
10/10 Excellent
Barbara T.
2 Oct 2025
Barbara T.
Stayed 7 nights in Sep 2025
Response from VrboOwner on 2 Oct 2025
🌟 Thank you so much for your glowing 10/10 review! We appreciate you choosing Once Upon a Beach Vacation Rentals to be part of your vacation story!
About the host
Hosted by Once Upon a Beach Vacation Rentals
A world-class island getaway deserves a premier vacation rental experience. At Once Upon A Beach, we invite you to immerse yourself in laid-back luxury, where every detail is designed to make your stay unforgettable. From the moment you book until the day you depart, our local, dedicated team delivers exceptional service, ensuring your vacation is seamless, stress-free, and unforgettable.
Whether you're seeking a romantic retreat for two in a charming beach-chic cottage or gathering the whole family in a sprawling luxury home, you'll arrive to find a meticulously maintained property with unique, thoughtful amenities and concierge-style insider tips to help you live like a local. Each home is just steps from Anna Maria Island's sugar-soft white sand and the sparkling, gin-clear waters that make our slice of paradise famous.
As a boutique luxury vacation rental and property management company, Once Upon A Beach offers an intimate, personalized experience rooted in five-star care and meticulous attention to detail. We specialize in creating the perfect balance of comfort, style, and authentic island charm in one of the most picturesque beach towns in the world—the place we proudly call home.
Write the next chapter of your vacation story with us, and create cherished memories on Anna Maria Island that will last a lifetime.
Languages:
English
Premier Host
They consistently provide great experiences for their guests