Entire home

Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach

Holiday home in Holmes Beach with private pool and kitchen

Photo gallery for Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach

Pool
Exterior
Living area
Private kitchen
Room

Reviews

8.8 out of 10
Excellent
4 bedrooms4 bathroomsSleeps 10215.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Air conditioning
  • Pool

Explore the area

View map
  • Place, Manatee Public Beach
  • Place, Bean Point Beach
  • Place, Anna Maria Beach
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Single Bed and 1 Queen Bed

Bedroom 4

3 Single Beds

Common Space

2 Single Beds

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

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
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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
VayKLife Beach Gear: Please ensure that all rented items from VayKLife are returned to their original delivery location outdoors. Do not pull items inside.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 5 min walk - 0.4 km
  • Manatee Public Beach - 3 min drive - 2.1 km
  • Bean Point Beach - 5 min drive - 3.8 km
  • Anna Maria Beach - 6 min drive - 4.5 km
  • Holmes Beach Beaches - 6 min drive - 1.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive

Restaurants

  • ‪The Ugly Grouper - ‬12 min walk
  • ‪The Sandbar Restaurant - ‬4 min drive
  • ‪Hurricane Hanks - ‬15 min walk
  • ‪Ginny's & Jane E's - ‬3 min drive
  • ‪North Shore Cafe - ‬4 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.

Is Island Girl East & West – AMI Retreat w/ Heated Pool, Covered Porches & Walk To Beach pet-friendly?

Yes, pets are allowed at this 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 within a 15-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Gallery West and Holmes Beach Beaches are also within 1 mile (2 km).

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 1 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

8.0/10

Cleanliness

9.0/10

Check-in

10/10

Communication

10/10

Location

8.0/10

Listing accuracy

Reviews

6/10 Okay

Chris C.

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.
Stayed 7 nights in Apr 2025

10/10 Excellent

Jessica S.

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

Family vaca

Great place and location! The pool is awesome and just a short walk to the beach.
Stayed 7 nights in May 2024

10/10 Excellent

Barbara T.

Stayed 7 nights in Sep 2025

About the host

Hosted by Once Upon a Beach Vacation Rentals

Host profile image
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