Welcome to Island Girl East & West!
On Anna Maria Island (Holmes Beach, FL)
Managed by Once Upon A Beach Vacation Rentals
*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
Policies updated October 6, 2025 — see full Terms & Conditions for details.
🔗 Cancellation Policy & Trip Insurance
🔗 Terms & Conditions
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: Welcome with prior approval; maximum one pet under 65 lbs
- Primary guest must be 25+ and remain on-site for the duration of the stay
- Minimum Stay: Requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
- Quiet Hours: 10 PM – 8 AM — please respect our island community
- Pool & Spa: Heated to 82–85 °F year-round; temperature may vary with weather. Spa operates as part of the pool system, not a stand-alone hot tub.
- Beach Gear: A rental credit is included with your stay; select items before arrival for delivery. Some items may be on-site but are not guaranteed.
- Cleaning & Linens: Professionally cleaned between stays with starter supplies provided. Mid-stay cleans required for stays over 28 days.
- Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount.
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.
- Wifi
- Bed Linens
- Cable/satellite TV
- Dryer
- Heating
- Internet
- Internet Access
- Linens
- Linens provided
- Parking
- Private Entrance
- Self Check-In
- Smartlock
- Towels
- Towels provided
- TV
- Washer
- Bay
- Health Beauty Spa
- Not Necessary
- Recommended
- 24Hr Check-In
- Satellite or Cable
- Television
- Barbeque utensils
- BBQ
- Coffee Maker
- Dishwasher
- Freezer
- Microwave
- Oven
- Refrigerator
- Stove
- Bird Watching
- Boating
- Eco Tourism
- Water Sports
- Wildlife Viewing
- Walkable to the Beach
- Beach
- Beach or lakeside relaxation
- Near Ocean
- Grill
- Outdoor seating
- Private yard
- Heated outdoor pool
- Heated Outdoor Pool Private
- Heated Pool
- Private Pool
- Carbon Monoxide Detector
- Deadbolt Lock
- Fire Extinguisher
- First Aid Kit
- Outdoor Lighting
- Smoke Detector
- Deepsea Fishing
- Fishing
- Fishing Bay
- Fishing Fly
- Fishing Surf
- Jet Skiing
- Kayaking
- Pier Fishing
- Scuba or Snorkeling
- Swimming
- Air Conditioning
- Children Welcome
- Free Parking
- Long Term Stays Allowed
- Minimum Age Limit
- Pets allowed
- Pets Considered
- Smoking Not Allowed
- Family
- Luxury
Want to know specifics? Ask anything about this specific property that you would like to know...
Example: "Is the balcony screened in?" or "Is there a toaster oven?"
Is this two separate units or is it all connected ?
Answer:
The home is an elevated duplex, with two separate sides and private entrances. The backyard and pool is a shared space. Perfect for renting two separate side by side homes with family or friends while able to enjoy the shared pool space with each other!