Welcome to Fins Up!
On Anna Maria Island (Holmes Beach, FL)
The Space
Your serene island retreat where simplicity meets comfort. Tucked within the heart of Holmes Beach and just two blocks from the sand, this coastal home balances calm, convenience, and connection. Soaring ceilings, natural light, and soothing tones create an inviting backdrop for days spent at the beach and evenings gathered by the pool.
Perfect for: couples seeking renewal, small families craving quality time, or travelers looking for calm, connection, and comfort.
Highlights
- Private heated pool with sun shelf, covered seating, and outdoor bar
- 2 bedrooms / 2 bathrooms + queen sleeper sofa (approx. 1,250 sq. ft.)
- Two en-suite bedrooms — ideal for shared comfort and privacy
- Open-concept living area with vaulted ceilings and Smart TV
- Fully equipped kitchen with stainless-steel appliances and quartz countertops
- Washer and dryer in-unit
- Two blocks from the beach and steps from the free island trolley
Interior Spaces
- A space designed for presence — light, calm, and ease.
- The open-concept layout connects the kitchen, dining, and living areas under vaulted ceilings, creating a sense of airiness and flow. Sliding glass doors open to the balcony, welcoming the Florida sunshine and gentle island breeze.
- King Bedroom: Spacious and restful with Smart TV, en-suite bath featuring a walk-in shower, and direct access to a covered deck — perfect for morning coffee or quiet evenings.
- Bunk Room: Full-over-full bunk beds, Smart TV, and en-suite bath with walk-in shower — ideal for kids or guests.
- Living Area: Comfortable sofa (queen sleeper), Smart TV, and open sightlines to the kitchen for easy togetherness.
Subtle coastal décor, crisp finishes, and thoughtful details make this home a relaxing environment that feels as refreshing as a morning swim.
Layout Overview
- Single-level elevated home (approx. 1,250 sq. ft.)
- Two bedrooms, both with en-suite baths
- Open living, dining, and kitchen area
- Balcony overlooking pool and tropical landscaping
- Ground-level outdoor living area with private pool and bar seating
This thoughtful layout provides privacy when desired and connection when it matters most.
Outdoor Living
- Your own private island sanctuary awaits below.
- Heated private pool with sun shelf and surrounding lounge area
- Covered patio with outdoor bar, TV, and dining space for shaded relaxation
- Outdoor shower for a refreshing rinse after the beach
- Gas grill and dining area for easy poolside meals
- Tropical landscaping that adds to the sense of peace and seclusion
It's a place to pause, breathe, and reconnect — whether lounging in the shade or sharing laughter under the palm trees.
Kitchen & Dining
A bright and functional kitchen sits at the heart of the home, bringing everyone together for meals, conversation, and moments that linger.
- Stainless-steel appliances: stove, oven, dishwasher, microwave, refrigerator with ice maker
- 12-cup coffee maker, blender, toaster, and full kitchenware
- Solid wood cabinets and quartz countertops
- Dining table with seating for four + bar seating for two
From morning smoothies to seafood dinners, the space is designed to make cooking easy and connection effortless.
Additional Amenities
- Central A/C & heat
- Smart TVs and high-speed Wi-Fi
- Linens, towels, and starter amenities provided
- Hair dryer, iron & ironing board
- Washer and dryer for guest use
- Beach gear credit through VayKLife Gear (chairs, umbrella, bikes, etc.) delivered before arrival
Once Upon A Beach provides trusted, hands-on local support — ensuring your stay is seamless, relaxed, and memorable.
Parking
- Two-car garage and space for two additional vehicles in the driveway
- No street or overnight parking permitted
At Fins Up, mornings start with sunlight and the sound of palms, and end with a quiet swim beneath the stars.
It's where time slows, balance returns, and every day feels like a breath of fresh air.
Write Your Vacation Story.
Policies
NO SMOKING. NO PETS.
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 License: VRC18-000026
Max Occupancy: 6 Guests | Max Vehicles: 3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
