House in Holmes Beach, FL
6 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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
- Indoor and outdoor dining areas for 6, bar seating for 4
- Fully equipped kitchen with stainless-steel appliances and quartz countertops
- Washer and dryer in-unit
- Three 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 Juliette balcony — 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.
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 6 + bar seating for 4
From morning smoothies to seafood dinners, the space is designed to make cooking easy and connection effortless.
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 and surrounding lounge area
- Covered patio with outdoor bar, outdoor seating, and Smart TV
- Dining space for 6 with shaded relaxation, bar area with seating for 4
- 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.
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
- There is parking for 1-2 cars in driveway. There is parking for 1 car in garage.
- 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
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. 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
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 Holmes Beach Vacation Rental License: VRC18-000018
Max Occupancy: 6 Guests | Max Vehicles: 3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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
- Indoor and outdoor dining areas for 6, bar seating for 4
- Fully equipped kitchen with stainless-steel appliances and quartz countertops
- Washer and dryer in-unit
- Three 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 Juliette balcony — 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.
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 6 + bar seating for 4
From morning smoothies to seafood dinners, the space is designed to make cooking easy and connection effortless.
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 and surrounding lounge area
- Covered patio with outdoor bar, outdoor seating, and Smart TV
- Dining space for 6 with shaded relaxation, bar area with seating for 4
- 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.
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
- There is parking for 1-2 cars in driveway. There is parking for 1 car in garage.
- 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
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. 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
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 Holmes Beach Vacation Rental License: VRC18-000018
Max Occupancy: 6 Guests | Max Vehicles: 3
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.
Amenities at Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach
Non-smoking
No pets allowed
Family friendly
Map of Holmes Beach, FL
Ratings and reviews
10 / 10Outstanding·Jan 2026
Pool was great! Beautiful home! Perfect size for a couple. Very close to the Gulf! Home had most everything you need for a comfortable vacation. Only suggestions I have are maybe two chairs on the balcony facing the pool! We loved having our coffee out there in the morning. Only things missing in kitchen were an air fryer and a griddle. Those two items would be great! Brittany and Heather were two amazing agents to work with! Once Upon a Beach you do a great job! Oh and I forgot to mention the home was immaculate when we arrived! That means the world to us!
Thank you so much for your incredibly kind words! We are truly delighted to hear how much you enjoyed the pool, the home, and its proximity to the Gulf. It sounds like those peaceful mornings with coffee on the balcony were a highlight, and we love knowing the home provided such a comfortable setting for your getaway.
We sincerely appreciate your thoughtful suggestions as well. Adding balcony seating is a wonderful idea, and we will be sure to share that recommendation with the homeowner for consideration. We will also review the kitchen inventory regarding the air fryer and griddle, as guest feedback like yours helps us continually enhance the experience we provide.
Your comments about the home being immaculate mean so much to our team. We take great pride in preparing each home with care, and it is always rewarding to know that it made a difference in your stay. Brittany and Heather will be especially grateful for the recognition.
It was truly our pleasure to host you, and we would be honored to welcome you back for another stay whenever your travels bring you to the island again!
10 / 10Outstanding·Jan 2026
Had a wonderful stay at Fins Up and would definitely recommend! Great pool and amenities and close to the beach!
10 / 10Outstanding·Dec 2025
We had a lovely Christmas stay at Fin's Up on Anna Maria Island and couldn't have asked for a better experience. We booked through Once Upon A Beach, and everything from start to finish was wonderful. The host was incredibly welcoming and attentive, making us feel right at home. The location is perfect—close to everything and just a short walk to the beach. The private heated pool was a huge hit with our whole family and made our holiday stay extra special. We've stayed at this property before, which speaks volumes, and we're already looking forward to our next visit. Knowing that Once Upon A Beach offers such an amazing selection of properties to fit all of our needs gives us complete confidence booking with them again. Highly recommend!
Thank you so much for taking the time to share this incredibly kind review. We're truly honored that you chose to return to Fin's Up and spend your Christmas with us on Anna Maria Island.
It means the world to hear that everything from booking to departure felt seamless and welcoming, and that the home, location, and private heated pool helped make your holiday extra special for your family. Knowing you've stayed before and are already looking forward to your next visit is the highest compliment we could receive.
We're also grateful for your trust in Once Upon A Beach and our curated collection of homes. Creating experiences that feel easy, personal, and memorable is exactly what we strive for.
We can't wait to welcome you back again soon. Until then, thank you for the recommendation and for being such wonderful guests.
10 / 10Outstanding·Dec 2025
Nikki and her Once Upon A Beach team has managed to Wow us again. We had another amazing stay on AMI because of Nikki and her crew. Thank you!
Thank you so much for your kind words. We're truly grateful you chose to stay with us again, and it means the world to know Nikki and our Once Upon A Beach team helped make your time on Anna Maria Island so special. We'd love to welcome you back anytime! 🌴✨
$$$$
Top rated by guests
10Outstanding
(38 Ratings)
"Pool was great! Beautiful home! Perfect size for a couple. Very close to the Gulf! Home had most everything you need for a comfortable vacation. Only suggestions I have are maybe two chairs on the bal..."
Kathleen P.Don't miss out! Price and availability may change
