Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach
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.
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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 # 1141596vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 Bradenton Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive
Restaurants
Anna Maria Island Beach Cafe - 4 min drive
The Sandbar Restaurant - 4 min drive
The Ugly Grouper - 9 min walk
The Waterfront Restaurant - 6 min drive
Ginny's & Jane E's - 4 min drive
Frequently asked questions
Does Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min 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 Fins Up: private pool, 4-min walk beach?
As of 26 July 2026, prices found for a 1-night stay for 2 adults at Fins Up: private pool, 4-min walk beach on 30 October 2026 start from NZ$6,635, 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 Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach?
On-site parking is available at the property.
What time is check-in at Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach?
Check-in begins at 4:00 PM.
What time is check-out at Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach?
Checkout is at 10:00 AM.
Where is Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min 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. Island Gallery West and Holmes Beach Beaches are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Had a wonderful stay at Fins Up and would definitely recommend! Great pool and amenities and close to the beach!
Anne K.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 6 January 2026
Thank you so much for the kind review! 🌞
We’re thrilled to hear you had a wonderful stay at Fins Up and enjoyed the pool, amenities, and convenient location close to the beach. It means a lot to us that you’d recommend the home, and we’d love the opportunity to host you again on your next Anna Maria Island getaway!
First time on the island, and the house was in a great location. We enjoyed everything about this location.
michelle o.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 4 April 2025
Thank you for letting us be part of your first island adventure—we’re absolutely delighted to hear the house’s location was perfect for your getaway! There’s nothing more rewarding than knowing our guests enjoyed every moment, and your kind words truly mean the world to us.
We’d be honored to host you again whenever you’re ready to return to island life. If there’s anything we can do to make your next stay even more special, just say the word—we’re here to help!
Thanks so much! We love this home! It is just adorable, spacious, clean, and CLOSE to the beach. Please come back and stay with us again! We loved hosting you!
We're so happy to hear you had a fantastic time at Fins Up! We loved having you stay with us at Once Upon A Beach! We'd happily welcome you back anytime!
The house was very clean and the perfect size for a family of four. Management company was very responsive as well. This was our first trip to Anna Maria Island and it did not disappoint. We hope to be back soon!
CHRIS B.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 28 July 2025
Thank you for the wonderful feedback! We're so glad the home was a perfect fit for your family and that you felt well-supported during your stay. It's great to hear your first visit to Anna Maria Island was a success — we’d love to welcome you back anytime!
Everything was wonderful at the house. Very convenient location to beach. Pool was very clean. The management company was very responsive.
Krystal W.
Stayed 5 nights in May 2022
Response from VrboOwner on 14 June 2022
Thank you for the feedback, Krystal! And for choosing to stay at Fins Up with Once Upon A Beach! We enjoyed having you - you and your guests were a pleasure! :)
Wow! What more could you want from a beach house? The rental is exactly as pictured but still seemed to pleasently surprise us upon arrival. The decor is so cheery and inviting. It was everything our family of five needed. Rent it! You wont regret it!
This location was perfect for our family. Was right in the middle of everything we wanted to do. Pool perfect for our family of 5. Kitchen had everything one would need. Close and easy access to the beach. Outside shower was so helpful coming back from the beach with sandy kids. Management was spectacular and quick with help needed (all of which were questions with other companies and nothing to do with this property). So so helpful! We would book with Once Upon A Beach again.
Angelique K.
Stayed 5 nights in Jun 2022
Response from VrboOwner on 22 June 2022
Thank you for the feedback, Angelique! We loved having you all at Fins Up and would welcome you back any time! Thank you for staying with Once Upon A Beach :)
Our family of 4 traveled to Fins Up during Thanksgiving week. This was our third time to AMI and we love it there! The house was the perfect size for a family of 4. The pool was a little small, but was fine for our family. The weather while we were there was a little cooler so a hot tub would be a great addition, but other than that, the outdoor space was perfect. We enjoyed the outdoor TV to watch World Cup games. We had one minor issue with a broken toilet that was promptly fixed. As other reviews have mentioned, the pool alarms are a lot, especially when you aren't travelling with small kids, but we understand they are required. We would definitely would return to this property.
Collene P.
Stayed 7 nights in Nov 2022
Response from VrboOwner on 8 December 2022
Thank you so much for your feedback, Collene! We enjoyed having you at Fins Up and are so glad you enjoyed your family vacation! Thank you so much for your suggestions and understanding about the pool alarms. We'd love to have you back at any of our Once Upon A Beach homes (maybe one with a spa!) :)
From a partner site
10/10 Excellent
Kathleen P.
13 June 2026
Great property and great management team
This house was perfect for our family of 4, plus would have room for 2 more kids! The house was very clean and the beds were comfortable. The kitchen was well stocked with the equipment we needed to make our meals, and the layout of the house was great. The outside area was so good too, though we didn't use it as much because we either spent the time at the beach or avoided it in the evenings due to mosquitoes. The garage had so many chairs and a wagon for easy beach trips, but we did add on a sun shade through the rental company to make sure we had enough sun protection on the beach. I highly recommend this property and would definitely come back here again!
Thank you for the wonderful review! We're so happy to hear the home was such a great fit for your family and that you found it clean, comfortable, and well equipped for your stay. It's great to know the kitchen, layout, and beach gear helped make your vacation easy and enjoyable.
Anna Maria Island days have a way of being filled with beach time, so we're glad you were able to take advantage of the chairs, wagon, and added sun shade for those sunny island adventures. We appreciate your note about the outdoor space as well, and we're delighted that it added to your overall experience.
Thank you for choosing Once Upon A Beach and for your kind recommendation. We would love to welcome your family back for another stay on the island! ☀️🏝️💙
Kathleen P.
From a partner site
10/10 Excellent
Kathleen P.
29 January 2026
Beautiful beach house!
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!
Kathleen P.
From a partner site
10/10 Excellent
30 December 2025
Five-Star Island Christmas
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.
From a partner site
10/10 Excellent
29 December 2025
Once Upon A Beach has done it again!
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! 🌴✨
Was our 4th time on AMI and this property was perfect for our family (two adults with kids 5 and 8 yo). The whole communitation and check-in / check-out was very easy and great. The property looked just as pictured and was clean. The kitchen was top stocked, both rooms with own bad and enough towels for in and out. The outdoor area was perfect with the pool the dining area. Also there is enough shadow if needed. To the beach was a very short walk. We had few small issues which where promptly solved in no time. Pool alarm was a little annoying. Overall an incredible stay and highly recommended!
My husband and I are Jimmy Buffet fans, so when we saw the name of this property we knew it would be great. This property was perfect for us and our two young daughters (5 & 8). It was extremely clean and looked just as pictured. It was a quick easy walk to the beach, the kitchen came stocked with everything we needed, we had enough linens and everything functioned as it should. We had an issue with the cable that was not the property’s fault and the management company was very responsive. We hosted some local friends for dinner one night and the outdoor area was perfect for entertaining.
Thank you, Michelle! We appreciate your feedback and are so glad you enjoyed your time at Fins Up! We'd love to host you again in the future. Thank you for choosing Once Upon A Beach!
Great house and everything was immaculately clean. Good location, just a short 2 blocks to beach access. Little things, beds could have been a little better quality and door alarms took some getting used to, but overall an incredible stay.
Great Stay, Beautiful City, Excellent Accomodations!
We had a very good week staying at Fins Up. The house was exactly as advertised. The walk to the beach each day was short and pleasant. My teen girls had fun using the pool every day while we relaxed outside.
We loved the location--Anna Maria Island is a beautiful place and we would love to return. If we do, Fins Up will be the first place we look at!
This house was perfect for our family! It had all that we needed: beach towels, toys, wagon, beach chairs, pool floats! Short walk to the beach, easy for our three boys to walk! We rented bikes and road to meals and explored the island! Had a wonderful first trip to AMI
After two postpones of our wedding, and endless changes, we landed at Fin's Up @ AMI. The house looks brand new, the pool was perfect, 4 minutes walking to beach, that was never crowded, less if you rent bikes. All beach equipment, pool toys, towels, basically everything was provided. Kitchen was fully stocked with any pot, pan, or utensil needed.
The house was CLEAN!! Smelled clean, looked clean. They offer an additional Covid cleaning, but for us, we didn't take it, but if you want sound of mind it is great to know it was available. We sat in the pool, watched TV, and ate under the house, grill was clean, and worked perfectly.
Nikki was quick to respond and checked in on us to ensure all was perfect after we arrived.
Fin's Up was perfect for us to honeymoon, but if ya add a couple kiddo's I can't see why they would not have a perfect time as well!!
Thanks for a perfect week,
D & S
This was a great rental for my wife and I. The heated pool was a nice bonus and the house was very comfortable. Communication was great, thanks again for allowing our early arrival.
Michael D.
Stayed 7 nights in Feb 2020
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:
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Premier Host
They consistently provide great experiences for their guests