Experience the ultimate Anna Maria Island getaway at Tripletail! This stunning 4-bedroom, 4-bath bayfront home offers breathtaking waterfront views and is perfectly located near Pine Avenue and the City Pier. Enjoy mornings watching dolphins, afternoons by the private pool, and evenings relaxing in the hot tub. With beach access and a host of amenities, Tripletail promises an unforgettable vacation.
The Space:
Designed for both gathering and privacy, Tripletail’s layout is ideal for families and couples traveling together:
Main Level:
King bedroom with waterfront access
Second king bedroom
Fully equipped kitchen, dining area, and family room with water views
Upper Level:
Two additional king bedrooms, each with private bathrooms
Cozy sitting area perfect for reading, games, or relaxing after beach days
Guest Access:
You'll have exclusive access to the entire house, including all four bedrooms, four bathrooms, the living room, kitchen, dining room, laundry room, balconies, and front yard. Enjoy the convenience of a private entrance and amenities like the outdoor pool, hot tub, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.
The Neighborhood:
Explore the best of Anna Maria Island's Beaches from our prime location! Our home is perfectly situated near Pine Avenue, a charming hub just around the corner, offering a delightful array of boutique shops, cozy cafes, and diverse dining options. You're also just moments away from the historic City Pier, perfect for a leisurely stroll or enjoying the sunset. For those seeking adventure, we provide adult bikes for exploring the island's scenic streets and paddleboards and a kayak for enjoying the calm bay waters.
Getting Around:
Getting around is easy! Tripletail is conveniently located near Pine Avenue, just a short walk from the beach, shops, and restaurants. The free island trolley has a stop on Pine Avenue, offering easy access to explore the island. You'll find free parking both on the property and on the street. For those arriving by air, the closest major airport is about an hour's drive away.
Other Things to Note:
Heated Pool, hot tub and fenced yard with turf.
Four adult bikes, paddle boards, kayak, beach chairs all included.
Please review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire.
Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $300 per pet
Any unauthorized pets= 25% surcharge
Traveler must provide photo ID and guest list
If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)
Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+
All Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.
Interaction with Guests:
We give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay.
For direct support, contact our office phone.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Anna Maria Island Parking – Strictly Enforced for all Vehicles/Golf Carts
All tires must be off the pavement where permitted
Obey all posted sign...
Important information
You need to know
Property # 2212622vb
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
This property accepts cash
Parties and events are allowed on site
Long-term renters welcome
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 and a first aid kit
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
Anna Maria
Located in Anna Maria, this holiday home is near a water park and on the beach. The area's natural beauty can be seen at Bradenton Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling and horse riding.
Anna Maria Island Museum and Historical Park - 11 min walk - 0.9 km
Bradenton Beach - 14 min walk - 1.2 km
Bean Point Beach - 2 min drive - 1.7 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive
Restaurants
Anna Maria Island Beach Cafe - 9 min drive
The Ugly Grouper - 6 min drive
The Sandbar Restaurant - 14 min walk
The Waterfront Restaurant - 2 min walk
Ginny's & Jane E's - 11 min walk
Frequently asked questions
Does Tripletail | Beachfront | Pool | Hot Tub have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Tripletail | Beachfront | Pool | Hot Tub?
As of 14 May, 2026, prices found for a 1-night stay for 2 adults at Tripletail | Beachfront | Pool | Hot Tub on 13 Aug, 2026 start from S$1,990, 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 Tripletail | Beachfront | Pool | Hot Tub pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much is parking at Tripletail | Beachfront | Pool | Hot Tub?
On-site parking is available at the property.
What time is check-in at Tripletail | Beachfront | Pool | Hot Tub?
Check-in begins at 4:00 PM.
What time is check-out at Tripletail | Beachfront | Pool | Hot Tub?
Checkout is at 10:00 AM.
Where is Tripletail | Beachfront | Pool | Hot Tub located?
Nestled on the beach, this Anna Maria holiday home is within a 15-minute walk of Bay Boulevard Beach and Bradenton Beach. Anna Maria Beach and Bean Point Beach 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.
We had the best time, this house was so nice, clean, well-stocked and convenient. Great for adults and would be great for kids! I can’t wait to return to AMI and stay here again.
Wow, what an incredible property! Super clean, beds comfortable, great location being able to walk to the main street with all shops and restaurants, and being off the water was amazing (saw dolphins every day). The owners were super great to work with from start to finish. Looking forward to coming back!!
This property was great. The view is exceptional from the first floor and second floor. The house is great, comfortable and clean. It is right on the gulf coast, only about 6ft from your back porch. We saw dolphins swim by every day of our 7 day trip. The rental company was great to deal with and work hard for you. Loved the kayak and paddle boards.
My friends and I celebrated a special birthday weekend- the home is amazing, well stocked, meticulously clean and decorated. Cannot say enough great things! Looking forward to another stay in the future!
Everything was perfect. The location, the checkin in and check out process, the beds, the towels, all of the fully stocked kitchen. I can’t say enough positive things about Tripletail. It was simply amazing and magical!!! My 4 year old Grand daughter asks daily when can we go back to our “other house.”
Sheri M.
Stayed 3 nights in Apr 2024
Response from VrboOwner on 17 Apr, 2024
Thank you for your glowing review! We're thrilled to hear that everything was perfect during your stay at Tripletail. It warms our hearts to know that you found the location ideal, and that the check-in and check-out process went smoothly for you. We're delighted that you and your family enjoyed the comfort of our beds, towels, and fully stocked kitchen.
It's especially heartwarming to hear that your 4-year-old granddaughter already considers our vacation rental her "other house" and is eager to return. We strive to create memorable experiences for our guests, and we're thrilled that your stay was simply amazing and magical!
We can't wait to welcome you all back to Tripletail for more wonderful memories in the future. Until then, safe travels, and thank you again for choosing to stay with us!
It's rare when a property exceeds your expectation based on description and photos provided online, but I'm happy to report that in this case it does! This was perfect for my family and I, including my 5 1/2 year old daughter and 2 year old son. We loved that the patio opened right onto the beach, and the front pool area was really fun as well. The provided golf cart is a huge plus for getting around the area. 5 stars, 2 thumbs up. Rick was a big help, and very nice to deal with. Hoping to be back!
J.P. B.
Stayed 5 nights in Mar 2024
Response from VrboOwner on 17 Apr, 2024
Thank you so much for your fantastic review! We're thrilled to hear that our property exceeded your expectations and provided the perfect backdrop for your family vacation. It warms our hearts to know that both your daughter and son enjoyed their time here, and that you appreciated the convenience of the beachfront patio and the fun front pool area.
We're glad that the provided golf cart added to your experience and made exploring the area more convenient for you. We'll be sure to pass along your kind words to Rick; he'll be delighted to hear that he made a positive impact on your stay.
We can't wait to welcome you back for another wonderful vacation! If there's anything we can do to make your next stay even better, please don't hesitate to let us know. Until then, safe travels, and we look forward to hosting you again soon!
Great house in a great location. Rick (the owner) was great about communicating and getting us anything we needed. The house is comfortable and all the furniture and appliances were new due to water damage. There were a few minor issues that were easily addressed and Rick was always willing to help whenever we needed anything.The house was very comfortable for our family of 7 adults and we were able to comfortably cook and eat Thanksgiving dinner at the house. The location is walking distance to many restaurants and other attractions and for anything else it is a short drive or golf cart ride. Recommended.
Chris M.
Stayed 3 nights in Nov 2024
Verified
8/10 Good
Sandi S.
16 Aug, 2025
Sandi S.
Stayed 9 nights in Jul 2025
About the host
Hosted by Rick or Lyn Puskas
Serendipity Circle: Philosophy: Our dedicated team aligns with our simple core values “CARE”: Customers First, Friendly and Helpful Attitude, Treat all of our clients with Respect, Enjoying life in the process
Who we Are: Rick and Lyn Puskas have diverse, complimentary backgrounds. Rick’s “Rock and Roll” background and natural love of people accentuates his passion for customer satisfaction. Anyone who has met Rick has heard his motto, “We want you to become our distant cousins”. Lyn’s legal background, passion for details and love of architecture inspire each new creation. She is a problem solver and welcomes unique challenges.
Maria and her Family are lifelong friends and partners with Lyn and Rick. Maria is a vibrant, enthusiastic “doer”! Give her a challenge and it will get done quickly! Her two adult sons are often on the island helping with the business.
Courtney is our ray of sunshine, talented photographer and filled with local insight.
Diego is our miracle worker with a never-ending smile on his face!
Our simple motto is to create a unique experience for guests through thoughtful design and a caring attitude with the backdrop of mother nature at her best.
Why they chose this property
Beachfront - located on the north end of Anna Maria island where the beach is more private
What makes this property unique
Walk out your back door to the water. Beautiful nightly sunsets from your back deck and views of the Skyway Bridge
Languages:
English
Premier Host
They consistently provide great experiences for their guests