Entire home

Tripletail | Beachfront | Pool | Hot Tub

Photo gallery for Tripletail | Beachfront | Pool | Hot Tub

Copy of DJI_20250812054557_0049_D
Copy of DJI_20250812054425_0017_D
Copy of A1A05676
Copy of A1A05746
Copy of A1A05976

Reviews

10 out of 10
Exceptional
4 bedrooms5 bathroomsSleeps 8

Popular amenities

  • On beach
  • Private pool
  • Hot tub on site
  • Garage parking available
  • Dog-friendly
  • Kitchen

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

5 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

About this property

Tripletail | Beachfront | Pool | Hot Tub

Summary:

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

About the neighborhood

Anna Maria

Located in Anna Maria, this vacation home is near a water park and on the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. Traveling 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 fishing nearby, or enjoy the great outdoors with cycling and horse riding.
Map
Anna Maria, FL

What's nearby

  • Anna Maria City Pier - 3 min walk - 0.3 km
  • Bayfront Park - 6 min walk - 0.6 km
  • 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-Bradenton Intl. Airport (SRQ) - 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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sinan T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our room was right on the beach. Excellent view. The owners were very responsive.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Jill G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Sylvia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible stay!

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!!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Sarah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

jackeline r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

is beautifull and George house

amazing house I love the house
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Anthony C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anna Maria

Beautiful house and amazing location. Rick was the best host.
Stayed 6 nights in Jul 2023
Response from VrboOwner on Aug 26, 2023
Thank you very much! We hope to welcome you back soon!
Verified

10/10 Excellent

Marissa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Heaven!

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!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Sheri M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Stay!

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.”
Stayed 3 nights in Apr 2024
Response from VrboOwner on Apr 17, 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!
Verified

10/10 Excellent

J.P. B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome rental, great host

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!
Stayed 5 nights in Mar 2024
Response from VrboOwner on Apr 17, 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!
Verified

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Thanksgiving stay in Anna Maria

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.
Stayed 3 nights in Nov 2024
Verified

8/10 Good

Sandi S.

Stayed 9 nights in Jul 2025
Tell us how we can improve our siteShare feedback

Go further with the Vrbo app

  • Easily message your host
  • Access, share and manage your trip
  • Earn OneKeyCash on vacation rentals
Scan the QR code with your device camera and download our app
QR code to download the app