Tripletail

What a beautiful place for a vacation! We loved our time on Anna Marie island. The home is close to a cute are with shops and restaurants and it is a very walkable area. That said, our kids were so excited about the included golf cart, we drove most places and it was such a fun way to explore the northern end of the island. The hosts were kind and responsive and provided a lot of information. The home was immaculate and the kitchen had everything you could want. I highly recommend!

Stayed: March 2025 Submitted: March 25, 2025

We enjoyed the bikes a lot! Loved the beach chairs, tote of balls & toys, and loved having option of both the ocean and pool. The golf cart came in handy multiple times. On the days it was a little chilly we enjoyed the hot tub. Hosts were super responsive!

Stayed: March 2025 Submitted: March 17, 2025

The house was charming, comfortable and clean. The location couldn’t be better. Even the neighbors were friendly and welcoming.If you want to get your beach on, this is your stay

Stayed: December 2024 Submitted: December 28, 2024

This place is immaculate!

Stayed: December 2024 Submitted: December 23, 2024

Magnificent house in a beautiful location. The house was beautifully decorated, well maintained, clean, and comfortable. Had a great stay. The property has everything you need for a vacation with an 8 month old baby & dogs! The front pool area was a great addition to the space and great for night time relaxing while the beach is steps away from the back door!

Stayed: September 2024 Submitted: September 07, 2024

We had a relaxing and fun stay at this beautiful home. We will definitely be back again!

Stayed: August 2024 Submitted: September 03, 2024

Great place for a family with small kids

Stayed: August 2024 Submitted: September 02, 2024

Beautiful home in a wonderful location. Excellent hosts. We will be back for sure & recommend this property to our friends.

Stayed: August 2024 Submitted: August 24, 2024

Sisters w/ Hubbies Weekend. This place has everything and I mean everything. I brought almost my entire house and they had every single item I had. I could have packed just my clothes to wear! We have done air bnbs, resorts, etc. This place is at the top! The pool is small but was the perfect setting. Seating and TVs every room. They didn’t spare on buying quality items including toilet paper. The views Oh My Gosh!!! Beautiful! They provide beach toys, rafts, bikes, kayak, paddle board, games, puzzles, things to do, you name it they got it. They even have a pressure cooker, blenders, waffle maker. The golf cart helped us get around to restaurants, massage place, and shops. Especially when places have limited parking areas. Each bedroom has their own bathroom. For 3 couples it was perfect and lots of privacy. My sister likes to stay up late and can be loud. We never were disturb by her noise. The place is immaculate clean. Definitely recommend! My only complaint is time went too fast!

Stayed: August 2024 Submitted: August 20, 2024

We enjoyed our stay and hopefully will be back

Stayed: July 2024 Submitted: July 29, 2024

Property was amazing, right on the beach. We had everything we needed. Enjoyed all the beach toys, chairs, etc. The kitchen was stocked with all needed items which made it easy. Golf cart was a plus as it made it super easy to get around. Host was always available before arrival and after. We would definitely come back. It was a great family vacation experience!!

Stayed: July 2024 Submitted: July 15, 2024

This was everything we wanted and more. Every detail was perfect for our entire family. From the turf around the pool for my grandson to safety have a soft area to play. A fenced yard for my dog. The layout of the home was perfect for everyone to have their own room and bathroom. Toys for the kids, high chair, bikes, golf cart to cruise the island etc.. EVERYTHING you could possibly need. The views are incredible. We went for the 4th of July and could see every town along the shore having their fireworks display. Not having to cart anything down to the beach back and forth was truly a huge win for us. We were literally steps to the water. Would definitely stay here again.

Stayed: June 2024 Submitted: July 07, 2024

Tripletail was the perfect vacation. The beach is 10 feet from your backdoor, there’s a dipping pool in front of the house with an outdoor bar/fridge, the location is convenient to the pier/coffee/ice cream/restaurants, and the included 6 person golf cart, stand-up paddle board, kayak, and bikes were a great bonus. We went to Beach Bum to add a bike trailer to a bike for our 2 and 3 year old, which worked out great.The room setup was great, as 3 of the 4 rooms are ocean facing for us adults and we could put the kids in the 4th interior room with a window facing the pool to ensure they were safe and there was a pool alarm on the exterior door in the kitchen for additional safety if they got out without us noticing. Also, all the provided baby gear (high chair, crib, pack and play, etc) helped save us from packing a ton of stuff through the airport.The views are phenomenal. You can see the sunrise to your right in the morning and the sunset to your left at night, which is just beyo

Stayed: June 2024 Submitted: July 07, 2024

Our flight was much earlier than our check-in time; the host was able to accommodate our arrival (allowing us to make “home” just in time for our babies’ nap times!). Despite being located right on the beach, there was minimal sand anywhere in the house. As much as we love the beach, we spent most of our time at the pool with two littles. Half of our family spent their time at the beach while the rest of us were poolside. The house itself is completely ideal for families with a mix of ages (grandbabies, teens, adults, and grandparents). Bonus points for the turf surrounding the pool… another perk for having little kids who want to run in and out of the pool. Overall, we were very pleased with our experience and would definitely return.

Stayed: May 2024 Submitted: June 01, 2024

To sum up this home in one word...PARADISE! This home was beautiful and went beyond our expectations. We were within walking distance to many restaurants. I highly recommend this home.

Stayed: April 2024 Submitted: April 14, 2024

Wonderful stay! A whole new meaning to “beachfront” as the water is 10 ft from the patio. The house has every amenity we could think of. Location was perfect for walking to restaurants. Pool was smaller than expected but it suited our needs just fine. Beautifully decorated. We would definitely book this house or another Serendipity property again in the future. We can’t wait to come back to AMI!

Stayed: March 2024 Submitted: April 04, 2024

Awesome place, literally a few feet from the beach!! We came with baby grandkids and everyone had a blast!

Stayed: March 2024 Submitted: March 24, 2024

The location, privacy, on the beach setting was first class! We absolutely loved the location and set up!

Stayed: March 2024 Submitted: March 09, 2024

Golf cart a nice inclusion. Laundry located upstairs, accessibility difficult for some guests. Overall stay enjoyable. First time AMI visit.

Stayed: February 2024 Submitted: March 06, 2024

I was so happy with the location. Very walkable and quieter here than on the other side of the island. Very well stocked and the outdoor sitting areas were fabulous! Depending on the sun you had several options. There was a TV out by the pool which was very cool. Golf cart was great and such a perk. They've thought of everything :)

Stayed: February 2024 Submitted: February 15, 2024

We had the most wonderful stay at this house! It was absolutely beautiful and so clean! It was incredibly comfortable and beautifully decorated. This house and the host absolutely receive a 5+ star rating!!

Stayed: February 2024 Submitted: February 08, 2024

Wonderful home in a terrific location!

Stayed: January 2024 Submitted: January 24, 2024

Beautiful house and amazing location. Rick was the best host.

Stayed: July 2023 Submitted: August 26, 2023

This was a great home with great amenities. There was plenty of space for our whole family, with extras we didn't even anticipate. The host clearly communicated all of the needed details, and provided great information on local activities and restaurants. Highly recommend!

Stayed: July 2023 Submitted: July 25, 2023

Stunning!! This was the first vacation we were brave enough to take with two young children and it was better than my wildest dreams. The home itself is gorgeous, clean, and spacious… the amenities added incredible fun and relaxation… but the location is unmatched!! Waking up to the ocean outside our windows, catching dolphins and rays playing offshore, walking to get some of our favorite meals at the restaurants just down the street… it was a dream!! We spent four nights at Tripletail and wish we could have doubled it!! No doubt we will be back one day soon. I feel so incredibly grateful to have found this wonderful beach oasis. I sincerely hope other families enjoy this space the way we did - it was a weekend we won’t soon forget.

Stayed: July 2023 Submitted: July 19, 2023

Beautiful home, awesome beach.

Stayed: July 2023 Submitted: July 11, 2023

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: June 2023 Submitted: June 25, 2023

Nice place, fully stocked with all necessities, communicative host, awesome amenities for family fun.

Stayed: June 2023 Submitted: June 19, 2023

The beach, the water, and the birds are spectacular. We had a great time with our family in this location. I would recommend a few more plates, silverware, and coffee cups as our family of six always seem to be running out of these items. the front door alarm is a bit annoying, but I understand the necessity of it for small children. Our stay was delightful, and we hope to return.

Stayed: June 2023 Submitted: June 13, 2023

We loved our stay at this home for Memorial Day weekend! We had six adults and a toddler and there was plenty of room for all of us. The house is super kid friendly and my 20 month old had a blast playing on the beach outback, in the hot tub, and the pool. They even provided a crib and high chair. The island was crowded for the holiday weekend so having the private beach behind the house was amazing! We loved using the paddle boards and kayaks too! And the golf cart was so fun for cruising around the island! Also, definitely try the waterfront restaurant…it’s walking distance from the house and everything we had was amazing!

Stayed: May 2023 Submitted: May 30, 2023

amazing house I love the house

Stayed: May 2023 Submitted: May 18, 2023

Absolutely beautiful house right on the water in Anna Maria Island. Great facilities - hot tub on decking, kayak and paddle boards, golf buggy etc - lots of space and great views from living area and bedrooms. Walking distance to main street and restaurants, and easy access to fantastic beaches.

Stayed: April 2023 Submitted: April 26, 2023

Perfect spot for a relaxing fun girls trip! Can’t wait to come back !

Stayed: April 2023 Submitted: April 16, 2023

We had a wonderful time on AMI. The location was ideal and the house had everything our family needed and more.

Stayed: April 2023 Submitted: April 07, 2023

This was a delightful place to spend time following my husband’s death. It was very peaceful, restful, and in close proximity to local shops and restaurants. They had amenities to make everything easy with bikes, beach towels, beach chairs, etc. in order to enjoy the beautiful surroundings on AMI. We were even given a tour of other properties for future reference. I will definitely want to make this a return visit in the future. Wonderful experience all the way around.

Stayed: January 2023 Submitted: February 10, 2023

I cannot recommend this beautiful beachfront property enough! From the moment we arrived, Lyn & Rick were the epitome of perfect hosts - attentive, responsive, and always available to answer any questions or help with anything we needed. The house itself was absolutely stunning, with a gorgeous little pool, hot tub, and direct access to the beach. Our children had the time of their lives playing on the beach and swimming in the pool. The property had canoe, bikes, standup paddle board and a golf cart that added to our vacation experience. This property was truly a serendipitous find. We couldn't have been happier with the location. We will definitely be returning for another stay in the future - thank you, Rick and Lyn, for making our vacation so unforgettable!

Stayed: January 2023 Submitted: January 21, 2023