Jackson spreading his arms after Tim shows the dining room table is the best!

When Tim is showing the dining room table and Jackson opens his arms mimicking him. My heart melted, so cute!

I loved how Jackson was mimicking Tim when he was showing off the dining table!! He is catching on quickly! He'll be doing his own room tours soon!

The wood boards on the walls are called Ship Lap.

OMG!! So funny, when Tim was showing the cross section of his awesome burrito and he asked Jenn to not crunch so loud. She kept right on crunching lol 😂. Those must be the crunchiest chips in Florida

i love how when tim shows the dinning room table jackson extends his arms with tim like he is doing the tour.

4:52 - Jackson doing his impression of Dad doing the tour. Love it!

I love that house, reminds me of old Florida. Jackson was practicing his tour moves, too cute. One of the best things about being a scuba diver is being able to see so many sun rises and sun sets on the ocean. Be real quiet when it sets and you can hear it sizzle as it touches the water (or at least that's what my Mama used to tell us and I listen every time).

Tim : “the kitchen comes full stocked” Opens empty drawer lol😂

Oh my goodness! at 4:50 Tim makes a motion with his arms to show off the table and Jackson mimics him. I guess we know he'll be carrying on the family business!

I'm so glad I'm not the only one who describes the clouds during a sunset as cotton candy :)

Jackson is so cute expssily since he couldn't find his way into the shower and the back yard is do nice

I loved paying attention to Jackson. From mimicking Tim when he was pointing out things in the living room to repeating Jenn when she said how nice the pool house smelled. After she laughs it sounds like he says "It's Nice". Also when they were showing dinner Tim says it looks nice, he asks Jackson what he thinks and it sounds like he says "Nice, Nice". Did anyone else notice anything else?

This is where we always do family reunions!! We love it!!

Love Tim in the bathroom giving the tour and you can just hear the “stomp stomp STOMP STOMP STOMP” of Jackson feet getting closer and closer 😂

I love how jackson was copying Tim was showing off the kitchen table. so cute

WHAT A BEAUTIFUL SUNSET!

Jacksons little "what's this?" is always SO cute!

Jackson imitating Tim on the house tour ,so funny..The house and area are fantastic, I can't wait to see more of them. Enjoy and have fun...♥️

That guest house and the kitchen, WHHHAAATTTT!!

I just wanted to say what an amazing job you guys are doing with Jackson I manage a pre-school in the UK and I often remark on how far forward he is. you offer him such amazing learning opportunities all the time and they are all so much fun and the books you share with him are awesome you should be so so proud of yourselves

Jackson mimicking tim during the tour I LAUGHED SO HARD so adorable!!!!

We are all shouting Shiplap!❤😄

Omg did you see Jackson mimic Tim when he showed the dining room table!!! LOL!!😂😂😂too cute!!!

Loved Jackson stretching out both arms imitating dad showing off the living room🤗

Sidenote = Bro, TT, T-squared...I love you guys so much. You're the Godfather and Goat...but please, with all due respect to the busy-ness of parenting and vlog life, please fix that collapsed garage shelf before Jen and I lose our minds, lolol. Dig it.

I love he still puts up his index finger when you say thumbs up.

What a beautiful house, love the style! And garden with pool and hot tub is amazing.

Wow! That is one of the nicest beach houses I have ever seen! Thanks for showing us!

I love all the teal/turquoise accents throughout the house, very cute!

OMG 4:54 Jackson is imitating Tim, theatrically spreading his arms as he shows off the dining table and wall art. So freakin' cute.

The backside of fireplace. Such a nice property. As a Brit, it's funny when you say a house is real old, when it's from 1935. Our old family house was between 500-550 years old 😂

Will never get tired of Jackson's thumbs up 😂☝

I couldn’t wait till this video was uploaded I was watching your Instagram stories! Anna Maria island 🏝 is one ☝🏽 of my fav especially during sunset 🌅

The part at the 4:52 mark when Jackson copies Tim's arm movement just cracked me up. The house is too cute!

When Jackson copied Tim stretching his arms! Be still my heart! 🥰

Wow that holiday home was amazing especially the pool area 😍 xx

Your not wrong. This house is so much better than the last one.

Jen & Tim... the only people who don't have to play the Chip & Joann Take A Shot Shiplap Game... 😂

I literally live 15 minutes from here. ❤️

I love the part where Tim is showing the table and then if you look at Jackson, he is mimicking daddy when he was showing the table by spreading his arms!!!!!! So Cute

Jackson coping Tim at 4:20 was so cute

Sometimes there are openings on the fireplace like that to start a little fire first to help start the draft. Then the big fire can be made and the smoke will go up and out properly.

Ooh my god!!! Jackson spreading his arms like Tim showing the dining room table.🤣🤣🤣🤣

Even Tim has a touch of teal on his shirt 🤗

I used to watch for the parks but now I only watch for Jackson. He is the highlight of my entire day! He is to cute and to funny.

What a fab place to stay , the sunset was beautiful

Hearing Jackson's pitter patter just brings me a much needed smile what a peaceful place! Thank you for taking us there!!!

Thats so cool Jackson helping dad share the dining table spread is priceless!

Ok can I just say it?? I love Tim’s tours but this tour is so stinking cute because Jen and Jackson are involved as well. What an adorable family!! Also, my hubs met Tim back in summer of 2019 at Epcot and he is super humble. He did not have to stop and talk to my hubs or take a pic with him but he did. It made his day.

Still smile at every single "Jackson thumbs up", LOVE it! :) What an interesting, and totally adorable little house, and I LOVE The backyard, and pool! And if I stayed there, I'd definitely either stay in the upstairs "nook", or in that awesome little guest house! Gorgeous sunset, Tim, thank you for sharing! I used to love night swimming - SO different than during the day! Socially distanced hugs to the 3 of you from New Jersey! Stay strong, stay positive, stay healthy!!

Jackson waiting for his binkie with his mouth open is so funny. My daughter does the same thing!! I just love to see how normal you all really are with the shelf in your garage that fell down however long ago It's still just hanging there, chillin,wait for dad to fix it! And that's called shiplap on the wall!! It could just be decorative, used a lot for beachy style or farmhouse style houses.

Just another great living vicariously video on one of the best living vicariously channels.

This house looks beautiful, such a lovely feel to it.

Jackson imitating Tim during the house tour is my new favorite thing he does ;-) Oh my gosh what a beautiful house! I love it! I stopped the video to share the link with my husband, telling him he HAS to watch this when he comes home from work! :-) Thank you for taking us along on your family vacation! That sunset though.... breathtaking! Can only imagine how amazing that must be in real life! Such a fun tip about the 'cotton candy' skies opposite the sun after sunset! Gorgeous!

My parents lived on Ana Maria for 40 years & it was my favorite spot. Now I live in Leesburg Fl & it’s time for a visit there again! Love the restaurants! Have a great vacation.

Love it! The hole on the side of the chimney could be, as Jenn said, to clean the flue, or if it wasn't originally on the outside of the house, and was a bedroom as it is now, it could be a vent for heat to the room.

Omg I love how Jackson copies Tim with his arms, while showing the dining room table so cute!!

Looks a fabulous house, you’ll have a fabulous time I’ve no doubt ! Enjoy family time x x Jackson copying Tim was cute 🥰 stay safe x x

You know when you wish you had done things differently, well this is the type of place I would have loved to stay in maybe 10 years ago. We had been coming to Orlando for maybe 4 years then always staying at Disney never venturing further than Universal for the day and then back to resort. But I just so wish I had taken the plunge, stayed a bit longer and either stayed at Disney for a week then the rest of the time just chillin in a beautiful home like this. This is the best place you have stayed in so far. The hotel stays were nice but this feels like a home away from home. I am actually welling up here it is just so lovely

OMG. After Tim showed us the dining room table, look at Jackson. He did the same hand motion. Adorable!

They really did a great job decorating this house. It makes me so happy to see old houses getting so well taken care of! What a really fun looking island to live on too.

Feel the sand in between my toes and watch the sunset! oh just a dream😲😎🙈💓

What a gorgeous beach house, I love the pops of turquoise and the ‘coastal-‘30s period’ aesthetic - the owners have done a beautiful job. Thank you for the comprehensive yet fun tour, Team Tracker!

You guys vacation more than you’re at home lol! Place looks nice 👍

The house is beautiful and that pool looks A MAZING! I definitely want to go visit there one day!

Love when Jackson was showing off the dining room like Tim! Can’t wait until he starts taking over and giving us his tour and opinions! 🥰

The sunset was gorgeous with the silhouettes & would make a great print for your home.

Just came back from Majorca and went to this lookout point to watch the sunset over the sea. A lot of people were there and when it disappeared everyone applauded and cheered. Amazing.

I would spend all day in that pool! 🤩🤩

Have fun you guys! Jackson helping Tim show off the house @4:53 is stinkin adorable! (heart eyes)

Ugh, I'm totally thinking about a AMI trip now. You guys wore me down. You did it. You win.

The squeaky wood stairs warms my heart. I love old homes.

At 4:53 minutes in Jackson mimics Tim and gives the tour too! Love it!!

Oh it would be so nice to see the beach this is on my bucket list and find a Seashell😊

Beautiful house, looking forward to sharing your trip with you. Loved you showing us round with Jackson. When he copied Tim and spread his arms as showed the dining table was so cute 😃

Too funny when Jenn said ooh we can eat in the pool.....but we have to wait 30 minutes to swim. She is very funny

Oh mercy that pool and backyard and guest house!

I'm so happy you had a great break! We appreciate the posts but want you guys to have a break and family time too!! Looked awesome and the dolphins were amazing!

When your work life and vacation life are one and the same. LOL. Love your videos, but yes, also jealous.

Thanks for showing off the greatness that is AMI. I used to vacation there every year. A great place for relaxation and rest.

I love the way Jackson mimic Tim when he showed the table

Jackson’s stepping up his vlogging game, showing the dining room table. What an amazing property?! Btw you don’t actually need to wait 30 min after you eat.

Jen I think they call shiplap on that wall, that house has a lot of charm and style I love it, and that backyard!!!

This house has so much charm. I am so happy y’all share these experiences with all of us. ❤️❤️

The luggage theme in the bedroom very nice and the wall behind that bed I believe is Shiplap. If I'm spelling it correctly 🌺🧡.Love the teal decor' as well

What an amazing place. Great video 👍

im not usually a fan of beach houses but that house is an absolute dream. its so beautiful

How adorable is Jackson, copying Tim showing us the beach house. Super cute. Can’t wait to see your adventures in Anna Marie Island xx

What a beautiful home thanks for sharing!

I agree with Jen, this house is much nicer than the last one. That yard is amazing… Lots of opportunity to just chill and relax, especially after Jackson goes down!😉

Couldn't wait for these videos to start being uploaded...Anna Maria Island looks so beautiful! Thanks to my favorite vlogger my hubby and i will definitely be going there someday plus eating at The Sandbar. I admit that mexican place looked so good too plus i loved how Tim asked Jenn to stop eating her chips because they were so loud while showing his burrito! The best! Love you guys!💙💙

Loved the decor and look of the house. Perfect for the beach.

This is such a cozy place ...the pool is so tropical and refreshing makes me want to have a cold drink ... enjoyed it thank you

I love how Jackson was stretching his arms out like Tim, showing us the house. The house is so cute! And wow that yard. Have fun or should I say I hope you had fun!😎👍🏻

I absolutely love Jackson’s thumbs up 😀❤️ always guaranteed to make me smile. What a beautiful property.

I love Jackson imitating you as you were showing the house.

What a beautiful beach house

Love hearing the little Buddies shoes pattering around the house.

4:51 Jackson showcasing the dining room with Tim was so adorable