iTrip St. Augustine

iTrip St. Augustine Serving vacation rental homeowners and guests throughout St. Augustine, Florida!
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Our newest addition! • Sand Dollar 3 103We’re obsessed with this luxury sea-level unit! It’s the perfect landing pad for...
06/17/2026

Our newest addition! • Sand Dollar 3 103

We’re obsessed with this luxury sea-level unit! It’s the perfect landing pad for all beach lovers, with access to the pool and ocean right from your back patio!

The inside: gorgeously decorated bedrooms and living area | features a modern, gourmet kitchen | Luxurious bathrooms & more!

If interested, comment “info” and I’ll dm you the link to book! Also a link will be on our story for 24 hours.

To see more beach condos and homes available for summer 2026, head over to the link in our bio to see our entire St. Augustine portfolio. 🏝️🏡

Tonight’s Sunset was magical!
06/15/2026

Tonight’s Sunset was magical!

06/13/2026

Beached Manatee’s Saved!🩵🥳🥹

Three huge manatees (sea cows 🐮) were beached (stuck on the shore) on Vilano’s Porpoise Point this morning! By the looks of it, we didn’t know if they would survive!

But, with the help of local law-enforcement, FWC, and many local beach-goers, these guys are doing well, back in the water!

Thank you to everyone who stepped up and helped save our precious locals!

Video by Jen Blair Holmes & Nallah Clarkson on FB

06/12/2026

in need of a Good Vibes Villa?🌴

Comment “VIBES” and I’ll DM you the details!

Located on the famous Porpoise Point in Vilano Beach Florida, lies a gorgeous, custom villa equipped for 12 individuals with beachy vibes ONLY!

- Some perks include:

mini golf ⛳️

Beach access and Intracoastal access! 🌊

Ping pong 🏓

Bbq and bonfire pit 🔥

Ocean views 🌊

comfortable and spacious coastal living

What’s your favorite feature?

Don’t forget to comment “Vibes” so we can get you all the details including the link to book!

06/09/2026

Straight into a movie 🎥🏰

Pillar’s Castle is one of Florida’s most incredible hidden gems - located in America’s Oldest City 🇺🇸 (St. Augustine).

For details on the Pink Castle, comment “Castle” and I’ll dm you everything you need to know.

Send this to someone who needs to meet you here 🏰🌌 👑

Did you know you can stay above the famous Hypolita Street??15 Hypolita is not our only vacation rental right here… look...
06/07/2026

Did you know you can stay above the famous Hypolita Street??

15 Hypolita is not our only vacation rental right here… look right across the street to “20 Hypolita Street”! Another 2 bedroom condo with OLD CITY views!😍

For details on 15 & 20 Hypolita: link in story & in bio

06/06/2026

Hidden Gem park for summer sunsets 🌅

Be sure to check out Fish Island Preserve in St. Augustine Florida sometime! It has stunning views of the Matanzas River, the 312 Bridge and is situated great for sunset viewing! 📸

The park included a couple different trails through the woods near the marsh with gorgeous canopy oaks. And also trails that lead you out to a large open space in the marshland.

TIPS:

WEAR BUG SPRAY

-WEAR SHOES and suggested pants to those sensitive to bugs

-beware of all the crabs in the marshland

- be respectful and cautious of wildlife. I almost stumbled into a deer last night 🦌 😍

06/03/2026

Still can’t believe you can stay HERE🤩 in St. Augustine Florida!!🤯

NEW in Crescent Beach, SAFE HAVEN { comment “haven” for details}

This place will blow your socks off in person! Our new Mediterranean Villa brings classy luxury to the coastal experience! And we’re still accepting summer 2026 reservations!

Here’re a few features that we love here at Safe Haven:
- Heated pool & whirlpool bath
- Sauna in master bedroom
- boat lift/kayak lift + night fishing gear
- Gated entrance
- 2nd stair to private suite
- Pool table (didn’t make the video!)
- Massive outdoor kitchen/bar/dining

For more info and a link to book, comment the word “haven” and I’ll dm it to you.

05/30/2026

Rainbow Beach - St. Augustine Florida!🌈🌊

Tonight’s rainbow and gorgeous oceanic conditions! 10/10

Actually it’s a spot near the Matanzas Inlet (south of St. Augustine Beach) that has the most incredible ocean lookout. That’s all I’m gonna say about this spot because I don’t want to get unearthed by everyone + the rocks are dangerous to climb.

05/29/2026

Seriously, who can turn down a little St. George Street shopping spree with a little drizzle ☔️

It’s not a “oh no, it’s raining moment”, more like a “this is the charming summer evening I need on my life”!

It’s even better when you get to stay at 110 St George Street to dry off and sit out on the porch to watch the other shoppers get wet😂🤙🏽

Stay dry y’all! And check our story for a link to stay at 110 St. George Street!

Address

Saint Augustine Beach, FL

Telephone

+19048249974

Website

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