iTrip St. Augustine

iTrip St. Augustine Serving vacation rental homeowners and guests throughout St. Augustine, Florida!
(2)

09/26/2026

HOW TO ENTER:
1. Follow us!
2. Comment the word “BLUE” and tag a friend below! (Limit 1 comment entry per person)
Bonus Entry: Share this post to your story for +1 entry! 💫

🎁 WHAT YOU WILL WIN:
A FREE 2-night stay at Blue Kahuna in Vilano Beach, Florida! (a $1,500 value)!

This brand new home is a 4-bedroom / 4-bathroom suitable for up to 10 guests!
• Private beach access 🏖️
• Hot tub & outdoor fire pit 🔥
• Ocean view balcony 🌊
• Private guest house + game room 🏓

EVERYONE WINS by commenting BLUE!

Even if you don’t win the grand prize, every person who enters will receive a direct message link for 20% off your next booking when you book within the next 14 days! Just use code “BLUE” at checkout.

📋 RULES & DETAILS:
• Must be 25 years or older to enter and win (per our reservation policy).
• Winner will be announced within 14 days — exact date coming very soon!

Good luck, and thank you for helping us celebrate being voted Best Property Management Company in St. Augustine!🥂✨

09/24/2026

David, owner of iTrip St. Augustine on how grateful we are to have been voted #1 Best of St. Augustine in Property Management!

Thank you all for your vote! We strive to meet that standard every day with our homeowners and guests!

Every year, the St. Augustine Record lets the community vote on the “Best Of” in every local business category! We were nominated and finally Voted to the #1 Spot in our category! 👏 🥳

For your Short-Term Rental needs contact us (904)-824-9974 or [email protected]

09/21/2026

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 🏰🌌 👑

09/21/2026

When your beach is {𝓟𝓻𝓲𝓿𝓪𝓽𝓮}

📍The Beach Escape
crescent beach, Florida

09/20/2026

Stay for Nights of Lights without dealing with traffic @ OLD COAST COMFORT! ~ comment “INFO” for details!

This home is one of the original Island Cottages, built in 1940! Updated over the years, it’s full of unique character, inside & out!

Bring the whole family or friend group (10 guests) for a Nights of Lights Staycation!

Located right next to the Bridge of Lions 🦁- it’s less than a 10 minute walk into the Old City of St. Augustine!

Have you ever tried Whetstone Chocolates🍫 🍬 The home’s been in the Whetstone family for 40+ years! Just across the street from here, is their 13 Anastasia BLVD location!

They also have the main Chocolate Factory on Ling Street & the shop on St. George Street! Truly a STA Staple!

If you like the vibes, comment “info” below! I’ll dm you the link to book before it sells out!

09/19/2026

📍St. Augustine Florida!

Have you seen these birds during flight?!In 2017 the female on the right was tagged as a baby at the Native Bird Rookery...
09/19/2026

Have you seen these birds during flight?!

In 2017 the female on the right was tagged as a baby at the Native Bird Rookery by the St. Augustine Alligator Farm! They tagged her wood stork #103.

Did you know that they like to nest above the Gators at the Alligator Farm? It actually protects their babies from most prey!😱

📍 Vilano Boat Ramp

09/17/2026

3 times to go with the least crowds!

1. COME EARLY! After the Light-Up Night traffic dies down before Thanksgiving! So November 22nd-25th is a smart time to go for a quick visit!

2. Christmas Pre-Rush! Come between Monday, November 30 – Thursday, December 17 to beat the heavy Holiday traffic but still get that CHRISTMAS BUZZ we all need! 🎄

3. The Locals Favorite: Come after News Years for the LEAST crowds of all! This year we extended the dates to include Martin Luther King Day, so come Monday, January 4 - Thursday, January 14, 2027!

In just a couple months, Historic St. Augustine will light up for the 33rd year in a row 🪄

DATES: November 21, 2026 - January 18, 2027

Save this video for your trip-planning and let me know in the comments when YOU plan to come?

Address

Saint Augustine Beach, FL

Telephone

+19048249974

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