Fall into Fun: Seasonal Events & Family-Friendly Adventures in St. Augustine

AZULE
Boutique beach rentals on Florida’s First Coast
Hear first when this host opens direct rates or adds a new place.
St Augustine, Florida
4 bedrooms · 4 baths
St Augustine, Florida
3 bedrooms · 2 baths
St Augustine, Florida
4 bedrooms · 3 baths
Ponte, Florida
2 bedrooms · 2 baths
Ponte Vedra Beach, Florida
3 bedrooms · 3 baths
Ponte Vedra Beach, Florida
3 bedrooms · 3 baths
Ponte Vedra Beach, Florida
4 bedrooms · 3 baths
Ponte Vedra Beach, Florida
3 bedrooms · 3 baths
Jacksonville Beach, Florida
3 bedrooms · 3 baths
Jacksonville Beach, Florida
2 bedrooms · 2 baths
Pick your stretch of Florida’s First Coast: St Augustine, Ponte Vedra Beach or Jacksonville Beach.

Relax in style
Tailor-made stays for the best memories. Leave the details to us. Revel in the comfort and privacy of your exclusive vacation rental while enjoying personalized services and one-of-a-kind experiences.
Take a look inside
Expansive upper and lower decks, an elevator, a hot tub and the Atlantic at the end of the walkway.

@azulevr

A note from your hosts
With 30 years of experience in vacation real estate and hospitality management, we are passionate about providing exceptional service.
Combining a deep love for real estate management with superior hospitality and customer service, Azule Property Management and Vacation Rentals was created to meet a unique need on the First Coast. We are a locally owned boutique team with direct access to leadership and hands-on property care.
Our expertise ensures both property owners and vacationers have a seamless and memorable experience. Whether you’re here for a long weekend at the beach or looking to invest in vacation real estate, we’re here to help you make the most of it.
Karina & Randy Coryell
Owners, Azule Vacation Rentals & Property Management


St. Augustine in autumn brings warm, sunny days and cooler evenings, a sweet spot between the heat of summer and the festive crowds of the holidays. Average highs range from the mid‑70s to upper‑80s Fahrenheit, while nights dip comfortably into the 50s and 60s, ideal for marshmallow‑roasting under the stars in your fully fenced yard (en.wikipedia.org).
From late September through early November, local pumpkin patches pop up across the region, offering fall fun without venturing far (visitstaugustine.com). Families can wander through the Sykes Family Farms crop maze on weekends from October 3 through November 1, perfect for little explorers (visitstaugustine.com).
September kicks off with engaging history: on September 12, watch the Founder’s Day landing re‑enactment at Mission Nombre de Dios, complete with period procession, mass, and a first Thanksgiving reenactment at the Fountain of Youth Archaeological Park (totallystaugustine.com). It’s a gentle way to connect with the roots of St. Augustine.
Music lovers will find plenty to enjoy. The St. Augustine Amphitheatre hosts a stellar fall lineup, from Modest Mouse on September 17 to John Fogerty & Steve Winwood on September 18, Sugarland on October 1, and Tedeschi Trucks Band October 9–10 (totallystaugustine.com). For something more local and laid‑back, the Night Market at the Alligator Farm on September 11 offers food, crafts, and community vibes (totallystaugustine.com).
Down by the bayfront, a late‑September Brewfest gathers local and regional breweries, ciders, and spirits with food trucks and live music, an easy stroll from your base in West Augustine (staugustinehotels.com). In early October, the Greek Festival at Holy Trinity draws visitors with food, dance, and family‑friendly atmosphere (totallystaugustine.com). And for a little local flair, the Fall Classic Car Show on October 10 offers free viewing of vintage rides in the historic district (oldcity.com).
Your bungalow’s location in West Augustine makes it a breeze to pop into downtown events or head out for family fun. Within minutes, you can be at the Mission Nombre de Dios, the Fountain of Youth, or the Amphitheatre, then return home for evening s’mores under the stars.
This season balances activity and ease. You’re close enough to the heartbeat of the city to enjoy concerts, festivals, and history, but far enough to return to a peaceful, fully fenced home where kids and pets can roam freely. Plus, fall temperatures in the 70s make both daytime exploring and evening fireside gatherings downright delightful.
Let fall in St. Augustine surprise you with its warmth, both in weather and in welcome.