The Proper Group

The Proper Group We are a boutique collection of luxury vacation rentals managed by former Hospitality Executives and Real Estate Experts.

Superior, luxury services for our guests and unmatched rental programs for our homeowners.

02/18/2025

Welcome to our newest property Reunion!! Located in Palm Coast minutes from the beach this property is the perfect place to call home for the whole family or large groups! Rain or shine this house has a ton of amenities to keep everyone entertained! 🗝️

02/07/2025

Excited to announce a New Partnership with for all and surrounding area homes!! Now when you stay proper you can vacation in style and add some adventure with your personal golf cart and enjoy the area like a local!!

12/30/2024

Two of our favorite oceanfront neighbors! Just Beachy and All Decked Out are the perfect combination for large groups at the beach! No matter the season with a heated pool plenty of sunny places for to soak in some vitamin D and enough room for everyone to stay this combination can’t be beat! Both homes are appointed in luxury touches with all the comforts a beach house can bring while keeping the family together under two roofs. Book direct and save: www.tpgvacationrentals.com

12/11/2024

Welcome to Conch Island where you can bring the yacht and walk to Historic Downtown St. Augustine for the annual Nights of Lights! This property has everything you could ask for in a rental with sweeping waterfront views phenomenal walkability and the most comfortable furnishings!

11/24/2024

Welcome to Salty Greek on of our newest homes located directly on Flagler Beach!! This homes inspiration comes from the sea and is the perfect place to make your next memories at the beach and enjoy the areas only second story swim spa as you stare off into the Atlantic Ocean.

11/19/2024

It’s one of our favorite time of years for everything the mountains have to offer! Enjoy your time off the slopes relaxing by a warm fire wrapped in luxury! Check out: Western Path listing https://www.tpgvacationrentals.com/westernpath

11/13/2024

Welcome to your Oceanside Oasis at Casa Al Fresco!! The perfect setup for everything outdoors and a great place to entertain just steps from the beach walkover sitting one home back this is the perfect property to enjoy everything Florida!

https://thepropergroup.holidayfuture.com/listings/282191

11/08/2024

With this view how could you not always be on !! Visit www.tpgvacationrentals.com and reserve your slice of paradise! 🏝️⏳ https://thepropergroup.holidayfuture.com/listings/186316

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11/01/2024

November brings to St. Augustine a few months of magic to the nights of the oldest city!! Our calendars are filling up fast for best rates visit our website and book direct: www.tpgvacationrentals.com

10/04/2024

Treat your sweetheart to the perfect couples' getaway, and book a stay in the heart of St. Augustine! 💕Picture this: a romantic dinner in the Historic District, followed by a leisurely stroll along the scenic bayfront, hand in hand. 🤝

Surrounded by the charm of the nation’s oldest city, you’ll be able to stroll down cobblestone streets, indulge in fine dining, and take in the magical views of the bay. 🌴

Whether it’s for an anniversary, or just because you want to wine and dine your love, you can make it happen with The Proper Group! 🥂🌙 Book your stay on our website, linked below!

https://www.tpgvacationrentals.com/

10/03/2024

Welcome to Riberia Street Retreat—a serene coastal haven located in the heart of St. Augustine! 🌿✨

This stunning three-story home blends modern luxury with the charm of the easy beach town! 🌅 Plus, with the special beauty of marsh-front views, Riberia Street Retreat is a home unlike any other.

Unwind in the sleek kitchen, cozy up on the couch, or enjoy dining under the sunset out on the porch! Book your stay and reserve your spot at the link below! ⬇️

https://www.tpgvacationrentals.com/copy-of-the-blue-refuge-1

10/01/2024

Why bundle up in layers when you can spend your October floating in the sea? 🍂

Skip the chill of fall and dive into relaxation with The Proper Group! Whether you're lounging by the pool or drifting in the ocean at any one of our stunning waterfront properties, we’ve got the perfect escape to keep you warm and carefree. 🌴☀️

Stay Proper, and enjoy your fall the right way! Beachside, in style, and soaking in the sun. ➕ Follow our page to stay up-to-date on all the ways you can enjoy St. Augustine for your vacation! 🤩

09/30/2024

Set a course for paradise and visit Villa de Palmeras, a home where relaxation and adventure become one! 🌴☀️

Conveniently located minutes from shops, restaurants, and St. Augustine's historic downtown district, Villa de Palmeras offers the best of both worlds—peaceful seclusion AND easy access to everything you could want!

And for any outdoor lovers, Villa de Palmeras offers a private backyard complete with a heated pool. 🤩 Plus, with a game room packed with foosball, table tennis, and more, there’s no shortage of fun for all ages! 🎮

Schedule your next vacation and check the Villa's availability today! 🌊🌞

https://www.tpgvacationrentals.com/tropichouse

09/27/2024

✨📍 Recently remodeled Bella Vista is your perfect retreat for your next vacation!

Bella Vista is one of our beautiful waterfront homes, so you can start your mornings by watching the breathtaking sunrises on the porch. Or, if you are a more adventurous vacationer, you can easily enjoy kayaking, fishing, and so much more on the nearby waterways. 🛶

Give your family the vacation they deserve! 🥰 Bella Vista Place perfectly blends relaxation, nature, and adventure. Book now at our website, linked below, and let your vacation dreams come true! 💫

https://www.tpgvacationrentals.com/bellavista

09/25/2024

Set your sails for La Sirenita Hideaway, where beachside bliss combines with the comforts of home! 🌊

With space for 10 guests, it's the perfect escape for any group seeking warm weather, cool breezes, and miles of sandy shores. 🐾 Plus, La Sirenita is a pet-friendly retreat, so you can bring your whole family, furry friends included!

Whether you're lounging by the beach, enjoying the beautiful views from the balcony, or launching your kayak at the nearby boat ramp, La Sirenita promises a vacation full of relaxation and adventure. 🌴✨ See if La Sirenita is available for your next family vacation at the link below! ⬇️

https://www.tpgvacationrentals.com/copy-of-seychelles

09/24/2024

Imagine soaking up the sun poolside, letting all of your worries float away... ☀️

While your town may be cooling off, St. Augustine is staying warm! Why not take advantage of our sunny city, and book a vacation full of sunbathing by the pool? With so many homes in our catalog, your perfect slice of paradise is just waiting for you! 😎 🏖️

📲 Browse our list of homes on our website, and find your perfect fit so you can start tanning in style!

https://www.tpgvacationrentals.com/

09/23/2024

Step back in time and explore a true piece of history at the Castillo de San Marcos! 🏰✨ When you book your next stay with The Proper Group, you can take history from the page and see it in real life!

An iconic symbol of St. Augustine, the Castillo is a centuries-old fortress, located right on the bayfront. 🌅 The state park is a must-see for history buffs and adventure seekers alike!

Learn the real story of St. Augustine's rich past, and see what history has in store. Save this post for your future visit, and experience the magic of the Nation’s Oldest City! 🤩

09/21/2024

Start your day like a true St. Augustine local at Schmagel's Bagels, a downtown legend for over 35 years! ✨🥯

With 15 varieties of freshly baked, Brooklyn-style bagels and 10 hand-crafted cream cheeses, Schmagel's spot has been satisfying cravings for generations. ☕️ Schmagel’s is the perfect place to fuel up for a day of exploring the historic sights! Make sure to stop in before starting your stroll down St. George Street.

Make sure to stop in while you're staying at any of our downtown homes, and get the full experience of The Nation's Oldest City! 😋

📸 Schmagel's Bagels Downtown

Address

Saint Augustine Beach, FL
32080

Website

https://www.tpgvacationrentals.com/

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🌞🏝️🌊 "Meet me where the sky touches the sea." - Jennifer Donnelly 🤩Experience that magical place Mrs. Donnelly spoke of when you visit St. Augustine! 🙌 Our beaches ⛱️🦀 are picturesque and serene 😌; every day the sunset paints the sky with breathtaking colors, creating a work of art in the sky. 😍🌟 Let the beach sunsets serve as the perfect backdrop for your next vacation. 😎👙 Drop a ☀️ in the comments if you're ready to walk on St. Augustine's shores. 🌅💙#stayproper #staugustinebeach #staug #oceanfronthomes #beachsideliving #vacationrentalhomes #staugustinefl #visitstaugustine #airbnbflorida #floridarentals #vrbohost #vacationrentals #floridavacation #saintaugustine #staug

🏊‍♂️ Why not bask in the summer sun? 🏊‍♀️☀️Nothing beats the rejuvenation of a stroll on one of the amazing beaches in St. Augustine! 🌴🌊 Our properties offer everything from oceanside locations to private access points for our local beaches. The stunning views and summer rays will make the perfect backdrop for unwinding! 🌞🌻 👙🌅 🏖️ Book now with The Proper Group and make this summer unforgettable, before it's too late! 🌟💫#stayproper #staugustinebeach #staug #staugustine #vitaminsea🌊 #beachdaysarethebestdays #beachfrontproperty #beachfrontvilla #visitstaugustine #beachhouserental

🌴☀️ Ready to switch your Vacation Mode to 'on'? ✨ Book a beach getaway with us and make those vacation dreams a reality! When you Stay Proper, every moment is tailored to perfection. 🌊🏖️ With newly remodeled homes, to historic houses, and everything in between, St. Augustine is waiting for you! 🤗😍Enjoy your vacation with the ease of mind of knowing that whatever you need, The Proper Group has you covered. 🥳 From in-town property managers ready to help, to fantastic customer service during the booking process, all you have to do is switch your vacation mode to 'on', and we will take care of the rest! 🔛🤩Book your vacation with us today, and Stay Proper in the Nation's Oldest City! 🏘️🙌#stayproper #staugustine #staug #vacationhome #vacationmode #floridavacation #visitstaugustine #StAugustineBeach #airbnbsuperhosts #vrbohost #vacationrentals #beachvacation

🌴☀️ We can't stop your tan from fading, but we can provide you with memories that last forever! 🌊✨With The Proper Group, you can book a truly unforgettable vacation. From cozy beachfront cottages to luxurious oceanside retreats, we have a wide range of properties to choose from, ensuring that your getaway is tailored to what you want. 💫🏡 Why wait? Start planning your next adventure with us today, and create memories that will last a lifetime! 🏖️#stayproper #vacationrentalhome #beachfrontproperty #unforgettablememories #dreamvacations #floridarentals #staugustinefl #stauggie #visitstaugustine #oceanfrontproperty

✨ Dreaming of a mountain getaway? 🌲🌸 Now's the time to add the Colorado mountains to your travel bucket list! 🪣 Come and experience the magic of springtime in the Rockies; there's nothing like it! 🌄 When you stay at one of our Colorado properties, you'll be surrounded by stunning views, lush flora and comfy lodgings. 🏞️ 🌼 Don't miss out and book soon to cross this off your list! Enjoy the mountains the Proper way and explore our catalog of properties on our website!🏡 #stayproper #coloradovacation #MountainGetaway #BucketListTravel #SpringtimeintheRockies #mountainhome #themountains #coloradohikes #vacationrentalhome #airbnbsuperhosts

😌 Close your eyes and let your mind drift away to the serene shores of St. Augustine Beach... 🏖️ Feel the warmth of the sun on your skin, the gentle breeze in your hair, and the soothing sound of waves crashing against the shore. 🏝️If a few moments of relaxation aren't enough, why not turn this daydream into reality? Book your own beach getaway today, and enjoy an oceanfront vacation today!☀️🌊 #staugustine #staug #staugustinebeach #beachhouse #vacationrental #vacationhome #airbnbsuperhost #airbnb #vrbo #stayproper

✨ Step into a world of elegance and history when you visit the Lightner Museum in St. Augustine! 🏛️ Explore ornate architecture, captivating art, and fascinating artifacts in the museum. The museum, housed in the former Alcazar Hotel, is a work of art in and of itself! 🏨 Founded by Chicago Publisher Otto Lightner in 1948, this museum presents an immersive experience of art, architecture, and history. 🤩🔍The Lightner Museum is in the heart of the historical downtown district, perfectly situated for a day of adventure in St. Augustine. There is so much to do when you Stay Proper!🌟@lightner_museum#StayProper #saintaugustine #staug #904 #downtownstaugustine #lightnermuseum #visitstaugustine #vacationrentals #airbnbsuperhost #vrbohost

🌟 Dreaming of the perfect getaway in the Nation's Oldest City? 🏰 Look no further than The Proper Group! Whether you crave the vibrant energy of downtown or the serenity of seaside living, we've got you covered with our extensive catalog of properties in St. Augustine, Florida. 🌴From spacious homes ideal for family reunions to cozy villas meant for romantic escapes, there's something for everyone here. Let us help you find the ideal retreat for your next adventure! Check out our properties at the link in our bio, @thepropergroup 🏡✨#staugustine #florida #staugustinebeach #staugustineflorida #saintaugustine #staugustinefl #stjohnscounty #stauglocals #staug #staugustinebuzz #lovefl #visitstaugustine #staug #904 #beachvacation #beachvibes #beachdays #beach #vacationmode #vacationdays #beachfronthome #beachhouse #oceanfront #stayproper

Discover the magic of vacationing with The Proper Group! ✨ From luxurious beachfront villas 🏖️🏡 to charming historic homes 💫🏠, we offer an unparalleled selection of properties in sought-after destinations like St. Augustine and beyond. As an Airbnb Superhost with a track record of five-star service, we're committed to creating unforgettable experiences for every guest. Book with us today!#beachvacation #vacationhome #beachhouse #beachhome #vacation #staugustine #staug #staugustinebeach #904 #airbnbsuperhost #vrbo #airbnb #rentalhome #VacationGoals #UnforgettableExperiences

Discover the magic of The Proper Group through the words of our delighted guests! 🌟✨ Immerse yourself in the luxury and comfort that define our carefully managed properties. With over 3,000 reviews, we take pride in being an Airbnb Superhost, as well as a Guest Favorite.Here's what our valued guests are saying about their 5-star experiences across three distinct properties. From seamless check-ins to cozy retreats, we ensure every moment of your stay is unforgettable. 🏡💫Join the ranks of those who've enjoyed our exceptional service, as we continue to host an array of amazing homes. Your dream vacation awaits with The Proper Group – where excellence is our standard. Book your escape now and let the reviews speak for themselves! 🌐🌴 #vacationrental #vacationhome #staugustine #904 #staug #floridavacation #rentalproperty #rentalhome #airbnb #vrbo #staugustinebeach #oldestcity #travelgram #wanderlust #isntatravel #beachlife #rentalproperty #vacationvibes #hospitality

💖 Hello, February!✨ 🌹Embrace the charm of the nation's oldest city with The Proper Group. With four weekends to indulge in the beauty of St. Augustine this February and Valentine's Day right in the middle of the month, it is time to enjoy a getaway of your dreams! Book with us now to enjoy a much-deserved vacation, and create unforgettable memories. 🏡💕 #VacationHome #StAugustine #OldestCity #ValentinesDay #WeekendGetaway #StAug #BeachVacation #ValentinesEscape #BookWithProperGroup #VacationHome #VacationRental