
Welcome to Radio Road, an extraordinary waterfront retreat where the beauty and history of St. Augustine unfold right outside your door! Just one mile to downtown St Augustine and all the attractions and sites!
Tucked along the Intracoastal Waterway in the heart of the historic district, this remarkable home offers a rare combination of serenity, space, and effortless access to everything that makes St. Augustine so special.
With four comfortable bedrooms, a writer’s loft overlooking the water, and a spacious flex room, there is plenty of room for everyone to spread out and enjoy their own little corner of paradise.
Featuring outdoor cooking, plenty of seating and a hot tub an evening of pure relaxation!

Perfect for family vacations, group retreats, and extended stays, these luxury vacation rentals in St Augustine, FL are completely updated with comfort and style in mind, featuring 3 master bedrooms and baths. Step outside and experience true resort-style living as you enjoy the private pool and hot tub, and unwind in the expansive outdoo
Perfect for family vacations, group retreats, and extended stays, these luxury vacation rentals in St Augustine, FL are completely updated with comfort and style in mind, featuring 3 master bedrooms and baths. Step outside and experience true resort-style living as you enjoy the private pool and hot tub, and unwind in the expansive outdoor lounge areas. Discover why St Augustine luxury rentals are the ideal choice for your next getaway!

Enjoy a modern kitchen fully equipped for all your cooking needs in one of the best luxury vacation rentals in St. Augustine, FL. After preparing your meals, sit back and relax in one of the several outdoor entertaining spaces. Savor a cup of coffee poolside in the morning, then head upstairs to the outdoor patio for a nightcap, the perfe
Enjoy a modern kitchen fully equipped for all your cooking needs in one of the best luxury vacation rentals in St. Augustine, FL. After preparing your meals, sit back and relax in one of the several outdoor entertaining spaces. Savor a cup of coffee poolside in the morning, then head upstairs to the outdoor patio for a nightcap, the perfect way to end your day at these St. Augustine luxury vacation rentals.

This fantastic property is perfect for wedding groups, large families, or couples seeking some privacy. Located just one minute from downtown St Augustine, it's an ideal choice among luxury vacation rentals in St Augustine, FL. Enjoy nearby attractions like the Lightner Museum and the Bridge of Lions, making it one of the top St Augustine luxury rentals for your next retreat.

Experience the best of coastal living with this unique beachside property featuring two separate homes just steps from the ocean! Perfect for everything from romantic escapes to memorable family gatherings, this one-of-a-kind property offers the flexibility to create your ideal beach vacation.
Traveling with a smaller group? Each home can be rented separately, offering a comfortable and private coastal retreat. Planning a family reunion, friends' getaway, or larger gathering? Reserve both homes together and enjoy the perfect combination of togetherness and personal space.
Spend your days soaking up the Florida sunshine, strolling along the beach, and enjoying the laid-back coastal lifestyle. With the ocean just steps away, sandy toes, salty breezes, and unforgettable memories are all part of the experience.
Two homes, endless possibilities, and one incredible coastal location! Whether you're looking for a peaceful seaside escape or a place to bring everyone together, this special property offers the best of both worlds.
Book one home or make the entire property yours — your perfect beach getaway starts here!

Escape to the coast and experience the perfect blend of modern comfort and laid-back beach living! This beautifully appointed 2-bedroom oceanfront retreat is the ideal getaway for couples, a small family, or anyone looking to relax, recharge, and enjoy a little seaside serenity.
Wake up to the sights and sounds of the ocean, sip your morning coffee with a refreshing coastal breeze, and enjoy having the beach just steps from your door. Inside, the home's modern design and inviting atmosphere create a comfortable space to unwind after a day of sun, sand, and surf.

This identical unit is side by side Lighthouse A sharing an outdoor deck.
The perfect spot to soak up the sunshine, enjoy a good book, or simply relax and embrace the easygoing coastal lifestyle.
Whether you're planning a romantic weekend, a spontaneous beach escape, or a fun-filled family getaway, this oceanfront gem offers everything you need to make wonderful memories.
Small in size, big on coastal charm — your perfect beach getaway awaits!
Welcome to Light House Point, a premier beach front vacation property offering some of the finest luxury vacation rentals in St Augustine, FL. Experience the ultimate getaway with our St Augustine luxury rentals, perfect for an unforgettable escape. Explore our selection of St Augustine luxury vacation rentals and discover the ideal retreat for your next vacation.

Welcome to your perfect beachfront escape, where coastal charm meets modern comfort! This beautifully updated 4-bedroom beach retreat offers the ideal setting for unforgettable family vacations, relaxing getaways, and making memories by the ocean.
With three spacious king bedrooms and a fun, inviting kids' room featuring a full-size bed with a twin bunk above, there's plenty of room for everyone to unwind in comfort.
The heart of the home is a large, beautifully updated modern kitchen, perfect for preparing everything from leisurely breakfasts to delicious family dinners. Two separate family rooms provide plenty of space to spread out, whether you're enjoying movie nights, playing games, or simply relaxing after a sun-filled day at the beach.
Step outside and experience the best of beachfront living! Two separate outdoor entertaining decks offer wonderful spaces for morning coffee, afternoon lounging, evening cocktails, or gathering with family and friends while enjoying the refreshing coastal breeze.
With the beach just steps away, you can spend your days with your toes in the sand and the ocean at your doorstep. After a day of sun and surf, rinse off in the convenient outdoor shower before heading inside to relax.
Whether you're planning a family vacation, a getaway with friends, or simply looking to escape the everyday, this beautiful beachfront home has everything you need for a memorable stay.
Your beachfront getaway is calling — pack your flip-flops, bring your favorite people, and let the coastal memories begin!
A rare coastal gem near Vilano Beach—and just 1.1 miles from the sandy shoreline. Tucked away minutes from historic St. Augustine, this home offers the relaxed, walk-to-the-beach lifestyle so many visitors dream of. When you’re searching for a weekend escape, or a longer stay, this is the perfect home. Inside, you’ll find a bright and airy 3-bedroom, 2.5-bath layout designed for both everyday comfort and effortless entertaining. The open-concept living space flows beautifully into the kitchen, featuring upgraded cabinetry, dual pantries, and plenty of storage—perfect for hosting family and friends. Step outside and soak in the coastal vibes from multiple covered balconies, including a private upper-level balcony off the primary suite—an ideal spot for morning coffee or winding down after a day at the beach. The fully fenced, low-maintenance courtyard offers a private outdoor retreat, perfect for grilling, gathering, or simply relaxing in the sea breeze.

Now taking bookings for Blue Heron!
Location, Location, Location!
Midway to downtown St Augustine attractions, restaurants, shopping and so much more! Midway to Vilano Beaches, shopping and food!
Welcome to your cozy, modern cottage on South Street! This beautifully updated 2-bedroom retreat offers the perfect blend of comfort and style, making it an ideal getaway for couples, friends, or small families. Located just a short walk from downtown you'll have easy access to restaurants, shops attractions and local entertainment! Whether you're here to explore the area or simply unwind, this charming cottage puts you in the heart of it all.
Discover one of our most popular downtown St. Augustine retreats—a guest favorite within walking distance of historic landmarks, restaurants, shops, and attractions. This welcoming four-bedroom home includes a convenient first-floor bedroom, a spacious kitchen, and a comfortable family room with plenty of space to gather. Enjoy outdoor entertaining and the added convenience of ample parking, a prized feature downtown. It’s the perfect home base for exploring the city and relaxing together after a day of adventure.
Escape to this charming 3 bedroom 3 bath vacation retreats, perfectly located near beautiful beaches, dowtown attractions dining and year round events. Designed for relation and connection, the home features spacious indoor and outdoor living areas, including a private backyard ideal for entertaining, dining al fresco or unwinding after a day of exploring.

Discover a beautiful cottage in the heart of St Augustine, one of the premier luxury vacation rentals in St Augustine, FL. This charming retreat allows you to walk to all that St Augustine has to offer, including delightful restaurants, unique shops, and exciting attractions. Just down the street from the historic Castillo de San Marco, this property features a main house with 2 bedrooms and 2 baths, along with an enclosed back porch that is perfect for watching the kids in the heated pool. The Pool House is a standout feature among St Augustine luxury rentals; it includes a cozy 1 bedroom with a queen-sized bed, a full bath, and a small mini kitchen. This space is ideal for another couple or grandparents looking for a relaxing getaway in one of the best St Augustine luxury vacation rentals.

Kick off your shoes and settle into this cozy, dog-friendly three-bedroom retreat with a laid-back, bohemian vibe. Eclectic touches and comfortable spaces make it easy to feel at home, whether you’re gathering with friends or enjoying a quiet getaway. The enclosed backyard offers room to unwind with your four-legged companion, while the outdoor shower adds a refreshing, carefree touch. It’s a welcoming hideaway for good company, slow mornings, and easygoing evenings.

Tucked away on Cincinnati Street in the historic St Augustine, this charming two bed/bath short term rental offers the perfect blend of comfort, character and location! Enjoy a cozy open concept kitchen and living areas are designed for relaxing after a day of exploring downtown St George street or one of our local pristine beaches. Just a short walk to restaurants, shops and historic attractions, this inviting getaway puts the best of St Augustine right to your door step!

Discover a beautiful cottage in the heart of St Augustine, one of the premier luxury vacation rentals in St Augustine, FL. This charming retreat allows you to walk to all that St Augustine has to offer, including delightful restaurants, unique shops, and exciting attractions. Just down the street from the historic Castillo de San Marco, this property features a cottage house with 1 bedrooms and 1 bath, This space is ideal for another couple or grandparents looking for a relaxing getaway in one of the best St Augustine luxury vacation rentals.
Welcome to Light House Point, a premier beach front vacation property offering some of the finest luxury vacation rentals in St Augustine, FL. Experience the ultimate getaway with our St Augustine luxury rentals, perfect for an unforgettable escape. Explore our selection of St Augustine luxury vacation rentals and discover the ideal retreat for your next vacation.
We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.