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St. Augustine Vacation Rentals

VTrips is the premier choice for affordable and luxurious St. Augustine vacation rentals in the best locations. We offer a wide selection of vacation rental homes and condos to ensure an unforgettable getaway. Tour historical monuments, cruise around on a pirate ship, or have a fun day playing at the beach. Families appreciate the choices, snowbirds love the weather, and couples enjoy the European ambiance of this charming historical city.

Book direct with VTrips to save up to 30% off St. Augustine Beach vacation rentals!

family running on Florida beach

Beachfront Rentals

Put your toes in the sand quicker with our vacation rentals on St. Augustine Beach, Crescent Beach, Butler Beach, and more. Stroll along the shore or play on the beach anytime! Enjoy top amenities during your stay — ocean views, easy beach access, swimming pool, fully equipped kitchen, beach gear, etc. Appreciate the tranquility of nature in the mornings and evenings from your beachfront rental.

Shops and inns line St. George. Once the main street, it is still considered the heart of the city.

Historic Downtown St. Augustine Rentals

The Historic Downtown of St. Augustine is the city’s beating heart, where visitors will discover the majority of the city’s restaurants, shops, hotels, and attractions. The Historic Downtown is the city’s oldest neighborhood, with numerous buildings dating back to the 1700s — and streets dating back much further — combining to form a walkable metropolis clearly inspired by old European notions.

pool at St. Augustine vacation rental

Rentals with Pool Retreats

Stay in a vacation rental with an outdoor pool oasis to turn up the fun and relaxation on your St. Augustine getaway! VTrips offers a wide selection of pool options, such as private pools, heated pools, community resort pools, and spa hot tubs. Browse our St. Augustine vacation rentals with pools for an unforgettable trip.

cute dog floating in ocean

Pet-Friendly Options

Worried about leaving your pup behind? You don’t have to! Our pet-friendly rentals in St. Augustine are perfect for vacationing in comfort with your dog. There are several advantages to bringing your furry pal, such as easing pet anxiety, having special experiences, and ensuring the best care. With a variety of dog-friendly accommodations to choose from, we’re confident you’ll find a St. Augustine vacation rental that both you and your furry pal will love.

Room #5 at the iconic Florida Motel in St. Augustine, Florida

The Florida Motel

Step back in time and experience Old Florida when you stay at The Florida Motel, an iconic 1950s motor court motel lovingly updated with colorful Mid-Century flair in the Historic District of St. Augustine. You’ll be delighted with the cheerful peach and mint hues and landmark mermaid sign. Come to experience America’s Oldest City in nostalgic surroundings and book your next reunion or large party vacation at The Florida Motel today!

St Augustine Florida aerial view

Plan Your St. Augustine Trip

Laying claim to the oldest city in the United States, St. Augustine is famous for its rich history, Spanish colonial architecture, and miles of pristine beaches. This premier vacation destination for families and couples offers many attractions, activities, dining, shopping, and events to have an amazing time. Explore tips from our local team to plan the best St. Augustine Beach vacation!


There’s so much history to choose from in St. Augustine, but without a doubt, one of the best heritage sites is the living history museum at Fort San Marcos. Tour the fort and experience a piece of history with reenactors in period costume, cannons firing from the gundeck, and other demonstrations of colonial living.

For breathtaking views of St. Augustine, tour the 1870s-built St. Augustine Lighthouse and then learn about maritime history at the museum. The active, working lighthouse is located at the north end of Anastasia Island.

America’s first colony settlement and now a living history site! Drink from Ponce de Leon’s Spring of Eternal Hope, watch the stars in the Planetarium, or visit the Timucua Indian Village for cannon firing and so much more.

One of Florida’s oldest continuously running attractions, the park brims with family-friendly fun! Zipline through the treetops, climb the aerial obstacles, and view the live alligators, crocodiles, tropical birds, lemurs, and more.

Take a cruise on a pirate ship, sing sea shanties, search for treasure, and enjoy the reenactors as they entertain!

Enjoy swimming with the dolphins in their habitat, learning about dolphin anatomy and behavior, or just watching them swim and play.


Water Sports

Kayaking, canoeing, and swimming are popular activities in St. Augustine. Explore the waterways and ecosystems of the St. Johns River or along the Intracoastal. Swim in the Atlantic at St. Augustine Beach or let the little ones play in the splash park.


Explore St. Augustine’s many sights! Walk along the brick-lined streets in historic downtown, around the Bridge of Lions, or across the grounds of the Castillo de San Marcos for a one-of-a-kind experience.


Just a short distance away from St. Augustine is one of the most famous golf courses in the world, The Players Stadium at TPC Sawgrass. You can also play at Ocean Course at Hammock Beach, The King & the Bear at World Golf Village, and the Conservatory.

Hiking & Biking

Don’t forget to bring your gear or get a  bike rental! St. Augustine is a bicycle-friendly community with scenic trails and paths along the beaches and thoroughfares.


Named one of the 15 Best Seafood Restaurants in Florida by Trips to Discover, this is one place you don’t want to miss! Located on Anastasia Island in St. Augustine, savor fresh seafood dishes with a Southern flare.

A seaside restaurant and brewery that offers made-from-scratch American fare and a unique selection of rotating craft beers.

Best known for coffee and gelato, this relaxed spot in historic St. Augustine serves panini sandwiches, salads, smoothies, beer, wine, and other wonderful offerings.

A Caribbean-style restaurant on a marina that offers seafood, steaks, and drinks in a sea-themed bar, lounge, and outdoor patio.

Features modern coastal and American cuisine in a romantic setting at the Casa Monica Hotel.

A spacious, vintage-inspired establishment in historic St. Augustine that offers craft cocktails, gourmet pub grub, and live entertainment.


A charming village in the heart of downtown St. Augustine that’s filled with shops, boutiques, restaurants, and tours!

Find your favorite retail brands and score great deals at the St. Augustine Premium Outlets, just a short drive away.

A weekly Saturday farmers market at the St. Augustine Amphitheatre that offers fresh local produce, baked goods, seafood, flowers, and a variety of arts and crafts.


This old-world, pedestrian-only street brings you back in time with brick-lined streets and buildings. Lined with quaint shops, cozy bistros, galleries, and performers.

Take the ferry to Rattlesnake Island to explore the old fort, free of charge. Built by the Spanish as a watchtower to guard the southern entrance to St. Augustine, this monument has stood the test of time.

A historic cedar and cypress school from Spanish Colonial times. View a lesson from the animated schoolmaster and his pupils as they depict school life in the 1700s!

One of the finest collections of fine and decorative art, including Tiffany Glass pieces and antique mechanical musical instruments.

There are many ghost tours in St. Augustine to hear tales of murder, mystery, and the mystical! Visit the old Jail House and ancient cemeteries for a spooktacular time.


A festival that connects St. Augustine to its Spanish history through a series of special events that feature Spanish wine, cuisine, and culture.

A wide variety of musical entertainment in St. Augustine’s historic downtown all summer long. Listen to live music under the majestic oaks of the Plaza de la Constitución.

St. Augustine becomes a wonderland during the holidays with millions of lights adorning the city. The annual event holds the distinct honor as one of the 10 Best Holiday Displays In The World by National Geographic.

St. Augustine vacation rental living room and balcony view

Guest FAQs

What should I pack for my St. Augustine vacation?

Sunscreen, bug spray, sunglasses, hat, sandals, swimsuit, cooler, backpack, tennis shoes, weather-appropriate clothes, toiletries, medication, electronics/chargers, rain umbrella.

When is the best time to visit St. Augustine, Florida?

St. Augustine is a popular vacation destination, so the best time often differs based on what you are looking for. For a quieter escape, the winter season is perfect — you still get warm weather but miss the high tourist season. If you’re looking for a buzz of activity, then the summer is your time. There are always tons of activities and water sports happening.

What’s included in my St. Augustine vacation rental?

We supply you with a limited starter kit of toilet paper, soap, paper towels, and dishwasher detergent for your convenience. There are several shops you can visit nearby to purchase supplies for your stay.

What should I bring/buy for my rental?

We recommend bringing the following to your St. Augustine rental: trash bags, paper towels, laundry detergent, dishwasher packs, and extra toilet paper.

Book Your St. Augustine Vacation

Discover the natural beauty and historic charm of the oldest U.S. city with our collection of St. Augustine vacation rentals. VTrips offers a variety of fully-furnished vacation homes, condos, and villas in the best destinations. Delight in luxurious amenities like pools, hot tubs, ocean views, and a private balcony. Save up to 30% off your dream vacation rental in St. Augustine by booking with VTrips!


Did You Know?

St. Augustine is the oldest city in the U.S., founded in 1565!
St. Augustine his home to the oldest wooden schoolhouse.
The city’s historic ‘Old Jail’ served as the county jail until 1953!
Treasury Street is the narrowest street in the U.S., only just 7 feet wide!
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6279 A1A South • St Augustine, FL 32080


Office Hours: Sun – Sat 8am-5pm

6279 A1A South • St Augustine, FL 32080


Office Hours: Sun – Sat 8am-5pm