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St. Augustine vacation rentals

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Top-rated vacation rentals in St. Augustine

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Treetop Cottage - 3 blocks from Historic District

Located right in the heart of the leafy historic district is this charming treetop cottage with its own eclectic style and modern design. The cottage features bright sun-filled living with a fully equipped kitchen, a generous king bedroom, a sparkling bathroom and Smart TVs with Netflix in each room. Enjoy a complimentary coffee at the cafe then leave the car parked and explore everything this beautiful area has to offer on foot with restaurants & attractions all just a short stroll away.

$120 per night
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Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

$116 per night
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Casa Maria 1- Beachy Apt Mins Walk to Downtown

A cheery 1bed/1bath apartment located in the Uptown neighborhood of St. Augustine. Just a short walk to many attractions, bars, and restaurants.  Park your car and forget as you wander the Oldest City!

$99 per night

Vacation rentals for every style

Get the amount of space that is right for you

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St. Augustine house rentals

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200 Riberia - Downtown Waterfront Luxury Home
$166 per night
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192 Riberia - Downtown Waterfront Luxury Home
$179 per night
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Sandy Feet Retreat - Private Beach Oasis
$358 per night
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Oceanfront Barefoot Beach Retreat
$345 per night
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Downtown Charmer with Pool - Perfect for Couples!
$295 per night
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Oceanfront, rustic cottage
$275 per night
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St Augustine Beach! Friendly neighborhood duplex.
$68 per night
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The Marsh House
$177 per night
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Cape Keepers Cottage - Lighthouse Park
$154 per night
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196 Riberia - Downtown Waterfront Luxury Home
$205 per night
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Sheepdog Hideway
$100 per night
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Waterfront Old Recycling Plant Loft--Downtown
$327 per night

St. Augustine condo rentals

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Gorgeous Oceanfront Condo on the First Floor Island South 2
$88 per night
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King Street 1 bedroom suite - parking and walk to Historic Downtown - unit 2
$82 per night
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Private Beach Access!☆Two Pools!☆Full Kitchen!☆
$239 per night
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Island Suite - Walk to Downtown!
$145 per night
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NEW! St Augustine Condo w/ WiFi - Walk to Beach!
$171 per night
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The Ray - Penthouse Suite - 360° Rooftop View
$208 per night
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Inn at Camachee Harbor View 22
$160 per night
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Cozy Island Condo - Walk to Downtown!
$113 per night
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Oceanside complex M33 1 Bed 1 Bath w/Heated Pool
$130 per night
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Dog-friendly 2 bed 2 bath 2 level renovated apt
$138 per night
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Inn at Camachee Harbor View 10
$160 per night
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Elegant Condo on the Town Square! Rooftop Terrace
$150 per night

Downtown St. Augustine vacation rentals

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Home Away From Home in the Historic District!
$142 per night
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Florida Motel #6 FULL BED New & Hip w/ FREE BIKES!
$73 per night
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Iconic Florida Motel No.7 FULLbed, Bikes, parking!
$76 per night
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1880 Victorian in Heart of Downtown
$150 per night
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Casa Bella- Chic Retro Apt- Steps to Historic District!
$121 per night
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Bella Bay Inn - Bayview Room #1
$129 per night
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Private Romantic Retreat Mins DWTN Beach
$146 per night
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The Courtyard Studio in the Historic District
$80 per night
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Bella Bay Inn - Crow's Nest
$119 per night
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Home away from Home close to everything!
$56 per night
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Welcome to Paradise
$95 per night
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1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean
$120 per night

Your guide to St. Augustine

All About St. Augustine

Founded in 1565 by a Spanish admiral, St. Augustine is the oldest continuously inhabited European settlement in the United States. Some historians believe this is the first place the Spanish explorer Ponce de Leon struck ashore after his sail across the Atlantic Ocean. The streets are lined with Spanish colonial-style and Moorish architecture, and the city’s sprawling historical district is home to cobblestone streets and buildings dating back to the 1700s. It’s easy to get lost in the past here, but you’re still in Florida, so when you need a break from wandering the centuries-old streets, you can seek respite at pretty Vilano Beach, a ten-minute drive from downtown.


How do I get around St. Augustine?

Jacksonville International Airport (JAX) is the closest major airport to St. Augustine, 55 miles north. Once you’re here, it’s nice to have a rental car to explore outside St. Augustine, but the city is quite walkable. Bike rentals are also plentiful, and many visitors avail themselves of privately owned hop-on-hop-off trolleys that make stops at key points in town.


When is the best time to stay in a vacation rental in St. Augustine?

The summer in St. Augustine is hot and wet. June through September bring highs in the 80 and 90s Fahrenheit and frequent rain showers. If you’re traveling in these months, pack light, breathable clothes and bring an umbrella or waterproof clothing. October through May brings temperatures ranging from the mid-60s to the high 70s. The coldest month is January, with an average high of 66 degrees. The city is also prone to occasional flooding, so bring some waterproof shoes along with your flipflops.


What are the top things to do in St. Augustine?

Castillo de San Marcos

Built in 1695 to fend off marauding pirates and other enemies, the imposing and stately Castillo de San Marcos is the oldest stone fort in the nation. Its walls, which are built from coquina — limestone formed by ancient shells — are 14 feet thick in some places. You can explore the vaulted casements (chambers where food, ship repair materials, and up to 200,000 cannonballs were stored) and climb the stone steps to the gun deck where up to 60 cannons were mounted. Check the website for a schedule of live reenactments, which include cannon firings.

Villa Zorayda Museum

A millionaire hardware merchant from Boston modeled his winter home in St. Augustine on the Alhambra, a 35-acre palace in Spain built over 1,000 years ago. Built in 1883 from a mixture of coquina and concrete, the Moorish-style house is an ornate tribute to what money can buy, with a three-story tower and a two-story interior atrium ringed by horseshoe arches. The house is now a museum that houses eccentric antiques, including the Sacred Cat Rug, which is reportedly 2,400 years old and woven from Egyptian cat hair.

ACCORD Freedom Trail

One of St. Augustine’s most historically significant neighborhoods is known for its role in the Civil Rights movement. Lincolnville, founded by freedmen after the Civil War, was a nexus for activism in the 1960s, when Black residents risked their lives to desegregate local businesses, staged sit-ins and protests, and played a vital role in the passage of the Civil Rights Act of 1964. Rev. Dr. Martin Luther King Jr. visited St. Augustine several times, and was arrested here when participating in a protest at a segregated restaurant. Visit the ACCORD Freedom Trail website to find a self-guided tour and detailed descriptions of 31 historical sites marked with interpretive plaques.