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St. Augustine vacation rentals

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Top-rated vacation rentals in St. Augustine

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SUPERHOST
  1. Entire guest suite
  2. St. Augustine
The Courtyard Studio in the Historic District

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the Historic District of St. Augustine. It is a minimalist's dream and exemplifies the appeal of tiny living : compact, clean, efficient, and convenient. Walk, bike or have a pedi cab/golf cart pick you up outside your door. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. Designated Small Space Design #6. 100% solar powered/low carbon footprint

$74 per night
SUPERHOST
  1. Entire home
  2. St. Augustine
St Augustine Beach! Friendly neighborhood duplex.

Get a true taste of "Salt Life" living like a local in this laid back neighborhood, just a short stroll or bike ride to Anastasia Island's white sandy beaches! Within 5 miles are a variety of casual dining spots, grocery store, shops, pier and splash park, farmers market, bars, Alligator Farm, Lighthouse, St Augustine Amphitheatre, and the Scenic Bridge of Lions, which brings you to the heart of our beautiful Oldest City, St Augustine.

$68 per night
  1. Private room
  2. St. Augustine
Private room near the beaches & amphitheater!

Anastasia island home is centrally located! Minutes to beaches, downtown and the amphitheater!

$54 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
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St. Augustine house rentals

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Genovar Mansion Master Suite Private Entrance
$119 per night
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West King Cottage minutes from downtown
$112 per night
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  1. Private room
  2. St. Augustine
Sheepdog Hideway
$82 per night
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  1. Entire home
  2. St. Augustine
Minutes to Beach, Marina, Parks, & Historic Town!
$118 per night
SUPERHOST
  1. Private room
  2. St. Augustine
Comfortably Kleen
$85 per night
  1. Entire home
  2. St. Augustine
Cozy, Pet-friendly Private House near downtown
$121 per night
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  1. Entire home
  2. Lincolnville
Haven Tiny House - Pool Walk to Downtown
$184 per night
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The Beach is my Happy Place Cottage
$99 per night
  1. Entire home
  2. St. Augustine
Modern 2BR/2Bath home
$132 per night
  1. Entire home
  2. St. Augustine
Uptown Attic - Your Secret Escape
$92 per night
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  1. Entire home
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2BR Cottage -- Walking distance to Downtown St. Aug
$147 per night
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“La Casita” A Charming Uptown St Augustine Cottage
$154 per night

St. Augustine condo rentals

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Cozy Island Condo - Walk to Downtown!
$103 per night
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Island Suite - Walk to Downtown!
$152 per night
  1. Entire condo
  2. Lincolnville
King Street 1 bedroom suite - parking and walk to Historic Downtown - unit 2
$82 per night
  1. Entire condo
  2. St. Augustine
NEW! St Augustine Condo w/ WiFi - Walk to Beach!
$113 per night
  1. Entire condo
  2. St. Augustine
Beach Life Condo
$171 per night
  1. Entire condo
  2. St. Augustine
Gorgeous Oceanfront Condo on the First Floor Island South 2
$88 per night
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Oceanside complex M33 1 Bed 1 Bath w/Heated Pool
$142 per night
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Lovely two bedroom❤️ Pretty walk to Old Town!
$137 per night
  1. Entire condo
  2. St. Augustine
Oceanfront Second Floor 2/2 at Island South Condos 5
$88 per night
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  1. Entire condo
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Ocean Front Charmer
$154 per night
  1. Entire condo
  2. St. Augustine
Beautiful and Comfortable 2/2 Third Floor Condo Overlooking Pool & Ocean Island South 33
$68 per night
  1. Entire condo
  2. St. Augustine
Inn at Camachee Harbor View 18
$160 per night

Downtown St. Augustine vacation rentals

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1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean
$101 per night
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Charming "Treehouse" apartment
$80 per night
  1. Hotel room
  2. St. Augustine
Iconic Florida Motel No.4 KING BED Free Bikes!
$80 per night
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Déjà Blue - Steps to the Ocean!
$99 per night
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  1. Entire guest suite
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Bright Historical Studio blocks from Castillo Fort
$128 per night
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  1. Entire rental unit
  2. St. Augustine
Treetop Cottage - 3 blocks from Historic District
$126 per night
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  2. Lincolnville
Welcome to Paradise
$96 per night
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  1. Entire guest suite
  2. St. Augustine
Genovar Mansion Rose Garden Suite Private Entrance
$109 per night
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  1. Entire rental unit
  2. St. Augustine
Home Away From Home in the Historic District!
$143 per night
SUPERHOST
  1. Entire rental unit
  2. Lincolnville
Unbeatable Downtown Studio On St. George Street
$135 per night
SUPERHOST
  1. Entire guesthouse
  2. St. Augustine
The Garden Casita in St. Augustine Florida
$91 per night
PLUS
  1. Entire rental unit
  2. St. Augustine
Walk Everywhere from a Quaint Downtown Studio
$113 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.