St. Augustine vacation rentals

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Top-rated vacation rentals in St. Augustine

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Treehouse · St. Augustine
courtyardtreehouseinthehistoricdistrict
You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.
$89 per night
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Entire guesthouse · St. Augustine
Winery, Distillery, Chocolate, & Pizza
Winery, Distillery, Chocolate Factory, Pizza and historic downtown St Augustine all in walking distance. San Sebastian Winery .2 miles 4 minute walk Carmelo's Pizza .2 miles 4 minute walk Whetstone Chocolates .3 miles 5 minute walk St Aug Distillery .4 miles 9 minute walk Historic St George Street .5 miles 10 minute walk Fountain of Youth 1.4 miles 8 minute bike Beach - Anastasia State Park 3 miles 16 minute bike *****This private cottage is for 2 people only and no pets***** Enjoy your stay
$105 per night
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Entire guest suite · St. Augustine
Genovar Mansion Rose Garden Suite Private Entrance
The romantic view of a gorgeous live oak canopy and incredible architecture make this historic home a memorable place to stay. This ground floor suite of four rooms is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. It is one of the finest homes in St Augustine.
$110 per night

Vacation rentals for every style

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Stay near St. Augustine's top sights

Photo of Castillo de San Marcos
Castillo de San Marcos165 locals recommend
Photo of Flagler College
Flagler College93 locals recommend
Photo of St. Augustine Alligator Farm Zoological Park
St. Augustine Alligator Farm Zoological Park179 locals recommend
Photo of Lightner Museum
Lightner Museum69 locals recommend
Photo of St. Augustine Beach
St. Augustine Beach81 locals recommend
Photo of Potter's Wax Museum
Potter's Wax Museum7 locals recommend

St. Augustine house rentals

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Entire home · St. Augustine
Genovar Mansion Master Suite Private Entrance
$103 per night
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Entire home · St. Augustine
West King Cottage minutes from downtown
$98 per night
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Private room · St. Augustine
Private room in beautiful new home
$65 per night
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Entire home · St. Augustine
Brand New, Luxurious Oceanfront Home
$207 per night
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Private room · St. Augustine
Beach and Serenity #2
$51 per night
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Entire home · St. Augustine
Old Town “Secret Chef”
$123 per night
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Entire home · St. Augustine
Seascape - Blue🐬 PRIVATE POOL✔️3-MIN WALK to BCH✔️
$11 per night
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Entire home · St. Augustine
Oceanfront, rustic cottage
$295 per night
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Entire home · St. Augustine
Our beautiful casa is ready for you!
$70 per night
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Private room · St. Augustine
Sheepdog Hideway - close to the Amp!
$85 per night
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Entire home · St. Augustine
Beautiful house with hot-tub on an acre!
$118 per night
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Entire home · Lincolnville
200 Riberia - Downtown Waterfront Luxury Home
$165 per night

St. Augustine beach vacation rentals

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Entire rental unit · St. Augustine
Last Minute Oceanfront Getaway
$299 per night
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Entire rental unit · St. Augustine
Airy Getaway Apt Near Beach & Dt|Views|Amp Theatre
$145 per night
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Entire condo · St. Augustine
Treehouse Gypsy Palace direct oceanfront
$231 per night
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Entire home · St. Augustine
PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6
$271 per night
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Entire condo · St. Augustine
Oceanfront Condo | Heated Pool + Private Balcony!
$90 per night
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Entire condo · St. Augustine
4Ocean Front Condo With Pool unit 4
$170 per night
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Entire rental unit · St. Augustine
The Ultimate St. Augustine Beach Experience in FL🌊
$184 per night
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Entire townhouse · St. Augustine
Penthouse Artist Haven Ocean front Penthouse
$307 per night
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Entire condo · St. Augustine
Sunrise Special
$100 per night
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Entire rental unit · Saint Augustine
Sand&Surf - Oceanfront - Nights of Lights Specials
$105 per night
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Entire condo · St. Augustine
Ocean Front Charmer
$106 per night
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Entire guest suite · St. Augustine
Short Board
$77 per night

Downtown St. Augustine vacation rentals

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Entire rental unit · St. Augustine
Charming upper unit at the Grove/Walk everywhere!
$110 per night
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Entire guesthouse · St. Augustine
1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean
$79 per night
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Entire rental unit · Lincolnville
Unbeatable Downtown Studio On St. George Street
$128 per night
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Entire rental unit · Lincolnville
Cozy Historic Suite - Steps to everything downtown
$85 per night
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Entire guest suite · St. Augustine
Bright Historical Studio blocks from Castillo Fort
$124 per night
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Entire guest suite · St. Augustine
The Courtyard Studio in the Historic District
$68 per night
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PLUS
Entire rental unit · St. Augustine
Walk Everywhere from a Quaint Downtown Studio
$121 per night
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Entire guesthouse · St. Augustine
Pelican Guesthouse-Spacious/Quiet/Comfortable
$84 per night
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Entire rental unit · Lincolnville
Heart of Downtown. Studio on St. George Street
$117 per night
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Entire guest suite · St. Augustine
Marsh Studio on Anastasia Island 🏝
$91 per night
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Entire cottage · St. Augustine
Couples Boho Bungalow close to Beach and Downtown
$99 per night
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Tiny home · St. Augustine
Micro Lodge STA
$93 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.


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 coming here for a vacation during 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.