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.

Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 168 reviews

Tree Top View 2

This spacious tree-top apt overlooks a seldom used and quiet street. The private balcony has a view to majestic live oaks, a home to many squirrels and birds. A perfect place to sip a steaming mug of coffee in the morning or a glass of wine as the sun goes down. This apartment offers a king bed with a separate living area and an equipped kitchen. An easy walk into historic downtown St. Augustine, with it's many delicious eateries and tourist sites. We also rent the adjacent apt Tree Top View 1.

Jul 19 – 26

G$26,016 GYD per night
Guest favorite

Guest suite in St. Augustine

5.0 out of 5 average rating, 178 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Jan 17 – 24

G$24,159 GYD per night
Superhost

Guesthouse in St. Augustine

4.85 out of 5 average rating, 244 reviews

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and a large TV with Netflix only, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

Mar 1 – 8

G$20,988 GYD per night

Popular amenities for St. Augustine vacation rentals

Stay near St. Augustine's top sights

Castillo de San Marcos National Monument391 locals recommend
St. Augustine Alligator Farm Zoological Park409 locals recommend
Anastasia State Park224 locals recommend
The St. Augustine Amphitheatre166 locals recommend
Flagler College175 locals recommend
Lightner Museum202 locals recommend

St. Augustine beach vacation rentals

Guest favorite

Cottage in St. Augustine

4.98 out of 5 average rating, 173 reviews

Bamboo Lane Hideaway near AMP, Downtown & Beaches

Jul 12 – 19

G$29,472 GYD per night
Guest favorite

Apartment in St. Augustine

4.99 out of 5 average rating, 131 reviews

Beachside Studio

Jan 3 – 10

G$25,161 GYD per night
Guest favorite

Guest suite in St. Augustine

4.84 out of 5 average rating, 321 reviews

Anastasia Island Tropical Treehouse

Oct 17 – 24

G$24,022 GYD per night
Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 113 reviews

lil’ Abbottry - 1/1 Apt downtown StA

Oct 4 – 11

G$28,673 GYD per night
Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 244 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Oct 12 – 19

G$29,544 GYD per night
Guest favorite

Camper/RV in St. Augustine

4.88 out of 5 average rating, 502 reviews

Airstreamin’ in St. Augustine Beach

May 9 – 16

G$18,437 GYD per night
Guest favorite

Guest suite in St. Augustine

4.95 out of 5 average rating, 268 reviews

*Best Location in St. Augustine*

May 30 – Jun 6

G$22,790 GYD per night
Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 303 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

Jun 5 – 10

G$29,412 GYD per night
Guest favorite

Guest suite in St. Augustine

4.94 out of 5 average rating, 277 reviews

Ground floor--just 365 steps to beach!

Oct 26 – Nov 2

G$29,887 GYD per night
Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 183 reviews

Vilano Beach Retreat- 2 minute walk to beach

Jun 15 – 22

G$29,887 GYD per night
Guest favorite

Guest suite in Saint Augustine

4.88 out of 5 average rating, 641 reviews

Beach and Serenity

Aug 12 – 19

G$24,971 GYD per night
Guest favorite

Guest suite in St. Augustine

4.94 out of 5 average rating, 125 reviews

Saint Augustine Beach House

Aug 16 – 23

G$23,991 GYD per night

St. Augustine house rentals

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 138 reviews

“La Casita” A Charming Uptown St Augustine Cottage

Jun 16 – 23

G$29,818 GYD per night
Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 271 reviews

Genovar Mansion Master Suite Private Entrance

Jul 18 – 25

G$31,023 GYD per night
Guest favorite

Home in St. Augustine

4.9 out of 5 average rating, 146 reviews

Charming home with great amenities

Oct 16 – 23

G$23,641 GYD per night
Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 155 reviews

La Casita in Downtown & steps from trolley stop!

Aug 23 – 30

G$31,871 GYD per night
Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 403 reviews

Our beautiful casa is ready for you!

Jul 19 – 26

G$24,027 GYD per night
Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 155 reviews

Uptown Attic - Your Secret Escape

Jun 4 – 11

G$33,721 GYD per night
Guest favorite

Home in St. Augustine

4.87 out of 5 average rating, 112 reviews

The Beach House at Crescent Beach

Sep 4 – 11

G$25,935 GYD per night
Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 361 reviews

Your Home Away From Home

Aug 30 – Sep 6

G$29,880 GYD per night
Superhost

Home in St. Augustine

4.89 out of 5 average rating, 122 reviews

Old Town “Romance”

May 30 – Jun 6

G$27,438 GYD per night
Guest favorite

Home in St. Augustine

4.86 out of 5 average rating, 104 reviews

Historic Old Fl. Walk Everywhere! East of US 1!

Jan 25 – Feb 1

G$31,013 GYD per night
Guest favorite

Home in Lincolnville

4.9 out of 5 average rating, 143 reviews

119 1/2 Kings Ferry Way

Apr 26 – May 3

G$30,953 GYD per night
Superhost

Home in St. Augustine

4.81 out of 5 average rating, 176 reviews

The Marsh House

Jul 29 – Aug 5

G$35,592 GYD per night

Beach house rentals in St. Augustine

Guest favorite

Home in Lincolnville

5.0 out of 5 average rating, 137 reviews

Walk Everywhere Downtown! “Blue Heaven”

Aug 13 – 20

G$52,107 GYD per night
Guest favorite

Home in Palm Coast

4.95 out of 5 average rating, 147 reviews

Skyfall sunrise sunset and ocean views private bch

Nov 27 – Dec 4

G$35,912 GYD per night
Guest favorite

Home in Saint Augustine

4.88 out of 5 average rating, 168 reviews

Crescent Beach House

Jul 24 – 31

G$38,067 GYD per night
Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 151 reviews

Serenity Now - On The Beach

Sep 11 – 18

G$238,877 GYD per night
Guest favorite

Home in St. Augustine

5.0 out of 5 average rating, 107 reviews

Short Walk to the Beach with Heated Pool

Nov 17 – 24

G$119,365 GYD per night
Guest favorite

Home in St. Augustine

4.92 out of 5 average rating, 246 reviews

The Meadow House

Jul 6 – 13

G$42,973 GYD per night
Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 125 reviews

Luxurious Oceanfront Home

May 25 – Jun 1

G$65,264 GYD per night
Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 129 reviews

2 Master Suites+ / Steps to Ocean

Oct 5 – 12

G$67,634 GYD per night
Guest favorite

Home in St. Augustine

4.92 out of 5 average rating, 101 reviews

Walk to beach/heated pool, family home, pets ok

Nov 23 – 30

G$106,330 GYD per night
Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 115 reviews

Vilano Oceanfront Beach House 3 beds 2 baths Pets

Nov 24 – Dec 1

G$68,259 GYD per night
Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 113 reviews

Anastasia A Frame

Aug 4 – 11

G$48,811 GYD per night
Guest favorite

Home in St. Augustine

4.95 out of 5 average rating, 158 reviews

Ooo Laa Laaah Beach one block! Fenced yard.

Dec 14 – 21

G$36,499 GYD per night

Quick stats about vacation rentals in St. Augustine

Total rentals

1.9K properties

Rentals with a pool

420 properties have a pool

Pet-friendly rentals

760 properties allow pets

Family-friendly rentals

1.4K properties are a good fit for families

Total number of reviews

117K reviews

Nightly prices starting at

G$2,094 GYD before taxes and fees

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.


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.


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.

Frequently Asked Questions

  • How is the weather in St. Augustine?

    St. Augustine typically has a humid subtropical climate. The summer months can get rather hot, averaging around 90°F (32°C), while winter temperatures fluctuate between 45°F (7°C) and 65°F (18°C). The city enjoys plenty of sunshine throughout the year, except for the rainy season from June to September.

  • What are some of the best things to do in St. Augustine?

    Visitors to St. Augustine can explore the St. Augustine Lighthouse & Maritime Museum, take a stroll through the historic district, or visit the Castillo de San Marcos. For beach lovers, Anastasia State Park is a great place to relax and soak up the sun.

  • What is the best time of year to visit St. Augustine?

    The most frequented time to visit St. Augustine is from March to May, when the weather is mild and the city hosts a variety of events like the Lions Seafood Festival and the Flower & Garden Expo. The Nights of Lights event, held from November to January, also draws a lot of visitors.

  • What are the best places to stay in St. Augustine?

    St. Augustine has several neighborhoods that visitors often enjoy. The Historic District is known for its rich history, while St. Augustine Beach offers proximity to the sea. Vilano Beach and Anastasia Island are also loved for their peaceful residential vibes and stunning beachfront views.

  • What are the best places to visit in St. Augustine?

    Visitors to St. Augustine often enjoy exploring the historic Castillo de San Marcos, visiting the Lightner Museum, and strolling around the Spanish colonial architecture in the city's historic district. The St. Augustine Lighthouse & Maritime Museum is also a popular destination.

  • What are some hiking trails in St. Augustine?

    For those who love to explore nature, Anastasia State Park and Guana Tolomato Matanzas National Estuarine Research Reserve have several trails. Trail enthusiasts might also enjoy the St. Augustine Seawall Walk, which provides scenic views of the city and the sea.

  • What are some family activities to do in St. Augustine?

    Families visiting St. Augustine can enjoy a fun day at the Pirate & Treasure Museum, explore the animals at the St. Augustine Alligator Farm, or take a trolley tour of the city. The St. Augustine Lighthouse & Maritime Museum is also a favorite destination for families.

  • What are some of the best day trip ideas in St. Augustine?

    For those looking to explore beyond St. Augustine, Jacksonville and Daytona Beach are within an hour's drive. You could also visit the Timucuan Ecological and Historic Preserve or go bird watching at the Alligator Farm Zoological Park.

  • Are there vacation rentals with a dedicated workspace in St. Augustine?

    Yes! Work meets play with ease at over 1,070 vacation rentals in St. Augustine featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in St. Augustine?

    Four-legged friends are welcome in St. Augustine. Choose from more than 760 vacation rentals for guests traveling with pets.

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