Vacation rentals in St. Augustine

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Top-rated vacation rentals in St. Augustine

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

Guest favourite

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

$196 CAD per night
Guest favourite

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

$181 CAD 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

$166 CAD 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

Other great vacation rentals in St. Augustine

Superhost

Guesthouse in St. Augustine

4.89 out of 5 average rating, 398 reviews

Romantic Coastal Oasis •Walk&Bike 2 Downtown/Beach

Jul. 28 – Aug. 4

$198 CAD per night
Guest favourite

Tiny homes in Lincolnville

4.93 out of 5 average rating, 213 reviews

Palm Gate Cottage Guesthouse

May 17 – 24

$159 CAD per night
Guest favourite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 312 reviews

Winery, Distillery, Chocolate, & Pizza

May 12 – 19

$221 CAD per night
Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 138 reviews

“La Casita” A Charming Uptown St Augustine Cottage

Jun. 16 – 23

$220 CAD per night
Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 351 reviews

Historic Hideaway - Remodeled First Floor Unit

Jan. 1 – 8

$213 CAD per night
Guest favourite

Guest suite in St. Augustine

4.84 out of 5 average rating, 321 reviews

Anastasia Island Tropical Treehouse

Oct. 17 – 24

$182 CAD per night
Guest favourite

Guesthouse in St. Augustine

4.97 out of 5 average rating, 310 reviews

Loft in the trees

Apr. 27 – May 4

$128 CAD per night
Guest favourite

Cottage in Saint Augustine

4.92 out of 5 average rating, 184 reviews

119 Kings Ferry Way Historic Cottage

Oct. 13 – 20

$190 CAD per night
Guest favourite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 288 reviews

The Garden Casita in St. Augustine Florida

Nov. 22 – 29

$220 CAD per night
Guest favourite

Apartment in St. Augustine

4.98 out of 5 average rating, 343 reviews

*2BR* Luxe Loft Close to Everything | Balcony

Mar. 24 – 31

$222 CAD per night
Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 266 reviews

Home away from Home close to everything!

Jul. 20 – 27

$104 CAD per night
Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 173 reviews

Bamboo Lane Hideaway near AMP, Downtown & Beaches

Jul. 12 – 19

$224 CAD 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

$14 CAD before taxes and fees

Destinations to explore