Historic District, St. Augustine vacation rentals

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Top-rated vacation rentals in Historic District, 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

$107 per night
Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 312 reviews

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

May 12 – 19

$131 per night
Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 288 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Nov 22 – 29

$123 per night

Popular amenities for Historic District, St. Augustine vacation rentals

Stay near Historic District, St. Augustine's top sights

Castillo de San Marcos National Monument391 locals recommend
Flagler College175 locals recommend
Ripley's Believe It or Not!162 locals recommend
Cathedral Basilica of St. Augustine39 locals recommend
Historic St Augustine25 locals recommend
St. Augustine Pirate & Treasure Museum70 locals recommend

Other great vacation rentals in Historic District, St. Augustine

Guest favorite

Guesthouse in St. Augustine

4.94 out of 5 average rating, 298 reviews

The Rohde House, The Rohde Guest House

Oct 6 – 13

$132 per night
Guest favorite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 528 reviews

Captain's Quarters Tiny House

Sep 1 – 8

$74 per night
Guest favorite

Tiny home in St. Augustine

4.94 out of 5 average rating, 235 reviews

The Piney House

Jan 24 – 31

$112 per night
Superhost

Apartment in St. Augustine

4.83 out of 5 average rating, 160 reviews

UPTOWN CLASSIC #1❤️Effortless Exploration of STA

Apr 27 – May 4

$117 per night
Guest favorite

Cottage in Saint Augustine

4.92 out of 5 average rating, 184 reviews

119 Kings Ferry Way Historic Cottage

Oct 13 – 20

$104 per night
Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 164 reviews

Bamboo Hideaway

Dec 19 – 26

$126 per night
Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 297 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

Jul 11 – 18

$94 per night
Guest favorite

Guesthouse in St. Augustine

4.97 out of 5 average rating, 311 reviews

Loft in the trees

Apr 27 – May 4

$72 per night
Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 203 reviews

Casa de Flora B Relaxed Elegance in St Augustine

Dec 4 – 11

$136 per night
Guest favorite

Bungalow in St. Augustine

4.93 out of 5 average rating, 320 reviews

Uptown Classic Bungalow Comfy Walk Everywhere

Dec 10 – 17

$126 per night
Guest favorite

Apartment in Saint Augustine

4.91 out of 5 average rating, 605 reviews

Downtown Victorian..Charming and Cozy

Jul 19 – 26

$134 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

$127 per night

Other great vacation rentals in Historic District, St. Augustine

Guest favorite

Tiny home in St. Augustine

4.92 out of 5 average rating, 174 reviews

Micro Lodge STA

Aug 4 – 11

$82 per night
Guest favorite

Apartment in Saint Augustine

4.97 out of 5 average rating, 635 reviews

Balcony apt on USA’s oldest Street (St. George St)

Sep 2 – 9

$200 per night
Guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 343 reviews

*2BR* Luxe Loft Close to Everything | Balcony

Mar 24 – 31

$132 per night
Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 164 reviews

Charming Sanchez 2 ~ 5min drive to downtown!

Nov 25 – Dec 2

$123 per night
Guest favorite

Apartment in St. Augustine

4.88 out of 5 average rating, 347 reviews

St. Augustine Studio Oasis In The Middle Of It All

$113 per night
Guest favorite

Apartment in St. Augustine

4.99 out of 5 average rating, 463 reviews

Villa Tizoc

Jun 19 – 26

$104 per night
Guest favorite

Loft in St. Augustine

4.95 out of 5 average rating, 97 reviews

The Sweet Spot Suite - Heart of Historic District

Aug 11 – 18

$145 per night
Guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 78 reviews

Stunning 1 bdrm apt, Historic St Augustine

Sep 30 – Oct 7

$118 per night
Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 74 reviews

Charming Old-Florida Apartment

Oct 30 – Nov 6

$130 per night
Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 41 reviews

Downtown cottage in perfect spot

Jul 5 – 12

$120 per night
Superhost

Home in St. Augustine

4.9 out of 5 average rating, 52 reviews

Saint Augustine Pecan House

Jun 17 – 24

$81 per night
Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 39 reviews

Trendy Studio - Park and Walk!

Jun 4 – 11

$136 per night

Quick stats about vacation rentals in Historic District, St. Augustine

Total rentals

310 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

190 properties are a good fit for families

Total number of reviews

27K reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore