Downtown Historic District holiday rentals

We found 476 holiday rentals — enter your dates for availability

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August 2025

September 2025

Find the perfect place for you stay in Downtown Historic District by choosing from 231 houses, 116 apartments and other holiday rentals. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Downtown Historic District

Showing deals for:14 Nov - 21 Nov

Technically the patio area is a shared with the upstairs neighbors, although they never seem to hang out there, you'll see them pass through. They're very chill and nice.

Exceptional

(23 reviews)

Pet-Friendly w/ Porch, Parking & Near Old Town

St. Augustine, FL

7% off

AU$483 per night

includes taxes & fees

Exceptional

(37 reviews)

Downtown St Augustine, Steps to Ice Plant, Upscale

St. Augustine, FL

10% off

AU$656 per night

includes taxes & fees

A luminous sitting area with plush seating that faces a large TV, providing a relaxing space to hang out

Exceptional

(13 reviews)

Pet-Friendly | Yard | BBQ | Near Historic District

St. Augustine, FL

7% off

AU$286 per night

includes taxes & fees

Apartment is accessible via the door on the left and up one flight of stairs.

Exceptional

(5 reviews)

New listing. Charming apartment in enchanting St. Augustine’s historic district.

St. Augustine, FL

10% off

AU$313 per night

includes taxes & fees

Main House, Circa 1892
This apartment is on the second floor

Wonderful

(16 reviews)

Downtown Historic Two Bedroom Victorian Apartment. Free On-site Parking

St. Augustine, FL

8% off

AU$473 per night

includes taxes & fees

1st Floor of the Lemon Guesthouse - Easy Half Mile Walk to St George Street at the Center of the Historic District - 3 Miles to Vilano Beach or 5 to St Aug Beach

Exceptional

(77 reviews)

💲Romantic Renovated Secret Garden💲 Marble Floors & Bath – DT Just Half Mile - Beach Only 3

St. Augustine, FL

8% off

AU$336 per night

includes taxes & fees

Wonderful

(5 reviews)

Downtown St Augustine Historic Home. Pet-Friendly! Check our extended stay rates

St. Augustine, FL

16% off

AU$486 per night

includes taxes & fees

Exceptional

(12 reviews)

3bedroom/2bath home with Private Pool! Downtown St Augustine, quiet and walkable

St. Augustine, FL

8% off

AU$664 per night

includes taxes & fees

Mid century modern real leather hi-end furniture

Exceptional

(20 reviews)

Grand Luxurious Historic, Excellent Location, Outdoor Grill/kitchen, Wet Bar

St. Augustine, FL

8% off

AU$1,543 per night

includes taxes & fees

Exceptional

(36 reviews)

Pet friendly, but please check traveling with pets, with short walk to town.

St. Augustine, FL

13% off

AU$269 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Downtown Historic District

St. George Street

Find the best place to stay - Downtown Historic District

Downtown Lincoln Street Cottage

Sleeps 5 · 2 bedrooms · 2 bathrooms

Heated POOL, Walk DT, Food, mins to beach, foosball/games, private yard pets👍

Sleeps 10 · 4 bedrooms · 3 bathrooms

Top rated rentals - Downtown Historic District

View of Property - Apartment 1 is the building on right, upstairs balcony

Premier Host

Cute and cozy best suited to a couple with a small child

We, three adults, stayed four nights in this clean and neat small apartment. The property looked to have been recently repainted and had three new Smart TVs. The apartment is located close to the historic district and the Flagler college. The area is quiet. We were able to pretty much walk everywhere we needed to get to. Missing for those without a car as we were is a nearby supermarket. There were enough supplies of towels etc but there was no where to hang them up to dry and no dryer. A lock on the bathroom door would assist embarrassing moments. The provision of coffee and milk was welcome.

Deborah B.

Stayed May 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Downtown Historic District?

Houses are the most popular kind of holiday home in Downtown Historic District, according to our data. Even if you've got something a little different in mind, Stayz has properties in a variety of sizes and shapes. Look over our options to find your perfect fit.

How much does it cost to rent a holiday home in Downtown Historic District?

Season, property type and length of stay are some things that can influence the price of a holiday home. Simply add your travel dates to find your dream escape. From cosy cabins to sprawling villas, all Stayz holiday homes offer amazing value.

How much does it cost to rent a beach house in Downtown Historic District?

When you travel and the style and size of the property will influence how much you'll pay for your beachside escape. Click on your Downtown Historic District travel dates to see your options on Stayz. Did someone just say "hot tub"? Use the filters to select the features and amenities you want.

Are there pet-friendly holiday homes in Downtown Historic District?

Pack a travel bag for the pup in your life because Downtown Historic District has 244 properties that open their doors to pets. Let your four-legged friend have fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Downtown Historic District?

Grab your swimming gear and inflatable swan, because there are 26 houses with a private pool in Downtown Historic District. Base yourself at one of these sought-after holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the perfect place to make a splash!

What are popular home amenities in Downtown Historic District?

A fireplace, ski-in/ski-out facilities and a water view are the most popular home amenities in Downtown Historic District. Whether you plan to travel on your own, with your other half or a group of family members, Stayz can help you find a holiday home that fits your tastes with all the features you're looking for.

Are there large group holiday homes in Downtown Historic District?

With 19 holiday homes that can host 10 or more people in Downtown Historic District, you don't have to leave anyone off your invite list. From extended family holidays to special events like birthday parties and weddings, Stayz will help you find a large group home to suit the occasion.

Are there holiday homes in Downtown Historic District that welcome kids?

Gather the whole crew for fun-filled adventures in Downtown Historic District at one of our 244 family-friendly holiday homes. Lots of these stays come with amenities that are ideal for getaways with youngsters, like kitchens, extra bedrooms and patios. Just click on the "Properties good for families" filter and choose your favourite option.

What are the top attractions for families in Downtown Historic District?

Keep your kids entertained at these top family-friendly attractions in Downtown Historic District:

St. Augustine Beach
Vilano Beach
St. Augustine Alligator Farm Zoological Park

Are there one-bedroom holiday homes in Downtown Historic District?

Yes, there are 62 one-bedroom properties in Downtown Historic District to choose from. A one-bedroom holiday home is a wonderful choice if it's only you and your partner or if you're flying solo. Toss in more privacy, convenience and space compared to a regular hotel, and you've got the makings of an unforgettable break.

Can I find two-bedroom holiday homes in Downtown Historic District?

Gather your family and experience complete comfort and privacy in one of the 88 two-bedroom holiday homes Downtown Historic District has to offer.

Are there holiday homes with WiFi in Downtown Historic District?

Whether you want to keep up with the news, check emails or surf social networks, there are 82 holiday homes with WiFi in Downtown Historic District. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.

How can I find holiday homes with air conditioning in Downtown Historic District?

Decide on your travel dates and then make use of our filters to see holiday homes with ac in Downtown Historic District on Stayz. With 241 air-conditioned properties on offer here, you can enjoy a cool and comfortable break.

How old do you have to be to rent a holiday home in Downtown Historic District?

The minimum age is normally 16, 18 or 21. It can change from one property to another on Stayz, so check the rules of your chosen Downtown Historic District holiday home before booking your stay.

How long can I rent a holiday home in Downtown Historic District for?

The amount of time you can rent a Downtown Historic District holiday home for depends on the property. Just enter your dates of travel to view options that offer extended stays. They have all the things you need to make your extended getaway more comfortable and enjoyable, like air conditioning and kitchens. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.