Downtown Historic District holiday rentals

We found 564 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Downtown Historic District by choosing from 213 houses, 132 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:27 Nov - 4 Dec

Dining Room
Front porch in evening
Living Room
First Bedroom
Exceptional
(116 reviews)

Perfect wedding/beach/golf retreat

St. Augustine

8% off
AU$5,823
for 7 nights, 1 home
AU$832 per night
includes taxes & fees
Perfect wedding/beach/golf retreat
Room
Interior
Exterior detail
Interior
Wonderful
(474 reviews)

The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

St. Augustine

8% off
AU$1,636
for 7 nights, 1 cottage
AU$234 per night
includes taxes & fees
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking
Guest Bedroom #2. King Bed. Smart TV.
Back Porch. Lounging Area.
Master Bedroom Closet.
Full Kitchen. Fridge. Dual Coffee Maker. Dish Washer. Oven/Stove. Microwave.
Exceptional
(35 reviews)

Walk Downtown; Entire Home with Parking, Fenced Backyard & Fire Pit

St. Augustine

8% off
AU$4,401
for 7 nights, 1 home
AU$629 per night
includes taxes & fees
Walk Downtown; Entire Home with Parking, Fenced Backyard & Fire Pit
Private kitchen
Beautiful Lake view
Property grounds
Exterior
Exceptional
(81 reviews)

Downtown Waterfront Cottage

St. Augustine

8% off
AU$3,573
for 7 nights, 1 home
AU$510 per night
includes taxes & fees
Downtown Waterfront Cottage
Enclosed (air conditioned) porch serves as a secondary gathering area.
Grand foyer crystal chandelier welcoming you home.
Fully-equipped kitchen for you to become inspired and create.
Open floor plan. High cathedral ceilings. Original fire-place (decorative, only)
Exceptional
(19 reviews)

La Rêverie: a 19th Century Boutique Stay. Historical Chic, Downtown Location

St. Augustine

8% off
AU$6,415
for 7 nights, 1 home
AU$916 per night
includes taxes & fees
La Rêverie: a 19th Century Boutique Stay. Historical Chic, Downtown Location
Kitchen with washer and dryer
Kitchen
Diningroom table looking into the kitchen
Master bath with full-length mirrors
Exceptional
(114 reviews)

Downtown Lincoln Street Cottage

St. Augustine

8% off
AU$2,216
for 7 nights, 1 home
AU$317 per night
includes taxes & fees
Downtown Lincoln Street Cottage
Exterior of Casa de Flora II
Living room also provides desk and chair in well lit alcove
Kitchen island with seating for two.
Living room leading to patio
Exceptional
(157 reviews)

Relaxed Elegance at Casa de Flora II in historic St Augustine, Florida 🚭

St. Augustine

8% off
AU$2,498
for 7 nights, 1 home
AU$357 per night
includes taxes & fees
Relaxed Elegance at Casa de Flora II in historic St Augustine, Florida 🚭
Private kitchen
Exterior detail
Exterior
Room
Exceptional
(19 reviews)

Welcome to Paradise

St. Augustine

20% off
AU$1,241
for 7 nights, 1 home
AU$177 per night
includes taxes & fees
Welcome to Paradise
Room
Interior
Private kitchen
Interior
Wonderful
(85 reviews)

DOWNTOWN COZY APARTMENT

St. Augustine

8% off
AU$1,396
for 7 nights, 1 apartment
AU$199 per night
includes taxes & fees
DOWNTOWN COZY APARTMENT
Local art
Enjoy a meal, a book or listening to music in this beautiful relaxing sunroom.
Casa de Florade Flora showing front patio and adirondak chairs
Sliding bathroom door for privacy.
Exceptional
(27 reviews)

132A Relaxed Luxury at Casa de Flora in St Augustine

St. Augustine

8% off
AU$2,384
for 7 nights, 1 apartment
AU$341 per night
includes taxes & fees
132A Relaxed Luxury at Casa de Flora in St Augustine
Front bedroom with queen bed, fan, highboy, cedar lined closet, chair & bench
Sunroom with comfortable seating for four with blinds for sun glare & privacy
Front staircase is to the right and leads to apartment C into the sunroom
Back bedroom closet with cozy robes, extra linens, blanket, and iron
Exceptional
(47 reviews)

Luxurious and Relaxing Elegance Upstairs 🚭

St. Augustine

8% off
AU$2,565
for 7 nights, 1 apartment
AU$366 per night
includes taxes & fees
Luxurious and Relaxing Elegance Upstairs 🚭
Bathroom
Private kitchen
Private kitchen
Private kitchen
Exceptional
(55 reviews)

Oasis, 1-bedroom Apt. walk to all of downtown St. Augustine with WiFi, AC

St. Augustine

8% off
AU$1,501
for 7 nights, 1 apartment
AU$214 per night
includes taxes & fees
Oasis, 1-bedroom Apt. walk to all of downtown St. Augustine with WiFi, AC
Living area
Room
Private kitchen
Interior
Exceptional
(164 reviews)

Perfect Location! Situated In The Eclectic Uptown Area.

St. Augustine

8% off
AU$1,307
for 7 nights, 1 apartment
AU$187 per night
includes taxes & fees
Perfect Location! Situated In The Eclectic Uptown Area.
Outdoor Dining
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
Gourmet Kitchen from my Antique Poplar Tennessee Kitchen
Engraved Bird Door leads to your own "Secret Garden"
Exceptional
(79 reviews)

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

St. Augustine

8% off
AU$2,408
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
💲Romantic Renovated Secret Garden💲 Marble Floors & Bath – DT Just Half Mile - Beach Only 3

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    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

When is the best time to visit Downtown Historic District for a holiday rental?
The most popular time to visit Downtown Historic District is in March, kicking off the peak season that runs through to May. This vibrant period attracts visitors keen to immerse themselves in the area's rich history, charming architecture, and lively option. With temperatures averaging between 15 to 26 degrees Celsius, the mild climate is great for outdoor activities, leisurely strolls, and exploring the historical sites on foot.As spring unfolds, tourists flock to the district, enjoying events and festivals that celebrate the local culture. This bustling season offers plenty of opportunities for sightseeing, dining al fresco, and shopping at quaint local boutiques, all set against the backdrop of blooming flowers and sunny skies.For those seeking a more budget-friendly experience, consider visiting in October. This month presents a quieter ambiance, allowing for a more relaxed exploration of the Historic District while still enjoying pleasant temperatures. You can take your time to appreciate the unique architecture and perhaps even engage with local artisans without the crowds.Ultimately, the best time to book a holiday rental in Downtown Historic District depends on your preferences—whether you want to join in the lively spring festivities or enjoy a peaceful getaway in the fall.
What are the top attractions in Downtown Historic District, Florida, United States of America?
In the Downtown Historic District of Florida, visitors can engage in a rich tapestry of attractions. The area boasts beautifully preserved architecture that reflects its historical significance, with highlights such as the historic courthouse and charming boutiques lining the streets. The district is also home to the vibrant Riverwalk, where guests can enjoy scenic views along the waterfront and access various parks for leisurely strolls.Cultural enthusiasts will appreciate the proximity to local museums and galleries that showcase regional art and history, providing insight into the area's past. Additionally, the downtown area frequently hosts festivals and events, allowing visitors to engage with the community and experience the lively option.
Are all fees included in the Downtown Historic District holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Downtown Historic District holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown Historic District with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Downtown Historic District holiday homes?
You can find great discounts on holiday homes in Downtown Historic District on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Downtown Historic District holiday home booking on Stayz?
To find Downtown Historic District holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Downtown Historic District?
A long-stay holiday home in Downtown Historic District is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Downtown Historic District holiday home?
Book your Downtown Historic District holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Downtown Historic District?
Prices for holiday homes in Downtown Historic District vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Downtown Historic District to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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