St. Augustine Historic District holiday rentals

We found 2,485 holiday rentals — enter your dates for availability
Discover a selection of 13 homes, 32 apartments and other holiday rentals in St. Augustine Historic District that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – St. Augustine Historic District

Showing deals for:1 Jan - 8 Jan

Exterior
Property grounds
Beach
Living area
Exceptional
(53 reviews)

PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!

St. Augustine

8% off
AU$7,470
for 7 nights, 1 home
AU$1,067 per night
includes taxes & fees
PARADISE OCEAN HOUSE! BEACHFRONT AT ITS FINEST! Newly Renovated!
Interior
Property grounds
Pool
Private kitchen
Wonderful
(7 reviews)

Beachside Cottage steps from the Ocean and Pool

St. Augustine

12% off
AU$4,370
for 7 nights, 1 home
AU$624 per night
includes taxes & fees
Beachside Cottage steps from the Ocean and Pool
Interior
Living area
Dining
Living area
Exceptional
(30 reviews)

St Augustine Beach Condo steps from the beach!

St. Augustine

8% off
AU$2,669
for 7 nights, 1 apartment
AU$381 per night
includes taxes & fees
St Augustine Beach Condo steps from the beach!
Property grounds
Property grounds
Dining
Private kitchen
Exceptional
(9 reviews)

Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!

St. Augustine

5% off
AU$3,016
for 7 nights, 1 home
AU$431 per night
includes taxes & fees
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
Pool #2 -heated in winter
We love Ocean Villas!
Proximity to the Atlantic Ocean and beach entry pool
Room
Exceptional
(82 reviews)

Florida Daydreamin!—close to downtown & oceanviews

St. Augustine

8% off
AU$2,995
for 7 nights, 1 apartment
AU$428 per night
includes taxes & fees
Florida Daydreamin!—close to downtown & oceanviews
Terrace/patio
Exterior detail
Interior
Private kitchen
Exceptional
(29 reviews)

Calm Neighborhood Coastal Cottage - Minutes to Historic Downtown and Beaches

St. Augustine

11% off
AU$2,675
for 7 nights, 1 home
AU$382 per night
includes taxes & fees
Calm Neighborhood Coastal Cottage - Minutes to Historic Downtown and Beaches
Interior
Interior
Private kitchen
Living area
Exceptional
(11 reviews)

Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine

St. Augustine

8% off
AU$2,436
for 7 nights, 1 cottage
AU$348 per night
includes taxes & fees
Pleasant 2-bedroom cottage, Amazing back yard, Pet Friendly in St. Augustine
Dining
Private kitchen
Property grounds
Interior
Exceptional
(95 reviews)

Newly Remodeled Oceanfront Condo: 2 Bed, 2 Bath, w/a Beautiful View of the Ocean

St. Augustine

8% off
AU$2,210
for 7 nights, 1 apartment
AU$316 per night
includes taxes & fees
Newly Remodeled Oceanfront Condo: 2 Bed, 2 Bath, w/a Beautiful View of the Ocean
Property grounds
Terrace/patio
Property grounds
Living area
Exceptional
(95 reviews)

Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!

St. Augustine

8% off
AU$3,146
for 7 nights, 1 apartment
AU$449 per night
includes taxes & fees
Oceanview Condo: Beach Access, Pool, Pet-Friendly - 15min to Downtown!
Private kitchen
Room
Exterior detail
Interior
Exceptional
(78 reviews)

Luxe Lemon Loft in Historic Downtown St Aug

St. Augustine

8% off
AU$2,064
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
Luxe Lemon Loft in Historic Downtown St Aug
The intracoastal waterway right off of downtown St. Augustine.
beach goes on for miles!
Private kitchen
Off your private balcony, you can see the quiet pool & awe inspiring ocean view.
Exceptional
(64 reviews)

Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach

St. Augustine

8% off
AU$2,744
for 7 nights, 1 apartment
AU$392 per night
includes taxes & fees
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
Dining Room Table
Back Porch. Lounging Area.
Full Kitchen. Fridge. Dual Coffee Maker. Dish Washer. Oven/Stove. Microwave.
Master Bedroom Closet.
Exceptional
(37 reviews)

Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights

St. Augustine

8% off
AU$4,255
for 7 nights, 1 home
AU$608 per night
includes taxes & fees
Walk to Downtown St. Augustine-Fenced Yard+Fire Pit-Perfect for Night of Lights
Chef-Friendly Kitchen & Cozy Living Room View: flat-top range, updated appliances, and stylish lighting create the perfect space to cook, dine, and gather.
Beautiful zero-entry oceanfront pool surrounded by palm trees, lounge chairs, and sweeping shoreline views, offering a true resort-style experience.
Bright, fully updated eat-in kitchen featuring a spacious breakfast bar with barstools, modern lighting, stainless steel appliances, and an open layout perfect for cooking and gathering.
Enjoy an airy, modern living area with updated furnishings, coastal accents, and an inviting layout perfect for lounging with family and friends.
Exceptional
(22 reviews)

Resort Condo w/Beach Access, Balcony, Lagoon Pool

St. Augustine

6% off
AU$4,174
for 7 nights, 1 apartment
AU$596 per night
includes taxes & fees
Resort Condo w/Beach Access, Balcony, Lagoon Pool
Exterior
Private kitchen
Pool
Living area
Exceptional
(7 reviews)

Private Pool Steps to Beach Walk to Restaurants

St. Augustine

8% off
AU$5,345
for 7 nights, 1 home
AU$764 per night
includes taxes & fees
Private Pool Steps to Beach Walk to Restaurants
The beautiful boardwalk to the beach.
The pool door closes in cold or windy weather, so there's always a place to swim
There is a second bathroom sink and vanity area.
The couch opens up to a queen size bed.
Exceptional
(21 reviews)

Ocean Gallery “Butler Beach Bungalow”, a 1 bdrm coastal oasis

St. Augustine

8% off
AU$2,619
for 7 nights, 1 apartment
AU$374 per night
includes taxes & fees
Ocean Gallery “Butler Beach Bungalow”, a 1 bdrm coastal oasis
Living area
Property grounds
Pool
Property grounds
Exceptional
(5 reviews)

Born Free Villa 3-bedroom condo in superb St. Augustine

St. Augustine

8% off
AU$2,528
for 7 nights, 1 apartment
AU$361 per night
includes taxes & fees
Born Free Villa 3-bedroom condo in superb St. Augustine
Private pool, fire pit, outdoor dining and private fenced backyard !
Pool
Exterior
Living area
Exceptional
(25 reviews)

Private heated pool retreat ! Walk to downtown historic district

St. Augustine

8% off
AU$5,154
for 7 nights, 1 home
AU$736 per night
includes taxes & fees
Private heated pool retreat ! Walk to downtown historic district
Terrace/patio
Private kitchen
Room
Living area
Exceptional
(20 reviews)

Brand new 2-bedroom house in lovely St. Augustine with AC

St. Augustine

8% off
AU$2,744
for 7 nights, 1 home
AU$392 per night
includes taxes & fees
Brand new 2-bedroom house in lovely St. Augustine with AC
Outdoor grass area for dogs and outdoor show
Kitchen and living room
Room
Outdoor dining
Exceptional
(212 reviews)

1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!

St. Augustine

8% off
AU$2,404
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
1ST STREET RETREAT UPDATED DOG FRIENDLY APARTMENT WITH FENCED IN YARD!!
Newly Renovated - Everything New - Ceiling Fans in each room
1 Bedroom 1 Bath with Sleeper Sofa - Paneled Office + Desk in Bedroom
Smart TV and Wifi - Antique Bicycle Console
Gorgeous Grand Old Oak in front of 28 Saragossa built in 1885
Exceptional
(57 reviews)

💲Grand Oak - Renovated 1885 Queen Anne - 1 Block Stroll to Historic DT - Beach only 3 Mi💲

St. Augustine

7% off
AU$2,262
for 7 nights, 1 home
AU$323 per night
includes taxes & fees
💲Grand Oak - Renovated 1885 Queen Anne - 1 Block Stroll to Historic DT - Beach only 3 Mi💲
Sunshine by day, chill vibes by night.
Flow through kitchen, dining area, living room.
Breakfast nook goals.
If you have to do dishes, at least you get a new sponge, dishwasher pods , soap and a view.
Exceptional
(26 reviews)

Spacious Remodel|Bikes|Steps to Beach

St. Augustine

7% off
AU$4,089
for 7 nights, 1 apartment
AU$584 per night
includes taxes & fees
Spacious Remodel|Bikes|Steps to Beach
Exterior detail
Property grounds
Interior
Room
Exceptional
(30 reviews)

St. Augustine Condo, Sleeps 6, Steps to Old Town

St. Augustine

8% off
AU$3,892
for 7 nights, 1 apartment
AU$556 per night
includes taxes & fees
St. Augustine Condo, Sleeps 6, Steps to Old Town
A beach access path surrounded by greenery, perfect for a quiet stroll with open views.
Entertainment center with a flat-screen TV and decorative shelving.
Open-concept living space with a flat-screen TV, center table.
Clean and functional sink area, perfect for meal prep and easy cleanup.
Exceptional
(8 reviews)

Balcony Beach View | Steps to Beach | Pools | Hot Tubs | Pickleball | Short Walk to Local Restaurants

St. Augustine

9% off
AU$3,907
for 7 nights, 1 apartment
AU$558 per night
includes taxes & fees
Balcony Beach View | Steps to Beach | Pools | Hot Tubs | Pickleball | Short Walk to Local Restaurants
Dining
Private kitchen
Outdoor dining
Living area
Exceptional
(16 reviews)

Entire Home Minutes From Beaches, Shopping, and Downtown Historic District

St. Augustine

8% off
AU$2,341
for 7 nights, 1 home
AU$334 per night
includes taxes & fees
Entire Home Minutes From Beaches, Shopping, and Downtown Historic District
  • Peace of mind

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    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 St Augustine Historic District for a holiday rental?
April is the most popular month to visit the St Augustine Historic District, as it falls within the peak season from March to May. This time of year attracts a diverse array of travellers keen to explore the rich history and charming streets lined with historic architecture. The pleasant climate, with temperatures averaging around 20 to 30 degrees Celsius, makes it ideal for outdoor activities, sightseeing, and leisurely strolls along the waterfront.During April, visitors can indulge in the vibrant setting of the district, enjoying events and festivals that celebrate the city's unique heritage. The blooming gardens and inviting outdoor cafes enhance the experience, allowing you to soak in the sun while discovering historic landmarks such as the Castillo de San Marcos and the picturesque cobblestone streets.For those looking for a more budget-friendly option, October presents a wonderful opportunity to visit. While it's outside the peak season, the weather remains enjoyable, with warm temperatures and fewer crowds. This means you can explore the historic district at a more relaxed pace, perhaps taking advantage of lower rental rates and enjoying the local attractions without the hustle and bustle of peak tourist traffic.
What are the top attractions in St Augustine Historic District, Florida, United States of America?
In the St Augustine Historic District, visitors can immerse themselves in a rich tapestry of history and culture. The iconic Castillo de San Marcos, a 17th-century fortress, offers stunning views of the waterfront and is a must-see for anyone interested in the area's historic past. Just a short stroll away, the historic streets are lined with charming shops, cafes, and the picturesque Flagler College, which boasts impressive Spanish Renaissance architecture.Another highlight is the Lightner Museum, housed in the former Alcazar Hotel, showcasing an vibrant collection of art and antiques, surrounded by beautiful gardens. The district's cobblestone streets lead to the quaint Spanish Plaza, where you can enjoy local events and festivities.For those interested in religious history, the Cathedral Basilica of St. Augustine is a remarkable site, featuring stunning stained glass and intricate architecture. Additionally, the Oldest Wooden Schoolhouse, a unique attraction, provides insight into the early education system of the area.
Are all fees included in the St. Augustine 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 St. Augustine Historic District holiday homes with parking?
Stayz offers a wide selection of holiday homes in St. Augustine 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 St. Augustine Historic District holiday homes?
You can find great discounts on holiday homes in St. Augustine 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 St. Augustine Historic District holiday home booking on Stayz?
To find St. Augustine 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 St. Augustine Historic District?
A long-stay holiday home in St. Augustine 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 St. Augustine Historic District holiday home?
Book your St. Augustine 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 St. Augustine Historic District?
Prices for holiday homes in St. Augustine 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 St. Augustine 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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