Discover Your Perfect St. Augustine Historic District Vacation Homes

Best Vacation Homes in St. Augustine Historic District

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1100 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $266/Night 7 Nights - US $1,865
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 6 Guests 1453.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $159/Night 7 Nights - US $1,113
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $224/Night 7 Nights - US $1,565
New
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $182/Night 7 Nights - US $1,277
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 8 Guests 1097.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $144/Night 7 Nights - US $1,008
Cottage
Map-icon
like-icon8.0
Excellent
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests 672 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $309/Night 7 Nights - US $2,161
New
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $494/Night 7 Nights - US $3,457
New
House
Map-icon
4 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $425/Night 7 Nights - US $2,973

St. Augustine Historic District Luxury Rentals

House
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
US $4,500/Night 7 Nights - US $31,500
Condo
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests 1272 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $2,233/Night 7 Nights - US $15,632
star-icons-4
House
Map-icon
5 Bedrooms 2 Baths 12 Guests 2583.34 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $2,021/Night 7 Nights - US $14,146
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
3 Bedrooms 3 Baths 6 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,974/Night 7 Nights - US $13,815
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 5 Baths 16 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,873/Night 7 Nights - US $13,112
star-icons-4
House
Map-icon
1 Bedroom 6 Baths 14 Guests 3681.26 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,795/Night 7 Nights - US $12,567
House
Map-icon
like-icon9.8
Exceptional
(62 Reviews)
5 Bedrooms 7 Baths 14 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,724/Night 7 Nights - US $12,067
Apartment
Map-icon
9 Bedrooms 7 Baths 19 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,621/Night 7 Nights - US $11,344

St. Augustine Historic District Pet Friendly Vacation Rentals

New
House
Map-icon
2 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $391/Night 7 Nights - US $2,735
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests 495.14 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $203/Night 7 Nights - US $1,421
star-icons-4
Condo
Map-icon
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $577/Night 7 Nights - US $4,039
Cottage
Map-icon
like-icon10.0
Exceptional
(181 Reviews)
2 Bedrooms 2 Baths 6 Guests 1545 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $471/Night 7 Nights - US $3,300
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
7 Bedrooms 7 Baths 14 Guests 2809.38 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $844/Night 7 Nights - US $5,910
House
Map-icon
like-icon10.0
Exceptional
(149 Reviews)
2 Bedrooms 1 Bath 6 Guests 1425 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $201/Night 7 Nights - US $1,405
House
Map-icon
like-icon10.0
Exceptional
(131 Reviews)
2 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $280/Night 7 Nights - US $1,959
House
Map-icon
like-icon10.0
Exceptional
(118 Reviews)
2 Bedrooms 2 Baths 5 Guests 700 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $350/Night 7 Nights - US $2,451

St. Augustine Historic District Large Vacation Homes

New
House
Map-icon
3 Bedrooms 2 Baths 10 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $197/Night 7 Nights - US $1,380
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 2 Baths 10 Guests 182.99 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $441/Night 7 Nights - US $3,089
House
Map-icon
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $323/Night 7 Nights - US $2,261
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 3 Baths 10 Guests 1780 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $341/Night 7 Nights - US $2,390
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 12 Guests 2766.32 ft²
  • Pool
    Pool
  • View
    View
More amenities
US $445/Night 7 Nights - US $3,116
Villa
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $195/Night 7 Nights - US $1,366
House
Map-icon
like-icon10.0
Exceptional
(126 Reviews)
5 Bedrooms 3 Baths 11 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,101/Night 7 Nights - US $7,704
House
Map-icon
like-icon10.0
Exceptional
(99 Reviews)
8 Bedrooms 5 Baths 19 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $885/Night 7 Nights - US $6,192

Why Choose Rent By Owner for your St. Augustine Historic District Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit St. Augustine Historic District

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination allows you to enjoy its charming atmosphere and vibrant local events, making your stay in the area’s vacation rentals truly memorable.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area witnesses mild temperatures and vibrant local events, making it an ideal time for exploring historic sites and enjoying pleasant weather.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and fewer visitors, providing a more relaxed experience for those seeking to immerse themselves in the region’s history and charm.

Average Temperature Daytime: 78°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

The hot summer months bring higher temperatures and increased foot traffic, but also opportunities for outdoor activities in the area’s historic districts and nearby beaches.

Average Temperature Daytime: 88°F - Nighttime: 70°F
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Winter (December to February)

In winter, cooler temperatures and less crowds create a peaceful setting for exploring the historic district at a leisurely pace, with occasional festive events during the holiday season.

Average Temperature Daytime: 65°F - Nighttime: 48°F

Weekly Weather Forecast for St. Augustine Historic District

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for savoring local flavors after exploring the historic streets.
  • Relax on private patios or decks that offer a tranquil space to unwind at your own pace.
  • Make use of lush gardens or landscaped yards to immerse yourself in the region’s natural beauty.
  • Take advantage of communal barbecue grills, ideal for hosting cookouts with family and friends.
  • Utilize outdoor seating along walkways or porches, offering charming spots to enjoy the area's ambiance.
  • Access swimming pools or hot tubs often included in upscale vacation rentals for added relaxation.
  • Benefit from secure, fenced yards, especially valuable when traveling with pets or young children here.
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Family Activities

  • Historic District Walking Tour: Embark on a family-friendly walk through the area's charming streets to explore historic landmarks and learn about its fascinating past.
  • Castillo de San Marcos National Monument: Discover this impressive fortress with engaging exhibits and scenic views, offering educational fun for all ages in the heart of this destination.
  • St. Augustine Pirate & Treasure Museum: Dive into the world of pirates with interactive exhibits and artifacts that captivate children and adults alike within this region's lively downtown area.
  • St. Augustine Alligator Farm Zoological Park: Experience a day of wildlife encounters and hands-on activities at the zoo, which is conveniently located near the historic district for easy family outings.
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Adult Activities

  • Historical Walking Tours: Explore the charming streets and learn about this area's rich history through guided or self-guided walking tours, perfect for immersing yourself in its colonial past.
  • Visit the St. Augustine Lighthouse & Maritime Museum: Climb to the top of the iconic lighthouse for panoramic views of the region and delve into maritime history at the museum nearby.
  • Enjoy Chic Shops and Local Eateries: Stroll along cobblestone streets lined with unique boutiques and dine at local restaurants offering regional flavors, ideal for a relaxed day out.
  • Experience Evening Ghost Tours: Discover the spooky side of the area with guided ghost tours that reveal the haunted tales nestled within this historic destination's past.

St. Augustine Historic District Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local history and culture: Take advantage of the area's rich heritage by visiting historical sites, which are easily accessible from your rental and offer a deeper understanding of this destination’s unique story.
  • Plan your activities early: Book popular attractions and guided tours in advance to ensure you make the most of your stay here and avoid missing out during peak times.
  • Choose accommodations centrally located: Select a vacation rental close to main attractions and dining options to maximize your sightseeing time and enjoy the region’s vibrant atmosphere.
  • Take leisurely strolls through charming streets: Walk around the historic district to soak up the local ambiance, discover hidden gems, and experience the area's authentic charm at your own pace.

Transportation Options

  • Walking: Exploring the area on foot allows you to enjoy the historic charm and vibrant streets of the district at your own pace.
  • Street Trolley Tours: This convenient option offers guided or hop-on-hop-off trolley rides that highlight key attractions within this charming destination.
  • Public Transportation: Local buses provide affordable and accessible transit options for traveling across the region, connecting you to nearby sites and amenities.
  • Bike Rentals: Renting a bike is an eco-friendly way to navigate the historic streets and experience the area's scenic beauty firsthand.

Local Customs Options

  • Greetings and Courteous Behavior: When visiting this historic area, it is customary to greet locals with a friendly nod or hello as a sign of respect for its rich cultural traditions.
  • Respect for Historic Sites: Maintaining the sanctity of the area's historic landmarks involves refraining from touching or climbing on structures, ensuring preservation for future generations.
  • Local Dining Etiquette: When enjoying meals at local eateries, expect to participate in casual yet polite dining customs that emphasize appreciation for regional cuisine.
  • Dress Code for Special Events: Attire for community festivals or religious ceremonies tends to be modest and respectful, reflecting the area's long-standing customs and heritage.

Frequently Asked Questions About St. Augustine Historic District?

2. How many vacation rentals have private pools in St. Augustine Historic District?

There are 182 vacation rentals with private pools near St. Augustine Historic District. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in St. Augustine Historic District are best for families?

If you are looking for a family-friendly vacation home in St. Augustine Historic District, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in St. Augustine Historic District:

4. How many Rentbyowner vacation rentals are available in St. Augustine Historic District?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2598 in the St. Augustine Historic District area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in St. Augustine Historic District. 

5. What is the cancellation policy for vacation rentals in the historic district of St. Augustine?

The cancellation policy varies by property. You should review the specific listing details or contact the property owner directly to understand the refund terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, security deposits, or service charges may apply. For precise information, please check the listing details or reach out to the host.

7. How do I inquire about availability and booking for a vacation rental in this area?

You can check the current availability on the listing page and contact the property owner through the booking platform to confirm your reservation or ask any questions.

8. Are pets allowed in vacation rentals within the historic district?

Pet policies differ by property. To ensure a smooth stay, verify with the host whether pets are permitted before completing your booking.

9. What amenities are typically included in vacation rentals in the region?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. For detailed information about specific amenities, refer to the listing description or contact the owner directly.

St. Augustine Historic District Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(133 Reviews)
4 Bedrooms 4 Baths 8 Guests 2034 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $607/Night 7 Nights - US $4,246
House
Map-icon
like-icon10.0
Exceptional
(109 Reviews)
1 Bedroom 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $233/Night 7 Nights - US $1,631
Condo
Map-icon
like-icon10.0
Exceptional
(105 Reviews)
2 Bedrooms 2 Baths 4 Guests 1331 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $182/Night 7 Nights - US $1,271
Condo
Map-icon
like-icon10.0
Exceptional
(97 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $134/Night 7 Nights - US $939
Condo
Map-icon
like-icon10.0
Exceptional
(77 Reviews)
1 Bedroom 1 Bath 7 Guests 920 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $167/Night 7 Nights - US $1,168
House
Map-icon
like-icon10.0
Exceptional
(76 Reviews)
3 Bedrooms 3 Baths 6 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $382/Night 7 Nights - US $2,677
House
Map-icon
like-icon10.0
Exceptional
(74 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $473/Night 7 Nights - US $3,308
Condo
Map-icon
like-icon10.0
Exceptional
(74 Reviews)
3 Bedrooms 2 Baths 6 Guests 1761 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $182/Night 7 Nights - US $1,274