Downtown Historic District Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Downtown Historic District, St. Augustine, Florida, USA

New Family Getaway: Pet Friendly Close to Downtown
10.0 (12 Reviews)
3 Bedrooms 8 Guests
Casa Lovett - Tropical Bungalow
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10.0 (14 Reviews)
2 Bedrooms 4 Guests
Zora's Sojourn
FromUS $153 per night
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10.0 (6 Reviews)
1 Bedroom 2 Guests
New Restored 1900s Historic Church! Walk Downtown
Casa DeSoto - Luxury Downtown Oasis
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10.0 (10 Reviews)
4 Bedrooms 8 Guests
Carriage Way Inn
FromUS $278 per night
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9.8 (712 Reviews)
1 Bedroom 2 Guests
New Brand new 2-bedroom house in lovely St. Augustine with AC
10.0 (3 Reviews)
2 Bedrooms 5 Guests
Bayfront Westcott House St Augustine B&B
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9.8 (283 Reviews)
1 Bedroom 2 Guests
SunRay Cottage - Minutes to Downtown & Beaches
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10.0 (8 Reviews)
3 Bedrooms 8 Guests
New Tropical Hideaway l Mins to DNTN l Dog Friendly
10.0 (1 Review)
2 Bedrooms 4 Guests
City Living West Downtown St Aug Apartment
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10.0 (6 Reviews)
1 Bedroom 4 Guests
Downtown St Augustine Studio Less Than 3 Mi to Beach!
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10.0 (6 Reviews)
1 Bedroom 2 Guests
The Artist Haven
FromUS $538 per night
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10.0 (4 Reviews)
2 Bedrooms 4 Guests
La Valencia
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10.0 (4 Reviews)
3 Bedrooms 8 Guests
1 Fletcher Ln
FromUS $276 per night
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10.0 (4 Reviews)
2 Bedrooms 4 Guests
Casa Amarillo l Steps to Historic District
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10.0 (4 Reviews)
1 Bedroom 5 Guests
New Waterfront Retreat | Events + Dock
New
3 Bedrooms 8 Guests
110 St. George Street
10.0 (4 Reviews)
2 Bedrooms 4 Guests
St Augustine Getaway Less Than 1 Mi to Historic Downtown!
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10.0 (3 Reviews)
4 Bedrooms 9 Guests
Chic Modern new home in St Augustine gameroom-spotless
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
Chic St Augustine Home, 7 Mi to Beach!
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
New Courtyard Cottage- 15 Min Walk to Downtown!
New
1 Bedroom 2 Guests
New Boho Suite l Hot Tub l Walk to the Amp l Dogs OK
New Serenity by the Sea - Ideal for Longer Stays
New The Pearl Unit A, Stay for 4
FromUS $208 per night
New
1 Bedroom 4 Guests
Quaint Cottage with Private Pool-Walk to Everything
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10.0 (3 Reviews)
2 Bedrooms 5 Guests
Cedar House Inn
FromUS $283 per night
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9.8 (257 Reviews)
1 Bedroom 2 Guests
Sanford Splash l Pool l Dogs OK l Walk to DNTN
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10.0 (2 Reviews)
5 Bedrooms 12 Guests
Casa de Suenos
FromUS $341 per night
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9.6 (558 Reviews)
1 Bedroom 2 Guests
Modern Sanctuary in Saint Augustine
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10.0 (2 Reviews)
1 Bedroom 8 Guests
The Kenwood Inn
FromUS $365 per night
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9.6 (352 Reviews)
1 Bedroom 2 Guests
PINE BREEZE COTTAGE - A Beautiful Place To Rest Your Head
10.0 (104 Reviews)
1 Bedroom 4 Guests
Fullerwood Delight- Mins to Beach and Downtown
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
8 Park- Dog Friendly Outdoor Oasis Mins to Beach
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
Casa Lola Downtown Cottage
10.0 (102 Reviews)
2 Bedrooms 4 Guests
Sunny Retreat Near Downtown & Beaches
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10.0 (2 Reviews)
3 Bedrooms 8 Guests
Blu Star Oasis Beach Pool Pickleball
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
Mi CASA es su CASA
FromUS $131 per night
10.0 (96 Reviews)
1 Bedroom 4 Guests
Old City Hideout l Historic l Walk to St George
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10.0 (2 Reviews)
1 Bedroom 6 Guests
Lincolnville Haven l Walk to DNTN l Dog Friendly
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
Casa de Flora B- Relaxed Elegance in historic St Augustine 🚭
10.0 (94 Reviews)
1 Bedroom 2 Guests
Upscale 3BR Townhome|Game Table|Pool|Close2 Beach.
10.0 (2 Reviews)
3 Bedrooms 10 Guests
Anastasia Grand #6 - Between Downtown and the Beach
10.0 (92 Reviews)
1 Bedroom 2 Guests
Barefoot Hideaway II
FromUS $359 per night
10.0 (2 Reviews)
3 Bedrooms 10 Guests

About Downtown Historic District Vacation Rentals

With more than 3133 Downtown Historic District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Downtown Historic District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Downtown Historic District, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Downtown Historic District. Places to stay near Downtown Historic District are 956.52 ft² on average, with prices averaging US $316 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Downtown Historic District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Downtown Historic District?

What are the top vacation rentals in Downtown Historic District?

How many Rentbyowner vacation rentals are available in Downtown Historic District?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 3133 in the Downtown 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 Downtown Historic District. 

Nearby Neighborhood (3)

NeighborhoodProperty Count
St. Augustine Historic District Vacation Rentals in St. Augustine, Florida 1419
Lincolnville Vacation Rentals in St. Augustine, Florida 433
Old Town Vacation Rentals in St. Augustine, Florida 2672