Apartment
10.0(194 Reviews)
2 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
US $526/Night
7 Nights - US $3,684
St. Augustine Historic District Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Holiday Rentals, Villas & Resorts in St. Augustine Historic District
10.0
House
10.0(10 Reviews)
3 Bedrooms
8 Guests
Oceanfront- Parking
- Ocean View
- View
US $144/Night
7 Nights - US $1,008
Bed & Breakfast
10.0(14 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $131/Night
7 Nights - US $915
Cottage
10.0(185 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $532/Night
7 Nights - US $3,727
House
10.0(8 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $365/Night
7 Nights - US $2,553
House
10.0(157 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $282/Night
7 Nights - US $1,976
Cottage
10.0(147 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $242/Night
7 Nights - US $1,695
Condo
10.0(127 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $234/Night
7 Nights - US $1,640
House
10.0(126 Reviews)
1 Bedroom
2 Guests
- Oceanfront
Breakfast- Parking
- Ocean View
US $175/Night
7 Nights - US $1,224
Luxury Holiday Rentals in St. Augustine Historic District
Over 2663+ Luxury Holiday Rentals in or Near St. Augustine Historic District
New
House
16 Bedrooms
41 Guests
Private Pool- Oceanfront
- Parking
Pool
US $4,202/Night
7 Nights - US $29,411
Hotel
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,633/Night
7 Nights - US $18,431
House
4 Bedrooms
8 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $2,311/Night
7 Nights - US $16,176
Apartment
9 Bedrooms
19 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,126/Night
7 Nights - US $14,880
New
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $2,023/Night
7 Nights - US $14,161
House
10.0(6 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,830/Night
7 Nights - US $12,807
US $1,830/Night
7 Nights - US $12,807
House
4 Bedrooms
12 Guests
- Parking
- Pool
- View
- Air Conditioner
US $1,804/Night
7 Nights - US $12,625
House
8.0(1 Review)
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,755/Night
7 Nights - US $12,283
Top-Rated Holiday Rentals with a Pool in St. Augustine Historic District
Over 738+ The Best Private Villas and Holiday Rentals in St. Augustine Historic District with a Pool
House
10.0(138 Reviews)
5 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,130/Night
7 Nights - US $7,909
House
10.0(112 Reviews)
8 Bedrooms
19 Guests
- Private Pool
Hot Tub- Parking
- Pool
US $943/Night
7 Nights - US $6,604
Condo
10.0(108 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $239/Night
7 Nights - US $1,676
US $217/Night
7 Nights - US $1,519
House
10.0(86 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $343/Night
7 Nights - US $2,404
House
10.0(82 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $352/Night
7 Nights - US $2,464
House
10.0(80 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $469/Night
7 Nights - US $3,284
Condo
10.0(78 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $130/Night
7 Nights - US $912
Condo
10.0(77 Reviews)
1 Bedroom
7 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $189/Night
7 Nights - US $1,324
Pet-Friendly Holiday Rentals in St. Augustine Historic District
Over 1215+ Pet-Friendly Holiday Rentals in or Near St. Augustine Historic District
House
10.0(71 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $258/Night
7 Nights - US $1,805
Apartment
10.0(6 Reviews)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $203/Night
7 Nights - US $1,421
House
10.0(1 Review)
1 Bedroom
- Parking
- Pool
- Ocean View
- View
US $629/Night
7 Nights - US $4,406
Apartment
10.0(61 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $377/Night
7 Nights - US $2,638
House
10.0(3 Reviews)
1 Bedroom
10 Guests
Private Beach- Oceanfront
- Parking
- Pool
US $441/Night
7 Nights - US $3,089
House
10.0(57 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $407/Night
7 Nights - US $2,850
Condo
10.0(56 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $388/Night
7 Nights - US $2,719
Cottage
10.0(49 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,309
House
10.0(48 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $330/Night
7 Nights - US $2,310
Large Holiday Rentals and Private Villas in St. Augustine Historic District
Over 393+ Large Holiday Rentals and Private Villas in or Near St. Augustine Historic District
House
10.0(5 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $323/Night
7 Nights - US $2,260
House
10.0(3 Reviews)
7 Bedrooms
14 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $844/Night
7 Nights - US $5,910
House
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $425/Night
7 Nights - US $2,972
Villa
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $456/Night
7 Nights - US $3,192
House
10.0(2 Reviews)
3 Bedrooms
12 Guests
- Private Beach
- Hot Tub
- Parking
- Pool
US $491/Night
7 Nights - US $3,440
House
9.4(12 Reviews)
1 Bedroom
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $403/Night
7 Nights - US $2,819
House
1 Bedroom
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,177/Night
7 Nights - US $8,239
New
Villa
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $630/Night
7 Nights - US $4,410
Villa
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $605/Night
7 Nights - US $4,232
Wheelchair Accessible Holiday Homes in St. Augustine Historic District
Over 251+ Wheelchair Accessible Holiday Homes in or Near St. Augustine Historic District
Condo
10.0(77 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $188/Night
7 Nights - US $1,313
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $313/Night
7 Nights - US $2,191
Hotel
9.4(551 Reviews)
- Breakfast
- Parking
- Pool
- Kitchen
US $263/Night
7 Nights - US $1,839
Condo
10.0(24 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $366/Night
7 Nights - US $2,565
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $267/Night
7 Nights - US $1,868
Condo
10.0(15 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $250/Night
7 Nights - US $1,752
Condo
10.0(15 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $148/Night
7 Nights - US $1,035
Condo
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $361/Night
7 Nights - US $2,526
Condo
10.0(6 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $256/Night
7 Nights - US $1,793
St. Augustine Historic District Private Villas and Holiday Homes Under $200
Over 769+ St. Augustine Historic District Private Villas and Holiday Homes Under $200
Apartment
10.0(107 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,354
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,362
Bed & Breakfast
9.4(610 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $195/Night
7 Nights - US $1,367
House
10.0(53 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,160
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $194/Night
7 Nights - US $1,358
Apartment
10.0(31 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $164/Night
7 Nights - US $1,146
House
10.0(30 Reviews)
2 Bedrooms
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $119/Night
7 Nights - US $835
House
10.0(19 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $151/Night
7 Nights - US $1,058
Apartment
10.0(14 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $159/Night
7 Nights - US $1,111
Instantly Bookable Holiday Homes in St. Augustine Historic District
Over 1710+ Instantly Bookable Holiday Homes in or Near St. Augustine Historic District
Apartment
10.0(123 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $469/Night
7 Nights - US $3,281
House
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $340/Night
7 Nights - US $2,378
House
10.0(59 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $268/Night
7 Nights - US $1,879
House
10.0(57 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $621/Night
7 Nights - US $4,350
Apartment
10.0(48 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $286/Night
7 Nights - US $2,002
House
10.0(44 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $325/Night
7 Nights - US $2,278
Apartment
10.0(43 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $266/Night
7 Nights - US $1,859
Cottage
10.0(42 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $349/Night
7 Nights - US $2,446
Apartment
10.0(41 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $376/Night
7 Nights - US $2,631
Book a Last Minute Place to Stay in St. Augustine Historic District
About Casai's Private Villas and Holiday Rentals in St. Augustine Historic District
Discover more than 2672 vacation rentals available in St. Augustine Historic District. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in St. Augustine Historic District.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in St. Augustine Historic District, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near St. Augustine Historic District. On average, places to stay near St. Augustine Historic District offer 877.18 ft², with nightly prices averaging US $321.
With Casai, finding and comparing holiday rentals in St. Augustine Historic District is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in St. Augustine Historic District, FL
There are 2672 St. Augustine Historic District, FL Holiday Rentals
- Prices for a holiday home in St. Augustine Historic District start at US $52
- Top rated vacation home in St. Augustine Historic District is Center of Historic City- Balcony Overlooks Shops, Restaurants, Bars, Free Parking, Walk Everywhere!
- Most popular short term in St. Augustine Historic District is Villa 1565 - Saint Augustine
- Cheapest place to stay in St. Augustine Historic District is Stayable St. Augustine
- Most expensive holiday rental in St. Augustine Historic District is 3 houses/3 pools/2 rooftops/panoramic ocean & downtown views
Recently Booked Holiday Rentals in St. Augustine Historic District
Frequently Asked Questions About St. Augustine Historic District?
What are the top holiday rentals in St. Augustine Historic District?
With numerous options available in St. Augustine Historic District, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in St. Augustine Historic District:
- Center of Historic City- Balcony Overlooks Shops, Restaurants, Bars, Free Parking, Walk Everywhere!
- Boathouse Cottage, Historic District, Private Pier, 1 Block to Trolley & Fort
- Relaxed Elegance at Casa de Flora II in historic St Augustine, Florida 🚭
- Adorable cottage central to everything
- Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
- Charming 3/2 Cottage- Close to beach & Historic Downtown
- *Sept Special* Beach|Downtown|Coastal Cottage
- Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.
- Great Location! Free Parking + Pet Friendly!
- Beautiful 4BR Magnolia House Historic St. Augustine & Vilano Beach
How many holiday rentals have private pools in St. Augustine Historic District?
Discover a selection of holiday rentals with private pools near St. Augustine Historic District with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in St. Augustine Historic District are best for families?
If you're searching for a family-friendly holiday home in St. Augustine Historic District, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in St. Augustine Historic District:
How many Casai.nz holiday rentals are available in St. Augustine Historic District?
As of 2026, Casai boasts over 2672 properties listed in the St. Augustine Historic District area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in St. Augustine Historic District.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Downtown Historic District Vacation Rentals in St. Augustine, Florida | 1876 |
| Lincolnville Vacation Rentals in St. Augustine, Florida | 457 |
| Old Town Vacation Rentals in St. Augustine, Florida | 2969 |
