Cottage
10.0(188 Reviews)
2 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
CA $749/Night
7 Nights - CA $5,241
St. Augustine Historic District, FL 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
- Parking
- View
Air Conditioner
Internet
CA $202/Night
7 Nights - CA $1,417
Bed & Breakfast
10.0(14 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
CA $189/Night
7 Nights - CA $1,325
Apartment
10.0(20 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $326/Night
7 Nights - CA $2,285
House
10.0(8 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $360/Night
7 Nights - CA $2,518
Cottage
10.0(19 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $693/Night
7 Nights - CA $4,849
Apartment
10.0(14 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $215/Night
7 Nights - CA $1,506
House
10.0(11 Reviews)
2 Bedrooms
8 Guests
Private Pool
Hot Tub- Parking
Pool
CA $670/Night
7 Nights - CA $4,691
Condo
10.0(11 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $306/Night
7 Nights - CA $2,140
Luxury Holiday Rentals in St. Augustine Historic District
Over 2717+ Luxury Holiday Rentals in or Near St. Augustine Historic District
New
House
16 Bedrooms
41 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $5,637/Night
7 Nights - CA $39,457
Hotel
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $3,762/Night
7 Nights - CA $26,331
House
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
CA $3,410/Night
7 Nights - CA $23,867
Condo
10.0(9 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $3,279/Night
7 Nights - CA $22,956
Apartment
9 Bedrooms
19 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
CA $2,989/Night
7 Nights - CA $20,924
New
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $2,845/Night
7 Nights - CA $19,913
CA $2,573/Night
7 Nights - CA $18,009
House
8.0(1 Review)
4 Bedrooms
12 Guests
- Parking
- Pool
- View
- Air Conditioner
CA $2,536/Night
7 Nights - CA $17,753
House
10.0(6 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $2,522/Night
7 Nights - CA $17,655
Top-Rated Holiday Rentals with a Pool in St. Augustine Historic District
Over 756+ 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
CA $1,593/Night
7 Nights - CA $11,151
House
10.0(126 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $594/Night
7 Nights - CA $4,158
House
10.0(116 Reviews)
8 Bedrooms
19 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $1,391/Night
7 Nights - CA $9,736
Condo
10.0(108 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $336/Night
7 Nights - CA $2,353
CA $305/Night
7 Nights - CA $2,136
House
10.0(86 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $483/Night
7 Nights - CA $3,380
House
10.0(82 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $732/Night
7 Nights - CA $5,121
House
10.0(80 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $662/Night
7 Nights - CA $4,632
Condo
10.0(78 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $185/Night
7 Nights - CA $1,292
Pet-Friendly Holiday Rentals in St. Augustine Historic District
Over 1236+ Pet-Friendly Holiday Rentals in or Near St. Augustine Historic District
Condo
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $569/Night
7 Nights - CA $3,984
Apartment
10.0(6 Reviews)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
CA $285/Night
7 Nights - CA $1,998
House
10.0(1 Review)
1 Bedroom
- Parking
- Pool
- Ocean View
- View
CA $839/Night
7 Nights - CA $5,874
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $439/Night
7 Nights - CA $3,070
House
10.0(3 Reviews)
1 Bedroom
10 Guests
Private Beach- Parking
- Pool
- Ocean View
CA $620/Night
7 Nights - CA $4,344
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Pool
- View
- Kitchen
CA $532/Night
7 Nights - CA $3,728
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $408/Night
7 Nights - CA $2,856
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $281/Night
7 Nights - CA $1,969
House
9.8(8 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $303/Night
7 Nights - CA $2,122
Large Holiday Rentals and Private Villas in St. Augustine Historic District
Over 405+ Large Holiday Rentals and Private Villas in or Near St. Augustine Historic District
House
1 Bedroom
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,237/Night
7 Nights - CA $8,656
House
10.0(3 Reviews)
7 Bedrooms
14 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
CA $1,187/Night
7 Nights - CA $8,311
House
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
CA $597/Night
7 Nights - CA $4,179
New
Villa
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $665/Night
7 Nights - CA $4,652
House
10.0(2 Reviews)
3 Bedrooms
12 Guests
- Private Beach
- Hot Tub
- Parking
- Pool
CA $691/Night
7 Nights - CA $4,837
Villa
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $665/Night
7 Nights - CA $4,652
House
10.0(121 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $608/Night
7 Nights - CA $4,254
Villa
10.0(74 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $1,083/Night
7 Nights - CA $7,582
House
10.0(60 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $749/Night
7 Nights - CA $5,246
Wheelchair Accessible Holiday Homes in St. Augustine Historic District
Over 255+ Wheelchair Accessible Holiday Homes in or Near St. Augustine Historic District
Condo
9.4(3 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $274/Night
7 Nights - CA $1,917
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $375/Night
7 Nights - CA $2,627
Hotel
9.4(551 Reviews)
Breakfast- Parking
- Pool
- Kitchen
CA $807/Night
7 Nights - CA $5,647
Condo
9.0(7 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $744/Night
7 Nights - CA $5,208
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $359/Night
7 Nights - CA $2,510
New
Condo
8.4(5 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $149/Night
7 Nights - CA $1,045
New
Condo
6.8(3 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $193/Night
7 Nights - CA $1,354
Condo
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $239/Night
7 Nights - CA $1,673
Condo
10.0(77 Reviews)
1 Bedroom
7 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $268/Night
7 Nights - CA $1,877
St. Augustine Historic District Private Villas and Holiday Homes Under $200
Over 778+ St. Augustine Historic District Private Villas and Holiday Homes Under $200
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $243/Night
7 Nights - CA $1,700
House
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
CA $274/Night
7 Nights - CA $1,915
Bed & Breakfast
9.4(610 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $275/Night
7 Nights - CA $1,922
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $219/Night
7 Nights - CA $1,536
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
CA $273/Night
7 Nights - CA $1,910
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $219/Night
7 Nights - CA $1,536
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $194/Night
7 Nights - CA $1,360
Apartment
9.4(3 Reviews)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $242/Night
7 Nights - CA $1,693
Condo
9.4(3 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $219/Night
7 Nights - CA $1,536
Instantly Bookable Holiday Homes in St. Augustine Historic District
Over 1750+ Instantly Bookable Holiday Homes in or Near St. Augustine Historic District
Condo
10.0(2 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $439/Night
7 Nights - CA $3,073
House
2 Bedrooms
6 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
CA $605/Night
7 Nights - CA $4,234
Condo
10.0(2 Reviews)
1 Bedroom
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $391/Night
7 Nights - CA $2,739
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $316/Night
7 Nights - CA $2,213
Cottage
9.8(72 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $347/Night
7 Nights - CA $2,430
Apartment
9.8(36 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $578/Night
7 Nights - CA $4,048
Apartment
9.8(15 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $307/Night
7 Nights - CA $2,150
House
9.8(6 Reviews)
1 Bedroom
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $403/Night
7 Nights - CA $2,819
Apartment
9.6(42 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $291/Night
7 Nights - CA $2,040
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 2726 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 874.35 ft², with nightly prices averaging CA $452.
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 2726 St. Augustine Historic District, FL Holiday Rentals
- Prices for a holiday home in St. Augustine Historic District start at CA $73
- Top rated vacation home in St. Augustine Historic District is Adorable Guest House walking distance to Historic St. Augustine!
- 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:
- Adorable Guest House walking distance to Historic St. Augustine!
- 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 🚭
- Island Luxury and Location! Between Downtown and the Beach
- Adorable cottage central to everything
- Charming 3BR/2BA Artisan Cottage Walk to Historic St. Augustine + Fire Pit
- Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
- Charming 3/2 Cottage- Close to beach & Historic Downtown
- *Oct-Nov Special* Beach|Downtown|Coastal Cottage
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.ca holiday rentals are available in St. Augustine Historic District?
As of 2026, Casai boasts over 2726 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 | 1872 |
| Lincolnville Vacation Rentals in St. Augustine, Florida | 457 |
| Old Town Vacation Rentals in St. Augustine, Florida | 2984 |
