House
10.0(477 Reviews)
2 Bedrooms
5 Guests
Parking
Ocean View
Balcony/Terrace
View
R8,294/Night
7 Nights - R58,060
St. Augustine 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
10.0
Apartment
10.0(33 Reviews)
2 Bedrooms
6 Guests
Oceanfront- Parking
Pool- Ocean View
R2,337/Night
7 Nights - R16,355
House
4 Bedrooms
14 Guests
R8,945/Night
7 Nights - R62,623
House
10.0(331 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,969/Night
7 Nights - R20,786
House
10.0(10 Reviews)
4 Bedrooms
8 Guests
- Parking
- View
Air Conditioner
Internet
R9,796/Night
7 Nights - R68,569
Apartment
10.0(241 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,472/Night
7 Nights - R24,300
Villa
10.0(235 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R3,344/Night
7 Nights - R23,400
Condo
10.0(211 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R5,096/Night
7 Nights - R35,675
Apartment
10.0(197 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R4,770/Night
7 Nights - R33,393
Luxury Holiday Rentals in St. Augustine
Over 9227+ Luxury Holiday Rentals in or Near St. Augustine
New
House
16 Bedrooms
41 Guests
Private Pool- Oceanfront
- Parking
- Pool
R69,976/Night
7 Nights - R489,843
House
6 Bedrooms
28 Guests
- Oceanfront
Hot Tub
Spa- Ocean View
R69,713/Night
7 Nights - R487,994
House
10.0(13 Reviews)
10 Bedrooms
20 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R67,366/Night
7 Nights - R471,556
House
5 Bedrooms
16 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R66,627/Night
7 Nights - R466,393
R65,892/Night
7 Nights - R461,246
R64,281/Night
7 Nights - R449,971
House
10.0(1 Review)
5 Bedrooms
14 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R51,995/Night
7 Nights - R363,964
House
Beachfront Paradise, New Pool and Hot Tub, Private Boardwalk, Six King Suites, $300 in Free Tickets!
10.0(37 Reviews)
8 Bedrooms
18 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R47,521/Night
7 Nights - R332,652
Top-Rated Holiday Rentals with a Pool in St. Augustine
Over 4598+ The Best Private Villas and Holiday Rentals in St. Augustine with a Pool
Condo
10.0(244 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
R5,672/Night
7 Nights - R39,706
Condo
10.0(194 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
R4,574/Night
7 Nights - R32,011
![Ocean View Unit 3305 - Ocean & Racquet Resort [20% DISCOUNT ON 7+ NIGHT STAYS]](https://imgservice.casai.co.za/640x287/ocean-view-u-us-st-augustine-beach-ha-3212175711-0.jpg)
Condo
10.0(194 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R2,773/Night
7 Nights - R19,420
House
10.0(192 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R24,617/Night
7 Nights - R172,314
House
10.0(189 Reviews)
8 Bedrooms
22 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
R26,520/Night
7 Nights - R185,638
House
10.0(184 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
R13,946/Night
7 Nights - R97,616
Apartment
10.0(180 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R5,032/Night
7 Nights - R35,226
House
10.0(166 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R6,894/Night
7 Nights - R48,266
Apartment
10.0(160 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R8,320/Night
7 Nights - R58,243
Pet-Friendly Holiday Rentals in St. Augustine
Over 3210+ Pet-Friendly Holiday Rentals in or Near St. Augustine
Cottage
10.0(185 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R8,867/Night
7 Nights - R62,074
Apartment
10.0(8 Reviews)
3 Bedrooms
7 Guests
- Parking
- View
- Air Conditioner
- Internet
R4,941/Night
7 Nights - R34,593
R7,206/Night
7 Nights - R50,448
House
10.0(144 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
R4,417/Night
7 Nights - R30,929
House
10.0(7 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
R2,912/Night
7 Nights - R20,386
House
10.0(143 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,937/Night
7 Nights - R41,554
Cottage
10.0(141 Reviews)
1 Bedroom
2 Guests
- Parking
Kitchen- Air Conditioner
- Internet
R4,152/Night
7 Nights - R29,063
House
10.0(131 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,042/Night
7 Nights - R35,292
House
10.0(126 Reviews)
1 Bedroom
2 Guests
- Oceanfront
Breakfast- Parking
- Ocean View
R2,912/Night
7 Nights - R20,386
Large Holiday Rentals and Private Villas in St. Augustine
Over 1250+ Large Holiday Rentals and Private Villas in or Near St. Augustine
Villa
10.0(42 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R3,706/Night
7 Nights - R25,949
House
10.0(7 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
R11,209/Night
7 Nights - R78,462
House
10.0(167 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R12,089/Night
7 Nights - R84,625
Villa
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,642/Night
7 Nights - R32,494
House
10.0(3 Reviews)
7 Bedrooms
14 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
R14,063/Night
7 Nights - R98,432
House
10.0(5 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,377/Night
7 Nights - R37,641
Villa
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R7,594/Night
7 Nights - R53,163
Condo
10.0(1 Review)
1 Bedroom
32 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R37,655/Night
7 Nights - R263,584
Villa
10.0(1 Review)
2 Bedrooms
7 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R4,939/Night
7 Nights - R34,576
Wheelchair Accessible Holiday Homes in St. Augustine
Over 1312+ Wheelchair Accessible Holiday Homes in or Near St. Augustine
Condo
10.0(132 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
R5,183/Night
7 Nights - R36,275
House
10.0(2 Reviews)
2 Bedrooms
7 Guests
Private Beach- Oceanfront
- Parking
- Pool
R6,462/Night
7 Nights - R45,235
Apartment
10.0(1 Review)
1 Bedroom
- Parking
- Pool
- Ocean View
- View
R3,681/Night
7 Nights - R25,765
Condo
10.0(111 Reviews)
2 Bedrooms
7 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R5,700/Night
7 Nights - R39,906
House
10.0(2 Reviews)
2 Bedrooms
7 Guests
- Private Beach
- Oceanfront
- Parking
- Pool
R5,913/Night
7 Nights - R41,388
Condo
10.0(108 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R3,981/Night
7 Nights - R27,864
Condo
10.0(89 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R6,022/Night
7 Nights - R42,154
Condo
10.0(78 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R2,169/Night
7 Nights - R15,189
Condo
10.0(77 Reviews)
1 Bedroom
7 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R3,151/Night
7 Nights - R22,051
St. Augustine Private Villas and Holiday Homes Under $200
Over 1845+ St. Augustine Private Villas and Holiday Homes Under $200
Apartment
10.0(178 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,632/Night
7 Nights - R18,421
House
10.0(10 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- View
R2,398/Night
7 Nights - R16,788
Bed & Breakfast
10.0(14 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,177/Night
7 Nights - R15,239
Condo
10.0(141 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R2,563/Night
7 Nights - R17,938
Apartment
10.0(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R2,665/Night
7 Nights - R18,654
Condo
10.0(126 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R1,867/Night
7 Nights - R13,074
Apartment
10.0(120 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R2,283/Night
7 Nights - R15,972
Apartment
10.0(109 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,189/Night
7 Nights - R22,318
Apartment
10.0(107 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,981/Night
7 Nights - R20,869
Instantly Bookable Holiday Homes in St. Augustine
Over 6172+ Instantly Bookable Holiday Homes in or Near St. Augustine
Apartment
10.0(192 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R9,359/Night
7 Nights - R65,521
Condo
3 Bedrooms
7 Guests
- Air Conditioner
Child Friendly
Laundry
Bedding/Linens
R4,974/Night
7 Nights - R34,809
Apartment
10.0(176 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
R3,546/Night
7 Nights - R24,816
House
10.0(157 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,569/Night
7 Nights - R31,978
Cottage
10.0(146 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,401/Night
7 Nights - R30,812
House
10.0(141 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R6,563/Night
7 Nights - R45,935
Condo
10.0(141 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R4,428/Night
7 Nights - R30,995
Condo
10.0(128 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R5,758/Night
7 Nights - R40,305
House
10.0(127 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R5,066/Night
7 Nights - R35,459
Book a Last Minute Place to Stay in St. Augustine
About Casai's Private Villas and Holiday Rentals in St. Augustine
Discover more than 9236 vacation rentals available in St. Augustine. 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.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in St. Augustine, 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. On average, places to stay near St. Augustine offer 838.8 ft², with nightly prices averaging R6,020.
With Casai, finding and comparing holiday rentals in St. Augustine 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, FL
There are 9236 St. Augustine, FL Holiday Rentals
- Prices for a holiday home in St. Augustine start at R864
- Top rated vacation home in St. Augustine is ~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~
- Most popular short term in St. Augustine is Villa 1565 - Saint Augustine
- Cheapest place to stay in St. Augustine is Stayable St. Augustine
- Most expensive holiday rental in St. Augustine is 3 houses/3 pools/2 rooftops/panoramic ocean & downtown views
Recently Booked Holiday Rentals in St. Augustine
- ~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~
- 2 BR Condo in St Augustine across from Beach
- Private Beach Access, Beautiful Ocean Views, Balcony, Brand New Furnishings, $300 in Free Tickets!
- MARINA SUNSETS - SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
- Casa DeSoto - Luxury Downtown Oasis
Frequently Asked Questions About St. Augustine?
What are the top holiday rentals in St. Augustine?
With numerous options available in St. Augustine, 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:
- ~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~
- MARINA SUNSETS - SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
- Oceanfront Luxury Next To St Augustine Center - Quiet Vilano Beach, Dogs Welcome
- GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach
- Spacious and up to date - Flexible dates and prices!
- C2 Perfect location in historic city center, near beaches, patio, free parking!
- STEPS TO THE BEACH, SABTC 2BR/2BA VILLA, CLEAN, QUIET, POOLS, 5-STAR REVIEWS!
- Gorgeous Direct OCEANFRONT Home - Straight Out of Pottery Barn - 3 Decks/Pool Table - Amazing Views
- Lovely Condo On The Beach With Pool And Ocean View - Newly Furnished
- Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!
How many holiday rentals have private pools in St. Augustine?
Discover a selection of holiday rentals with private pools near St. Augustine 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 are best for families?
If you're searching for a family-friendly holiday home in St. Augustine, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in St. Augustine:
How many Casai.co.za holiday rentals are available in St. Augustine?
As of 2026, Casai boasts over 9236 properties listed in the St. Augustine 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.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Historic District Vacation Rentals in St. Augustine, Florida | 1846 |
| St. Augustine Historic District Vacation Rentals in St. Augustine, Florida | 1390 |
| Butler Beach Vacation Rentals in St. Augustine, Florida | 1338 |
| Coquina Gables Vacation Rentals in St. Augustine, Florida | 1042 |
| Crescent Beach Vacation Rentals in St. Augustine, Florida | 683 |
| Vilano Beach Vacation Rentals in St. Augustine, Florida | 469 |
| Lincolnville Vacation Rentals in St. Augustine, Florida | 456 |
| St. Augustine South Vacation Rentals in St. Augustine, Florida | 38 |
| Surfcrest Village Vacation Rentals in St. Augustine, Florida | 28 |
| Saint Augustine Shores Vacation Rentals in St. Augustine, Florida | 24 |
| Lighthouse Park Vacation Rentals in St. Augustine, Florida | 3282 |
| Old Town Vacation Rentals in St. Augustine, Florida | 2969 |
| Boys Works Vacation Rentals in St. Augustine, Florida | 1708 |
| Fruitland Vacation Rentals in St. Augustine, Florida | 52 |
| Royal St. Augustine Vacation Rentals in St. Augustine, Florida | 2124 |
| Palencia Vacation Rentals in St. Augustine, Florida | 28 |
