St. Augustine Holiday Homes
House
10.0(467 Reviews)
2 Bedrooms
2 Baths
5 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
R8,131/Night
7 Nights - R56,919
Apartment
10.0(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
96.88 ft²
- Oceanfront
- Parking
Pool- Ocean View
R2,296/Night
7 Nights - R16,066
Bed & Breakfast
10.0(13 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
R3,723/Night
7 Nights - R26,063
House
10.0(321 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,088/Night
7 Nights - R21,613
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
2002.09 ft²
- Parking
View- Air Conditioner
Internet
R9,622/Night
7 Nights - R67,357
Apartment
10.0(238 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,366/Night
7 Nights - R23,560
House
10.0(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
1097.92 ft²
- Parking
- Air Conditioner
- Internet
Security/Safety
R2,356/Night
7 Nights - R16,492
Villa
10.0(235 Reviews)
2 Bedrooms
2 Baths
6 Guests
1250 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R3,504/Night
7 Nights - R24,525
House
10.0(9 Reviews)
3 Bedrooms
4 Baths
6 Guests
1603.82 ft²
- Parking
- View
- Air Conditioner
- Internet
R6,952/Night
7 Nights - R48,657
House
10.0(215 Reviews)
2 Bedrooms
2 Baths
6 Guests
884 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,819/Night
7 Nights - R19,731
House
10.0(8 Reviews)
4 Bedrooms
4 Baths
10 Guests
1603.82 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
R11,011/Night
7 Nights - R77,076
Apartment
10.0(214 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- View
R2,180/Night
7 Nights - R15,265
Why Choose Rent By Owner for your St. Augustine Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for St. Augustine
How to Book Your St. Augustine Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Other Places to Stay in St. Augustine, FL
St. Johns County
Anastasia Island
Downtown Historic District
St. Augustine Historic District
Butler Beach
St. Augustine Beach
Coquina Gables
Crescent Beach
Vilano Beach
Lincolnville
Putnam County
Crescent City
Frequently Asked Questions About St. Augustine Holiday Rentals
1. What are the top Holiday Homes in St. Augustine?
There are a lot of options in St. Augustine. If you plan on staying in the St. Augustine area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in St. Augustine:
- 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!
- Gorgeous Direct OCEANFRONT Home - Straight Out of Pottery Barn - 3 Decks/Pool Table - Amazing Views
- Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!
- LUXURY 8BR OCEANFRONT, LARGE HEATED POOL, FOOSBALL, SLEEPS 22!
- Oceanfront Home with Best Views & NEW Pool on the Beach
- 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse
- St Augustine, Remodeled Oceanfront 3-Bedroom with Beautiful Views. Great Deal
- Twin Palms l Craftsman Cottage l Walk to DNTN
2. How many Holiday Homes are available in St. Augustine?
Currently, the total number of properties listed by RBO in 2026 is over 9163 in the St. Augustine area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in St. Augustine.
More Rentals You May Like Near St. Augustine
Apartment
10.0(8 Reviews)
3 Bedrooms
2 Baths
7 Guests
1496.18 ft²
- Parking
- View
- Air Conditioner
- Internet
R4,673/Night
7 Nights - R32,705
Condo
10.0(209 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R4,930/Night
7 Nights - R34,505
Condo
10.0(197 Reviews)
2 Bedrooms
2 Baths
6 Guests
1008 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R4,723/Night
7 Nights - R33,065
Condo
10.0(193 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Private Pool- Parking
- Pool
- Ocean View
R4,535/Night
7 Nights - R31,740
Apartment
10.0(188 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R9,496/Night
7 Nights - R66,474
![Ocean View Unit 3305 - Ocean & Racquet Resort [20% DISCOUNT ON 7+ NIGHT STAYS]](https://imgservice.rentbyowner.co.za/640x287/ocean-view-u-us-st-augustine-beach-ha-3212175711-0.jpg)
Condo
10.0(187 Reviews)
2 Bedrooms
2 Baths
4 Guests
880 ft²
- Private Pool
- Oceanfront
Hot Tub- Parking
R3,892/Night
7 Nights - R27,241
Cottage
10.0(183 Reviews)
2 Bedrooms
2 Baths
6 Guests
1545 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R8,817/Night
7 Nights - R61,713
House
10.0(182 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
R12,480/Night
7 Nights - R87,350
Apartment
10.0(175 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
R5,057/Night
7 Nights - R35,405
Apartment
10.0(175 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R3,406/Night
7 Nights - R23,838
Apartment
10.0(174 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- View
R2,135/Night
7 Nights - R14,954
Condo
10.0(159 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R5,225/Night
7 Nights - R36,583
