Find the Best St. Augustine Vacation Rentals by Owner
Skip the middleman and book directly with the owner for a seamless vacation experience. Our handpicked vacation rentals in St. Augustine offer private pools, ocean views, and unbeatable locations just steps from the beach.
On Sea'batical
Size – 4 Bedrooms • 4 Bathrooms • Sleeps 8-14
- Internet
- Fireplace
- Ocean View
- Private Pool
- 2800ft² / 260m² home
- Gigantic private decks with 180° views and peekaboo views of the ocean
- Private pool + backyard oasis (tiki hut, fire pit and more)
- Game room
- Heated pool (optional) – extra fee
- Elevator (optional) – extra fee
- Master bedroom with ensuite bathroom
- Wet Bar
- 1-minute walk to beach access
- 4 full bathrooms
- Onsite parking for 4 cars
- Fully stocked and equipped kitchen
- Onsite washer + dryer
$432-1,658/night
Sunny Side Up
Size – 5 Bedrooms • 4 Bathrooms (3 full, 1 half) • Sleeps 9-14
- Internet
- Fireplace
- Ocean View
- Private Pool
- 3400ft² / 315m² home
- “Birds nest” on 3rd floor with 180° views and peekaboo views of the ocean and intercoastal
- Private pool + backyard oasis (tiki hut, fire pit and more)
- Game Room
- 2 ensuite bathrooms
- Heated pool (optional) – extra fee
- 2 of the 5 bedrooms are on the main level/first floor for easy access
- Onsite parking for 3-4 cars
- 5 min drive to historic downtown St. Augustine
- 3 min walk to the beach
- Fully stocked and equipped kitchen
- Onsite washer + dryer
- Outdoor lights
- Pool lights
$376-2,002/night
Guests Love Their Stay – Here’s Why
Our vacation rentals have hosted families, couples, and friends looking for the perfect beach getaway. From stunning views to luxurious amenities, see why guests keep coming back.
— Emily R., August 2024
— Mark & Sarah W., October 2024
Why Stay With Us?
Booking a vacation rental by owner in St. Augustine means lower fees, personalized service, and direct access to premium properties. Enjoy a stress-free stay in a spacious, well-appointed beach home without dealing with third-party platforms.
01
Massive, Spacious Beach Homes
Enjoy 2,800 – 3,400 sq. ft. of living space, perfect for families and groups seeking room to relax in total comfort.
02
Expansive Private Decks with Stunning Views
Enjoy 180° panoramic views from oversized decks and the exclusive bird’s nest lookout, with peekaboo ocean and intracoastal views.
03
Private Heated Pool & Backyard Oasis
Take a dip in your own private pool, relax under the tiki hut, and gather around the fire pit for unforgettable evenings.
04
Steps from the Beach & Close to Downtown
Just a 1–3 minute walk to the beach and a 5-minute drive to historic downtown St. Augustine, putting the best of the area at your fingertips.
Why Choose a Beach House Rental with a Private Heated Pool in St. Augustine?
When planning a St. Augustine vacation, choosing a vacation rental by owner is the smartest way to secure the best property at the best price. Unlike large rental agencies or booking platforms that add hidden fees, booking directly with the owner allows you to save money, ask questions, and get personal recommendations to make your stay unforgettable. Our vacation rentals by owner in St. Augustine are carefully managed to ensure exceptional cleanliness, premium amenities, and top-tier guest service. Whether you’re looking for a beachfront home with a private pool, a spacious retreat for a family getaway, or a cozy rental near downtown St. Augustine, booking directly means you’ll enjoy better communication, customized experiences, and no unnecessary markups. Each property is designed with comfort in mind, featuring fully equipped kitchens, large open living spaces, private decks with ocean views, and backyard oases with fire pits and pools. Plus, you’re just a short walk from the beach and minutes from historic downtown St. Augustine, making these rentals the perfect combination of relaxation and adventure. When you choose a vacation rental by owner in St. Augustine, you’re not just booking a home—you’re securing a trusted, high-quality experience with direct support from property owners who care about your stay. Book direct today and enjoy a stress-free, top-rated vacation home with no hidden fees.