Book Holiday Homes in St. Augustine

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Featured Holiday Homes in St. Augustine

Bluegreen Vacations Grande Villas at World Golf Village

Bluegreen Vacations Grande Villas at World Golf Village

3.5 out of 5
100 Front Nine Dr, St. Augustine, FL
Located in St. Augustine, Bluegreen Vacations Grande Villas at World Golf Village is on a lake, a 2-minute drive from King and Bear Golf Course and 10 minutes ...
Bluegreen Vacations Grande Villas at World Golf Village
Prime Location! Walk everywhere! Fully Fenced Backyard, Hot Tub, Fire Pit, Screened Porch, Man Cave!

Prime Location! Walk everywhere! Fully Fenced Backyard, Hot Tub, Fire Pit, Screened Porch, Man Cave!

St. Augustine
With a stay at this vacation home in St. Augustine (Davis Shores), you'll be within a 5-minute drive of Anastasia State Park and Castillo de San Marcos National ...
Prime Location! Walk everywhere! Fully Fenced Backyard, Hot Tub, Fire Pit, Screened Porch, Man Cave!
"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!"

"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!"

2 out of 5
St. Augustine
A stay at this vacation home places you in the heart of St. Augustine, within a 15-minute walk of St. George Street and Flagler College.
"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!"
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Adorable Guest House walking distance to Historic St. Augustine!

Adorable Guest House walking distance to Historic St. Augustine!

St. Augustine
A stay at this vacation home places you in the heart of St. Augustine, within a 15-minute walk of St. George Street and Castillo de San Marcos National ...
Adorable Guest House walking distance to Historic St. Augustine!
Walk to the beach or Explore the Nation's Oldest City-Beach Cottage Paradise

Walk to the beach or Explore the Nation's Oldest City-Beach Cottage Paradise

St. Augustine
With a stay at this vacation home, you'll be centrally located in St. Augustine, a 3-minute drive from St. Augustine Beach and 12 minutes from Flagler ...
Walk to the beach or Explore the Nation's Oldest City-Beach Cottage Paradise
Downtown 1890's St. Augustine Cottage

Downtown 1890's St. Augustine Cottage

St. Augustine
With a stay at this vacation home, you'll be centrally located in St. Augustine, within a 5-minute drive of St. George Street and Castillo de San Marcos National ...
Downtown 1890's St. Augustine Cottage
Charming Updated Downtown Cottage / Park & Walk

Charming Updated Downtown Cottage / Park & Walk

St. Augustine
A stay at this vacation home places you in the heart of St. Augustine, within a 15-minute walk of St. George Street and Castillo de San Marcos National ...
Charming Updated Downtown Cottage / Park & Walk
Augustine Abode- Newly renovate 3/2 in historic Lincolnville district

Augustine Abode- Newly renovate 3/2 in historic Lincolnville district

St. Augustine
A stay at this vacation home places you in the heart of St. Augustine, within a 15-minute walk of St. George Street and Flagler College.
Augustine Abode- Newly renovate 3/2 in historic Lincolnville district
Sunlit Serenity: Escpae in St. Augustine

Sunlit Serenity: Escpae in St. Augustine

2 out of 5
St. Augustine
Located in St. Augustine (Downtown Historic District), this vacation home is within a 15-minute walk of St. George Street and Flagler College.
Sunlit Serenity: Escpae in St. Augustine
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

St. Augustine Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our St. Augustine vacation homes are the perfect way for you to wing it.

Holiday houses in St. Augustine let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of St. Augustine in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local St. Augustine adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in St. Augustine with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of St. Augustine vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

St. Augustine Holiday Homes essential information

Accommodation
1722 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$327
Popular accommodation
Bluegreen Vacations Grande Villas at World Golf Village, Prime Location! Walk everywhere! Fully Fenced Backyard, Hot Tub, Fire Pit, Screened Porch, Man Cave!, "Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!", Adorable Guest House walking distance to Historic St. Augustine!, Walk to the beach or Explore the Nation's Oldest City-Beach Cottage Paradise, Downtown 1890's St. Augustine Cottage, Charming Updated Downtown Cottage / Park & Walk, Augustine Abode- Newly renovate 3/2 in historic Lincolnville district, Sunlit Serenity: Escpae in St. Augustine

Top trending hotels in St. Augustine

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd, St. Augustine, FL
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 5 Jan to 6 Jan
AU$223
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Guy Harvey Resort on St Augustine Beach in St. Augustine, you'll be on the beach, within a 10-minute drive of St. Augustine Beach and Anastasia ...
Guy Harvey Resort on St Augustine Beach
The Smart Stay Inn

The Smart Stay Inn

2.5 out of 5
2365 FL-16, St. Augustine, FL
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 2 Jan to 3 Jan
AU$187
includes taxes & fees
2 Jan - 3 Jan 2025
When you stay at The Smart Stay Inn in St. Augustine, you'll be near the airport, within a 15-minute drive of St. George Street and Flagler College.
The Smart Stay Inn
Castillo Real Resort Hotel

Castillo Real Resort Hotel

3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
Fully refundable
The price is AU$303 per night from 1 Jan to 2 Jan
AU$303
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Castillo Real Resort Hotel in St. Augustine, you'll be by the ocean, just steps from St. Augustine Beach and a 5-minute drive from Anastasia State ...
Castillo Real Resort Hotel
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Villa 1565

Villa 1565

3 out of 5
137 San Marco Ave, St. Augustine, FL
Fully refundable
The price is AU$327 per night from 23 Dec to 24 Dec
AU$327
includes taxes & fees
23 Dec - 24 Dec
With a stay at Villa 1565, you'll be centrally located in St. Augustine, within a 5-minute drive of St. George Street and Flagler College.
Villa 1565
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.