A coastal cityscape with a prominent waterfront promenade, a large central building, and a historic tower.

Holiday Homes in St. Augustine

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for St. Augustine holiday homes

A yellow house with a green door, two windows, and a porch with two chairs.

1. Downtown Bungalow *Newly Listed*

Downtown Bungalow *Newly Listed*
Oyster Creek
10.0 out of 10, Exceptional, (54 reviews)
"We enjoyed our stay "
United States
Emily S.
The price is NZ$297
includes taxes & fees
18 Oct - 19 Oct
Downtown Bungalow *Newly Listed*
Room

2. Luxe Lemon Loft in Historic Downtown St Aug

Luxe Lemon Loft in Historic Downtown St Aug
Downtown Historic District
10.0 out of 10, Exceptional, (80 reviews)
"Lovely place and great location. Would definitely stay again!"
United States
Palmira B.
The price is NZ$401
includes taxes & fees
28 Oct - 29 Oct
Luxe Lemon Loft in Historic Downtown St Aug
A house with a porch, a red door, and a flag.

3. The St Augustine Tiny House! Walk to everything in town

The St Augustine Tiny House! Walk to everything in town
Downtown Historic District
9.0 out of 10, Wonderful, (49 reviews)
"We loved the little house - perfect location to old town - we were able to walk the dog into town "
United States
Jennifer
The price is NZ$355
includes taxes & fees
20 Oct - 21 Oct
The St Augustine Tiny House! Walk to everything in town
A modern kitchen with a central island, two bar stools, a refrigerator, a microwave, and pendant lighting.

4. Walk to Nights of Lights, trolley #11 + EV charger

Walk to Nights of Lights, trolley #11 + EV charger
Downtown Historic District
10.0 out of 10, Exceptional, (54 reviews)
"Highly recommend. Great home and great host!"
United States
Daniel N.
The price is NZ$616
includes taxes & fees
15 Oct - 16 Oct
Walk to Nights of Lights, trolley #11 + EV charger
A modern kitchen with a white countertop, two bar stools, and a stainless steel refrigerator.

5. Beautiful home by the Bridge of Lions

Beautiful home by the Bridge of Lions
Davis Shores
9.2 out of 10, Wonderful, (10 reviews)
"We loved our stay at this home in St. Augustine! Absolute perfect location, with an easy and fun walk over the bridge to downtown, plus it's right behind a few great restaurants and bars. "
United States
Dan L.
The price is NZ$444
includes taxes & fees
27 Oct - 28 Oct
Beautiful home by the Bridge of Lions
A room with a wooden floor, a dining table with chairs, a sofa, a ceiling fan, and hanging plants.

6. Downtown Gem- Dog Friendly/Walk to Everything!

Downtown Gem- Dog Friendly/Walk to Everything!
Downtown Historic District
9.6 out of 10, Exceptional, (67 reviews)
"Small shower in master and other bathroom had a shower head that was way to high to reach. Some safety bars would have been nice to have since my wife and myself are 70 years old with some mobility issues."
United States
Philip
The price is NZ$721
includes taxes & fees
19 Oct - 20 Oct
Downtown Gem- Dog Friendly/Walk to Everything!
A modern kitchen with a central island, built-in shelves, a large window, and a stove.

7. Old Town “Secret Chef”, near Historic Downtown Saint Augustine

Old Town “Secret Chef”, near Historic Downtown Saint Augustine
Uptown
9.2 out of 10, Wonderful, (45 reviews)
"Great stay! Clean, perfect size. 14 minute walk from the begging of Down town."
United States
Douglas T.
The price is NZ$339
includes taxes & fees
15 Oct - 16 Oct
Old Town “Secret Chef”, near Historic Downtown Saint Augustine
A hotel room with a bed, nightstands, a painting, and a door.

8. Luxury Modern Comfort in Historic St Augustine

Luxury Modern Comfort in Historic St Augustine
St. Augustine
10.0 out of 10, Exceptional, (25 reviews)
"Excellent place for a peaceful weekend! Host was great! "
United States
Helen C.
The price is NZ$622
includes taxes & fees
18 Oct - 19 Oct
Luxury Modern Comfort in Historic St Augustine
A two-story house with a porch, number 28, surrounded by a garden with plants and a bench.

9. 💲Palm Paradise - Renovated 1885 Queen Anne - Historic DT 1 Block Stroll - Beach only 3 Mi💲

💲Palm Paradise - Renovated 1885 Queen Anne - Historic DT 1 Block Stroll - Beach only 3 Mi💲
Downtown Historic District
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful place close to historic area."
United States
Frank V.
The price is NZ$560
includes taxes & fees
18 Oct - 19 Oct
💲Palm Paradise - Renovated 1885 Queen Anne - Historic DT 1 Block Stroll - Beach only 3 Mi💲
A wooden staircase leading to a living area with a kitchen, dining table, and a sofa.

10. Downton Abbottry 2/2 - 5 Min Walk To City Gates

Downton Abbottry 2/2 - 5 Min Walk To City Gates
Uptown
10.0 out of 10, Exceptional, (12 reviews)
"Loved the quaint quiet location - perfect walkable place! Hope to be able to stay again!"
United States
Kathy
Downton Abbottry 2/2 - 5 Min Walk To City Gates
A balcony with a view of the neighborhood, including houses and trees.

11. Walking distance to Historic Downtown and Attractions

Walking distance to Historic Downtown and Attractions
Uptown
9.2 out of 10, Wonderful, (40 reviews)
"Great host - great location - very comfortable - adjacent to downtown - smooth check-in/out!"
United States
CHARLES S.
The price is NZ$428
includes taxes & fees
21 Oct - 22 Oct
Walking distance to Historic Downtown and Attractions
A beach with sand and grass, leading to the ocean.

12. Historic Recording Studio | Walk to Old Town

Historic Recording Studio | Walk to Old Town
Downtown Historic District
9.6 out of 10, Exceptional, (21 reviews)
"We enjoyed our stay at this property its in a great location and pet friendly "
United States
Trish L.
The price is NZ$581
includes taxes & fees
15 Oct - 16 Oct
Historic Recording Studio | Walk to Old Town
A black door with a window, a small shelf with a bowl, and a framed architectural drawing on the wall.

13. Spacious cozy home between downtown & the beach!

Spacious cozy home between downtown & the beach!
Davis Shores
10.0 out of 10, Exceptional, (21 reviews)
"This host was extremely helpful and offered to assist every step of the way. The condo was very nice and clean and in a perfect location to walk downtown or drive to the beac or other restaurants. Perfect stay! "
United States
Keith U.
Spacious cozy home between downtown & the beach!
A kitchen with white cabinets, a black refrigerator, a stove, and a microwave.

14. Minutes away from the beach and walking distance into town

Minutes away from the beach and walking distance into town
Uptown
9.2 out of 10, Wonderful, (40 reviews)
"Location, location, location. Phenomenal location for St Augustine area."
United States
Gene W.
The price is NZ$549
includes taxes & fees
21 Oct - 22 Oct
Minutes away from the beach and walking distance into town
A beach with sand and grass, leading to the ocean.

15. Historic Downtown Bungalow -Walk To Everything-

Historic Downtown Bungalow -Walk To Everything-
Downtown Historic District
9.0 out of 10, Wonderful, (96 reviews)
"Our experience was excellent!"
United States
kelli l.
The price is NZ$478
includes taxes & fees
1 Nov - 2 Nov
Historic Downtown Bungalow -Walk To Everything-
A kitchen with white cabinets, a stainless steel refrigerator, and a granite countertop.

16. Adorable Guest House walking distance to Historic St. Augustine!

Adorable Guest House walking distance to Historic St. Augustine!
Uptown
10.0 out of 10, Exceptional, (211 reviews)
"⭐️⭐️⭐️⭐️⭐️ We really enjoyed our stay! The place was very clean, quiet, and comfortable, and the location was perfect for enjoying St. Augustine. Communication with the hosts was great, and they made everything very easy. The instructions for check-in, check-out, and parking were clear and simple to follow. Everything went smoothly from beginning to end. We had a great experience and would definitely stay here again!"
United States
Ruben
The price is NZ$452
includes taxes & fees
21 Oct - 22 Oct
Adorable Guest House walking distance to Historic St. Augustine!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a built-in microwave.

17. Charming 3-bedroom house with soaking pool game room,in peaceful St. Augustine

Charming 3-bedroom house with soaking pool game room,in peaceful St. Augustine
St. Augustine
9.2 out of 10, Wonderful, (9 reviews)
"The house was exactly as described and the location was close to downtown. We enjoyed the game room and the beds were very comfortable. "
United States
Jessica B.
The price is NZ$836
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house with soaking pool game room,in peaceful St. Augustine
A spacious living area with a beige sofa, wooden flooring, and a kitchen with white cabinets and stainless steel appliances.

18. 💲Renovated Romantic Guesthouse💲 Historic Downtown Easy 2 Block Stroll - Beach only 3 Miles!

💲Renovated Romantic Guesthouse💲 Historic Downtown Easy 2 Block Stroll - Beach only 3 Miles!
Downtown Historic District
9.8 out of 10, Exceptional, (157 reviews)
"Great location "
United States
Susan G.
The price is NZ$569
includes taxes & fees
15 Oct - 16 Oct
💲Renovated Romantic Guesthouse💲 Historic Downtown Easy 2 Block Stroll - Beach only 3 Miles!
A spacious bar area with high ceilings, exposed beams, and a brick wall. There are multiple tables and chairs arranged for dining.

19. Downtown Historic Two Bedroom Victorian Apartment. Free On-site Parking

Downtown Historic Two Bedroom Victorian Apartment. Free On-site Parking
Downtown Historic District
9.4 out of 10, Exceptional, (22 reviews)
"Great communication, great location, great house. What more can you ask for. Would definitely stay again"
United States
Eric W.
The price is NZ$615
includes taxes & fees
15 Oct - 16 Oct
Downtown Historic Two Bedroom Victorian Apartment. Free On-site Parking
A beach with a clear sky, sandy shore, and sparse vegetation.

20. Uptown Charmer|1mile walk to DT|2miles Vilano BCH

Uptown Charmer|1mile walk to DT|2miles Vilano BCH
Uptown
9.8 out of 10, Exceptional, (20 reviews)
"Host was very attentive and the house is charming. We were in close proximity to many historic sites and great food. We would definitely stay here again."
United States
Ann R.
Uptown Charmer|1mile walk to DT|2miles Vilano BCH
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Augustine Hotel Reviews

The Smart Stay Inn

The Smart Stay Inn

10/10 Excellent
"Great people with clean rooms with a breakfast"
Darryl 1-night trip
Posted 1 hour ago
The Smart Stay Inn

Find out more about St. Augustine

St. Augustine Holiday Homes information

Number of reviews
1,075
Accommodation
2280 Holiday Homes
Lowest Price
NZ$297
Highest Price
NZ$836