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Search results; Over 1,000 homes in St. Augustine

Top guest favourite
Cottage in St. Augustine
Fun Waterfront Retreat, Heated Pool, Rooftop Deck
1 bedroom, 2 beds, 1.5 private bathrooms
11–16 Oct
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4.98 out of 5 average rating, 198 reviews
Guest favourite
Home in St. Augustine
Luxury Home with Pool, Pickle Ball and Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.9 out of 5 average rating, 52 reviews
Guest favourite
Home in St. Augustine
Pelicans Paradise Pool Home —Steps to Downtown
4 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Vilano Beach
Floridian Bungalow•2 Min Walk to Beach•Heated Pool
4 bedrooms, 4 beds, 3.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Cottage in Lincolnville
Walk Historic Downtown! “Blue Heaven”
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 279 reviews
Top guest favourite
Flat in St. Augustine
Cozy & Comfy 2/2 Apt ~ Walk to Historic Downtown
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 357 reviews
Top guest favourite
Home in St. Augustine
Downton Abbottry 2/2 - 5 Min Walk To City Gates
2 bedrooms, 2 queen beds, 2 bathrooms
29 Sept – 4 Oct
4.96 out of 5 average rating, 384 reviews
Top guest favourite
Home in St. Augustine
Retro Pool Retreat | Minutes to Beach & Breweries
3 bedrooms, 3 queen beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 86 reviews
Top guest favourite
Home in St. Augustine
Top Rated | 1 Mi to Downtown | Pool + Games
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Home in St. Augustine
Vibrant Escape Close to Downtown and Beach
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Home in Lincolnville
Benedict House; True luxury & high-end decor
3 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 58 reviews
Top guest favourite
Home in St. Augustine
Cocktail Pool, Putt Putt, Bowling, BBQ, Nintendo
4 bedrooms, 6 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Home in St. Augustine
Resort-Style Home with Pool & Gourmet Kitchen
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Vilano Beach
Coastal Getaway | Beach + Historic St. Augustine
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 34 reviews
Luxe
Villa in Vilano Beach
Vilano Villa| Walk 2 Beach | Water View | Wellness
5 bedrooms, 8 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Superhost
Home in St. Augustine
Island Home • Pool • Putting Green • Walk to Amp
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Lincolnville
Lake Sanchez Artist Cottage, Circa 1888
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in St. Augustine
3BR Private Pool Oasis Mins to Historic St Aug
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in St. Augustine
HGTV-Style Home + Pool + Walk/Bike to Attractions
2 bedrooms, 2 king beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 141 reviews