St. Augustine Vacation Rental Getaways


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  • Private Pool
  • Pool Access
  • Hot Tub
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  • Smoking allowed
  • Beach Access
  • Beach Front
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Sort by: Type BR/BA/Sleeps Price

5 Star Sand Dollar Condo

St. Augustine
NEW 5-STAR LISTING! (SAVE 15%. OWNER OPERATED, SO NO ADMINISTRATIVE FEES.) Treat yourself to the bes...
Condo 3 / 2 / 6

$228 - $268
Per Night

$1595 - $1875
Per Week

Ocean Front Ground Floor, Wifi, Beach Front Pool - Weekly...

St. Augustine
Ocean Front Ground Floor, Wifi, Beach Front Pool - Weekly Rentals Only When you are looking to have...
Condo 3 / 2 / 8

*
Online booking available

$1195 - $1695
Per Week

Penthouse Villa Madrid

St. Augustine
Stay on the oldest street in America in this one bedroom villa that can sleep 5 guests. Step back in...
Apartment 1 / 1 / 5

$375 - $375
Per Night

$1990 - $1990
Per Week

2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pool...

St. Augustine
2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting th...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $250
Per Night

$550 - $1236
Per Week

Penthouse Villa

St. Augustine
Stay on the oldest street in America in this one bedroom villa. Step back into the romance of Old Sp...
Apartment 1 / 1 / 2

$325 - $325
Per Night

$1900 - $1900
Per Week

Ocean View Condo at Sea Place, Flat Screens, Wifi, 2 Balc...

St. Augustine
Just footsteps from the sparkling blue Atlantic Ocean, this beachfront condo is vacation at its best...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $225
Per Night

$695 - $1438
Per Week

Sea Place 12122- Ground Floor Unit -Ocean and Pool View

St. Augustine
Gorgeous 1st floor poolside unit located at Sea Place. This 2 bedroom 2 bath condo has plenty to off...
Condo 2 / 2 / 6

*
Online booking available

$100 - $225
Per Night

$525 - $1338
Per Week

2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pool...

St. Augustine
2 BRs, 2.5 BAs, Sleeps 6, Ocean View Condo, 4 Heated Pools, Wifi Wake to sounds of waves hitting th...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $250
Per Night

$550 - $1236
Per Week

Coquina A 214, 2 Bedrooms, Ocean Front, Pool, Wifi, Sleeps 6

St. Augustine
Escape to the sugary sands of Crescent Beach at our luxury oceanfront condo at Coquina A214. Between...
Condo 2 / 2 / 6

*
Online booking available

$182 - $377
Per Night

$1276 - $2639
Per Week

Sand Dollar I 504, 3 Bedrooms, Ocean Front, Pool, Sleeps 6

St. Augustine
Try out life on the top floor, directly ocean-front on Crescent Beach. Sand Dollar I 504 is a fifth-...
Condo 3 / 2 / 6

*
Online booking available

$188 - $415
Per Night

$1318 - $2904
Per Week

Beach Haven

St. Augustine
Beach Haven - 2 Bedroom, 2 Bath, Pet Friendly Ocean Front Home. New remodeled - All New Furnishings...
Home 2 / 2 / 6

*
Online booking available

$145 - $285
Per Night

$770 - $1715
Per Week

Ocean Front Luxury Condo, Tempur Pedic Mattress - Weekly ...

St. Augustine
Ocean Front Luxury Condo, Tempur Pedic Mattress - Weekly Rentals Only Sand Dollar III, 404, Ocean F...
Condo 3 / 2 / 6

*
Online booking available

$1400 - $2295
Per Week

Ocean Village Club P27, 2 Bedroom, Heated Pool, Wifi, Sle...

St. Augustine
Just yards from the beach, our airy and light condo at Ocean Village Club P27 gives you all the amen...
Condo 2 / 2 / 6

*
Online booking available

$103 - $206
Per Night

$722 - $1441
Per Week

Serenity Now, 4 Bedrooms, Ocean View, Pet Friendly, Wifi,...

St. Augustine
Beautifully decorated, Serenity Now Beach House lives up to its name! Conveniently located just step...
Home 4 / 3.5 / 10

*
Online booking available

$209 - $475
Per Night

$1461 - $3325
Per Week

SH 228

St. Augustine
Beautiful Ground Floor - 2 Bedroom Ocean View Condo - 4 Heated Pools, Tennis, Wifi and more. Welcom...
Condo 2 / 2 / 6

*
Online booking available

$175 - $345
Per Night

$805 - $1750
Per Week

Dune Nuttin, 5 Bedrooms, Private Pool, Sleeps 12

St. Augustine
Enjoy lunch on your balcony among the sunshine and sea breezes. Surf the waves, catch some fish, hit...
Home 5 / 3 / 12

*
Online booking available

$254 - $620
Per Night

$1775 - $4338
Per Week

SD 103

St. Augustine
Sand Dollar III, 103 - Ocean Front Ground Floor Condo, Wifi, Beach Front Pool. When you are looking...
Condo 3 / 2 / 8

*
Online booking available

$230 - $400
Per Night

$1470 - $2520
Per Week

OR 3102

St. Augustine
St. Augustine Ocean and Racquet 3102, Steps to the Beach, Hot Tub, 2 Pools. Enjoy this beautifully ...
Condo 2 / 2 / 7

*
Online booking available

$125 - $230
Per Night

$700 - $1260
Per Week

Windswept Sands, 5 Bedroom, Sleeps 11, Ocean front, Pool

St. Augustine
Welcome to Windswept Sands! This 5 bedroom, 5.5 bathroom home is your perfect vacation home away fro...
Home 5 / 5.5 / 11

*
Online booking available

$254 - $620
Per Night

$1775 - $4338
Per Week

Luxury 3 BR, 2 Bath - Ocean Front Upgraded Condo, Extra L...

St. Augustine
Luxury 3 BR, 2 Bath - Ocean Front Upgraded Condo, Extra Large Balcony If you are planning the perfe...
Condo 3 / 2 / 10

*
Online booking available

$250 - $350
Per Night

$1495 - $2352
Per Week

Ocean/Beach Front Condo at Four Winds, Flat Screens, Wifi...

St. Augustine
Ocean/Beach Front Condo at Four Winds, Flat Screens, Wifi, Balcony, 2 Pools Sit back on you own bal...
Condo 3 / 2.5 / 10

*
Online booking available

$200 - $500
Per Night

$1195 - $1881
Per Week

Ocean Village Club C12, 1 Bedroom, Ground Floor, Pet Frie...

St. Augustine
Convenient and cozy are the watchwords of our Ocean Village Club C12 condo. Located on the ground fl...
Condo 1 / 1 / 4

*
Online booking available

$78 - $151
Per Night

$545 - $1059
Per Week

Montego Bay, Ocean Front, 5 Bedrooms

St. Augustine
Saying that Montego Bay, our house on St. Augustine Beach, is “oceanfront” doesn’t do it justice. Fr...
Home 5 / 3 / 12

*
Online booking available

$269 - $724
Per Night

$1880 - $5070
Per Week

Rising Sun, 4 Bedrooms, Ocean Front, Wireless Internet, S...

St. Augustine
Panoramic ocean views, dunes filled with wildlife, 4 decks, and luxurious furnishings are all yours ...
Home 4 / 3.5 / 14

*
Online booking available

$269 - $724
Per Night

$1880 - $5070
Per Week

Windjammer 114, 2 Bedrooms, Beach Front, Pool, Elevator, ...

St. Augustine
Our updated condo at Windjammer 114 is just a cut above the rest. Not only its ocean front, it's als...
Condo 2 / 2 / 6

*
Online booking available

$155 - $301
Per Night

$1087 - $2110
Per Week

St. Augustine Getaway Information

Besides the requisite sunbathing and fishing, St. Augustine, FL has much to offer beach vacationer. Enjoy the beaches watersports like water-skiing, parasailing, and jet skiing.

St. Augustine is big on tours and offers quite a few interesting and unusual guided walks or cruises. After a day on the beach, cool down on a Schooner's Freedom Cruise. You can either enjoy a relaxing evening sailboat cruise and watch the sun set over the city, or take the Ghost of the Mantanzas cruise and get a little spooked. Other ghost tours include the Sheriff's Ghost Walk, GhoST. Augustine and the Ghost Tours of St. Augustine. If haunted pubs and spooky beaches are not your cup of tea, you can still get your fix with tours of North Florida, the Ripley's Believe It or Not Museum or the Helicopter Tours of St. Augustine.

More Getaway Locations and Properties