St. Augustine Vacation Rental Getaways


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Max Price Per Week $
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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
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  • Ocean View
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Atlantic Oasis Upper Unit, Pet Friendly, Wifi, Pool, Slee...

St. Augustine
A stunning pool is only the beginning when you choose to stay at Atlantic Oasis. It is located less ...
Condo 2 / 2 / 8

*
Online booking available

$150 - $250
Per Night

$695 - $1295
Per Week

Sea Urchin 39, 2 Bedrooms, Surf Crest Village, Pet Friend...

St. Augustine
Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, f...
Condo 2 / 1 / 4

*
Online booking available

$99 - $283
Per Night

$595 - $1413
Per Week

Hibiscus 303-D 2 Bedrooms, Ocean View, 3 Pools, Pet Frien...

St. Augustine
New to the rental program. A view of the ocean from the balcony. Three swimming pools to choose from...
Condo 2 / 2 / 5

*
Online booking available

$100 - $330
Per Night

$750 - $1650
Per Week

Sea Place 12230, 2 Bedrooms, Ocean View, Pool, Wifi, Slee...

St. Augustine
From the patio or sundeck of our 2-story condo at Sea Place 12230 you can feel the sea breeze and he...
Condo 2 / 2.5 / 4

*
Online booking available

$92 - $250
Per Night

$550 - $1177
Per Week

Island House E 228, 2 Bedrooms, Ocean View, Pool, Tennis,...

St. Augustine
The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island Ho...
Condo 2 / 2.5 / 6

*
Online booking available

$79 - $200
Per Night

$550 - $1315
Per Week

Windjammer 412, 3 Bedrooms, 4th Floor, Ocean Front, Eleva...

St. Augustine
With views of the Atlantic Ocean from one side and those of the Intracoastal Waterway from the other...
Condo 3 / 2 / 7

*
Online booking available

$100 - $350
Per Night

$995 - $2195
Per Week

Summerhouse 233, 2 Bedrooms, Ocean View, 4 Heated Pools, ...

St. Augustine
At our condo at Summerhouse 233 you can have it all: a beachfront location that also overlooks marsh...
Condo 2 / 2.5 / 6

*
Online booking available

$92 - $250
Per Night

$550 - $1177
Per Week

Villa Hermosa, 3 Bedrooms, Walk to Beach, Wireless Intern...

St. Augustine
Soothing comfort best describes Villa Hermosa. Just a few houses from the Atlantic Ocean and a short...
Home 3 / 2 / 6

*
Online booking available

$93 - $252
Per Night

$556 - $1259
Per Week

Surf Side, Pet Friendly, 3 BR, 2 Bath Beach House, Garage...

St. Augustine
Surf Side, Pet Friendly, 3 BR, 2 Bath Beach House, Garage, Flat Screens ****Minimum Weekly Rentals ...
Home 3 / 2 / 8

*
Online booking available

$175 - $375
Per Night

$995 - $1995
Per Week

Summerhouse 259

St. Augustine
From this oceanfront retreat, you have a stunning view of pure white sand, sparkling sea, and blue s...
Condo 2 / 2.5 / 7

*
Online booking available

$210 - $355
Per Night

$1190 - $1680
Per Week

Island Breeze

St. Augustine
Island Breeze is Private Ocean View Home Decorated beautifully in a Beach Chic D├ęcor. It is located ...
Home 2 / 2 / 6

*
Online booking available

$130 - $355
Per Night

$910 - $2485
Per Week

Anastasia 310, 3 Bedrooms, Beach Front, Heated Pool, Slee...

St. Augustine
Whether you enjoy the ocean or quiet beach walks that invigorate the soul, Anastasia 310 is direct b...
Condo 3 / 2 / 6

*
Online booking available

$100 - $350
Per Night

$995 - $2195
Per Week

Crescent Cottage, 4 Bedrooms, Ocean Front, Wifi, Sleeps 8

St. Augustine
Sweeping oceanfront views and utter privacy are yours in our Crescent Cottage, nestled high on the d...
Home 4 / 2 / 8

*
Online booking available

$100 - $367
Per Night

$760 - $1834
Per Week

Dolphin Watch Cottage

St. Augustine
Dolphin Watch is only steps to the beach and has everything you need to make it a memorable beach va...
Cabin 1 / 1 / 4

*
Online booking available

$130 - $240
Per Night

$840 - $1085
Per Week

Lightkeepers Cottage

St. Augustine
Lightkeepers Cottage is only steps to the beach and has everything you need to make it a memorable b...
Cabin 4 / 1 / 4

*
Online booking available

$130 - $295
Per Night

$735 - $1540
Per Week

Ocean Village Club E17, 2 Bedrooms, Heated Pool, Wifi, Sl...

St. Augustine
Located at the center of a fun, family-oriented resort on the shores of the beach, our condo at Ocea...
Condo 2 / 2 / 6

*
Online booking available

$92 - $250
Per Night

$550 - $1177
Per Week

Four Winds A-3T, 2 Bedrooms, Ocean Front, 2 Pools, Sleeps 4

St. Augustine
Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 2-storey to...
Condo 2 / 2 / 4

*
Online booking available

$100 - $306
Per Night

$695 - $1531
Per Week

Four Winds I-10E Down, Studio, Ocean Front, Heated Pools,...

St. Augustine
From your ground floor, ocean-front condo at Four Winds, the beach is just steps away. Every morning...
Condo 1 / 1 / 4

*
Online booking available

$66 - $195
Per Night

$395 - $822
Per Week

Summerhouse 102, 2 Bedrooms, Ocean Front, Corner Unit, Po...

St. Augustine
Crescent Beach stretches away for miles in both directions just beyond the balcony of our corner-uni...
Condo 2 / 2.5 / 5

*
Online booking available

$100 - $401
Per Night

$995 - $2004
Per Week

Anastasia Island Cottage, 3 Bedrooms, Ocean View, Wifi, S...

St. Augustine
Some houses just feel like home. Though its huge wraparound deck with partial ocean views, hot tub, ...
Home 3 / 1 / 7

*
Online booking available

$93 - $252
Per Night

$556 - $1259
Per Week

Summerhouse 221

St. Augustine
Wake to sounds of waves hitting the sand and the feel the cool ocean breeze from your own balcony at...
Condo 2 / 2.5 / 6

*
Online booking available

$180 - $295
Per Night

$945 - $1330
Per Week

Windjammer 206, 3 Bedrooms, 2nd Floor, Ocean Front, Eleva...

St. Augustine
Our newly updated condo at Windjammer 206 is just a cut above the rest. Not only is it ocean front, ...
Condo 3 / 2 / 8

*
Online booking available

$100 - $300
Per Night

$850 - $1975
Per Week

A Cottage in the Dunes, 3 Bedroom, Ocean View, Pet Friend...

St. Augustine
Amazing views all around! A Cottage in the Dunes faces the Atlantic Ocean out front and the Intracoa...
Home 3 / 2 / 6

*
Online booking available

$100 - $574
Per Night

$1495 - $2869
Per Week

Crescent Sunrise, 3 Bedrooms, Ocean Front, Pet Friendly, ...

St. Augustine
On the quiet shores of Crescent Beach in St. Augustine sits our spacious, fun Crescent Sunrise house...
Home 3 / 2 / 8

*
Online booking available

$100 - $482
Per Night

$1036 - $2409
Per Week

Sunset Harbor

St. Augustine
Bring the Kayak or the boat. Our home has it all. Situated with direct water access, boat dock, fish...
Home 3 / 2 / 12

*
Online booking available

$415 - $535
Per Night

$2135 - $2975
Per Week

 

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