St. Augustine Vacation Rental Getaways


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  • Bath
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Max Price Per Week $
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  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Ocean Village Club N-33, 1 BR, 1 Bath, Upgraded, Ocean Fr...

St. Augustine
Ocean Village Club N-33, 1 BR, 1 Bath, Upgraded, Ocean Front Complex Located in an oceanfront resor...
Condo 1 / 1 / 4

*
Online booking available

$95 - $150
Per Night

$450 - $700
Per Week

Sea Place 12232, 2 Bedrooms, Pool, Tennis, Wifi, Sleeps 6

St. Augustine
From the patio or sundeck of our 2-story condo at Sea Place 12232 you can feel the sea breeze and he...
Condo 2 / 2.5 / 6

*
Online booking available

$75 - $200
Per Night

$450 - $1050
Per Week

Ocean Lighthouse

St. Augustine
Have you ever wanted to stay in a “lighthouse?” Well this is the closest you can come. It’s a very u...
Home 4 / 3 / 12

*
Online booking available

$240 - $475
Per Night

$1435 - $2730
Per Week

Ocean Village Club L21

St. Augustine
Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center,...
Condo 2 / 2 / 6

*
Online booking available

$150 - $240
Per Night

$735 - $1085
Per Week

Sweet Orange

St. Augustine
Please Note: This property has a Saturday check-in day and 28 night minimum stay requirement Loving...
Home 3 / 2 / 6

*
Online booking available

$135 - $430
Per Night

$945 - $3010
Per Week

Ocean Village Club K11, 2 Bedroom, Heated Pool, Pet Frien...

St. Augustine
If you’re looking for spacious accommodations just steps from the beach, you can stop your search no...
Condo 2 / 2 / 6

*
Online booking available

$92 - $250
Per Night

$550 - $1194
Per Week

Seaside Cottage, 3 Bedrooms, Wireless Internet, Sleeps 6

St. Augustine
Location, location, location: It’s just as important when choosing a vacation rental as when buying ...
Home 3 / 2.5 / 7

*
Online booking available

$100 - $275
Per Night

$795 - $1650
Per Week

Cottage By The Sea, 4 Bedrooms, Ocean Front, Pet Friendly...

St. Augustine
If you want to be right beside the Atlantic Ocean and the untainted, white beaches of St. Augustine,...
Home 4 / 3 / 10

*
Online booking available

$100 - $750
Per Night

$1695 - $4600
Per Week

Sea Place 11211

St. Augustine
Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this to...
Condo 2 / 2.5 / 6

*
Online booking available

$180 - $325
Per Night

$945 - $1785
Per Week

Pure Paradise, 3 BR, 2 Bath, Ocean View Home, Sun Deck, F...

St. Augustine
Pure Paradise, 3 BR, 2 Bath, Ocean View Home, Sun Deck, Fenced Yard Ocean Views are just the beginn...
Home 3 / 2 / 6

*
Online booking available

$175 - $300
Per Night

$995 - $1895
Per Week

Ocean Village Club N16, 1 Bedroom, Heated Pool, Wifi, Sle...

St. Augustine
Spectacular sunrises, sparkling waves, and soft sands await you! Conveniently located on the ground ...
Condo 1 / 1 / 4

*
Online booking available

$66 - $195
Per Night

$395 - $900
Per Week

Montego Bay, 5 Bedrooms, Ocean Front, Pet Friendly, Sleep...

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

$100 - $575
Per Night

$1595 - $4025
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

$950 - $2100
Per Week

Ocean Village Club L22, 2 Bedroom, 2 Bath, Pet Friendly

St. Augustine
Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center,...
Condo 2 / 2 / 6

*
Online booking available

$125 - $200
Per Night

$595 - $995
Per Week

Ocean Lighthouse, 4 BRs, 3 Baths, Pet Friendly, Ocean View

St. Augustine
Have you ever wanted to stay in a ?lighthouse?? Well this is the closest you can come. It?s a very u...
Home 4 / 3 / 12

*
Online booking available

$200 - $400
Per Night

$1100 - $2295
Per Week

Island House F 229, 2 Bedrooms, Ocean View, Pool, Tennis,...

St. Augustine
Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake ...
Condo 2 / 2.5 / 6

*
Online booking available

$71 - $165
Per Night

$495 - $1155
Per Week

Anastasia 407

St. Augustine
When you are choosing your perfect vacation holiday, you will be happy that you chose to stay at Ana...
Condo 3 / 2 / 8

*
Online booking available

$270 - $355
Per Night

$1435 - $2135
Per Week

Hidden Gem

St. Augustine
If you are looking for a quiet relaxed vacation home Hidden Gem is the place for you! If you want to...
Cabin 3 / 1 / 4

*
Online booking available

$130 - $295
Per Night

$735 - $1540
Per Week

Peace of Paradise, Amazing VIlano Beach Home, Flat Screen...

St. Augustine
*****NEW RENTAL - PHOTOS COMING SOON**** Bring the boat, jet ski?s, kayaks, or even the canoe. Our ...
Home 3 / 1.5 / 7

*
Online booking available

$200 - $300
Per Night

$1395 - $1895
Per Week

Ocean View Ground Floor Condo, 3 Bedroom, 4 heated pools

St. Augustine
Everything at Summerhouse 425 is truly spectacular. From the upgraded kitchen to the comfy beds, yo...
Condo 3 / 2 / 6

*
Online booking available

$200 - $450
Per Night

$995 - $1900
Per Week

Island South 11, 2 Bedrooms, Ocean Front, Penthouse, Pool...

St. Augustine
Newly remodeled and so luxurious, our penthouse condo at Island South 11 overlooks beautiful St. Aug...
Condo 2 / 2 / 4

*
Online booking available

$100 - $401
Per Night

$995 - $2004
Per Week

Summerhouse 162, 2 Bedrooms, Ocean Front, 4 Heated Pools,...

St. Augustine
At Summerhouse 162, the Atlantic Ocean is to the east, marshes and sunsets are to the west, Matanzas...
Condo 2 / 2.5 / 4

*
Online booking available

$100 - $354
Per Night

$795 - $1768
Per Week

Ocean Pearl, 4 Bedrooms, Ocean Front, Private Pool, Sleep...

St. Augustine
Three certainly isn’t a crowd at Ocean Pearl in St. Augustine Beach. With three floors, four bedroom...
Home 4 / 3.5 / 13

*
Online booking available

$100 - $1265
Per Night

$2495 - $6325
Per Week

Beautifully Decorated Ground Floor Condo, Boat Parking, P...

St. Augustine
First time this condo has ever been on a rental program. Be one of the first to stay in this beauti...
Condo 2 / 2 / 6

*
Online booking available

$100 - $150
Per Night

$495 - $875
Per Week

Windjammer 107, Ocean Front, 2 Bedrooms, Pool, Elevator, ...

St. Augustine
Just 10 miles south of St. Augustine's Old Town, the Windjammer complex sits on the thinnest part of...
Condo 2 / 2 / 4

*
Online booking available

$100 - $282
Per Night

$850 - $1975
Per Week

 

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