St. Augustine Vacation Rental Getaways


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  • Pool Access
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  • Beach Front
  • Golf on site
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Sort by: Type BR/BA/Sleeps Price

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

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

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

Island House A 209, 2 Bedrooms, Ocean Front, Pool, Tennis...

St. Augustine
Enjoy a front-row seat on the coast in roomy townhouse at Island House A209! From our balconies you ...
Condo 2 / 2.5 / 5

*
Online booking available

$109 - $251
Per Night

$761 - $1758
Per Week

Anastasia Beach House, 5 Bedroom, Ocean Front, Private Po...

St. Augustine
As luxurious as a five-star hotel and located just steps from the velvety white sands of St. Augusti...
Home 5 / 4 / 12

*
Online booking available

$450 - $1759
Per Night

$3150 - $12313
Per Week

Beach Retreat, 5 Bedrooms, Ocean Front, Wifi, Sleeps 10

St. Augustine
St. Augustine Beach offers a beautiful coast, local shops and restaurants, and fun for all ages. Bea...
Home 5 / 3.5 / 10

*
Online booking available

$229 - $724
Per Night

$1603 - $5070
Per Week

Cayman Sun, 4 Bedrooms, Wifi, Sun Room, Walk to Beach, Sl...

St. Augustine
A four-bedroom home right off the beach that sleeps twelve people and a pet or two as well: That’s C...
Home 4 / 3 / 12

*
Online booking available

$203 - $558
Per Night

$1424 - $3904
Per Week

Island House H 119, 2 Bedrooms, Pool, Ocean View, Tennis,...

St. Augustine
Island House H is less than a minute’s walk to the clubhouse and private beach access, and one of th...
Condo 2 / 2 / 5

*
Online booking available

$97 - $215
Per Night

$676 - $1506
Per Week

Anastasia Seaside 106, 3 Bedrooms, Pool Access, Wifi, Sle...

St. Augustine
The gorgeous sandy beach and the warm Florida sun are calling your name! Anastasia Seaside 106 is a ...
Condo 3 / 2 / 6

*
Online booking available

$109 - $233
Per Night

$761 - $1632
Per Week

Ocean Eight 104, 3 Bedrooms, Ocean Front, Pool, Wifi, Sle...

St. Augustine
It's the best of both worlds! Our oceanfront condo at Ocean Eight 104 is in a small building of just...
Condo 3 / 2 / 7

*
Online booking available

$135 - $354
Per Night

$943 - $2481
Per Week

Atlantic Dream, Ocean View, 7 Bedrooms, Wrap Around Deck,...

St. Augustine
The name of this property says it all. If you want to enjoy that unforgettable vacation experience, ...
Home 7 / 7 / 21

*
Online booking available

$483 - $1725
Per Night

$3378 - $12075
Per Week

Sea Place 14265, 2 Bedrooms, Wifi, Pool Access, Close to ...

St. Augustine
At Sea Place 14265 you really can have it all. The 2-story, 2-bedroom condo is just steps from the b...
Condo 2 / 2.5 / 6

*
Online booking available

$99 - $278
Per Night

$690 - $1948
Per Week

Ocean Club I 34, 2 Bedrooms, Pool, Wifi, Sleeps 6

St. Augustine
Everything's just a little newer and nicer at our townhouse at Ocean Club I 34, a mere stone's throw...
Condo 2 / 2 / 6

*
Online booking available

$84 - $197
Per Night

$591 - $1380
Per Week

Hibiscus 201-D, 2 Bedrooms, Ocean View, 3 Pools, Spa, Sle...

St. Augustine
Claim your stake on beautiful St. Augustine Beach by staying at our condo at Hibiscus 201-D. The oce...
Condo 2 / 2 / 6

*
Online booking available

$113 - $304
Per Night

$789 - $2126
Per Week

Ocean Village Club A17, 1 Bedroom, Ground Floor, Pet Frie...

St. Augustine
One of the most affordable vacation spots on choice St. Augustine Beach is Ocean Village Club A17. O...
Condo 1 / 1 / 4

*
Online booking available

$78 - $202
Per Night

$546 - $1414
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

$178 - $475
Per Night

$1246 - $3325
Per Week

White Sand Beach House, 3 Bedroom, Ocean Front, Wifi, Sle...

St. Augustine
Perfect for guests with four-wheel drive as this property is only accessible by driving on the sand ...
Home 3 / 2 / 8

*
Online booking available

$216 - $620
Per Night

$1514 - $4338
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, h...
Home 5 / 3 / 12

*
Online booking available

$216 - $620
Per Night

$1514 - $4338
Per Week

Sand Dollar II 207, 3 Bedrooms, Beach Front Pool, Wifi, S...

St. Augustine
The ocean is right outside your window and beneath your breezy balcony when you stay at Sand Dollar ...
Condo 3 / 2 / 6

*
Online booking available

$170 - $395
Per Night

$1187 - $2766
Per Week

Sea Place 14158, 2 Bedrooms, Ground Floor, Pool, Tennis, ...

St. Augustine
Discover the charm of St. Augustine beach living at our condo at Sea Place 14158. Nestled in a small...
Condo 2 / 2 / 6

*
Online booking available

$92 - $253
Per Night

$645 - $1770
Per Week

Augustine Sunset, 4 Bedrooms, Ocean View, Private Pool, S...

St. Augustine
Two balconies, a rooftop deck and a private salt water pool? Augustine Sunset has it all and four be...
Home 4 / 4.5 / 12

*
Online booking available

$467 - $976
Per Night

$3267 - $6829
Per Week

Barefoot Beach House, 4 Bedrooms, Ocean Front, Sleeps 8

St. Augustine
The name says it all when you stay at this beautiful oceanfront home on St. Augustine Beach; you jus...
Home 4 / 2 / 8

*
Online booking available

$229 - $724
Per Night

$1603 - $5070
Per Week

Island House A 207, 2 Bedrooms, Ocean Front, Pool, Tennis...

St. Augustine
You’ll wake up each morning to a breathtaking view of the Atlantic Ocean when you stay at Island Hou...
Condo 2 / 2 / 8

*
Online booking available

$109 - $251
Per Night

$761 - $1758
Per Week

Hidden Villa, 2 Bedroom, Pet Friendly, Wifi, Sleeps 4

St. Augustine
You’ll be just a short walk to St. Augustine Beach when you spend your vacation at Hidden Villa, a h...
Home 2 / 1 / 4

*
Online booking available

$89 - $235
Per Night

$621 - $1646
Per Week

Island House E 225, 2 Bedrooms, Ocean View, Pool, Tennis,...

St. Augustine
Get all the benefits of a beach house, with the convenience of a condo and the indulgent amenities o...
Condo 2 / 2.5 / 4

*
Online booking available

$97 - $215
Per Night

$676 - $1506
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