St. Augustine Vacation Rental Getaways


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

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 - $1300
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

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

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

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

Restored VIctorian 3Br w/ Deck & Balcony - Walk to Downtown

St. Augustine
PROPERTY OVERVIEW This charming 3BR/2.5BA Victorian home has been freshly restored to its original ...
Home 3 / 2.5 / 8

*
Online booking available

$231 - $497
Per Night

$1609 - $3482
Per Week

Ocean Village Club - Ground Floor Unit, 2 BR, 1 1/2 Bath

St. Augustine
Enjoy our island-themed condo on the ground floor of the fun, family-oriented beach side Ocean Villa...
Condo 2 / 1.5 / 6

*
Online booking available

$100 - $150
Per Night

$450 - $795
Per Week

Walk to the beach, Covered Parking, Amazing 2 BR Condo - ...

St. Augustine
Walk to the beach, Covered Parking, Amazing 2 BR Condo - New Rental Beach living doesn't get any ea...
Condo 2 / 2 / 6

*
Online booking available

$150 - $250
Per Night

$795 - $1495
Per Week

Hibiscus 301-A, 2 Bedrooms, Ocean Front, 3 Pools, Pet Fri...

St. Augustine
The Atlantic Ocean looks close enough to touch from the balcony of our 3rd-story condo, Hibiscus 301...
Condo 2 / 2 / 6

*
Online booking available

$153 - $309
Per Night

$1072 - $2166
Per Week

Windjammer 314, 2 Bedrooms, Ocean Front, Elevator, Pool, ...

St. Augustine
Nestled between the ocean and Intracoastal Waterway, our beachfront condo at Windjammer 314 offers s...
Condo 2 / 2 / 6

*
Online booking available

$212 - $453
Per Night

$1483 - $3169
Per Week

Dream Catcher, 3 Bedrooms, Ocean Front, Wifi, Sleeps 8

St. Augustine
Spend your vacation in a home that backs up to the vast Atlantic Ocean. Hear the surge of the sea an...
Home 3 / 2.5 / 8

*
Online booking available

$171 - $567
Per Night

$137 - $137
Per Week

Ocean Village Club Q36, 2 Bedrooms, 3rd Floor, Pet Friend...

St. Augustine
Enjoy a sweeping view of ocean, dunes, and sky from the balcony of Beachcomber’s Bungalow, our condo...
Condo 2 / 2 / 6

*
Online booking available

$128 - $268
Per Night

$895 - $1876
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

$185 - $599
Per Night

$147 - $147
Per Week

SH 342

St. Augustine
Summerhouse 342, Ocean View Condo, Steps To The Beach. Wake to sounds of waves hitting the sand and...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $285
Per Night

$700 - $1435
Per Week

SH 149

St. Augustine
2 Bedrooms, 2.5 Bathrooms, Sleeps 6, Ocean View Condo, 4 Heated Pools, WiFi. Wake to sounds of wave...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $285
Per Night

$630 - $1435
Per Week

Windjammer 316, 3 Bedrooms, 3rd Floor, Ocean Front, Eleva...

St. Augustine
Our newly updated condo at Windjammer 316 is just a cut above the rest. Not only its ocean front, it...
Condo 3 / 2 / 8

*
Online booking available

$169 - $339
Per Night

$1186 - $2375
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, tropical ...
Home 3 / 1 / 7

*
Online booking available

$85 - $315
Per Night

$68 - $68
Per Week

SH 112

St. Augustine
Summerhouse 112, Ocean View, 2 Bedroom, 2 1/2 Bath, WIFI, 4 heated pools. Wake to sounds of waves h...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $285
Per Night

$630 - $1435
Per Week

Pelican Inlet A105, Ground Floor Condo, Boat Parking, Poo...

St. Augustine
Condo is completely remodeled. All New Furnishings. Come and enjoy the beach in this affordable co...
Condo 2 / 2 / 6

*
Online booking available

$100 - $150
Per Night

$450 - $795
Per Week

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

$70 - $150
Per Night

$350 - $700
Per Week

SW 63

St. Augustine
Sea Winds 63, 3 Bedroom, 2 Bath, Garage, Pool, Sleeps 8. This spacious, well-appointed townhouse is...
Condo 3 / 3.5 / 8

*
Online booking available

$175 - $345
Per Night

$910 - $2170
Per Week

SH 151

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

$145 - $345
Per Night

$910 - $1750
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

$450 - $795
Per Week

Summerhouse 342, Ocean View Condo, Steps To The Beach

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

*
Online booking available

$125 - $250
Per Night

$600 - $1300
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 - $1695
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