St. Augustine Vacation Rental Getaways


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  • Pool Access
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  • Smoking allowed
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  • Beach Front
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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

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

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

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

Beach Haven - 2 BR, 2 Bath, Pet Friendly Ocean Front Home

St. Augustine
New remodeled - All New Furnishings and Appliances - In fact everything is new. If you are looking ...
Home 2 / 2 / 6

*
Online booking available

$125 - $250
Per Night

$650 - $1466
Per Week

Direct Upgraded Ocean/Beach Front Condo, Flat Screens, Wi...

St. Augustine
If you are planning that special vacation then you need to pick the right place to stay; therefore, ...
Condo 2 / 2.5 / 6

*
Online booking available

$150 - $300
Per Night

$900 - $1839
Per Week

Pier Point South 18, 2 Bedrooms, Ocean Views, Pool, Wifi,...

St. Augustine
Location, location, location! Our condo at Pier Point 18 has views of the ocean and pool, spacious a...
Condo 2 / 2.5 / 6

*
Online booking available

$103 - $253
Per Night

$722 - $1770
Per Week

Lenoras Pelican Beach House, 4 Bedroom, Oceanfront, Pet F...

St. Augustine
Enjoy exceptional panoramic views from this oceanfront home at Matanzas Inlet. This 4 bedroom, 2 bat...
Home 4 / 2.8 / 10

*
Online booking available

$299 - $931
Per Night

$2090 - $6519
Per Week

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

St. Augustine
There 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

$403 - $1345
Per Night

$2823 - $9416
Per Week

Sweet Symphony, 3 Bedrooms, Minutes to Beach, Sleeps 6

St. Augustine
Beach living has never been so relaxed, comfortable, and pleasant before! Sweet Symphony is our 3-be...
Home 3 / 2.5 / 6

*
Online booking available

$119 - $262
Per Night

$833 - $1833
Per Week

QH B3-1T

St. Augustine
Quail Hollow B3-1TH, 3 Bedroom, 2.5 Baths, Upgraded Luxury Condo. Condo is currently being complete...
Condo 3 / 2.5 / 10

*
Online booking available

$200 - $315
Per Night

$1050 - $1960
Per Week

OC 15

St. Augustine
Ocean Club 15, 2 Bedroom, 2 Bath, Pool, Private Garage, Weekly Rentals Only. Located a very short d...
Condo 2 / 2 / 6

*
Online booking available

$145 - $285
Per Night

$700 - $1470
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

$103 - $253
Per Night

$722 - $1770
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

Ocean Club I 33, 2 Bedrooms, Pool, Wifi, Sleeps 6

St. Augustine
Are you thinking about visiting Florida soon? The stunning sands and ocean views of St. Augustine Be...
Condo 2 / 2 / 6

*
Online booking available

$99 - $197
Per Night

$695 - $1380
Per Week

Villas Ocean Gate 417, 3 Bedrooms, Near Beach, Pool, Slee...

St. Augustine
Stay in the primo location in St. Augustine Beach. But don’t delay because this spectacular condo bo...
Condo 3 / 2 / 6

*
Online booking available

$169 - $329
Per Night

$1181 - $2304
Per Week

Sand Dollar 205, Ocean Front Luxury Condo - 2 Week Minimum

St. Augustine
This is luxury at its finest. Staying at Sand Dollar III, unit 205, makes you feel like you have arr...
Condo 3 / 2 / 6

*
Online booking available

$1595 - $2295
Per Week

Pure

St. Augustine
Ocean Views are just the beginning when you choose to stay at Pure Paradise. It is located less than...
Home 3 / 2 / 6

*
Online booking available

$200 - $345
Per Night

$1155 - $1960
Per Week

SeaAna 2

St. Augustine
Seaside at Anastasia 202, 3 Bedroom, 2 Bath, Heated Pool, Gym, Sleeps 8. Across the street from the...
Condo 3 / 2 / 8

*
Online booking available

$145 - $345
Per Night

$910 - $1820
Per Week

Ocean & Racquet 3204, 2 Bedrooms, 2nd Floor, 2 Pools, Sle...

St. Augustine
Listen to the murmur of the surf and enjoy all the amenities of this beautiful beachfront resort! Oc...
Condo 2 / 2 / 6

*
Online booking available

$96 - $227
Per Night

$672 - $1592
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

$103 - $253
Per Night

$722 - $1770
Per Week

Sand Dollar I 108, 3 Bedrooms, Ocean Front, Pool, Wifi, S...

St. Augustine
If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps awa...
Condo 3 / 2 / 6

*
Online booking available

$182 - $362
Per Night

$1276 - $2535
Per Week

Surf 77, 3 Bedrooms, Pet Friendly, Flat Screen Tvs, Wifi,...

St. Augustine
Welcome back to the good old days of beach vacations! This charming beach cottage, just a block from...
Home 3 / 2 / 10

*
Online booking available

$149 - $351
Per Night

$1042 - $2455
Per Week

Windjammer 407, 2 BR, 2 Bath, Ocean Front, Large Balcony,...

St. Augustine
Windjammer 407, 2 BR, 2 Bath, Ocean Front, Large Balcony, Jacuzzi Tub With one of the best views at...
Condo 2 / 2 / 6

*
Online booking available

$150 - $250
Per Night

$795 - $1466
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