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St. Augustine Vacation Rental Condos, Homes & Cottages

Book Your Vacation Today in America's Oldest City, where Beautiful Beaches Await You!

Click Here, for more information about St. Augustine, Florida.

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Crescent Castle Beach Front - Sleeps 14 - Heated Pool
Guest rating:4.38/5
( Read 24 reviews )
2 kitchens, Pool Table
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Only $300!

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Octagon Beach House, Beach Cottage, St Augustine
Guest rating:3.67/5
( Read 3 reviews )
Sleeps 14
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Golden Sands Beach House, Private Pool, 5 Bedrooms, Beach Front
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Private Pool, Spa, Crow's Nest
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Only $300!

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Vilano Beach House Mansion, 9 Bedrooms, Sleeps 20
Guest rating:4.86/5
( Read 7 reviews )
HDTVs, Sleeps 20
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Only $300!

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Amazing Grace Beach Front House, New Pool, Sleeps 12, HDTV
Guest rating:4.77/5
( Read 13 reviews )
Private Pool, HDTVs
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Only $300!

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Pirates Paradise, 5 Bedrooms, Ocean Views, Private Pool
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Private Pool, HDTVs
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Only $300!

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Beach House, 5 bedrooms, Beach Front, Wrap Around Deck
Guest rating:4.43/5
( Read 21 reviews )
New HDTV
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Only $300!

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Sunrise Sunset Beach House, HDTV, Wifi, 5 Bedrooms
Guest rating:4.6/5
( Read 10 reviews )
New HDTVs
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Only $300!

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Mad Lar Beach House 4 bedrooms, private dock, wifi
Guest rating:4.4/5
( Read 10 reviews )
Steps to the Beach
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Only $300!

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Southern Comfort Beach House, 5 Bedrooms, Pool, St Augustine
Guest rating:4.14/5
( Read 7 reviews )
Private Pool, HDTVs
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Only $300!

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Crescent Castle Beach Front - Sleeps 14 - Heated Pool

Guest Rating: 4.38/5
24 Guest Reviews
Sandwiched between perfect sunrise and sunset, your days at our Crescent Castle have a lot to live up to. Try sunrises and sunsets with your family or lazy afternoons in your private pool. Life at this gorgeous ocean-front home won’t be hard. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 14

2 kitchens, Pool Table

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Only $300!


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Octagon Beach House, Beach Cottage, St Augustine

Guest Rating: 3.67/5
3 Guest Reviews
For what special celebration might you enjoy an ocean-proximate beach house for yourself and 15 beloved friends and family members? At Octagon House, it’s just a minute to the beach, with gorgeous views and idyllic entertaining decks. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 14

Sleeps 14

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Only $300!


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Golden Sands Beach House, Private Pool, 5 Bedrooms, Beach Front

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Perfect sunrises and ocean views, your days at our Golden Sands Beach House have a lot to live up to. How will you fill the daylight hours? Try endless breakfasts with your family or lazy afternoons in your private pool. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 14

Private Pool, Spa, Crow's Nest

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Only $300!


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Vilano Beach House Mansion, 9 Bedrooms, Sleeps 20

Guest Rating: 4.86/5
7 Guest Reviews
A true mansion, this renovated 9 bedroom beach house is packed with comfort. Embrace elegant comfort with sweeping views of the sea at this perfect family hide-away. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 20

HDTVs, Sleeps 20

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Only $300!


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Amazing Grace Beach Front House, New Pool, Sleeps 12, HDTV

Guest Rating: 4.77/5
13 Guest Reviews
Amazing Grace is a huge, luxuriously appointed Mediterranean-style house. Watch the sun rise from the front deck and set from the back deck at our magnificent oceanfront house! And as of January 1, 2012, Amazing Grace has a new private pool! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 12

Private Pool, HDTVs

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Only $300!


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Pirates Paradise, 5 Bedrooms, Ocean Views, Private Pool

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Ahoy, maties! Welcome to Pirates' Paradise, our big beach house perched on the point where the ocean meets the St. Augustine Harbor inlet. Amazing views, abundant wildlife, and easy access to sightseeing and fine dining all make this a great place to stay. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 14

Private Pool, HDTVs

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Only $300!


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Beach House, 5 bedrooms, Beach Front, Wrap Around Deck

Guest Rating: 4.43/5
21 Guest Reviews
This ocean front home is so sublime. With the ocean in the front yard and the river in the back yard, there are just beautiful views and serenity at every turn. The deck wraps all the way around the house, making for perfect sunrises and sunsets. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 12

New HDTV

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Sunrise Sunset Beach House, HDTV, Wifi, 5 Bedrooms

Guest Rating: 4.6/5
10 Guest Reviews
Oceanfront beach house on the dunes in Summer Haven for your quiet family vacation anytime of the year. I know you'll just love it here. Five bedrooms, three with a great view of the ocean, a nice great room with a view! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 12

New HDTVs

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Only $300!


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Mad Lar Beach House 4 bedrooms, private dock, wifi

Guest Rating: 4.4/5
10 Guest Reviews
Mad Lar is a great home with a partial view of the ocean and a 300' private dock. Beautiful views of the ocean from the deck. This big house was made for family gatherings, beach weddings and any occasion requiring space for twelve - and room in the frid more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 12

Steps to the Beach

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Only $300!


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Southern Comfort Beach House, 5 Bedrooms, Pool, St Augustine

Guest Rating: 4.14/5
7 Guest Reviews
Discover paradise right across the street from Vilano Beach! Southern Compfort, our Mediterranean-style house, awaits you with a gorgeous pool & waterfall set in a tropical landscape, ocean views from the balcony, and a charming self-contained in-law suite more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 12

Private Pool, HDTVs

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Only $300!


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St. Augustine, Florida

St. Augustine Beach Front Vacation Rentals Condos, Homes, Beach Houses and Cottages

Discover the Magic of a St. Augustine Vacation!

Our St. Augustine, Florida vacation rental condos, townhouses, and homes are located throughout the St. Augustine area. Many are beachfront or oceanview beside one of St. Augustine's pristine beaches, while others are in historic downtown St. Augustine, right in the heart of America's oldest city. There is so much to do and see in St. Augustine, from visiting the beaches to sightseeing, golf, fine dining, and shopping! Come enjoy the real Old Florida with all the modern comforts -- come vacation in St. Augustine!

The St. Augustine coast is home to many beaches and parks, including Crescent Beach, South Ponte Vedra, North Beach (Usina), Vilano Beach, St. Augustine Beach, Anastasia State Park, and Guana River State Park. Our beaches are family friendly, with spectacular sunrises, sparkling waves, clean sands, and beautiful views. The balmy temperatures here make year-round enjoyment of the beach a reality. Visitors are encouraged to swim, sunbeathe, beachcomb, sail, surf, and fish in the Atlantic Ocean, where dolphins and other marine life can often be spotted. In addition, St. Augustine is located on Anastasia Island, a barrier island separated from the mainland by the Intracoastal Waterway. The ICW, as it's called, offers another great source of water for calmer activities, from kayaking and canoeing to snorkeling.

Anastasia Island is a wildlife refuge, and Crescent Beach is one of the best-kept secrets in Florida, a beautifully natural, unspoiled piece of coastline with wonderful views and gentle waves. Vilano Beach is also a local treasure, offering a fishing pier, watercraft rentals at Surfside Park, and many places for hiking and picnicking. St. Augustine Beach offers St. John County Pier, a pavilion, and areas for fishing as well as swimming and sunbathing. And both Anastasia Park and Guana River State Park are sanctuaries, Anastasia for birds, Guana for endangered species. No Florida vacation is complete without a visit to these lovely coastal parks!

St. Augustine offers sightseeing attractions of all kinds, from the historical Castillo de San Marcos and Fountain of Youth to such amusements as Marineland, San Sebastian Winery, and the Alligator Farm. It is paradise for golfers, who can choose among many world-class courses, visit the World Golf Village, and tee off with an ocean view!

Come stay in St. Augustine. All of our vacation rental properties are fully furnished, equipped with a washer/dryer, linens, towels, all kitchen equipment, and free wireless Internet. Whatever your budget or the needs of your group, you will have the time of your life vacationing in one of our rental properties!

For reviews of St. Augustine, FL vacation rentals, property management or real estate, please email stevemilo1@gmail.com. We manage St. Augustine Beach Vacation Rentals Homes and Condos at:

Anastasia Condos
Barefoot Trace
Captains' Quarters
Colony Reef
Crescent Beach
Drake House
Downtown St. Augustine
Four Winds
Island House Condos
Island South
Ocean & Racquet
Ocean Club
Ocean Village Club
Ocean Villas
Pier Point South
Ponte Vedra Beach
Quail Hollow
Sand Dollar
Sea Place
St. Augustine Beach
Summer Haven
Summerhouse
Surf Crest Village
Surfside Six
Tradewinds
Treasure Beach
Vilano Beach
Villas of Ocean Gate

Browse our Complete Collections of St. Augustine Beach Pet Friendly Vacation Rentals and Florida Vacation Rentals.