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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!

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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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Wave Watch Cottage, Wifi, steps to St Augustine Beach Florida
Guest rating:3.89/5
( Read 9 reviews )
Steps to the Beach
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Ocean Village C12, Ground Floor, 2 pools (1 heated), tennis
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2 Pools, Tennis, Gym
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Only $300!

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Ocean Village B15, Ground Floor & Lanai, 2 pools, new HDTV
Guest rating:5/5
( Read 1 reviews )
2 Pools, Tennis, Gym
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Only $300!

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Drake House with heated pool in gated community
Guest rating:4.5/5
( Read 4 reviews )
Private Pool
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Only $300!

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Ocean Village N14, Ground Floor, heated pool, St Augustine
Guest rating:4.58/5
( Read 12 reviews )
2 Pools, Tennis, Spa
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Ocean Village P34, 3rd Floor, Wood Floors, 2 pools, tennis
Guest rating:4.14/5
( Read 7 reviews )
2 Pools, Tennis, Spa
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Only $300!

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Ocean Village M36, 3rd Floor, 2 pools, tennis, St Augustine
Guest rating:5/5
( Read 2 reviews )
2 Pools, Tennis, Spa
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Only $300!

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Sea Matanzas 5 Ocean Front Condo Summer Haven St Augustine FL
Guest rating:4.2/5
( Read 15 reviews )
Pool
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Bluefish 16 House, 3 Bedrooms, Pool, HDTV, St Augustine Beach
Guest rating:5/5
( Read 7 reviews )
Pool, HDTV, New Kitchen
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Only $300!

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Ocean Village Club O18, Ground Floor unit, 2 pools, St Augustine
Guest rating:4.29/5
( Read 7 reviews )
2 Pools, Gym, Tennis, Grill
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Sea Matanzas 6 Beach Front Condo Summer Haven in St Augustine FL
Guest rating:4.42/5
( Read 19 reviews )
Pool
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Ocean Village A17, new HDTV, Heated Pool, Ground Floor Unit
Guest rating:4.3/5
( Read 10 reviews )
2 Pools, Tennis, Gym
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Only $300!

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Sea Urchin 39 House, Newly Renovated & Furnished, HDTV
Guest rating:4.55/5
( Read 11 reviews )
Pool, HDTV, New Kitchen
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Only $300!

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King of the Dune, 4+ Bedrooms, Beach Front at Vilano Beach
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New HDTVs, Hot Tub
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Only $300!

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Dolphin Beach House, HDTV, New Furniture
Guest rating:4.6/5
( Read 15 reviews )
HDTVs
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Only $300!

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Casa De Vision in downtown historic St Augustine
Guest rating:5/5
( Read 1 reviews )
In Historic St. Augustine
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Only $300!

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Artist Retreat in Summer Haven, 3 houses to beach
Guest rating:4/5
( Read 1 reviews )
Walk to the Beach
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Only $300!

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The Lodge Historic Beach House, 5 bedrooms oceanfront
Guest rating:4.55/5
( Read 11 reviews )
Historic Beach House
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Dolphin Lookout, Beach Front, on Summer Haven Beach St Augustine
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Secluded Beach
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Only $300!

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Ocean Village J16, Ground Floor Unit, Screened Lanai
Guest rating:4.6/5
( Read 10 reviews )
2 Pools, Tennis, Gym
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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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Wave Watch Cottage, Wifi, steps to St Augustine Beach Florida

Guest Rating: 3.89/5
9 Guest Reviews
Wake up each morning and enjoy an ocean view from your balcony, before grabbing a coffee to take with you beach-combing. All in all, Wave Watch cottage rental is a perfect beach hideaway. Just one house between you and the ocean! more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 4

Steps to the Beach

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Only $300!


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Ocean Village C12, Ground Floor, 2 pools (1 heated), tennis

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Convenient and cozy are the watchwords of our Ocean Village Club C12 condo. Located on the ground floor of a family-oriented beachfront condo complex, it's just a hop from your private parking space -- no stairs! Treat yourself to a little bit of paradise! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Gym

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Only $300!


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Ocean Village B15, Ground Floor & Lanai, 2 pools, new HDTV

Guest Rating: 5/5
1 Guest Reviews
Escape to the sweet beach life at our cozy, immaculately maintained condo at Ocean Village Club B15. Located in a big, activity-oriented complex, it brings you into the heart of the action while still offering all the privacy and relaxation you crave. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Gym

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Only $300!


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Drake House with heated pool in gated community

Guest Rating: 4.5/5
4 Guest Reviews
It's two vacations in one! You're just steps from the sparkling beach, so paradise awaits outdoors. Yet our custom-built house is so luxurious, with a master suite and heated indoor pool, that you may never want to go outside! What a great "problem"! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

Private Pool

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Only $300!


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Ocean Village N14, Ground Floor, heated pool, St Augustine

Guest Rating: 4.58/5
12 Guest Reviews
All the delights of an oceanfront resort -- swimming pools, tennis, grilling out, and so much more -- await you at our condo at Ocean Village Club N14. Less than a 5-minute walk from the beach, it's a cozy and comfortable vacation home you'll just love! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Spa

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Only $300!


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Ocean Village P34, 3rd Floor, Wood Floors, 2 pools, tennis

Guest Rating: 4.14/5
7 Guest Reviews
Glimpse the Atlantic Ocean every morning from the lovely balcony at Ocean Club Village P34. Our third-floor flat in a gated condo complex is just yards from the beach, very comfortable with room for up to 6 vacationers ready to relax and have fun! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

2 Pools, Tennis, Spa

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Only $300!


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Ocean Village M36, 3rd Floor, 2 pools, tennis, St Augustine

Guest Rating: 5/5
2 Guest Reviews
Looking for value for your money? Ocean Village’s Club M36 suggests you seriously consider their gorgeous condo. You’ll love the overall feeling of spaciousness, calm and well-being. One visit and you will want to come back. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Spa

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Only $300!


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Sea Matanzas 5 Ocean Front Condo Summer Haven St Augustine FL

Guest Rating: 4.2/5
15 Guest Reviews
Enjoy up-close views and private strolls along one of the Florida coast's best beaches at our townhouse Sea Matanzas 5. This split-level condo is one of only 8 in a beachfront complex with panoramic views, lush pool, and huge comfortable rooms. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool

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Bluefish 16 House, 3 Bedrooms, Pool, HDTV, St Augustine Beach

Guest Rating: 5/5
7 Guest Reviews
With a peek of the ocean from 2nd floor deck, the Bluefish 16 house is only a short walk to the community’s beach boardwalk that leads you to one of the most popular beaches in northeast Florida. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 8

Pool, HDTV, New Kitchen

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Only $300!


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Ocean Village Club O18, Ground Floor unit, 2 pools, St Augustine

Guest Rating: 4.29/5
7 Guest Reviews
Welcome home to St. Augustine Beach! In our oceanview condo at Ocean Village Club O18, you'll settle right in to living just yards away from the Atlantic Ocean! Whether you're lounging poolside or strolling on the beach at sunrise, you're going to love it! more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

2 Pools, Gym, Tennis, Grill

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Only $300!


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Sea Matanzas 6 Beach Front Condo Summer Haven in St Augustine FL

Guest Rating: 4.42/5
19 Guest Reviews
Rediscover a piece of Crescent Beach history with our elegant beachfront townhouse condo in the old Summerhaven area. Sweeping sea views occupy one entire side of Sea Matanzas 6, which boasts spacious rooms, natural landscaping, and a pool. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool

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Only $300!


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Ocean Village A17, new HDTV, Heated Pool, Ground Floor Unit

Guest Rating: 4.3/5
10 Guest Reviews
One of the most affordable vacation spots on choice St. Augustine Beach is Ocean Village Club A17. Our first-floor condo welcomes your family with tasteful décor, all the amenities of resort living, and a pristine beach just a stroll away! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Gym

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Only $300!


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Sea Urchin 39 House, Newly Renovated & Furnished, HDTV

Guest Rating: 4.55/5
11 Guest Reviews
Shhh . . . try not to brag about our charming oceanside getaway! Sea Urchin is a well-kept secret, for where else can you vacation just yards from the beach at a price like this? Newly redecorated, airy and bright, it's a beach escape just for you! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

Pool, HDTV, New Kitchen

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Only $300!


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King of the Dune, 4+ Bedrooms, Beach Front at Vilano Beach

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Sweeping ocean views from several rooms as well as a huge beachfront deck make our King of the Dune house an irresistible vacation destination. With a hot tub and an in-law flat on the ground floor, it's perfect for 2 families or a big group of friends! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 10

New HDTVs, Hot Tub

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Only $300!


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Dolphin Beach House, HDTV, New Furniture

Guest Rating: 4.6/5
15 Guest Reviews
Live the dream! Sitting high on a 35 foot dune, the Dolphin Beach House's secluded location allows you to enjoy endless ocean views from a glassed in atrium or its sprawling balcony space. Just walk a few more steps and you are on the beach. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

HDTVs

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Casa De Vision in downtown historic St Augustine

Guest Rating: 5/5
1 Guest Reviews
Newly renovated and bursting with charm, La Casa de Vision is an historic Spanish-style cottage on the trolley line in downtown St. Augustine, just 3 minutes from Vilano Beach! And when you stay here, part of your rent is sent to a charity for the blind! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 2

In Historic St. Augustine

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Artist Retreat in Summer Haven, 3 houses to beach

Guest Rating: 4/5
1 Guest Reviews
Kick back in historic Summer Haven in our vintage cottage, Artist Retreat. Just 3 houses from the beach, our updated bungalow has the feel of an artist's retreat. Offering a big patio and fenced yard, it's full of sunshine and laid-back Old Florida charm! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 7

Walk to the Beach

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Only $300!


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The Lodge Historic Beach House, 5 bedrooms oceanfront

Guest Rating: 4.55/5
11 Guest Reviews
Right from the pages of Coastal Living, a historic 5 bedroom cottage on the ocean and the river, with a dock for your boats and joy for your soul. Come vacation in a treasure of Summer Haven history. This 110 year old cottage direct ocean front. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 10

Historic Beach House

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Only $300!


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Dolphin Lookout, Beach Front, on Summer Haven Beach St Augustine

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A gorgeous beach cottage offering its ecstatic guests a front row seat to both sunrise and sunset - any questions? Dolphin Lookout is beach front and waiting for you! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Secluded Beach

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Only $300!


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Ocean Village J16, Ground Floor Unit, Screened Lanai

Guest Rating: 4.6/5
10 Guest Reviews
Looking for value for your money? Ocean Village’s Club J16 suggests you seriously consider their gorgeous condo. You’ll love the overall feeling of spaciousness, calm and well-being. One visit and you will want to come back. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

2 Pools, Tennis, Gym

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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.