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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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Beachwalk House, Ocean Views, Across from Beach, WIFI
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Ocean Views
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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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Sand Dollar I 108 BeachFront 3 Bedroom with Pool, St Augustine
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Pool, Tennis
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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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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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Sea Place 11211 Ocean Front, 2 HDTVs & 1 Blue Ray Player, Wifi
Guest rating:4.76/5
( Read 25 reviews )
Pool, Tennis, Racquetball
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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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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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Beach & Tennis 414 Oceanfront Condo with resort amenities.
Guest rating:4/5
( Read 3 reviews )
Pool, Tennis, Elevator
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Quail Hollow B1-2th in St Augustine Beach Florida
Guest rating:4.44/5
( Read 9 reviews )
Pool, BBQ Grill
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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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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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Island House C 219 Ocean View Rentals, HDTV, Wifi, St Augustine
Guest rating:4.71/5
( Read 14 reviews )
Pool, Tennis
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Quail Hollow A8-3U with pool on Crescent Beach, St Augustine FL
Guest rating:4/5
( Read 1 reviews )
Pool, BBQ Grill
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Island House H 119 Ground Floor Unit HDTV, Pool, St Augustine FL
Guest rating:4.75/5
( Read 8 reviews )
Pool, Tennis
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Pier Point 49, Ocean Views, Wifi - new 40
Guest rating:4.6/5
( Read 5 reviews )
Pool
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Crescent Sandpiper 220, Beach Front, Wifi, New HDTVs
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2 Pools
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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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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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Beachwalk House, Ocean Views, Across from Beach, WIFI

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Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. From the wraparound deck to the 2 separate living and dining areas, this house is perfect for a large group! more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 8

Ocean Views

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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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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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Sand Dollar I 108 BeachFront 3 Bedroom with Pool, St Augustine

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If our oceanfront condo at Sand Dollar I 108 isn't paradise, it's the nearest place to it! Steps away from Crescent Beach, it also overlooks the dreamy marshes of the Intracoastal Waterway. Pelicans glide past, the waves murmur, and the livin' is easy! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 7

Pool, Tennis

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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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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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Sea Place 11211 Ocean Front, 2 HDTVs & 1 Blue Ray Player, Wifi

Guest Rating: 4.76/5
25 Guest Reviews
Attractive and sophisticated furnishings - with a dash of tropical interest and 2 HDTV's and wifi. Throughout your stay at Sea Place 11211, you’ll plan your days and reflect in the evenings in comfortable and convenient surrounds. more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool, Tennis, Racquetball

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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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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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Beach & Tennis 414 Oceanfront Condo with resort amenities.

Guest Rating: 4/5
3 Guest Reviews
Whether you're looking for a tennis-oriented vacation or simply crave the oceanfront location and amenities of this superb resort, you'll love our condo at Beach and Tennis Club 414. Everything here is a little nicer--and much more fun--than you'd expect! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool, Tennis, Elevator

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Quail Hollow B1-2th in St Augustine Beach Florida

Guest Rating: 4.44/5
9 Guest Reviews
Few oceanfront condos have the wide-open, natural feel of Quail Hollow B1-2th. Our open-air patio on the ground floor puts you right at the foot of the dunes, just yards from the beach! Come experience lovely Crescent Beach at close and beautiful range! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool, BBQ Grill

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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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Island House C 219 Ocean View Rentals, HDTV, Wifi, St Augustine

Guest Rating: 4.71/5
14 Guest Reviews
Maximize your precious vacation time on St. Augustine Beach and do your kids the biggest favor of all: Island House C219 is amongst the closest units to the pool! Better still, this condo comes with private beach access and its own ocean views. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

Pool, Tennis

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Only $300!


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Quail Hollow A8-3U with pool on Crescent Beach, St Augustine FL

Guest Rating: 4/5
1 Guest Reviews
From our light and airy condo at Quail Hollow A8-3U, beautiful Crescent Beach is just a stroll away. Of course, you might want to take a dip in the pool first! Enjoy a relaxing, old-fashioned vacation in an unspoiled area convenient to so many attractions. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

Pool, BBQ Grill

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Island House H 119 Ground Floor Unit HDTV, Pool, St Augustine FL

Guest Rating: 4.75/5
8 Guest Reviews
An ocean-view unit for six with the most convenient location in the resort condominium complex! Less than a minute’s walk to the clubhouse and private beach access, and one of the closest units to the pool! Parking is just outside your door. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

Pool, Tennis

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Pier Point 49, Ocean Views, Wifi - new 40

Guest Rating: 4.6/5
5 Guest Reviews
Relax on your balcony and look over tropical greenery and a tempting pool, with the ocean beyond. This is a view with lots of study and a horizon that doesn’t quit. It’s hard work - can you handle it? And, includes a new 40" HDTV & Blue Ray player. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 7

Pool

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Crescent Sandpiper 220, Beach Front, Wifi, New HDTVs

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Enjoy the best spot on Crescent Beach at our condo at Crescent Sandpiper 220! From our balcony, living room, and master bedroom, you have lovely ocean views. And from the sundeck of our building, you can watch the sunset over the Intracoastal Waterway! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 7

2 Pools

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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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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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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.