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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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Sea Haven 112, Beach Front 3 Bedroom St Augustine Beach FL
Guest rating:4.5/5
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Ocean Eight 101 - 2nd floor, Ocean Front, Pool, Crescent Beach
Guest rating:5/5
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Ocean Front Pool
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Four Winds C7, 2 pools, tennis, basketball, shuffleboard
Guest rating:5/5
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2 Pools, Tennis
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Island House F 232 Ocean View Rentals Pool, St Augustine Beach
Guest rating:4.33/5
( Read 6 reviews )
Pool, Tennis
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Ocean Village R18, Ground floor unit, 2 pools, beach access
Guest rating:4.67/5
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2 Pools, Tennis, Spa
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Ocean Village Q19, Ground Floor, Screened Lanai, 2 pools
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2 Pools, Tennis, Spa
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Four Winds I-10 Top 2 Floors - Ocean Front, 2 Bedrooms, 2 pools
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2 Pools, 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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Surfside Six E - Direct Oceanfront, Luxury, Updated, 2 Bedrooms
Guest rating:4/5
( Read 1 reviews )
Beach Front
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Infinity Point Beach House St Augustine Getting Away Together
Guest rating:4.38/5
( Read 13 reviews )
HDTVs, New Kitchen
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Ocean Village H24, 2nd Floor, HDTV, with 2 pools, tennis
Guest rating:4.2/5
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2 Pools, Tennis, Gym
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Pelican Inlet B114, pool, tennis & boat dock
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Pool, Tennis
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Ocean Club I 28 in St. Augustine Beach Florida
Guest rating:4.83/5
( Read 6 reviews )
Pool
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Surfer Girl, Beach House, 3 Bedrooms, Steps to Beach, HDTVs
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New HDTVs, Screened Lanai
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Ocean Village P16, Ground Floor Unit, Wifi, 2 pools, tennis
Guest rating:5/5
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2 Pools, Tennis, Spa
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Quail Hollow A2-1U with pool on Crescent Beach, St Augustine FL
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Pool, BBQ Grill
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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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SpyGlass 4 - ocean front, 3 bedrooms, garage, pool & HDTV
Guest rating:3.8/5
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Pool, Tennis
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Ocean Village J21, 2nd Floor, Screened Lanai, 2 pools beach
Guest rating:4.5/5
( Read 2 reviews )
2 Pools, Tennis, Gym
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Windjammer 214 Luxury Beach Front, Elevator St Augustine Beach
Guest rating:5/5
( Read 3 reviews )
Heated Pool, Tennis
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Sandcastle St. Augustine, 3 Bedrooms, Ocean View Beach Home
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New HDTV
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Sea Haven 112, Beach Front 3 Bedroom St Augustine Beach FL

Guest Rating: 4.5/5
2 Guest Reviews
As if the entire coastline in all its beauty was arranged just for you, the patio of our 3-bedroom condo at Sea Haven 112 looks out on a panoramic view that includes miles and miles of shining sea, beach, dunes, and blue sky. Come stay in paradise soon! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 8

Pool

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Ocean Eight 101 - 2nd floor, Ocean Front, Pool, Crescent Beach

Guest Rating: 5/5
1 Guest Reviews
Perched on the shores of Crescent Beach (and with a view of Intracoastal too!), our luxurious condo at Ocean Eight 101 is the perfect beachfront getaway for your next St. Augustine vacation. Newly renovated and so spacious, it's a joy to rent! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Ocean Front Pool

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Four Winds C7, 2 pools, tennis, basketball, shuffleboard

Guest Rating: 5/5
1 Guest Reviews
Every bedroom overlooks water at Four Winds C7! From the master bedroom, you can see the pool. From the second bedroom, the Intracoastal Waterway beckons. From sunrise to sunset, our poolside condo offers luxury and great views! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 7

2 Pools, Tennis

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Island House F 232 Ocean View Rentals Pool, St Augustine Beach

Guest Rating: 4.33/5
6 Guest Reviews
Room for six guests, or relax for six weeks? Island House F232 means space, comfort and ocean-front privilege in utmost privacy. Please note that this is a non-smoking rental. Parking is just outside your door. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

Pool, Tennis

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Ocean Village R18, Ground floor unit, 2 pools, beach access

Guest Rating: 4.67/5
3 Guest Reviews
The most relaxing beach vacation of your life awaits you at our Ocean Village Club R18 condo. We've got everything you need, so walk right in and make yourself at home! Conveniently located and spotlessly clean, our condo is a busy family's dream. more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

2 Pools, Tennis, Spa

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Ocean Village Q19, Ground Floor, Screened Lanai, 2 pools

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With a beautiful view of the lush natural vegetation beside the dunes, our ground-floor condo at Ocean Village Club Q19 is adjacent to the beach, in a fun complex with all the amenities. Attractive and convenient, it's the perfect spot for your vacation. more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

2 Pools, Tennis, Spa

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Four Winds I-10 Top 2 Floors - Ocean Front, 2 Bedrooms, 2 pools

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Enjoy panoramic views of the beautiful dunes and beach from the patio and balcony of our 2-storey townhouse at Four Winds I-10. Located oceanfront, this completely renovated condo puts you front-row for bold sunrises, glittering waves, and white sands! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

2 Pools, 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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Surfside Six E - Direct Oceanfront, Luxury, Updated, 2 Bedrooms

Guest Rating: 4/5
1 Guest Reviews
The beach is your front yard at our town home at Surfside Six E! With nothing between you and the waves but stretches of sugary sand, you have breathtaking vistas and true privacy. Come stay in our newly updated beach rental for a vacation of a lifetime! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 7

Beach Front

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Infinity Point Beach House St Augustine Getting Away Together

Guest Rating: 4.38/5
13 Guest Reviews
Location, location, location - what could be better for your next group vacation? Located on the point of Villano Beach with sweeping views - this recently renovated direct ocean front house is a real treat. You’ll relish this spacious beachside dream ho more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 11

HDTVs, New Kitchen

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Only $300!


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Ocean Village H24, 2nd Floor, HDTV, with 2 pools, tennis

Guest Rating: 4.2/5
5 Guest Reviews
Enjoy the best of beach living from our roomy, relaxing condo at Ocean Village Club H24. Part of a vibrant family-oriented complex, it's just yards from the ocean, and offers you all the perks of a fine resort plus the comforts of a fully stocked home! 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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Pelican Inlet B114, pool, tennis & boat dock

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You're never more than a minute and half from water at our ground-floor condo at Pelican Condo B114 -- the beautiful Atlantic on one side, the gorgeous Intracoastal Waterway on the other. Sunrises, sunsets, and nonstop fun await you here! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 6

Pool, Tennis

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Ocean Club I 28 in St. Augustine Beach Florida

Guest Rating: 4.83/5
6 Guest Reviews
If your perfect vacation involves relaxing beside the water and splashing in the waves, our townhouse at Ocean Club I 28 is the ideal destination. It's located in a small condo complex with 2 large swimming pools and is just a stone's throw from the beach! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

Pool

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Surfer Girl, Beach House, 3 Bedrooms, Steps to Beach, HDTVs

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Just steps from the beach, our single-level Surfer Girl house is newly furnished and decorated with an emphasis on contemporary accents and uncluttered spaces. From the big lanai to the brand-new HDTVs, it has everything you need for the perfect vacation! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 10

New HDTVs, Screened Lanai

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Only $300!


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Ocean Village P16, Ground Floor Unit, Wifi, 2 pools, tennis

Guest Rating: 5/5
2 Guest Reviews
You'll feel as though you're living on a cloud in our light-as-air condo at Ocean Village Club P16. Sporting tones of ivory and pale blue, this pristine ground-floor flat is the perfect place to unwind while enjoying all the fun of our oceanfront complex! more info
  • City: St Augustine Beach
  • View: Best Value/Garden View
  • Sleeps: 4

2 Pools, Tennis, Spa

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Quail Hollow A2-1U with pool on Crescent Beach, St Augustine FL

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From the balcony of our 2nd-storey condo at Quail Hollow A2-1U, you have a sweeping view of the beautiful dunes, soft sands, and sparkling waves of Crescent Beach. Completely renovated, our condo is nicely appointed, and the location is amazing! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool, BBQ Grill

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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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SpyGlass 4 - ocean front, 3 bedrooms, garage, pool & HDTV

Guest Rating: 3.8/5
5 Guest Reviews
Luxuriate in the amenities of our 3 bedroom direct ocean front condo. Spyglass 4 on Crescent Beach boasts beach front views, direct private beach access, tennis and pool, and all the conveniences of home! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Pool, Tennis

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Ocean Village J21, 2nd Floor, Screened Lanai, 2 pools beach

Guest Rating: 4.5/5
2 Guest Reviews
With the beach just a short walk away and swimming pools, tennis courts, and more waiting for you here at Ocean Village Club J21, there's something exciting to do each day. Come use our beautiful, relaxing condo as your launch pad for the perfect vacation! 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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Windjammer 214 Luxury Beach Front, Elevator St Augustine Beach

Guest Rating: 5/5
3 Guest Reviews
Nestled between the ocean & Intracoastal Waterway, our beachfront condo at Windjammer 214 offers spectacular views of both! Enjoy sunrises and sunsets from our 2 balconies. If you love the water, you must treat yourself to a stay at Windjammer 214! more info
  • City: St Augustine Beach
  • View: Beach Front
  • Sleeps: 6

Heated Pool, Tennis

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Sandcastle St. Augustine, 3 Bedrooms, Ocean View Beach Home

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With ocean views from both balconies, our Sandcastle house is a spacious, comfortable beach retreat for the whole group. Newly built but with a vintage look, it offers a shady garden, wraparound porches, and plenty of room -- all in a great location! more info
  • City: St Augustine Beach
  • View: Ocean View
  • Sleeps: 6

New HDTV

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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.