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Enjoy Sand, Surf, and the Nation's Oldest City - St. Augustine, Fl!


Vacation Rental Pros offers an extensive selection of St. Augustine vacation rental condos, townhouses, and houses. You'll find many beach front rentals of all sizes as well as homes nestled in the heart of historic downtown.

Suggested rental categories:
St. Augustine Beach Vacation Rentals
Click a rental below for more photos or browse all St. Augustine rentals.
Don't Miss Your Chance to Experience History -- Book Now!

ST. AUGUSTINE BEACH VACATION RENTALS

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Jean's Dream
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Only $300 to
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Newly renovated in 2017. Facing the shores of Crescent Beach with its back to the Intracoastal Waterway, Jean's Dream is a huge, luxuriously appointed Mediterranean-style house. more info
• City: St. Augustine
• View: Beach Front
• Sleeps: 13
Guest Rating: 4.76/5
54 Guest Reviews
Ocean Village Club E17
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Only $300 to
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Located at the center of a fun, family-oriented resort on the shores of the beach, our condo at Ocean Village Club E17 is your launch pad for the best vacation of your life. Comfortable and roomy, it's a great place to rest and relax between adventures! more info
Only 2 weeks left in the next 60 days!
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.62/5
16 Guest Reviews
Beach Walk
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Only $300 to
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You’ll be just a short walk from the magnificent Atlantic Ocean beach when you make Beachwalk in Vilano, your vacation headquarters in St. Augustine Beach. You’ll even have your very own private pool at this inviting, free standing three-level home. more info
• City: St Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.67/5
3 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean & Racquet 6103
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A beach vacation should be as fun and easy as a summer day, and when you stay at our ground-floor condo at Ocean & Racquet 6103, the good life is waiting for you. Steps from a swimming pool and just yards from the ocean, it's your perfect Florida ... more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 3/5
1 Guest Reviews
Island Paradise
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Only $300 to
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A little bit of South Beach color and a lot of Spanish style beauty make Island Paradise a glorious venue for your next St. Augustine vacation! Just 2 houses from the beach, courtyard, deck, HDTVs! more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 8
Guest Rating: 4.67/5
15 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Endless Summer
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Only $300 to
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A hidden gem near historic downtown St. Augustine, 1920 our home at Endless Summer House has been completely renovated inside. Its modest curb view conceals brand-new furnishings, appliances, décor, and a 400 sq ft deck with plenty of seating and a gas grill! more info
• City: Saint Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.9/5
10 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Island House F 229
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Only $300 to
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Soaring ceilings and sweet furnishings. Get to know and love Island House F229, but be sure to wake in time for the Atlantic Ocean sunrise! more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.1/5
10 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Anastasia 404
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Only $300 to
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There’s something to be said for casting your eyes on to ocean views and pure sunshine from the first moment you wake up. Starting a perfect vacation day amongst nature’s best scenes is quite the tasty premise. more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 4
Guest Rating: 4.62/5
21 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean & Racquet 5114
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Experience beach chic living in our ground-floor condo at Ocean & Racquet 5114 the next time you're in St. Augustine. Located in a gated resort, it's full of extras, such as 3 TVs, a wet bar, and a patio. more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4/5
12 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Captains Quarters 105
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Only $300 to
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From the big, breezy lanai at our condo at Captains' Quarters 105, you can see the dunes, sand, and ocean awaiting you. A spacious, well-appointed, oh-so-convenient condo in an elevator building on St. Augustine Beach, it's your perfect vacation spot! more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.18/5
17 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 16%!
Island House D 223
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From the balconies at Island House D 223, our condo on Crescent Beach, you can see the ocean from the living room, feel the salty breeze, and hear the murmur of the surf. Newly renovated and so luxurious, our 2-story condo is perfect for your next St. ... more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.86/5
14 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean & Racquet 3204
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Glimpse the ocean from the balcony of our second-floor condo at Ocean & Racquet 3204, listen to the murmur of the surf and enjoy all the amenities of this beachfront resort. Our condo is the perfect launch pad for all your St. Augustine adventures! more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.29/5
17 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean Club I 36
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Only $300 to
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Just yards from the beach, our townhouse-style condo at Ocean Club I 36 has a patio, a covered balcony, and a sundeck for your enjoyment. View the sunset over the Intracoastal Waterway, splash in the pool, and luxuriate in our newly renovated condo! more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 5/5
1 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Summerhouse 133
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Only $300 to
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Breezy, bright, and beautiful, our oceanfront condo at Summerhouse 133 is the ideal setting for your Crescent Beach vacation! With lovely views from the balcony, master bedroom, and living/dining area, you're never more than a glance from the sands! more info
• City: St. Augustine
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.38/5
8 Guest Reviews
Beach & Tennis 201
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Only $300 to
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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 201 Everything here is a little nicer--and much more fun--than ... more info
• City: St. Augustine
• View: Beach Front
• Sleeps: 6
Guest Rating: 4.75/5
4 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Sand Dollar II 207
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Only $300 to
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The ocean is right outside your window and beneath your breezy balcony when you stay at Sand Dollar II 207, our 2nd-floor beachfront condo on Crescent Beach. With the Intracoastal behind you and the Atlantic in front, you get amazing sunrises and sunsets! more info
• City: St. Augustine
• View: Beach Front
• Sleeps: 6
Guest Rating: 4.56/5
18 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean Drive Princess
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Only $300 to
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Come home to the good life just half a block from the beach at Ocean Drive Princess, our beautifully furnished, spacious family home. With a huge new HDTV, gourmet kitchen, backyard patio, and lush landscaping, it's the ideal setting for your beach ... more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.57/5
21 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Artist Retreat
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Only $300 to
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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. more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 7
Guest Rating: 4.36/5
14 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Ocean Sunrise
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Only $300 to
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Pull in to the driveway of Ocean Sunrise, our beachfront house, and you might think it's just a cottage. But once you see the wraparound deck, lanai, and newly furnished interior, you'll realize you've found a gem on the shores of St. ... more info
• City: St. Augustine
• View: Beach Front
• Sleeps: 11
Guest Rating: 3.75/5
12 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Bikini Bottom
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Only $300 to
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Experience Crescent Beach the way the natives do at Bikini Bottom, our cozy cottage just 3 blocks from the beach. With garage parking, yards for grilling and playing, and all the comforts of home, it's destined to become your favorite vacation retreat! more info
• City: St. Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.94/5
18 Guest Reviews
Limited-Time Offer: Stay before 10/14/17 and Save Up to 24%!
Hibiscus 102-H
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Only $300 to
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With a Hibiscus community boardwalk leading directly to the beach, Hibiscus 102-H is within steps of sand and surf. But, even if you chose to stay right on the property, you’d be sure of enjoying a dream vacation. more info
• City: Saint Augustine
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 5/5
4 Guest Reviews
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