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Holiday Rentals in Saint Augustine, FL

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    480 Holiday Rentals in Saint Augustine
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    Travellers to Saint Augustine are booking May dates now. Secure your holiday home today, and have the perfect trip.
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    1 / 29
    5 of 5 stars (2) Excellent
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    4.5 of 5 stars (13) Very good
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    5 of 5 stars (2) Excellent
    Saint Augustine Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Hot Tub
    • Internet Access
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    About this property
    Unit 1101 is a Northside, Ground Floor, Jacuzzi Villa unit facing directly to one of our ponds. Just a few steps from the patio you can feed the local ducks and fish (catch & release only). The Kitchen in 1101 has been completely upgraded. The unit has a nice theme with newer furniture and... View all property information
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    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy a new sport or activity for every day of your stay: bocci, shuffleboard, snorkeling, swimming and more. Ocean Village Club offers activities and amenities in spades - with even more available in nearby St. Augustine. Better still, it's absolutely oceanfront. Plus, this has wi-fi internet... View all property information
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    ₹9,448
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    About this property
    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! Located just across the street from the beach... View all property information
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    1 / 15
    Saint Augustine Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Our home located on 165 Cordova Street, in Zone 1 the most historic part of St. Augustine, was renovated top to bottom in 2014 and in great detail brought back to its original look. This is our Balcony Apartment offering a great and private view over Cordova Street, its historic buildings and in... View all property information
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    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (2)
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    • Shared Outdoor Pool...
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    • Suitable for children
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    About this property
    Come for the beach and stay for the fun at Ocean Village Club R34, our third-storey condo at a vibrant, family-oriented beachside complex. Just yards from St. Augustine Beach, our cheery, spotlessly clean flat is the perfect getaway for the whole family! Ocean Village R34 has two bedrooms for... View all property information
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    1 / 26
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
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    About this property
    Crescent Beach is renowned for its fine white sands, and when you stay at Four Winds' unit H7, you're just steps away-via a private walkway, no less!-from the beach and the Atlantic Ocean. You're also within walking distance of the Intracoastal Waterway, with its marinas and biking and hiking... View all property information
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    4.5 of 5 stars (6) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (6)
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    About this property
    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! Nothing stands between you and lovely Crescent... View all property information
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    4 of 5 stars Reviewed 28 May 2013
    Summerhouse is an older condo complex showing its age. However the location near Matanzas Inlet and the beach itself is hard to beat. I also loved the big grass center area...
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    5 of 5 stars (5) Excellent
    Overview Reviews (5)
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    About this property
    At our condo at Summerhouse 233 you can have it all: a beachfront location that also overlooks marshland; an amenity-rich complex; water on 3 sides, yet a city just minutes away! Come see for yourself how relaxing and beautiful Crescent Beach really is. From the balcony of our townhouse-style... View all property information
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    1 / 21
    4 of 5 stars (13) Very good
    Overview Reviews (13)
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    About this property
    A perfect retreat whether with your whole family or for a special weekend away with your spouse. Bring on the simple things, with endless beach time and happy hours on a private ocean-front balcony. Great resort access and an ideal Atlantic Coast location make this unit special - yet its name gives... View all property information
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    ₹37,985
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    About this property
    Situated near the St. Augustine Pier on the shores of St Augustine Beach, our ground-floor condo at Pier Point 37 couldn't have a better location for exploring the city and enjoying the serenity of the beach or the heated swimming pool. Make it your home base for your next vacation! You're just... View all property information
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    1 / 27
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
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    • Shared Outdoor Pool...
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    • Smoking allowed
    • Suitable for children
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    About this property
    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! We're on the ground floor, so running in and... View all property information
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    ₹63,521
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    Overview Reviews (6)
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    About this property
    Completely renovated and boasting beautiful beach views, our 2-storey oceanfront condo at Sea Haven 522 pampers you with all new furnishings, a breezy balcony with panoramic views, and all the amenities of a fine resort, including a pool, bbq grill and private beach access! Delightfully sandwiched... View all property information
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    1 / 30
    4.5 of 5 stars (10) Very good
    Overview Reviews (10)
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Gaze out at the magnificent sweep of St. Augustine Beach from the balcony, living room, or master bedroom at our beachfront condo at Hibiscus 303-B. The rolling waves, sugary sands, and natural dunes are a glorious sight from our little corner of paradise! You'll feel on top of the world in our... View all property information
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    1 / 18
    5 of 5 stars (4) Excellent
    Overview Reviews (4)
    Amenities & Details
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    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! As you might guess from its whimsical name,... View all property information
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    5 of 5 stars Reviewed 16 April 2015
    We stayed April 4-11 2015. The house is just off of the main road (a1a s) and 3 streets from the ocean. There's a dollar General store and a restaurant directly across the road. I...
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    4 of 5 stars (8) Very good
    Overview Reviews (8)
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    • Air Conditioning
    • Shared Outdoor Pool...
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    • Smoking allowed
    • Suitable for children
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    About this property
    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 you'd expect! The Beach and Tennis Club resort underwent... View all property information
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    ₹4,788
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    Overview Reviews (6)
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Come enjoy beautiful St. Augustine Beach from the comfort of our townhouse-style tennis villa at Colony Reef 18C. Overlooking a pond with a fountain, the luxurious 2-story condo is within steps of tennis courts, a huge swimming pool, and the beach! The tennis villas at Colony Reef are spacious... View all property information
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    1 / 34
    4 of 5 stars (2) Very good
    Overview Reviews (2)
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Witness both the sunrise and the sunset every day at Hibiscus. With both a balcony and deck, this nicely appointed condo brings the beauty of St. Augustine up close! It's ideal for your next beach vacation. You'll find casual seating and dining space here, plus a peek-a-boo strip of sea and a nice... View all property information
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    1 / 21
    4 of 5 stars (5) Very good
    Overview Reviews (5)
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    • Air Conditioning
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    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 yard, it's full of sunshine and laid-back Old Florida charm! Light, airy, and thoroughly comfortable, our... View all property information
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    Overview Reviews (17)
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    About this property
    Right in the heart of a fun, family-friendly oceanside condo complex is our Ocean Village Club D21, a newly renovated and furnished, well-appointed destination for your next beach vacation! Boasting all the comforts of home, it has plenty of room for the whole gang! Plus, it is a corner unit/end... View all property information
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    4 of 5 stars Reviewed 14 April 2015
    We stayed from March 28-April 10 and booked through Vacation Rental Pros. Check-in was easy. After-hours lock box instructions were great and easy to follow. Check-out was a...
    3 of 5 stars Reviewed 22 July 2012
    This is a nice condo, however it is advertised as sleeping 6 with the pull put couch. This pull out bed is soooooo bad. Springs are popping right through the mattress. One...
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    4 of 5 stars (4) Very good
    Overview Reviews (4)
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    About this property
    The first thing you'll fall in love with at Pelican Inlet C216 is the balcony. Just off the living room, it overlooks the condo complex, and reminds you that you are only a short walk away from the Atlantic on one side and the Intracoastal on the other! Invigorating sea breezes and balmy air make... View all property information
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    ₹35,112
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    Overview Reviews (4)
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    About this property
    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! Thanks to large windows and great views, this two-level unit is great as it maximizes both your views and personal privacy. Cushioned wicker couches are... View all property information
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    1 / 28
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    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. Augustine Beach. Perched above the lush tropical vegetation... View all property information
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    1 / 31
    5 of 5 stars (3) Excellent
    Overview Reviews (3)
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    • Pets allowed
    • Smoking allowed
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    About this property
    Enjoy spectacular sunrises and long, lazy days on the white sands of St. Augustine Beach at our ground-floor, oceanfront condo at Barefoot Trace 115. Spacious and boasting the latest appliances, it has the comforts of home in a great location! The showplace of the condo -- and the first place... View all property information
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    5 of 5 stars Reviewed 4 November 2014
    Fantastic location, on the ocean. Very clean and quiet. We have visited 2 years in a row. We will continue to rent this condo for as long as we go to St. Augustine Florida.
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    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (6)
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    • Pets allowed
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    About this property
    Relax island-style in our charming condo at Ocean Village Club I33. With a private balcony boasting sweeping views of a grassy lawn and sparkling swimming pool, you'll enjoy the murmur of the ocean and fresh sea breeze as a backdrop to all your adventures! And now, this condo also includes wifi... View all property information
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    1 / 31
    Saint Augustine Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    Beach living doesn't get any easier than at our spacious Villa of Ocean Gate. Just minutes on foot from lovely Crescent Beach, it offers fine resort living combined with the beauty of an uncrowded beach. Come discover the good life on the coast! Our condo is located in a resort containing swimming... View all property information
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    ₹7,980
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    About this property
    If spectacular sunrises and fun-filled days at the beach are on your vacation agenda, come stay in our oceanfront ground floor unit at Creston House 11A. The balcony has a beach dune view, and the condo is comfy and convenient to so many sights! Our patio offers a lovely view of the natural sand... View all property information
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    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (4)
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    About this property
    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! Pack light and come as you are for your stay at Pelican... View all property information
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    4 of 5 stars (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (3)
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    About this property
    From the patio or sundeck of our 2-storey condo at Sea Place 12232 you can feel the sea breeze and hear the murmur of the surf. You're just a hop away from a lovely swimming pool and private walkway to the beach. Come enjoy oceanfront living at our place! You'll love how light and airy our condo... View all property information
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    ₹17,556
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    About this property
    Few oceanfront condos have the wide-open, natural feel of Quail Hollow B3-1TH. Our beach front 3 bedroom town home puts you right at the foot of the dunes, just yards from the beach! Come experience lovely Crescent Beach at close and beautiful range! Our condo is a deluxe 3 bedroom unit, so all of... View all property information
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    Overview
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    • Air Conditioning
    • Balcony
    • Children's Pool
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Safe
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    About this property
    Would you like to get a taste of the latest technology, modern style and a truly unique living experience in the upscale setting with a gym, pool and tennis? Villa Terra has everything to make your stay luxurious, exceptional and relaxing. If you believe life is meant to be savored, you've found a... View all property information
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    1 / 25
    4.5 of 5 stars (4) Very good
    Overview Reviews (4)
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    A charming beach house nestled in the trees that gets 'oohs and ahhs' from the moment you arrive. Pelican Landing Beach Cottage at Crescent Beach near St Augustine is a favorite. A sleepy away-from-it-all where bare feet and lazy afternoons are always on order. Whether finishing a book or squeezing... View all property information
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    • Pets allowed
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    About this property
    A sparkling swimming pool and sweeping ocean view are just outside our ground-floor condo at Beacher's Lodge 102. You're just steps from Crescent Beach and minutes from historic St. Augustine, giving you easy access to all the wonders of northeast Florida! Beacher's Lodge 102 is a delightful... View all property information
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    5 of 5 stars Reviewed 11 October 2014
    Great unit, within 5 feet to the pool and short, very short, walk on the pier and you were on the beach. I was walked through every step of the way from reserving the unit to...
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    About this property
    When you're ready for a vacation combining the comfort of a resort with the convenience of a beachside location, Ocean Village Club D16 is waiting for you! Our ground-floor condo houses up to 4 in ease and comfort at a family-oriented condo complex. Recently updated in 2013 with new paint, new... View all property information
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    4.5 of 5 stars (7) Very good
    Overview Reviews (7)
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    • Pets allowed
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    About this property
    The sparkling ocean greets you when you step onto the balcony of our second-floor condo at Island House E228. Tastefully decorated and conveniently located in a oceanfront complex with all the amenities, it's the ideal Crescent Beach vacation retreat! You'll be pleasantly surprised by just how... View all property information
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    4 of 5 stars Reviewed 5 April 2012
    The location is ideal for children and older people. Access to the beach is easy and secure. We may be very active on this marvelous beach. The condo is comfortable and the...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Beautiful oceanfront condo at Island House Condo Association. 2 bedrooms and 2.5 baths with four balconies. Master bedroom features queen bed and guest bedroom offers two twin beds. Amenities include high speed internet, washer/dryer, dishwasher, microwave, cable TV, DVD player, all bed... View all property information
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    4.5 of 5 stars (8) Very good
    Overview Reviews (8)
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    • Air Conditioning
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Some houses just feel like home. Though its huge wraparound deck with partial ocean views, hot tub, tropical garden, and sunny indoor spaces may not resemble your home, Anastasia Island Cottage has that easy comfort that always defines a well-loved home. Located just 2 houses away from the sugary... View all property information
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    2 of 5 stars Reviewed 17 August 2012
    Location was excellent. Property condition was not good. Dead roach found in one bed. Had to knock a live roach off of me another night. Live roaches seen in chest of drawers. Hot...
    5 of 5 stars Reviewed 24 February 2012
    We stayed for the month of February and enjoyed every minute of it. The house was very comfortable for us and our dog - our son, daughter-in-law, and granddaughter stayed for a...
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    5 of 5 stars (2) Excellent
    Vilano Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Grill
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    • Satellite TV
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    1930`s beach house. 60 steps to beach. Pets welcomed....even if you're a Great Dane! Quality furnishings and properly maintained. Covered dining terrace. Fenced in yard with privacy fence and deck. Just bring your suitcase...everything you need is provided! Beach chairs & towels. Grill &... View all property information
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    5 of 5 stars Reviewed 17 April 2015
    perfect beach access, good food nearby. very comfortable rooms, feels like a home not a rental. will be going back later this year. Location between St Augustine & Jax Beaches...
    5 of 5 stars Reviewed 17 April 2015
    I am so glad to have found this rental. Close to EVERYTHING ! It is just a short walk to the beautiful beach and a short drive to the historic area of St. Augustine. The rental...
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    A sparkling swimming pool, slender palm trees, rolling dunes, blue sea, and huge sky are all yours when you gaze out from the balcony of our condo at Tradewinds 122. With such a view, you're on top of the world even before you set foot on our lovely beach! Located in a small resort delightfully... View all property information
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    5 of 5 stars Reviewed 15 October 2014
    This unit is better in person than the pictures! Great location on the beach and easy access to inter-coastal directly across the street. This unit is clean, well maintained and...
    5 of 5 stars Reviewed 29 May 2014
    I read some of the other reviews, they must have replaced, their carpet, it's wonderful. The rest of the place is really clean, and the residence are very friendly. We had 4...
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    5 of 5 stars (2) Excellent
    Overview Reviews (2)
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    The Atlantic Ocean looks close enough to touch from the balcony of our 2nd-story condo, Hibiscus 203-A on St. Augustine Beach. You will find the perfect vacation spot in this airy, open-plan condo, convenient to everything from the Old City to great golf! Hibiscus 203-A is in a full-amenity condo... View all property information
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    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villas of Ocean Gate is one of the newest condo complex's on the beautiful St. Augustine Beach. This 3 bedroom/2 bath unit has been upgraded throughout. Located in a complex with only 27 units, this unit is located on the third floor and has amazing views from the balcony's. But don't worry... View all property information
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    1 / 29
    5 of 5 stars (1) Excellent
    Saint Augustine Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
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    RECENT UPDATES: New Solar pool heater New beach cruiser bikes (free to use) New soft memory foam mattress toppers Please enter your dates in the calendar on the right to calculate exact pricing including weekly and monthly discounts. Enjoy privacy while only 5 houses to the beach with easy... View all property information
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    5 of 5 stars Reviewed 20 November 2014
    We thoroughly enjoyed our visit at Sergei's home. The place was neat and clean. It was well equipped with all that we needed for our trip. The saltwater pool was warm and very...
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    4 of 5 stars (1) Very good
    Overview Reviews (1)
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Our newly renovated Carriage House is a part of our riverfront property overlooking the St Augustine Inlet and the Intra Coastal Waterway. We offer the use of our floating dock on a deep water creek right on the ICW. Our guest enjoy access to four bikes and four kayaks at their leisure and rarely... View all property information
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    4 of 5 stars Reviewed 16 July 2014
    Stayed a couple of nights on our way back to Orlando after a 3 week road trip. Loved St Augustine and this rental is very convenient for everything. Very comfortable accommodation...
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    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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. Ocean Village Club B15 is on the ground floor... View all property information
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Decorated with an artist's eye for color, Turtle Paradise is our luxurious home just minutes from the beach in St. Augustine. Come enjoy our atrium-style lanai with pool, ultra-comfy bedrooms, music room with a piano, and so much more! Beautifully landscaped, Turtle Paradise sits in a sun-soaked... View all property information
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    ₹8,618
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Smoking allowed
    • Suitable for children
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    About this property
    2BR/2BA Creston House A few short steps to the Ocean and miles of beautiful white sandy beach, St. Augustine, Fl. Our attractive condo has three balconies for your viewing pleasure - two overlooking the pool, which is lit up at night, and the third to view sunsets. Creston House is one of the most... View all property information
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