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St. Augustine Holiday Rentals

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    Travellers to St. Augustine are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (2) Excellent
    Saint Augustine Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Saint Augustine Beach
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    About this property
    Come Experience Beautiful St. Augustine Beach. Seaside Villas is family and pet-friendly condominium complex within a few blocks from the St. Johns County Ocean Pier. In addition to easy walking or biking access to the white sand beaches, local shops and restaurants, the Beach Retreat Condo offers... View all property information
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    Saint Augustine Beach, St. Augustine 32080
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    National Geographic has listed St Augustine as one of the top destinations and Ocean and Racquet was Voted St Augustine's Best Condo Community. It's a WIN -WIN!!! We are located right on the powdery white sands of St Augustine Beach, at beautiful Anastasia Island. You can use your private access to... View all property information
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    St. Augustine, Florida 32080
    1 / 10
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful 2 bedroom condo fully furnished w/ large screened porch overlooking intracoastal waterway & marsh. All new furniture and appliances with a 48" 4K Television. Wifi and cable television. This unit is located in St. Augustine South in the Conquestador Condominium. It is directly on the... View all property information
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    St. Augustine, Florida 32086
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    If you are planning the perfect vacation then it’s important that you pick the perfect place to stay. This will be the one you want to select for your family vacation. This upgraded luxury condo offers just about everything you may require. Complete ocean front with an extremely large balcony with... View all property information
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    St. Augustine, Florida 32080
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    With only 48 units, Spanish Trace is one of the most sought after vacation experiences. Our unit at Spanish Trace sleeps a maximum of six and is one of the most economical getaway. Built on the shores of St. Augustine Beach you are mere feet from the wide sandy beach of St. Augustine which is... View all property information
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    St. Augustine, Florida 32080
    1 / 28
    3 of 5 bubbles (1) Average
    Saint Augustine Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a Great Condo at a Great Price. It has just been renovated with new windows and doors and redecorated in a beach décor that is not only beautiful but very cozy. The St. Augustine Ocean and Racquet Club Resort is located directly on beautiful St. Augustine Beach. You have miles of white... View all property information
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    Saint Augustine Beach, St. Augustine 32080
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sit back on you own balcony and look over tropical greenery and a tempting pool with the ocean directly behind. This is a view that is simply AMAZING! Enjoy breakfast on your large, private balcony while enjoying the sun’s early rays. You’ll love the balcony ocean breeze as well. It is so... View all property information
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    St. Augustine, Florida 32080
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    1 / 49
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    *******WEEKLY RENTALS ONLY ******** Located a very short distance to the beach, this two (2) bedroom, two (2) bath condo at Ocean Club I, Unit 28 is the perfect vacation destination. Ocean Club I, Unit 28 has a patio, a covered balcony and a sundeck for you to sit back and enjoy. At Ocean Club... View all property information
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    St. Augustine, Florida 32080
    1 / 19
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Beautiful, fully loaded Recreational Vehicle located in private wooded campground with fire pit. Central historic Saint Augustine Florida location... 4.5 miles to the OLDEST U.S. city - downtown St. Augustine. 5 minutes to I95 or Walmart. Basic WIFI and 2 Cable TVs - All cooking utensils, coffee... View all property information
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    St. Augustine, Florida 32084
    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Get away to the Sunshine State when you book this recently updated 3-bedroom, 2-bathroom St. Augustine Beach vacation rental condo. This charming unit, across the street from St. Augustine Beach, is ideally located near endless area attractions on Anastasia Island, offers all the conveniences of... View all property information
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    St. Augustine, Florida 32080
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A stunning pool is only the beginning when you choose to stay at Atlantic Oasis. It is located less than two blocks from the beach. Atlantic Oasis makes you feel delightfully secluded from the bustle of a busy beach town. Sit at the pool deck with a cool drink, or enjoy a casual meal. There... View all property information
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    St. Augustine, Florida 32080
    1 / 51
    4.5 of 5 bubbles (11) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Sauna
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    About this property
    Description, Amenities and Location Description in English, Spanish, and French. Relax and feel miles away from the ordinary in this open space condo, featuring contemporary and coastal décor. This condo was newly renovated by its incoming owner in April 2014. This unit offers a spectacular... View all property information
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    St. Augustine, Florida 32080
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is conveniently located close to historic downtown St. Augustine. It's the perfect resort to start enjoying your vacation, anytime of the year! This condo... View all property information
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    St. Augustine, Florida 32080
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    About this property
    A stunning pool is only the beginning when you choose to stay at Atlantic Oasis. It is located less than twoblocks to the beach. Atlantic Oasis makes you feel delightfully secluded from the bustle of a busy beach town. Sit at the pool deck with a cool drink, or enjoy a casual meal. There are... View all property information
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    St. Augustine, Florida 32080
    1 / 13
    5 of 5 bubbles (11) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    About this property
    For your convenience and peace-of-mind, we now accept VISA and Mastercard! You won't want to leave this BRAND NEW, fully-renovated beach cottage! Immaculate, fresh, clean, and uncluttered; fully renovated in 2010! Just 2/10 of a mile to the beach in Vilano Beach, St. Augustine. Located on a... View all property information
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    St. Augustine, Florida 32084
    1 / 34
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Have you ever wanted to have a vacation right on the water, well you will love to make this vacation home your dream come true. Treasure Beach is located on an Inlet of the Matanzas River, which is part of the Intracoastal Waterway. So whether you are boating, kayaking, or fishing, you have it... View all property information
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    St. Augustine, Florida 32080
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Sit back on you own balcony and look and the beautiful sandy beach and ocean. This is a view that is simply AMAZING! Enjoy breakfast on your large, private balcony while enjoying the sun’s early rays. You’ll love the balcony ocean breeze as well. It is so soothing and relaxing. You’ll definitely... View all property information
    Location Information
    St. Augustine, Florida 32080
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    1 / 23
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Sit back on you own balcony and look and the beautiful sandy beach and ocean. This is a view that is simply AMAZING! Enjoy breakfast on your large, private balcony while enjoying the sun’s early rays. You’ll love the balcony ocean breeze as well. It is so soothing and relaxing. You’ll definitely... View all property information
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    St. Augustine, Florida 32080
    1 / 39
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Located in an oceanfront resort with two swimming pools (one heated), tennis courts, fitness center, shuffleboard, and so much more. The condo is conveniently located close to historic downtown St. Augustine. It's the perfect resort to start enjoying your vacation, anytime of the year! This condo... View all property information
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    St. Augustine, Florida 32080
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    What better way to experience local living than in our new Bella Casa. Located in the heart of downtown St. Augustine, this very comfortable get-away home is located a short distance to the beach, local shops and restaurants. It is a new 2-bedroom 1-bath home with everything a guest, or even a... View all property information
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    St. Augustine, Florida 32084
    1 / 24
    Saint Augustine Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    When you stay at Spanish Trace 232, not only are you just yards from St. Augustine Beach, but you can also stop for a swim in a large pool during your short walk to the beach’s sugary white sands. That’s right: Both a spectacular pool and one of Florida’s best beaches—and so much more!—are just... View all property information
    Location Information
    Saint Augustine Beach, St. Augustine 32080
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    Welcome to your home away from home. This sunny 2nd floor unit has bright contemporary furnishings with a southern exposure on the screened in balcony for pleasant morning coffee or late afternoon cocktails year around. Bring your laptop, tablet, or other devices and connect to the internet with... View all property information
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    St. Augustine, Florida 32080
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This luxurious, newly remodeled, PENTHOUSE paradise will have you on top of the world with amazing ocean AND inter-coastal views. This is a perfect getaway for you and your guests located on St. Augustine beach. This 7th floor condo will amaze with its 2 spacious bedrooms and 2 bathrooms, with... View all property information
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    St. Augustine, Florida 32080
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy this beautifully decorated 2 bedroom, 2 baths 3rd floor condo located in St. Augustine Ocean and Racquet. Only a short walk to the beach with a large, relaxing outdoor Jacuzzi. You get the amenities of the resort, including two pools, tennis courts, and fishing ponds. The private patio faces... View all property information
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    St. Augustine, Florida 32080
    1 / 17
    5 of 5 bubbles (1) Excellent
    Saint Augustine Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Old beach cottage, one of the first 10 homes built on Anastasia Island in 1914 is located 2 homes in from beach. Only steps from the beach with no roads to cross. Several good restaurants nearby within walking or biking distance. 4.5 miles from the old town and fort. 2nd Bedroom has full size bunk... View all property information
    Location Information
    Saint Augustine Beach, St. Augustine 32080
    1 / 20
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    St. Augustine Beach/Crescent Beach all-Oceanfront condo complex with beautiful white sandy beaches framed by tall sea oats and sand dunes; yet only 15 minutes from historic downtown St. Augustine; our nation's oldest city! Four Winds Condominiums offers two heated pools, shuffleboard, basketball... View all property information
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    St. Augustine, Florida 32080
    1 / 19
    Saint Augustine Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1st Street Retreat is a newly updated open concept DOG FRIENDLY studio apartment with a fenced in yard, outdoor shower, bbq, firepit and seating area it is 1 block from the beach and within walking distance to all the restaurants. Included in the rental are all kitchen amenities, bathroom... View all property information
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    Saint Augustine Beach, St. Augustine 32080
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    BRAND NEW EVERYTHING - Furniture, kitchen, baths!! Be one of the first to enjoy this COMPLETELY REMODELED UNIT!! Your home away from home is directly across the street from a boardwalk that takes you to one of the most beautiful white sand beaches anywhere in the world! You are also a two-minute... View all property information
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    St. Augustine, Florida 32080
    1 / 22
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Built in 1927 this house has 3 apartments. Apartment B (this listing) is on the ground floor with parking in the back. It is located within walking distance to most attractions. It's about a 1/2 mile away from Castillo de San Marcos (the fort), a long block away from Fountain of Youth, across the... View all property information
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    St. Augustine, Florida 32084
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    Saint Augustine Beach
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    This top/3rd Floor in the R Building w/ elevator at Ocean Village Club is in a ocean-front gated community on St. Augustine Beach. This ocean front complex offers a variety of amenities for year-round fun and relaxation. Enjoy swimming in a heated pool or in the ocean; play tennis on the newly... View all property information
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    Saint Augustine Beach, St. Augustine 32080
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    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Sit back on one of your own two balconies and look over tropical greenery and a tempting pool with the ocean directly behind. This is a view that is simply AMAZING! Enjoy breakfast on your large, private balcony while enjoying the sun’s early rays. You’ll love the balcony ocean breeze as well.... View all property information
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    St. Augustine, Florida 32080
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    About this property
    *****NEW TO RENTAL MARKET - Photos Coming Soon ****** If you are looking for the perfect vacation condo then you have found it in Quail Hollow A4-1U. Situated close to the beach, you can dip your feet into the cool Atlantic Ocean in no time. Our condo features a balcony with seating for two, so... View all property information
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    St. Augustine, Florida 32080
    1 / 23
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    General Information: Located within 10 minutes walk to historic Saint Augustine town center and a 10 minute drive to the beaches, pier and lighthouse. Just renovated second Floor apartment with two bedrooms, one bathroom, living room, full kitchen & dining room and large front porch with furniture.... View all property information
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    St. Augustine, Florida 32084
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    From this direct oceanfront condo, you have a stunning view of pure white sand, sparkling sea, and blue sky. Come see it for yourself, you will not be disappointed. Everything at Tradewinds 24 is absolutely breathtaking. Large sliding glass doors in the living room flood the condo with sunshine... View all property information
    Location Information
    St. Augustine, Florida 32080
    1 / 18
    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    • ?
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    • ?
    About this property
    Luxury vacation suite located in the center of the oldest city in the United States! This 1 bedroom, 1 bathroom suite offers top of the line features such as a full Kitchen with granite countertops, tastefully furnished and decorated, immaculate restroom with glassed in shower. Fold out sofa to... View all property information
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    St. Augustine, Florida 32084
    1 / 25
    Saint Augustine Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    While New to Trip Advisor, we have owned and rented at Beacher's Lodge Condo/Hotel for more than 20 years. We have 4.8 ratings with competing companies. Beacher's Lodge is a Condo/Hotel where all Queen and King units face the Ocean with Private Balconies. All units are owned by individuals and... View all property information
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    Saint Augustine Beach, St. Augustine 32086
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Imagine spending your vacation directly on the beach with 2 balconies overlooking the beach, this totally redecorated 2-storey townhouse at Sea Place 11211 offers you a private view of one of the most beautiful beaches you could ever have dreamed of, situated just steps from the oceanfront and the... View all property information
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    St. Augustine, Florida 32080
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    Townhouse on the upper level of Quail Hollow 2 story townhouse on the upper level of Quail Hollow and is the perfect vacation spot. It is 75 steps from the resorts private boardwalk that leads to beautiful Crescent Beach and miles of white sugar sand beach that is perfect for surfing, fishing,... View all property information
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    St. Augustine, Florida 32084
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Have you ever wanted to have a vacation with your own pool and close to the beach, well you will love to make this vacation home your dream come true. So whether you are boating, kayaking, or fishing, you have it all here at Blue Horizon. And if that’s not enough this vacation home also has an... View all property information
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    St. Augustine, Florida 32080
    1 / 56
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Get an authentic taste of beach living at its finest by escaping to Colony Reef 2102 a wonderful St. Augustine Beach vacation rental condo! Ideally situated in a pristine oceanfront complex mere steps away from the sand and surf, Colony Reef 2102 ensures a seaside getaway you won’t forget anytime... View all property information
    Location Information
    St. Augustine, Florida 32080
    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ** Sweet Orange ** You will love this authentic 100+ year old St. Augustine Home that appears to have benefitted from healing waters of the Fountain of Youth. It is located on historic Orange Street just blocks to the Castillo de San Marcos and other historical monuments, downtown St Augustine and... View all property information
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    St. Augustine, Florida 32084
    1 / 22
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Relax and enjoy our newly refurbished designer decorated 2 bedroom 2 bath oceanside condo. Peek at the ocean thru the living room window. Completely repainted and refreshed. There is a comfy queen bed in master with new mattress set and bedding. The guest room includes 2 twin beds with new bedding.... View all property information
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    St. Augustine, Florida 32080
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Condo is completely remodeled. All New Furnishings. Come and enjoy the beach in this affordable condo that sleeps six comfortably. Beautifully decorated ground floor condo with patio. It has tile floors throughout. Just a short walk to the beach and you will see why this unit will begin booking... View all property information
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    St. Augustine, Florida 32080
    1 / 31
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A stunning pool is only the beginning when you choose to stay at Atlantic Oasis. It is located less than blocks away from the beach. Atlantic Oasis makes you feel delightfully secluded from the bustle of a busy beach town. Sit at the pool deck with a cool drink, or enjoy a casual meal. There... View all property information
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    St. Augustine, Florida 32080
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Come and enjoy the beach in this affordable condo that sleeps six comfortably. Beautifully decorated ground floor condo with patio. It has tile floors throughout. Just a short walk to the beach and you will see why this unit will begin booking up fast. Located in the "A" building, you're just... View all property information
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    St. Augustine, Florida 32080
    1 / 39
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Bring the boat, jet ski’s, kayaks, or even the canoe. This single story home sits a short walk to the beach and Intracoastal, and plenty of parking for you, family, friends and even the toys. Being new to the rental market and sleeping up to eight people, you will feel like you’re at home.... View all property information
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    St. Augustine, Florida 32084
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Located across the street from the beach, Surfer Girl is an excellent get-away retreat for the outdoor enthusiast. There are two convenient beach access paths, (one just to the North and the other just to the South), that allows easy access to the beautiful Vilano Beach. Surfer Girl sleeps eight... View all property information
    Location Information
    St. Augustine, Florida 32084