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Holiday Rentals near St. Augustine Amphitheater

1340C A1A S, St. Augustine, Florida 32080-5422
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    Travellers to St. Augustine are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 832 Rentals in St. Augustine
    A SALE, BEACH SUMMER GETAWAY SALE AT SEASIDE AT ANASTASIA, 3 BED, 2 BATH CONDO1 / 15
    (1)Excellent
    2.4 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2.9 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2.6 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2.3 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Enjoy upscale living just outside the Old City! Flagler Flat is a newly renovated townhouse...
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.8 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Come relax Old St. Augustine style at adorable Bleu Daze Cottage! Nestled in the 50's...
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    St. Augustine, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    SURF PERCH - Cozy Elevated Beach House 600ft. from beach, .5 mi. to Pier, FREE F1 / 48
    (1)Excellent
    3.0 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Welcome to Surf Perch - the IDEAL LOCATION for a getaway in St. Augustine Beach! There is...
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    Saint Augustine Beach, St. Augustine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.5 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Across the street from the ocean and St. Augustine pier. Central to everything. King bed with memory foam pillow top in master bedroom. Feels like being pampered in a luxury hotel while having the flexibility of a vacation rental! Simmons pillow top Queen bed in 2nd bedroom. Twin beds in 3rd...
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    St. Augustine, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cobia Cove Island Home1 / 21
    (1)Excellent
    1.2 kilometres from St. Augustine Amphitheater
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Reviewed 23 October 2016
    rented this house for week stay in St. Augustine for our daughter's wedding. Hurricane Mathew had just gone thru the weekend before our arrival. We thought all our months of...
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    About this property
    Are you ready for a Beach Home that allows you to enjoy St. Augustine without breaking your budget. The Cobia Cove Island Home is perfectly located on the popular Anastasia Island where our beaches are some of the most spectacular beaches in Florida! Be the first to enjoy the seabreeze in this...
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    Saint Augustine Beach, St. Augustine
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    2.9 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    After recently spending some time in St. Augustine, our family fell in love with the city and wanted our own piece of this historical gem. While we’d love to enjoy our charming cottage year round, “real life” calls in another state and we’ve decided to share it with others. Located in...
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    St. Augustine, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    FALL SPECIAL $1225 WEEKLY PLUS $140 CLEANING AND SALES TAX1 / 18
    (2)Excellent
    2.0 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Sauna
    • DVD Player
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    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2015
    We enjoyed our stay at the Colony Reef. The unit was nice and was plenty big enough for our family. We enjoyed the beach but the week we were there, the pool kept having to be...
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    About this property
    This home away from home is located in Colony Reef Club, one of the most desirable resort communities on St Augustine Beach. Our unit is an end unit on the 2nd floor of building three and has a large balcony to enjoy the sunrises and ocean view with access from the living room and master bedroom....
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    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.6 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    Seaside at Anastasia A-302 - Condo Located at Seaside at Anastasia is a great penthouse with ocean views. This 2 bedroom, 1 bath is new to the rental market! The condo is just steps away from the ocean, fishing pier, restaurants, shopping and activities. Amenities include a heated swimming pool,...
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.0 kilometres from St. Augustine Amphitheater
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Location is everything. Located right on the beach, you can't get any closer than this. They say a view is worth a thousand words so just imagine waking up and watching the dolphins or whales play right in front of your eyes or the sun rising from the east over the ocean. Whether it’s with your...
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    St. Augustine, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    2.4 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Ocean Reef - Condo Located in Ocean Reef is a gorgeous modern condo. This 3 bedroom, 2 bath beautiful condo is new to the rental market and tastefully decorated.The condo is just steps away from the ocean, shopping and activities. Amenities include a swimming pool, designated parking, a washer...
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    St. Augustine, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
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    Seaside at Anastasia C301 - Condo Located in Seaside at Anastasia is a gorgeous penthouse condo. This 3 bedroom, 2 bath beautiful condo is new to the rental market and tastefully decorated.The condo is just steps away from the ocean, fishing pier, restaurants, shopping and activities. Amenities...
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    Location Information
    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.5 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Across the street from the ocean and St. Augustine pier. Central to everything. King bed with memory foam pillow top in master bedroom. Feels like being pampered in a luxury hotel while having the flexibility of a vacation rental! Simmons pillow top Queen bed in 2nd bedroom. Twin beds in 3rd...
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    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.9 kilometres from St. Augustine Amphitheater
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    1.7 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Driftaway - SFH Luxury waterfront pool home. Views of historic downtown St Augustine! This beautiful home offers a great floor plan and AMAZING ICW views PLUS a pool & dock and only minutes to Historic Downtown! Enjoy nature while on the dock or pool deck. You will notice many birds along the...
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    St. Augustine, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    3.0 kilometres from St. Augustine Amphitheater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Short walk to downtown St. Augustine and 5 minute walk to park, outdoor pool and yoga studio. Free parking, coffee and private entrance with deck. Microwave and refrigerator. Modern, industrial design in fun, historic neighborhood of Lincolnville. Beach chairs and towels for your visit to St....
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    St. Augustine, Florida
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.4 kilometres from St. Augustine Amphitheater
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in St. Augustine, this vacation rental home is perfect for those wanting to explore, soak up the sun, and perfect their backswings. The house has 3 bedrooms, 2 baths, and a private pool! You and your fellow travelers will love napping poolside before roasting marshmallows over the fire pit....
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    St. Augustine, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    2.7 kilometres from St. Augustine Amphitheater
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Known for its mixture of history and white sandy beaches, the sun-filled St. Augustine awaits your arrival! This studio is situated between the rolling waves of the Atlantic and the rich past of America's oldest city providing easy access to both experiences. After a day of exploration, return to...
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    St. Augustine, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1.4 kilometres from St. Augustine Amphitheater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Artistic accents and custom woodwork highlight this ‘Seaglass Bungalow’ studio in St. Augustine. Feel your worries melt away as the tropical breeze rustles the private garden and you enjoy unique features such as hanging hammocks and a screened-in porch with a film projector! When you’re not...
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    St. Augustine, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    2.3 kilometres from St. Augustine Amphitheater
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the tranquil northeastern coast of Florida at this quaint 1-bath vacation rental studio just south of Anastasia State Park. Cast a line off of the St. Johns County Ocean Pier, explore scenic Downtown St. Petersburg, or enjoy a picnic and a bonfire on the patio of this charming beach...
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    St. Augustine, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
    2.9 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Your relaxing vacation awaits at 'Sue Casa,' nestled in the picturesque Lincolnville Historic District. This charming 2-bedroom, 1-bathroom vacation rental home is perfect for up to 6 guests, complete with a porch and community pool. Enjoy picnics at the park behind the home, explore local...
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    St. Augustine, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Magnificent St. Augustine Beach Condo1 / 50
    (3)Very good
    2.4 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Porch
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2015
    I've stayed for extended stays at this property from March 2015 to July 2015, with my wife and 2 young children while our house was being renovated a few blocks away. When my...
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    About this property
    Fabulous three bedroom two bath Condominium at Anastasia Island. Price quoted includes all utilities, laundry facility, and cable. Complex built in 2004 offers a unit that is steps to the ocean, across from Anastasia Island fishing pier. Rental quoted is for 7 days and discounts given for extended...
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    Location Information
    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    About this property
    Fill your days with fun and relaxation at this beautifully restored 1920s St. Augustine 2BR/2BA home. Enjoy a fabulous location close to family attractions, beaches, dining, and entertainment. Walk minutes to St. Augustine Lighthouse & Maritime Museum, Alligator Farm, and The St. Augustine...
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    St. Augustine, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Ocean Blue ~ Excellent Location ~ One house off the Ocean!1 / 34
    (29)Very good
    3.0 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Saint Augustine Beach, St. Augustine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront getaway w/ a shared pool - close to downtown St. Augustine1 / 31
    (5)Average
    16.0 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Crescent Beach D-10 Four Winds Condo1 / 8
    (11)Excellent
    17.0 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Summerhouse 149, 2 Bedrooms, 2.5 Baths, Sleeps 6, Ocean View, 4 Heated Pools, Wi1 / 38
    (3)Excellent
    18.0 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Mod Studio⛱100 Steps to the Beach, Private Deck1 / 20
    (4)Excellent
    3.4 kilometres from St. Augustine Amphitheater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Unit 6302 - Ocean & Racquet Club1 / 41
    (3)Very good
    4.7 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Ocean Front with Balcony Beach Views, Private Beach Access, Pool, Tennis Court1 / 50
    (92)Excellent
    15.6 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.7 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7.2 kilometres from St. Augustine Amphitheater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    New listing! Gorgeous beach condo w/ a shared pool, patio, & beautiful views1 / 39
    (13)Very good
    15.6 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Best Beach in Florida!1 / 32
    (80)Very good
    11.1 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Gorgeous New Ocean View  Specials!1 / 27
    (19)Very good
    8.8 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    A Simple Anastasia Island Getaway1 / 21
    (9)Excellent
    2.2 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 10 January 2020
    The house was very comfortable and set up great for renters and was extremely clean. Ideally located near attractions, restaurants and shopping. Would definitely go back
    Reviewed 13 December 2019
    what a great place it had every thing that you would ever need even a beach tent /x-box and so much more than i ever thought a place would have . nice quite place. real clean .i...
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    About this property
    Whatever you are in St. Augustine for, this beautifully decorated condo is in the perfect location for you. Here for the sights in Historical St. Augustine? You’re a 10 minute drive away! Want to spend some time on the beach? You can walk to it! Interested in the wild nature side of North Florida?...
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    Location Information
    Saint Augustine Beach, St. Augustine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Dog-friendly, two-story, beachfront condo w/ shared pools & beach access1 / 42
    (11)Very good
    4.6 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Family-friendly, 2-level home w/deck - walk to beach, 1 dog welcome1 / 34
    (25)Very good
    8.2 kilometres from St. Augustine Amphitheater
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    St. Augustine, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Pelican Inlet C218, 2 Bedroom, Pet Friendly Condo, Pool, Tennis Court1 / 29
    (10)Very good
    12.9 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Casa Tranquila, Walk Everywhere Sleeps 4, Parking, Comfy and Stylish Uptown Area1 / 22
    (6)Excellent
    4.3 kilometres from St. Augustine Amphitheater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    St. Augustine, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    7.6 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Beach Front Condominium / 2 BR & 2BA / Ground Floor / Great Location1 / 31
    (23)Very good
    6.8 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    St. Augustine Beach and Tennis 117, Steps to Beach, 2 Pools,WIFI.Ground Floor1 / 27
    (1)Terrible
    6.3 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Blue House�Prime Location, Family Amenities, BBQ!1 / 34
    (6)Excellent
    3.5 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    St. Augustine, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Clean, comfy, fab & fun! Steps from St Augustine beach! A reprieve from life! �1 / 44
    (8)Excellent
    3.8 kilometres from St. Augustine Amphitheater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    St. Augustine, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Newly Renovated Direct Ocean View at Colony Reef Club 34031 / 25
    (2)Excellent
    7.6 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    St. Augustine, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Hidden Treasure, 3 Bedroom, 2 Bath, Fenced Yard1 / 30
    (1)Excellent
    20.5 kilometres from St. Augustine Amphitheater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Saint Augustine Beach, St. Augustine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Couples Tropical Beach Getaway in the Heart of St. Augustine Beach1 / 38
    (15)Excellent
    4.0 kilometres from St. Augustine Amphitheater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    St. Augustine, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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