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Rentals with Pool in Saint Augustine, FL

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    Travelers to Saint Augustine are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    3.5 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    A few steps from the ocean. You simply cannot get any closer to the beach than from this ocean front condo. Close to shopping, restaurants, and sight seeing points of interest. Amenities Galore! 2 Outdoor Pools (one heated in winter), 5 Jacuzzi's, 4 Tennis Courts, 2 Racquetball Courts,... View all property information
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    Saint Augustine, Florida 32080
    3 of 5 stars Reviewed May 8, 2015
    First floor unit was nice, clean and reasonably outfitted. Unfortunately, the high dune line blocked any view of the ocean. The unit could use a paint job, and some minor repairs...
    4 of 5 stars Reviewed December 21, 2014
    Very nice place to stay. Easy access to the beach. Very friendly staff. We will definitely be back. Very charming.
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    1 / 29
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Our charming 4/4 home with heated saline pool is a quiet retreat from a day spent exploring beautiful St. Augustine! Located in a quiet neighborhood near Matanzas Bay and just blocks from the famed Fort. You can park the car and forget about it! This 2000 square foot 4 bedroom/4 bathroom home has... View all property information
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    Saint Augustine, Florida 32084
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    1 / 36
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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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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    Saint Augustine, Florida 32080
    4 of 5 stars Reviewed April 4, 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 5
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    About this property
    Our charming 2/2 home with saline pool is a quiet retreat from a day spent exploring beautiful St. Augustine! Located in a quiet neighborhood near the bay and just blocks from the Fort. Best of all you can park the car and forget about it! This 1400 square foot home has everything you need for a... View all property information
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    Saint Augustine, Florida 32084
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    Saint Augustine Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Great condo in a great st. Augustine beach resort. Ocean Gallery is a many time winner of the 'best location on the beach' award. Ocean Gallery provides concierge services for your many needs. Included are bikes, beach chairs and umbrellas. They will help you get a tee time or arrange a... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
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    1 / 33
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    With the expanse and beauty of the Atlantic Ocean for a backdrop, you’ll love every inch of Island House B107 elegant space. Extra inclusions are sure to spoil you rotten - with brand new TVs and gorgeous updated furniture and mattresses! Book Island House B107 for your perfect beach break. Lush... View all property information
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    Saint Augustine, Florida 32080
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    1 / 29
    5 of 5 stars (1) Excellent
    Saint Augustine Beach
    4 Bedrooms / 2 Bathrooms / Sleeps 11
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    About this property
    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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    Saint Augustine Beach, Saint Augustine 32080
    5 of 5 stars Reviewed November 19, 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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    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Great beach shabby chic decorating with HDTV, wifi, washer/dryer, flat screen, beach bikes and beach toys all at the basic price of $395 per week. You can't match great condo, great Club with a great price. Take some time and look at the pictures. The Club has 26 acres on the ocean and tennis,... View all property information
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    Saint Augustine, Florida 32080
    5 of 5 stars Reviewed January 26, 2015
    My boyfriend and I had a wonderful stay at the beach condo. Being young adults, the place was the right size for two people but we were able to comfortably host our friends for a...
    5 of 5 stars Reviewed January 13, 2015
    Well equiped, loaded with cool furniture and very clean beach condo. we are adding this review at the request of the owner as this is a new site for them.We really enjoyed our...
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Total renovation with all white kitchen, granite, stainless steel appliances, white tile floors, beautifully decorated with original art and shabby chic beach look. Fluffy white towels, 42/32' flat screens, Wifi, HDTV, DVR and free long distance. Beach bikes, listen to the ocean over a cup of... View all property information
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    Saint Augustine, Florida 32080
    5 of 5 stars Reviewed January 20, 2015
    This condo had everything I was looking for in a quick stay at the beach, even though it was comfortable enough I wouldn't mind staying for the long term! It was great waking up...
    5 of 5 stars Reviewed January 14, 2015
    This condo was the perfect place to stay for vacation! This condo was recently renovated and everything was new. The condo wasn't over crowded with furniture and the place was...
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    'Sand in my Shoes' is a newly furnished Townhouse Condo, beautifully decorated 2 bedroom 2 ½ bath townhouse; Sleeps 6. Master suite with king size bed, walk-in shower, walk-in closet, with enclosed lanai upstairs with view of lagoon. Sliding doors open to the lanai to a screened-in area where you... View all property information
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    Saint Augustine, Florida 32080
    5 of 5 stars Reviewed December 1, 2014
    This condo was amazing - so spacious for our family of 5. Plenty of seating and a huge bedroom for mom and dad! Location is great - 1 min to the amazing beach. Great restaurants...
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    5 of 5 stars (2) Excellent
    Saint Augustine Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    Ocean view private 2-story home with new L shaped saltwater pool. The home's new owners are also the owners of nearby Beachfront Bed & Breakfast and La Fiesta Ocean Inn & Suites and have just renovated and newly furnished this wonderful private home on large lot in very nice quiet neighborhood just... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
    5 of 5 stars Reviewed August 6, 2014
    This home is great is so many ways . . . the house is centrally located to local restaurants offering great local fare, surf shops, and a quaint coffee shop and not to mention...
    5 of 5 stars Reviewed July 23, 2014
    We had a group of six including three children. Steps from the beach with easy access. Quiet street with driveway parking. The house itself is great, clean and bright. Has many...
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    1 / 29
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    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! With more than 1,200 square feet, Captains'... View all property information
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    Saint Augustine, Florida 32080
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    5 of 5 stars (2) Excellent
    Saint Augustine Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Enjoy your vacation time in this premium direct oceanfront condo. Located on the top floor, end unit at Beachers Lodge, you're directly on beautiful Crescent Beach. This condo has excellent, close up oceanfront views. You'll see and hear the waves on the beach while relaxing in deluxe... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
    5 of 5 stars Reviewed April 27, 2015
    This wonderful one bedroom one bath condo is everything that it said it was in more. Top floor corner condo beautiful views out of the sliding glass door patio / bedroom window...
    5 of 5 stars Reviewed April 27, 2015
    My husband and I stayed at the condo for my birthday. We have stayed many other places in the area, but must say this condo is now our favorite! The condo itself has a beautiful...
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    Saint Augustine Beach
    2 Bedrooms / 4 Bathrooms / Sleeps 6
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    About this property
    This 1st floor condo just across the street from the beach is a great place to spend a short stay or to escape those cold northern winter months. For the location you wont believe the great rates this condo has to offer. Everything you need is included. Condo has WIFI and cable TV, Sleeper sofa in... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
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    Saint Augustine Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    T'his gorgeous ground floor one bedroom, one bath condo has recently been painted and redecorated, and overlooks the pool and courtyard. New Glenwood Coastal Cypress flooring installed in November 2014. New living room furniture in Nov. 2014. This condo has plenty of room to enjoy and entertain.... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Saint Augustine, Florida 32080
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    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    With gorgeous Crescent Beach just steps away and plenty of on-premises amenities, from tennis courts to a swimming pool, Island House A208 is a perfect choice for your next vacation. And when you add in all the nearby attractions—golf courses, historic St. Augustine, the Intracoastal Waterway,... View all property information
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    Saint Augustine, Florida 32080
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    Saint Augustine Beach
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    A sunny, inviting, quite modern beach retreat located just steps from the ocean. This rental includes everything you need to enjoy a short weekend getaway to a long term stay. See for yourself why the same families come back year after year. See why year after year St.Augustine is ranked among... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Listen to the Waves Roar from this Oceanfront Newly Renovated and fully furnished 2 Bedroom, 2 Bathroom Condo in Beautiful Vilano Beach, just north of Historic St. Augustine, FL. This stunning, Sea watch of Vilano Beach Condo, offers granite counter tops, stainless steel appliances, wine... View all property information
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    Saint Augustine, Florida 32084
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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Located in the only secluded marina in St. Augustine, Mariner’s Paradise offers all the amenities that you expect on your vacation away from home. Upon entering this newly updated and well appointed second floor condo you step into an open floor-plan that grants you fabulous views of the marina... View all property information
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    Saint Augustine, Florida 32084
    5 of 5 stars Reviewed January 7, 2014
    The view from the bedroom or living room is breath taking looking at all the amazing boats and yachts. Being only 1 minute away from historic downtown we couldn't have picked a...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Direct oceanfront condo located on the third floor. This great condo has the best of both waterways. From the living room and bedroom you can watch the sunrise over the ocean, or step out your front door and enjoy the sunset over the Intracoastal. What better way to enjoy your private vacation... View all property information
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    Saint Augustine, Florida 32080
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    3.5 of 5 stars (4) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    A sparkling swimming pool (1 is heated) and the Atlantic Ocean just outside your window -- what a lovely place to spend your vacation! Our 2-storey townhouse-style condo at Ocean Villas 40 is luxurious, spacious, and convenient to all the attractions of St. Augustine! Ocean Villas 40 sleeps 7... View all property information
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    Location Information
    Saint Augustine, Florida 32080
    2 of 5 stars Reviewed March 25, 2015
    We rented this unit for 5 weeks through Vacation Rental Pros. When we arrived we were meet by a musty stale smell. We had to buy home deodorizer to try and get rid of smell.The...
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    Vilano Beach
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Enjoy a private getaway in this very spacious 2-bedroom 2-bath townhome overlooking St. Augustine's pristine yacht harbor. Captain's Cove is located in a secluded yacht harbor located minutes from downtown St. Augustine. Here you can live like a local while enjoying the scenery of yachts, bird... View all property information
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    Vilano Beach, Saint Augustine 32084
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    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    **MAP LOCATION NOTE - Unit #8 is on the north side of the property, and we are the second unit in in the second building from the entrance****Please make sure to check our up-to-date availability calendar**I update it daily**FREE High-Speed, Wi-Fi is provided** 2 bedroom, 2 1/2 bath, Oceanview... View all property information
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    Saint Augustine, Florida 32080
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Beautifully appointed and fully furnished 2 bedroom/2bath in the LaTerra Resort & Spa located in the King & Bear community of The World Golf Village. Enjoy a handsome suite with hand-finished, custom decor throughout the living and dining areas. Indulge in a gourmet kitchen and relax in a... View all property information
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    Saint Augustine, Florida 32092
    5 of 5 stars Reviewed March 29, 2015
    very nice -they could keep restrooms for swimming pool open on weekends . they were open during week but wastold they lock on weekends which means if swimming have to go to condo...
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Beautifully appointed and fully furnished 3 bedroom/2.5bath and 3 bedroom/3 bath in the LaTerra Resort & Spa located in the King & Bear community of The World Golf Village. Enjoy a handsome suite with hand-finished, custom decor throughout the living and dining areas. Indulge in a gourmet kitchen... View all property information
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    Saint Augustine, Florida 32092
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Barefoot Trace 410 - Spacious Condominium On The Beach With Beautiful View of the Ocean This condominium is strategically located on the Crescent beach in St. Augustine so that there is no tourist traffic around making it a peaceful home away from home, yet only a 7 minute drive to the downtown.... View all property information
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    Saint Augustine, Florida 32080
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Our immaculate ocean side condo is available and ready for your rental. Enjoy beach living in this second and third floor townhouse condominium. We have two balconies. One overlooks the ocean and pool and the other the intra coastal. The beaches feature white, beautiful sand with warm ocean waters.... View all property information
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    Saint Augustine, Florida 32080
    4 of 5 stars Reviewed April 29, 2015
    We had the best time ever at "Amy's House". Amy was so kind and so welcoming. It never felt like a vacation rental. It felt more like a friend from college who said " If I ever...
    5 of 5 stars Reviewed December 28, 2013
    We loved it at the condo at Creston House! When we booked, we were concerned about not being on first floor since we had to bring up all our things and all the things our daughter...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • x
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    About this property
    Welcome to paradise! This one bedroom one bath is a perfect getaway for the family or just the couple looking to escape. Spend the week or long weekend relaxing in this well maintained second floor unit, with an ocean peak from the private balcony and bedroom. This condo is located in Ocean... View all property information
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    Saint Augustine, Florida 32080
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    Saint Augustine Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Our property has two bedrooms, two and a half newly decorated bathrooms a new carpet and kitchen and very comfortable matresses. Actually the entire condo has been remodeled accept for a few items. It is 1200 sq.feet and has a garage, a lanai, and two overlooking balconies. Our condo is Ocean side... View all property information
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    Saint Augustine Beach, Saint Augustine 32080
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    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    About this property
    4200 square foot custom built beach cottage. Just a five minute walk to the beach! This home has a large gourmet kitchen, spacious living areas large bedrooms with walk in closets, flat screen TV's in all bedrooms, luxurious master suite with spa like master bath. Very private backyard with... View all property information
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    Saint Augustine, Florida 32080
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    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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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    Saint Augustine, Florida 32080
    4 of 5 stars Reviewed April 14, 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 July 21, 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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    • Sauna
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    About this property
    Just Remodeled Dec 2012 1ST FLOOR 2BR/2BATH OCEAN VIEW UNIT 114 Premier Vista Way at OCEAN GALLERY CONDOS Saint Augustine Beach NEW KITCHEN CABINETS, NEW GRANITE COUNTERTOPS, NEW APPLIANCES, NEWLIGHTING, NEW MASTER BEDROOM & LIVING ROOM FURNISHINGS, and PAINTING & MOLDINGS. ENJOY THE OCEAN VIEW... View all property information
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    Saint Augustine, Florida 32080
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    6 Bedrooms / 6 Bathrooms / Sleeps 14
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    About this property
    Brand new custom built luxury beach cottage. 6 bedrooms, 6 bathrooms. Huge gourmet kitchen. All rooms have flat screen TV's. Living area, porch, and laundry on each floor. Heated pool in a private back yard. Pool cabana with flat screen TV, refrigerator, sink, bathroom, and hot outdoor shower.... View all property information
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    Saint Augustine, Florida 32080
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This cozy and comfortable fully furnished, 2/2 Condo is located on the first floor at Seawatch at Vilano Beach, a quiet, 27 unit oceanfront complex. This unit sleeps 5-6 comfortably. Enjoy the spectacular ocean views from the fully air conditioned Florida room or take a stroll on beautiful Vilano... View all property information
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    Saint Augustine, Florida 32084
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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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    Saint Augustine, Florida 32080
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    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Waterfront
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    About this property
    St. Augustine Beach beckons in front of our luxurious, newly renovated, beachfront condo at Windjammer 207, while the Intracoastal Waterway graces the west. Enjoy panoramic views of ocean and Intracoastal at our condo -- plus resort amenities! It's water, water everywhere at Windjammer 207, and... View all property information
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    Saint Augustine, Florida 32080
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    A beautiful comfortable 3rd floor Ocean Front Condominium with 2 elevators and underground covered garage. Tennis court and fenced swimming pool. Secured entrance and exits. Close to chopping centers, restaurants and entertainment. Beautiful wide beach with lanes to drive cars or bicycle. All... View all property information
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    Saint Augustine, Florida 32080
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    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    Why chose between the beach or your own pool? Coco's Beach Cottage has both! Just 100 hundred steps to the private dog friendly beach. Enjoy the sweeping ocean views from atop the beach dune walk-over. This beautifully decorated, newly constructed, Beach Home features it's very own private... View all property information
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    Saint Augustine, Florida 32084
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    5 Bedrooms / 5 Bathrooms / Sleeps 11
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    About this property
    This brand new 5 bedroom (3 KINGS), 4 bath three story house is directly across the street from the ocean in a desirable residential neighborhood on Atlantic View. The backyard is fenced with an 11x30 in ground saltwater pool with tanning ledge (perfect for young children) and an outdoor hot/cold... View all property information
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    Saint Augustine, Florida 32080
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Ping Pong Table
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    About this property
    St Augustine, the nation's oldest city, brims with history. This quaint area, known for its European charm and Spanish colonial architecture, is also home to the World Golf Hall of Fame, adjacent to the villas. With miles of pristine beaches nearby, Grande Villas has everything you're seeking for... View all property information
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    Saint Augustine, Florida 32092
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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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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    Saint Augustine, Florida 32080
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    • Pool Table
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    • x
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    About this property
    Ocean Front 2nd floor unit on Crescent Beach overlooking pool area. So close you can almost throw a rock from the balcony and hit the Atlantic Ocean at high tide. And you can walk either south on the beach for 5 miles and north for 10 miles. Only 42 units in the Coquina Condo Complex and... View all property information
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    Saint Augustine, Florida 32080
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • x
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    About this property
    Two double beds are in the master of this one-bedroom villa of approximately 920 sq.ft. Included amenities in the villa include washer/dryer, full kitchen and jetted tub. The sofa bed in the living room is more appropriate for young children. There is also a balcony/patio area attached. Large... View all property information
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    Saint Augustine, Florida 32092
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    2 Bed/2 Bath 1200 sq ft first floor unit facing the intra-coastal waterway and the marsh on Anastasia Island in St Augustine Florida. Beautiful sunsets right from the unit. Overlooks community pool and dock on the tidal river. Fully furnished to include linens and kitchen stuff. Modern stainless... View all property information
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    Saint Augustine, Florida 32080
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    Saint Augustine Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • x
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    About this property
    This beautifully decorated, newly constructed, Beach Home features it's very own private swimming pool, fenced yard and much more...luxurious linens, spa tub, hardwood floors...great care and attention to detail - provides for a wonderful vacation! We pride ourselves in cleanliness and assure you... View all property information
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    Saint Augustine Beach, Saint Augustine 32084
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    5 of 5 stars (15) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 5
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    • x
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    About this property
    This spacious one bedroom condo at The Ocean Gallery has it all. Beautiful pool views and just steps from the private beach walkover. Newly updated with beautiful King Master Bedroom, spacious living area, and screened in porch, for those lovely Florida nights! Fully equipt kitchen, washer dryer... View all property information
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    Saint Augustine, Florida 32080
    4 of 5 stars Reviewed August 25, 2013
    The room was clean & more than adequately stocked. The pool is right outside the sliding door and it's an easy walk to the dock across the dunes to the beach. We had one small...
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