Please note that most properties rent in 4 week increments rather than the calendar months. Your rental manager will provide the specific dates for your winter booking.

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This 2 bed/2 bath condo is located right on Crescent Beach where you can relax on your private balcony and enjoy some of the most beautiful sunrises you have ever seen! The condo is set up with balcony access from either the master bedroom or the living area. The living area is furnished with a 32" ... Read more »

17 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Windjammer
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: King, Queen, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

10% off bookings 3 nights or more now until May 18th
St. Augustine Beach and Tennis Resort 819 is a newly renovated, silver-rated, 2 bedroom, 2&1/2 bathroom townhome located at the St. Augustine Beach and Tennis Resort, just a short walk to the beach. This gated complex has a heated pool and is close to restaurants, shopping, and is just a short driv... Read more »

21 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: St. Augustine Beach & Tennis Resort
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, Bunk Beds,TT,SS
  • Baths: 2
  • Half: 1
  • Pets: Yes
  • Parking Spots: 1

15% off Any weekly booking in April
Island South 26 is a lovely 2-bedroom, 2-bathroom second floor walk-up unit, just steps to the private boardwalk and beautiful St. Augustine Beach. Island South Condominiums is the perfect vacation spot, close to restaurants, shopping and the Fishing Pier, and just a short drive to the downtown His... Read more »

19 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Island South
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q,Q,SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Windjammer Condominium 407 - Your Perfect Beachside Retreat in St. Augustine, FL! Welcome to Windjammer Condominium 407, located in the heart of beautiful St. Augustine, Florida! This charming 2-bedroom, 2-bathroom vacation rental is the ideal spot for your next coastal getaway. Nestled at 7780 A1A... Read more »

17 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Windjammer
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, T, T, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Seaside at Anastasia F101 is a 3-bedroom, 2-bathroom ground floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses. You are sure to have a great stay in this beach condo with all of the nearby ac... Read more »

32 people are interested in this property!

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  • Location: Lake Front, Near Ocean & Pool
  • Property Type: Seaside at Anastasia
  • Sleeps: 6
  • Bedrooms: 3
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Seaside at Anastasia E102 is a 3-bedroom, 2-bathroom ground floor unit within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses.  You are sure to have a great stay in this beach condo with all of the nearby ac... Read more »

39 people are interested in this property!

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  • Location: Lake Front, Near Ocean & Pool
  • Property Type: Seaside at Anastasia
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: K, Q, TT
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Enjoy a little downtime at Crescent Beach with this 2 bed/2 bath condo located on the ocean with views of both the Atlantic and the Intracoastal! Comfortable living spaces with a 42" flat screen TV/DVD/VCR, CD Player/Bose speakers, and a fully equipped kitchen await you when you return from the beac... Read more »

19 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Windjammer
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: King/2 Twins/SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Seaside at Anastasia E204 is a 3-bedroom, 2-bathroom second floor luxury condo within walking distance to the gorgeous beaches of St. Augustine, the local pier, and several local restaurants, coffee shops, and small businesses.  You are sure to have a great stay in this beach condo with all of the ... Read more »

48 people are interested in this property!

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  • Location: Lake Front, Near Ocean & Pool
  • Property Type: Seaside at Anastasia
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: King, Queen, 2 Twins
  • Baths: 2
  • Pets: No
  • Parking Spots: 2