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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The only thing more stunning than the remodeled kitchen and bath in this condo is the Atlantic Ocean views! In this 3 bed/2 bath condo there are views of the sunrise over the ocean and views of the sunset over the Intracoastal Waterway. Each bedroom has access to a private balcony with a king in the... Read more »

21 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Windjammer
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K,Q, 2TW, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Seaside at Anastasia A206 is a newly renovated 3-bedroom, 2-bathroom second 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... Read more »

36 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, 2 Twin
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Tradewinds 53 is a bright and airy renovated third floor oceanview unit.  The private balcony is right off the living room and has a gorgeous view of the beach and community pool. This unit features: 2 bedroom, 2 bathroom condo (sleeps 6 guests) Oceanview balcony Updated kitchen with granite... Read more »

28 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Tradewinds
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: King, Queen, Sleeper Sofa
  • Baths: 2
  • Pets: No

Spring Getaways take an Additional 10% OFF! Select dates and units.
Ocean Village Club G24 is a  2 Bedroom, 2 Bathroom Condo located on the 2nd floor (walk up) of a popular gated community. Overlooking the heated (in Winter) pool and just a short walk across property to a 2nd pool and access to beautiful St. Augustine Beach!   Being a guest at Ocean Village Clu... Read more »

26 people are interested in this property!

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  • Location: Ocean View/Pool View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, TT, SS
  • Baths: 2
  • Pets: Yes

Ocean Village Club J26 is a 2 Bedroom, 2 Bathroom Condo located on the 2nd floor (walk up) of a popular gated community. Located next to the heated pool (in winter) and just a short walk on property to a second pool and access to beautiful St. Augustine Beach! Being a guest at Ocean Village Clu... Read more »

25 people are interested in this property!

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  • Location: Poolside
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, TT, SS
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

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 »

29 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

Spring Getaways take an Additional 10% OFF! Select dates and units.
-Oceanside, 2 Bedroom, 2 Bathroom Condo -A Premium Unit on the First Floor -Direct Path to the Pool and Beach from Back Patio  -Beautifully Remodeled with Tile Throughout  -King size bed, 2 Twins, & Sleeper Sofa (sleeps 6) -TV in Master and Living Room -Fully Equipped Kitchen -Washer/Dryer ... Read more »

26 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, TT, SS
  • Baths: 2
  • Pets: Yes
  • 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 »

38 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

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 »

25 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

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 »

20 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 C203 is a 3-bedroom, 2-bathroom second 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 »

31 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, Queen
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

NEW TO PROGRAM!  Seaside at Anastasia G301 is a 3-bedroom, 2-bathroom top 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... Read more »

34 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

Call for project information before booking! 904-471-6606 x118
Anastasia 107 is a updated 3-bedroom, 2-bathroom groundfloor unit just steps from the ocean. Perfect for a family vacation with a sleepersofa for extra guests. Providing guests with linens and fully stocked kitchen allyou need is your suitcase. Features: 3 Bedroom, 2 Bathroom Ground floor unit ... Read more »

25 people are interested in this property!

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  • Location: Ocean Front/Dunes View
  • Property Type: Anastasia
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, TT, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Casual beach life is walking straight out of your master bedroom onto your private ocean front balcony! Enjoy the views and so much more in this 2 bed/2 bath Crescent Beach condo. The living areas are tiled and the kitchen is fully equipped. The master suite has a king size bed, TV, and bathroom wit... Read more »

30 people are interested in this property!

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

Tradewinds 63 is a beautiful, renovated third floor oceanfront unit.  The private balcony is right off the living room and has a stunning direct view of the beach and community pool. This unit features: 2 bedroom, 2 bathroom condo (sleeps 6 guests) Oceanfront balcony Updated kitchen with granite co... Read more »

38 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Tradewinds
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: King, 2 Twins
  • Baths: 2
  • Pets: No

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 A... Read more »

19 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

St. Augustine Beach and Tennis Resort 807 is a beautiful, remodeled platinum-rated 2 bedroom/2 bath ground floor villa located at the St. Augustine Beach and Tennis Resort, just a short walk from the beach! Live oak trees line the roads of this gated complex, creating a peaceful and tranquil atmosp... Read more »

34 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: St. Augustine Beach & Tennis Resort
  • Sleeps: 5
  • Bedrooms: 2
  • Beds: K, T, 2 T Daybed
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Ocean Village Club F22 is a 2 Bedroom, 2 Bathroom Condo located on the 2nd floor (elevator access) of a popular gated community. Overlooking the heated (in Winter) pool and just a short walk across property to a 2nd pool and access to beautiful St. Augustine Beach! Being a guest at Ocean Villag... Read more »

27 people are interested in this property!

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  • Location: Pool View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, TT, SS
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

Ocean Village Club L16 is a 2 Bedroom, 2 Bathroom Condo located on the ground floor of a popular gated community. Just a short walk across property to 2 pools (1 heated) and access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives you access to the private boardwalk to... Read more »

29 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, TT, SS
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

Ocean Village Club F33 is a  2 Bedroom, 2 Bathroom Condo located on the 3rd floor (elevator access) of a popular gated community. Overlooking the heated (in Winter) pool and just a short walk across property to a 2nd pool and access to beautiful St. Augustine Beach! Being a guest at Ocean Villa... Read more »

16 people are interested in this property!

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  • Location: Pool View
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: K, Q
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

-Poolside 2 Bedroom, 2 Bathroom Condo -A Value Unit on the First Floor -King size bed in Master and Twins in Guest -Flat screeen, smart TV in LR and MBR -Fully Equipped Kitchen -Washer/Dryer -Linens Included -Private Patio with Furniture -Wi-fi, cable with DVR, unlimited long distance calls ... Read more »

21 people are interested in this property!

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  • Location: Pool View
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: K, TT
  • Baths: 2
  • Pets: No

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 »

18 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

  Ocean Village Club E31 is a 2 Bedroom, 2 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Located next to the heated pool and just a short walk across property to a 2nd pool and access to beautiful St. Augustine Beach!   Being a guest at Ocean Village Club giv... Read more »

28 people are interested in this property!

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  • Location: Pool/Court Yard View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, TT, SS
  • Baths: 2
  • Pets: Yes

Seaside at Anastasia G302 is a 3-bedroom, 2-bathroom top 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 acti... Read more »

35 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, 2 Twins
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Ocean Village Club R14 is an updated 2 Bedroom, 2 Bathroom Condo located on the ground floor of a popular gated community. This Oceanside unit is steps to one of two pools and the boardwalk access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives you access to the priv... Read more »

23 people are interested in this property!

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  • Location: Courtyard Near Ocean
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, F, F
  • Baths: 2
  • Pets: Yes

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 »

40 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