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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We have 24 properties available based on your search criteria.
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Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
  Ocean Village Club O32 is an oceanview 2 Bedroom, 2 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Overlooking 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 private ... 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: No

Ocean Village Club Q19 is a corner unit 2 Bedroom, 2 Bathroom Condo located on the ground floor of a popular gated community. From this Oceanside unit you can walk right out to one of two pools and the boardwalk access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives ... Read more »

16 people are interested in this property!

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  • Location: Ocean Front/Dunes View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, TT, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club I21 is a 2 Bedroom, 2 Bathroom Condo located on the 2nd floor (elevator access) of a popular gated community. Just a short walk on property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach!   Being a guest at Ocean Village Club gives you acces... Read more »

12 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,Q, T, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

-Oceanside, 2 Bedroom, 2 Bathroom Condo -A Premium Unit on the Second Floor (walk up) -Remodeled, Corner Unit -Queen size bed, 2 Twins, & Sleeper Sofa (sleeps 6) -TV in Master and Living Room -Fully Equipped Kitchen -Washer/Dryer -Linens Included -Private Balcony with Patio Furniture -Loca... Read more »

19 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: No
  • Parking Spots: 2

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 »

22 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

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club J23 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 Club ... Read more »

24 people are interested in this property!

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  • Location: Poolside
  • Property Type: Ocean Village Club
  • Sleeps: 5
  • Bedrooms: 2
  • Beds: K, TT, T Trundle
  • Baths: 2
  • Pets: No

**Just Became Available for January and March of '25**
A New Addition to our Ocean View Beauties! This 2 Bedroom, 2 Bath Ocean View with a Pool view as well, is waiting for you. Sit on the balcony off of the Living Room and take it all in!  There is plenty of sitting room in the spacious Living Room, so there is plenty of room for the whole family. The... Read more »

25 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Creston House
  • Sleeps: 8
  • Bedrooms: 2
  • Beds: K,Q,T, T,SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club I15 is a 2 Bedroom, 2 Bathroom Condo located on the ground floor of a popular gated community. Just a short walk on property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives you access to the private ... Read more »

15 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: Q,K
  • Baths: 2
  • Pets: No

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club P31 is an updated 2 Bedroom, 2 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Just steps from 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 private boar... Read more »

16 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: No

Ocean Village Club N31 is a 1 Bedroom, 1 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Just a short walk across property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach!   Being a guest at Ocean Village Club gives you access to... Read more »

13 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: Q, SS
  • Baths: 1
  • Pets: Yes

Ocean Village Club G33 is a beautifully remodeled 2 Bedroom, 2 Bathroom Condo located on the 3rd 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 ... Read more »

14 people are interested in this property!

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  • Location: Pool View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K,TT, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club K32 is a beautifully remodeled 2 Bedroom, 2 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Next to 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 Oc... Read more »

19 people are interested in this property!

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  • Location: Courtyard Near Ocean
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: K, Q
  • Baths: 2
  • Pets: No

Ocean Village Club G32 is a  2 Bedroom, 2 Bathroom Condo located on the 3rd 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 Club ... Read more »

17 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: K,K, SS
  • Baths: 2
  • Pets: Yes

**Just Became Available for January thru March of '25**
This 1BR/1BA Oceanfront ground floor condo has a  view of the dunes in front of the beach.There's plenty of room in the Living Room and it offers A Sleeper sofa for your company. A Fully equipped kitchen with brand new counter tops and cabinets. A Washer and Dryer are right in the unit for your con... Read more »

23 people are interested in this property!

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  • Location: Ocean Front/Dunes View
  • Property Type: Creston House
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: K, SS
  • Baths: 1
  • Pets: No
  • Parking Spots: 1

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 »

18 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

Ocean Village Club A25 is a 1 Bedroom, 1 Bathroom Condo located on the 2nd floor (walk up) of a popular gated community. Just a short walk across property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives you access to t... Read more »

10 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: Q, SS
  • Baths: 1
  • Pets: No
  • Parking Spots: 2

Ocean Village Club P22 is an updated 2 Bedroom, 2 Bathroom Condo located on the 2nd floor (walk up) of a popular gated community. Just steps away from 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 private... Read more »

11 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, TT, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

  Ocean Village Club N21 is a 1 Bedroom, 1 Bathroom Condo located on the 2nd floor (walk up) of a popular gated community. Just a short walk across property to either of the two pools (1 heated) and access to beautiful St. Augustine Beach! Being a guest at Ocean Village Club gives you access to... Read more »

11 people are interested in this property!

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  • Location: Near Ocean/Oceanside
  • Property Type: Ocean Village Club
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: Q, SS
  • Baths: 1
  • Pets: No
  • Parking Spots: 2

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! With hard surface flooring throughout, this tastefully decorated condo is the perfect spot f... Read more »

28 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

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
 *** MONTHLY RENTALS ONLY***   *Poolside 2 Bedroom, 2 Bathroom Condo *Premium Third Floor Walk Up *Recently Remodeled, Beautiful Updates *Queen size bed in Master , 2 Twins In Guest (Sleeps 4) *TV in Master and Living Room *Fully Equipped Kitchen *Washer/Dryer *Linens Includ... Read more »

19 people are interested in this property!

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

Ocean Club I Unit 32 is a lovely 2 bedroom, 2 bathroom townhouse with a one-car garage that is just a short walk to the beach via Dondanville Rd. In addition to beautiful St Augustine Beach, you'll enjoy area restaurants, shopping and the historic downtown area. Features: 2 Bedroom, 2 Bathroom ... Read more »

15 people are interested in this property!

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  • Location: Courtyard Near Ocean
  • Property Type: Ocean Club I
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K,T,T,SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club R25  is a lovely updated 2 Bedroom, 2 Bathroom Condo located on the 2nd floor (elevator access) of a popular gated community. Just steps from one of two pools and the boardwalk access to beautiful St. Augustine Beach!  Being a guest at Ocean Village Club gives you access to t... Read more »

17 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, FF, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

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 »

12 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

Warm Up this Winter with 20% OFF select Dec.-Jan. Reservations!
Ocean Village Club O36 is an oceanview 2 Bedroom, 2 Bathroom Condo located on the 3rd floor (walk up) of a popular gated community. Overlooking 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 private boardw... Read more »

15 people are interested in this property!

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  • Location: Ocean View
  • Property Type: Ocean Village Club
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, TT, SS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2