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Results: 723 Rentals

  • Casa St Augustine
    From $228 per night (USD)

    VRBO

    Casa St Augustine

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: This home sits looking out over the marsh and is so private and relaxing. Very comfortable beds and fully stoc ...

    From $228 per night (USD)

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    Details
  • Historic Downtown Casita B
    From $191 per night (USD)

    Expedia

    Historic Downtown Casita B

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This home sits overlooking the marsh in the Historic neighborhood. 5 Minute drive to Downtown St Augustine. Ri ...

    From $191 per night (USD)

    Expedia

    Details
  • Historic 8 Dupont Lane B
    From $216 per night (USD)

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    Historic 8 Dupont Lane B

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Inc ...

    From $216 per night (USD)

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    Details
  • Historic Casa De Amor
    From $225 per night (USD)

    Expedia

    Historic Casa De Amor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Step back in time at Historic Casa De Amor, a charming apartment nestled in the heart of St. Augustine, Florid ...

    From $225 per night (USD)

    Expedia

    Details
  • Historic Dupont Cottages Retreat
    From $2126 per night (USD)

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    Historic Dupont Cottages Retreat

    Bedrooms:
    7
    Bathrooms:
    9
    Sleeps:
    19

    Summary: Complex is 5 homes all nestled together to create a retreat setting. Larger families or a group can get togeth ...

    From $2126 per night (USD)

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    Details
  • Historic 8 Dupont Lane A
    From $216 per night (USD)

    Expedia

    Historic 8 Dupont Lane A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: In Historic Downtown St Augustine, this gem property has been completely modernized and we kept the old charm. ...

    From $216 per night (USD)

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    Details
  • Paradise in St Augustine B
    From $219 per night (USD)

    VRBO

    Paradise in St Augustine B

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Inc ...

    From $219 per night (USD)

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    Details
  • Historic Downtown Casita A
    From $203 per night (USD)

    Expedia

    Historic Downtown Casita A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This home sits overlooking the marsh in the Historic neighborhood. 5 Minute drive to Downtown St Augustine. Ri ...

    From $203 per night (USD)

    Expedia

    Details
  • Historic 12 Dupont Lane A
    From $241 per night (USD)

    VRBO

    Historic 12 Dupont Lane A

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Inc ...

    From $241 per night (USD)

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    Details
  • Historic 12 Dupont Lane B
    From $241 per night (USD)

    Expedia

    Historic 12 Dupont Lane B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Inc ...

    From $241 per night (USD)

    Expedia

    Details
  • Paradise in St Augustine A
    From $191 per night (USD)

    VRBO

    Paradise in St Augustine A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Inc ...

    From $191 per night (USD)

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    Details
  • Fern Room | Team Joseph Ellen
    From $177 per night (USD)

    VRBO

    Fern Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Fern Room at Southern Wind Inn — your peaceful hideaway for two in the heart of historic downto ...

    From $177 per night (USD)

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    Details
  • Honeymoon Room | Team Joseph Ellen
    From $177 per night (USD)

    VRBO

    Honeymoon Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Honeymoon Room at Southern Wind Inn — a romantic retreat for two in the heart of historic downt ...

    From $177 per night (USD)

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  • Porcelain Room | Team Joseph Ellen
    From $177 per night (USD)

    Expedia

    Porcelain Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Porcelain Room at Southern Wind Inn — a peaceful and elegant retreat for two in the heart of hi ...

    From $177 per night (USD)

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  • Pullman Room | Team Joseph Ellen
    From $177 per night (USD)

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    Pullman Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Pullman Room at Southern Wind Inn — a stylish and tranquil retreat for two in the heart of hist ...

    From $177 per night (USD)

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  • Coquina Room | Team Joseph Ellen
    From $177 per night (USD)

    Expedia

    Coquina Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Coquina Room at the Southern Wind Inn — a charming and tranquil retreat for two in the heart of ...

    From $177 per night (USD)

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    Details
  • Garden Room | Team Joseph Ellen
    From $177 per night (USD)

    VRBO

    Garden Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to the Garden Room at Southern Wind Inn — a bright and restful retreat in the heart of historic downto ...

    From $177 per night (USD)

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  • Flower Room | Team Joseph Ellen
    From $177 per night (USD)

    Expedia

    Flower Room | Team Joseph Ellen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to the Flower Room at the Southern Wind Inn— a bright and tranquil retreat for two in the heart of his ...

    From $177 per night (USD)

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    Details
  • Charming 3-bedroom house in enchanting St. Augustine with AC
    From $343 per night (USD)

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    Charming 3-bedroom house in enchanting St. Augustine with AC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this wonderful house in picturesque St. Augustine. This enchanting property features 3 cozy bedrooms with 2 qu ...

    From $343 per night (USD)

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  • Walk to Downtown! 2BR Bungalow • Porch + Parking
    From $277 per night (USD)

    Expedia

    Walk to Downtown! 2BR Bungalow • Porch + Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Welcome to Happy Bungalow, a beautifully restored 1919 Florida classic tucked in the heart of St. Augustine! T ...

    From $277 per night (USD)

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    Details
  • Charming Downtown Treasure - Enchanting home with hot tub & love tree
    From $355 per night (USD)

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    Charming Downtown Treasure - Enchanting home with hot tub & love tree

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This magical home is in the heart of Historic Downtown St. Augustine, offering 3 cozy bedrooms - one with a king bed, on ...

    From $355 per night (USD)

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    Details
  • Walkable Downtown Retreat St. Augustine Escape with Parking & Balcony View
    From $248 per night (USD)

    Expedia

    Walkable Downtown Retreat St. Augustine Escape with Parking & Balcony View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover the best of St. Augustine from this charming 2BR/1BA bungalow nestled near the historic district. Wander to caf ...

    From $248 per night (USD)

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    Details
  • Ponce's Paradise ~ Minutes to downtown and beaches
    From $483 per night (USD)

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    Ponce's Paradise ~ Minutes to downtown and beaches

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Experience the best of historic St Augustine at this 1940's 4BR home, restored and renovated with coastal flair. Safe ne ...

    From $483 per night (USD)

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    Details
  • Historic & Walkable Downtown St. Augustine 3 Bedroom
    From $314 per night (USD)

    Expedia

    Historic & Walkable Downtown St. Augustine 3 Bedroom

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Experience the charm of St. Augustine from the heart of historic Lincolnville — a quiet neighborhood just a 7-minute wal ...

    From $314 per night (USD)

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    Details
  • Secret Garden Hideaway l Walk to DNTN l Sleeps 8
    From $470 per night (USD)

    VRBO

    Secret Garden Hideaway l Walk to DNTN l Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Secret Garden Hideaway is a charming, historic home in the heart of Downtown: ->7 minute walk to St. George S ...

    From $470 per night (USD)

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    Details
  • High Tide Loft - Boutique Stay Near Downtown & Beach
    From $257 per night (USD)

    Expedia

    High Tide Loft - Boutique Stay Near Downtown & Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to High Tide Loft, a boutique coastal escape where modern design meets the laid-back spirit of St. Augustine. ...

    From $257 per night (USD)

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    Details
  • Cityside Sanctuary: Pool, Game Room, Steps to Town!
    From $1343 per night (USD)

    VRBO

    Cityside Sanctuary: Pool, Game Room, Steps to Town!

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    16

    7 bedrooms shared between 3 separate spaces, all on one beautiful property. The 'White House' has 4 bedrooms and 3 full ...

    From $1343 per night (USD)

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  • Sevilla Grand l Walk to DNTN l Outdoor Relaxation
    From $377 per night (USD)

    Expedia

    Sevilla Grand l Walk to DNTN l Outdoor Relaxation

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>Situated in the city center, this welcoming vacation home brings all of St. Augustine within your reach. Francis Fiel ...

    From $377 per night (USD)

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  • Historic home walking distance to Downtown St. Augustine and close to the beach!
    From $617 per night (USD)

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    Historic home walking distance to Downtown St. Augustine and close to the beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautifully restored historic 1920s home perfectly located between downtown St. Augustine and Vilano beach. This home, f ...

    From $617 per night (USD)

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    Details
  • Charming new  2-bedroom camper with AC, outdoor grill and 3 TVs  sleeps 10
    From $295 per night (USD)

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    Charming new 2-bedroom camper with AC, outdoor grill and 3 TVs sleeps 10

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This 2025 camper boasts 2 inviting bedrooms, including 1 queen bed, 1 bunk bed, 1 sofa bed, and 1 twin bed, table conven ...

    From $295 per night (USD)

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    Details
  • Family Getaway: Pet Friendly • Close to Downtown
    From $333 per night (USD)

    VRBO

    Family Getaway: Pet Friendly • Close to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to your cozy getaway, just minutes from the heart of downtown! Whether you’re planning a family vacation, a coup ...

    From $333 per night (USD)

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    Details
  • Revived 1900s Historic Chapel Walkable to Heart of DownTown St. Augustine
    From $780 per night (USD)

    Expedia

    Revived 1900s Historic Chapel Walkable to Heart of DownTown St. Augustine

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to your one-of-a-kind church home in the heart of downtown St. Augustine. Fully Equipped Kitchen 2 Bedrooms + F ...

    From $780 per night (USD)

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    Details
  • The Crow's Nest Historic Downtown Studio 1BD 1BA  Private, Walkable, City View
    From $236 per night (USD)

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    The Crow's Nest Historic Downtown Studio 1BD 1BA Private, Walkable, City View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Crow’s Nest – Historic Studio with Private Deck & Sunset Views Welcome to The Crow’s Nest, a one-of-a-kind upstairs ...

    From $236 per night (USD)

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  • Perfect Family Escape w/ Private Pool Near St. Augustine Beaches
    From $907 per night (USD)

    Expedia

    Perfect Family Escape w/ Private Pool Near St. Augustine Beaches

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: ☀️ Welcome to The Atlantic Oasis: Historic District Retreat with Pool & Private Bonus Suite! 🏰 This beauti ...

    From $907 per night (USD)

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    Details
  • Waterfront Retreat | Events + Dock
    From $1115 per night (USD)

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    Waterfront Retreat | Events + Dock

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Save this home. Tap the ❤️ at the top! • Peaceful waterfront setting • New 40ft private dock • Expansive patio + fire ...

    From $1115 per night (USD)

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    Details
  • St. Augustine Luxury 4 BR/4.5BA Walk to Downtown
    From $1772 per night (USD)

    Expedia

    St. Augustine Luxury 4 BR/4.5BA Walk to Downtown

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Spacious 4BR luxury lakefront home, a refined retreat in the heart of Saint Augustine. Magical views of horse drawn carr ...

    From $1772 per night (USD)

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    Details
  • St. George Cottage House-3/2 Lakefront-Walkable
    From $767 per night (USD)

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    St. George Cottage House-3/2 Lakefront-Walkable

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience the perfect blend of waterfront serenity, historic charm, and modern luxury at The St. George Cottage House. ...

    From $767 per night (USD)

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  • Stay Next to Old Town! Lovely Unit for 4 Guests, Pool, Free Parking
    From $107 per night (USD)

    VRBO

    Stay Next to Old Town! Lovely Unit for 4 Guests, Pool, Free Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $107 per night (USD)

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    Details
  • Great Find! Two Comfy Units for 8 Guests, Pool, Close to Attractions
    From $195 per night (USD)

    VRBO

    Great Find! Two Comfy Units for 8 Guests, Pool, Close to Attractions

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $195 per night (USD)

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    Details
  • Amazing Getaway! 3 Units, Close to Davenport Park, Outdoor Pool, Free Parking
    From $292 per night (USD)

    VRBO

    Amazing Getaway! 3 Units, Close to Davenport Park, Outdoor Pool, Free Parking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $292 per night (USD)

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    Details
  • Perfect Escape! Pool, Near St Augustine Lighthouse and Museum, Free Parking!
    From $107 per night (USD)

    VRBO

    Perfect Escape! Pool, Near St Augustine Lighthouse and Museum, Free Parking!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $107 per night (USD)

    VRBO

    Details
  • Great Find! 4 Awesome Units, Close to Mission of Nombre de Dios, Free Parking
    From $390 per night (USD)

    VRBO

    Great Find! 4 Awesome Units, Close to Mission of Nombre de Dios, Free Parking

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    16

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $390 per night (USD)

    VRBO

    Details
  • Great Find! Four Lovely Units for 16 Guests, Pool, Free Parking
    From $390 per night (USD)

    VRBO

    Great Find! Four Lovely Units for 16 Guests, Pool, Free Parking

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    16

    Welcome to our wonderful property! Perfect for a getaway, our property is located close to local attractions, shops, att ...

    From $390 per night (USD)

    VRBO

    Details
  • Heart of Historic St. Augustine Coastal Retreat
    From $292 per night (USD)

    Expedia

    Heart of Historic St. Augustine Coastal Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Located in the heart of historic Lincolnville, this home places you just a short 12-minute walk from Downtown ...

    From $292 per night (USD)

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    Details
  • La Casita – A Family-Friendly 2-Bedroom Vacation Rental in Historic West Au...
    From $199 per night (USD)

    VRBO

    La Casita – A Family-Friendly 2-Bedroom Vacation Rental in Historic West Au...

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your Relaxing St. Augustine Getaway Welcome to your laid-back home away from home in historic West Augustine! This fami ...

    From $199 per night (USD)

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    Details
  • Downtown Suite w/Kitchen at Boutique Inn
    From $171 per night (USD)

    Expedia

    Downtown Suite w/Kitchen at Boutique Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Citrus Room, a very special room at The Blue Carriage House! This vibrant suite features a 10' ceiling, p ...

    From $171 per night (USD)

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    Details
  • Stylish Private Suite in Boutique Inn
    From $171 per night (USD)

    VRBO

    Stylish Private Suite in Boutique Inn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Oyster Room at The Blue Carriage House! This elegant suite features a plush KING BED, a fully equipped KI ...

    From $171 per night (USD)

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    Details
  • Luxury Boutique Hotel | All 8 Suites | Sleeps 24 | Steps from St. George Street!
    From $2675 per night (USD)

    Expedia

    Luxury Boutique Hotel | All 8 Suites | Sleeps 24 | Steps from St. George Street!

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    24

    Your Exclusive St. Augustine Sanctuary The Blue Carriage House is an 8-unit boutique hotel in the heart of the nation’s ...

    From $2675 per night (USD)

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    Details
  • Spacious Boutique Suite / Historic Downtown
    From $171 per night (USD)

    VRBO

    Spacious Boutique Suite / Historic Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Florida Room at The Blue Carriage House! This sunlit suite features a plush KING BED, a fully equipped KI ...

    From $171 per night (USD)

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    Details
  • Downtown Retreat with King Bed / Kitchen / Bathtub
    From $185 per night (USD)

    Expedia

    Downtown Retreat with King Bed / Kitchen / Bathtub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Flagler Room at The Blue Carriage House! This stately suite features a plush KING BED, a fully equipped K ...

    From $185 per night (USD)

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    Details
  • Downtown Boutique Suite / On-Site Parking / ADA
    From $185 per night (USD)

    VRBO

    Downtown Boutique Suite / On-Site Parking / ADA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The Magnolia Room features a plush KING BED, fully equipped KITCHEN, curbless SHOWER, and a sofa that folds out to a ful ...

    From $185 per night (USD)

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    Details
  • Downtown Boutique Inn / Historic District
    From $185 per night (USD)

    Expedia

    Downtown Boutique Inn / Historic District

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Ponce de Leon Room at The Blue Carriage House! This historic-inspired suite features a KING BED, fully eq ...

    From $185 per night (USD)

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    Details
  • Boutique Suite / Steps from St. George Street!
    From $171 per night (USD)

    VRBO

    Boutique Suite / Steps from St. George Street!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Fountain of Youth Room at The Blue Carriage House! This boutique suite features a plush KING BED, fully e ...

    From $171 per night (USD)

    VRBO

    Details
  • Private Room/Boutique Inn/Kitchen/Bathtub
    From $214 per night (USD)

    Expedia

    Private Room/Boutique Inn/Kitchen/Bathtub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to The Lighthouse Room at The Blue Carriage House! This nautical-inspired suite features a plush KING BED, a ful ...

    From $214 per night (USD)

    Expedia

    Details
  • Peaceful 2-bedroom apartment..in charming Old St. Augustine \Lofty Treetop\
    From $196 per night (USD)

    VRBO

    Peaceful 2-bedroom apartment..in charming Old St. Augustine \"Lofty Treetop\"

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in St. Augustine, this delightful apartment offers a cool retreat for guests. With two cozy bedrooms featuring q ...

    From $196 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom house with a short walk to historic downtown St. Augustine.
    From $237 per night (USD)

    Expedia

    Charming 2-bedroom house with a short walk to historic downtown St. Augustine.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Our cottage is a one story residence set back from the quiet street, with a screened in back porch for sitting and eatin ...

    From $237 per night (USD)

    Expedia

    Details
  • Historic Comfort l Walk to DNTN l Fire Pit
    From $490 per night (USD)

    VRBO

    Historic Comfort l Walk to DNTN l Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: A 1900s home with modern updates! Historic Comfort is the perfect place to enjoy the Oldest City while enjoyin ...

    From $490 per night (USD)

    VRBO

    Details
  • The Augustine Suite l Heated Pool  l Walk to DNTN
    From $415 per night (USD)

    Expedia

    The Augustine Suite l Heated Pool l Walk to DNTN

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: The Augustine Suite is perfect for you quick getaway in St. Augustine! This charming apartment has everything ...

    From $415 per night (USD)

    Expedia

    Details
  • Family Beach Escape w/ Private Pool|Downtown St. A
    From $316 per night (USD)

    VRBO

    Family Beach Escape w/ Private Pool|Downtown St. A

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Modern two-story beach house just steps from downtown St. Augustine’s top spots. This family-friendly getaway ...

    From $316 per night (USD)

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    Details
  • Upper & Lower Oasis - Team Joseph Ellen
    From $356 per night (USD)

    Expedia

    Upper & Lower Oasis - Team Joseph Ellen

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Summary: This historic St. Augustine property features both the renovated downstairs unit and an upstairs unit. Modern ...

    From $356 per night (USD)

    Expedia

    Details
  • Boutique Luxury/Walk to St George St + Old City
    From $581 per night (USD)

    VRBO

    Boutique Luxury/Walk to St George St + Old City

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A Sonya’s Décor Uptown Property; Part of The St. Augustine Design Collection Rather than furnishing for a rental, the h ...

    From $581 per night (USD)

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    Details
  • Upper Oasis Suite
    From $195 per night (USD)

    Expedia

    Upper Oasis Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: Stay in this inviting upstairs unit located in the heart of historic downtown St. Augustine. This cozy retreat ...

    From $195 per night (USD)

    Expedia

    Details
  • Lower Oasis - Team Joseph Ellen
    From $234 per night (USD)

    VRBO

    Lower Oasis - Team Joseph Ellen

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Stay in the heart of historic downtown St. Augustine in this beautifully updated downstairs unit that blends m ...

    From $234 per night (USD)

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  • Morning Glory Historic Downtown
    From $270 per night (USD)

    Expedia

    Morning Glory Historic Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Step into the timeless charm of Morning Glory, a beautifully restored 1924 lakefront cottage nestled in the Hi ...

    From $270 per night (USD)

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  • Peaceful 2 bedroom “The Secret Cottage” in historic downtown St. Augustine
    From $444 per night (USD)

    VRBO

    Peaceful 2 bedroom “The Secret Cottage” in historic downtown St. Augustine

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience St. Augustine like a local in this 2-bedroom cottage. The Secret Cottage is a hidden gem, tucked away in the ...

    From $444 per night (USD)

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  • Modern Lincolville Home with Game Room, 2 Parking Spots & Walkable to Downtown
    From $484 per night (USD)

    Expedia

    Modern Lincolville Home with Game Room, 2 Parking Spots & Walkable to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Riberia Residence! This 3-bedroom home is perfect for your escape to St. Augustine. For rain-or-shine fun, th ...

    From $484 per night (USD)

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  • Lincolnville Charm l Walk to DNTN l Dog Friendly
    From $434 per night (USD)

    VRBO

    Lincolnville Charm l Walk to DNTN l Dog Friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to Lincolnville Charm, where you can relax and enjoy the Oldest City to its fullest! ->Walk to hist ...

    From $434 per night (USD)

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    Details
  • Walk to Downtown St. Augustine - Private Outdoor Oasis, Infrared Sauna, Sleeps 6
    From $446 per night (USD)

    VRBO

    Walk to Downtown St. Augustine - Private Outdoor Oasis, Infrared Sauna, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "St. George's Mistress" ~ Charming cottage in Historic St. Augustine - Sleeps up to 6 guests - Private outdoor oasis wi ...

    From $446 per night (USD)

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  • Porch on Pine Downtown
    From $327 per night (USD)

    VRBO

    Porch on Pine Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Make your escape to Porch on Pine, a charming 1924 St. Augustine retreat located in the historic district dire ...

    From $327 per night (USD)

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    Details
  • 3BR Private Pool Oasis Mins to Historic St Aug
    From $687 per night (USD)

    Expedia

    3BR Private Pool Oasis Mins to Historic St Aug

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: ✨ Welcome to your private tropical oasis in historic Saint Augustine. This beautifully updated 3-bedroom, 2-ba ...

    From $687 per night (USD)

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    Details
  • Private Pool! Game Room! 3BR Townhome Nr Downtown
    From $622 per night (USD)

    VRBO

    Private Pool! Game Room! 3BR Townhome Nr Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Discover comfort and fun in this stylish 3-bedroom townhome with a private pool and full game room. Located in the heart ...

    From $622 per night (USD)

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  • Walk to Nights of Lights, parking included!
    From $266 per night (USD)

    Expedia

    Walk to Nights of Lights, parking included!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: This Uptown cottage is located within walking distance to historic downtown and Nights of Lights! Parking for ...

    From $266 per night (USD)

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    Details
  • Historic Lincolnville Bungalow | Porch & Backyard
    From $173 per night (USD)

    VRBO

    Historic Lincolnville Bungalow | Porch & Backyard

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Historic Lincolnville bungalow with EV charger, half a mile from Lightner Museum and one mile from Castillo de ...

    From $173 per night (USD)

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    Details
  • The Golden Doors: 3-bed, 1-bath house with AC in charming Historic St. Augustine
    From $331 per night (USD)

    Expedia

    The Golden Doors: 3-bed, 1-bath house with AC in charming Historic St. Augustine

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Your St. Augustine adventure begins at this 3-bedroom house. Inside, guests find 2 queen beds, 2 futons, and a sofa bed, ...

    From $331 per night (USD)

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  • The Cottage Nook l Hot Tub l Mins to DNTN
    From $400 per night (USD)

    VRBO

    The Cottage Nook l Hot Tub l Mins to DNTN

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Located in leafy Lincolnville is this charming cottage: ->15 minute walk to downtown St. Augustine attraction ...

    From $400 per night (USD)

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  • Cozy Coach House Unit in Lincolnville-Walkable to Historic Downtown!
    From $272 per night (USD)

    Expedia

    Cozy Coach House Unit in Lincolnville-Walkable to Historic Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to The Hideout! A cozy, private 1-bedroom carriage house apartment nestled in the heart of St. Augustine’s vibra ...

    From $272 per night (USD)

    Expedia

    Details
  • 4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!
    From $418 per night (USD)

    VRBO

    4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located in the heart of historic Saint Augustine and just a few minutes from the beach. Nestled among the iconic oak tre ...

    From $418 per night (USD)

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    Details
  • SeaBreeze Suite St Augustine Studio Near Water
    From $315 per night (USD)

    Expedia

    SeaBreeze Suite St Augustine Studio Near Water

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Wake up just one block from the water and ease into your day with coffee, a walk, or time on the Intracoastal. Bring you ...

    From $315 per night (USD)

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    Details
  • Blue Heron on May Vacation Rental
    From $453 per night (USD)

    VRBO

    Blue Heron on May Vacation Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: A rare coastal gem near Vilano Beach—and just 1.1 miles from the sandy shoreline. Tucked away minutes from his ...

    From $453 per night (USD)

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    Details
  • Rooftop Oasis in Historic St. Augustine | Panoramic Intracoastal Waterway Views
    From $634 per night (USD)

    Expedia

    Rooftop Oasis in Historic St. Augustine | Panoramic Intracoastal Waterway Views

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    Rooftop Oasis in Historic St. Augustine | Panoramic Intracoastal Waterway Views Discover an unforgettable stay in the h ...

    From $634 per night (USD)

    Expedia

    Details
  • King suite plus 2nd bedroom• 3 miles to downtown • free parking
    From $116 per night (USD)

    VRBO

    King suite plus 2nd bedroom• 3 miles to downtown • free parking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your Relaxed Home Base in Historic St. Augustine ✨ Perfect for couples, remote workers & snowbirds | 30+ day stays welco ...

    From $116 per night (USD)

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    Details
  • Historic St. Augustine Retreat with Court Yard Fire Pit, Bikes & Luxury Comfort
    From $330 per night (USD)

    VRBO

    Historic St. Augustine Retreat with Court Yard Fire Pit, Bikes & Luxury Comfort

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Lincoln House – A Historic St. Augustine Retreat with Modern Comfort Welcome to The Lincoln House, a beautifully re ...

    From $330 per night (USD)

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    Details
  • Stay Downtown St. Augustine 3BR and Parking
    From $547 per night (USD)

    VRBO

    Stay Downtown St. Augustine 3BR and Parking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    This fantastic house offers a great downtown St Augustine location! With three bedrooms, one on the first floor with a k ...

    From $547 per night (USD)

    VRBO

    Details
  • Walk to town! Entire home for 4 in St. Augustine!
    From $346 per night (USD)

    VRBO

    Walk to town! Entire home for 4 in St. Augustine!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover this 2-bedroom gem in St. Augustine. This awesome house features two queen beds, perfect for a restful night’s ...

    From $346 per night (USD)

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  • Walk to downtown, Cozy cottage designed for comfort!
    From $276 per night (USD)

    VRBO

    Walk to downtown, Cozy cottage designed for comfort!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Casita del Jardín is a cozy, apothecary-style garden cottage designed for comfort and calm. Warm colors, floral prints, ...

    From $276 per night (USD)

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  • Tree top garage apartment right in Uptown  Saint Augustine
    From $213 per night (USD)

    VRBO

    Tree top garage apartment right in Uptown Saint Augustine

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This 700 square foot tree top garage apartment with balcony is in Uptown St. Augustine a few blocks from the center of H ...

    From $213 per night (USD)

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  • Walk to Historic St. Augustine | Guest Favorite
    From $359 per night (USD)

    VRBO

    Walk to Historic St. Augustine | Guest Favorite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Charming Saint Augustine Cottage – Near Beaches & Local Attractions Welcome to your cozy Saint Augustine getaway! This ...

    From $359 per night (USD)

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    Details
  • The Birds Nest Carriage House l Walk to St George
    From $305 per night (USD)

    Expedia

    The Birds Nest Carriage House l Walk to St George

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: An eclectic apartment, full of historic charm! -> 5 minute walk to historic St George St! -> 10 minute dri ...

    From $305 per night (USD)

    Expedia

    Details
  • The Grand Augustine l Heated Pool  l Walk to DNTN
    From $799 per night (USD)

    VRBO

    The Grand Augustine l Heated Pool l Walk to DNTN

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    Summary: BRAND NEW LUXURY home in the perfect location! >Located just minutes walking distance to all of downtown, dir ...

    From $799 per night (USD)

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    Details
  • Bohemian dream home in heart of downtown with hot tub and putting green
    From $418 per night (USD)

    VRBO

    Bohemian dream home in heart of downtown with hot tub and putting green

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Located in St. Augustine, enjoy what this 3-bedroom house has to offer. The bedrooms feature 2 king beds in the main hou ...

    From $418 per night (USD)

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  • Tranquil Romantic Couples Getaway- Walk/Bike Dntwn
    From $203 per night (USD)

    VRBO

    Tranquil Romantic Couples Getaway- Walk/Bike Dntwn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the Casa del Limone Apt C! It is the top apartment with it's own private balcony!. It is apartment with a sha ...

    From $203 per night (USD)

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    Details
  • Unbeatable Location + Setting! Sweet Lemon Getaway
    From $324 per night (USD)

    Expedia

    Unbeatable Location + Setting! Sweet Lemon Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the Casa del Limone Apt D! It upstairs spacious apartment!. It is apartment with a shared wall and shared flo ...

    From $324 per night (USD)

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    Details
  • Walking distance to fountain of youth
    From $252 per night (USD)

    VRBO

    Walking distance to fountain of youth

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to a relaxing retreat in this sun-filled two-bedroom duplex, featuring a fully equipped kitchen, charming dining ...

    From $252 per night (USD)

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    Details
  • Newly renovated duplex conveniently located between Vilano and downtown.
    From $203 per night (USD)

    Expedia

    Newly renovated duplex conveniently located between Vilano and downtown.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover a unique and artsy couples retreat in this newly renovated back duplex. Enjoy the convenience of being within w ...

    From $203 per night (USD)

    Expedia

    Details
  • Pet-Friendly Apt · Walk to Dwntwn ·Bikes & Parking
    From $306 per night (USD)

    VRBO

    Pet-Friendly Apt · Walk to Dwntwn ·Bikes & Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    You're steps from the oldest city in America — St. Augustine's cobblestone streets, Spanish fortress, and legendary food ...

    From $306 per night (USD)

    VRBO

    Details
  • Tranquil Romantic Couples retreat- Stroll/Bike Dntwn
    From $199 per night (USD)

    Expedia

    Tranquil Romantic Couples retreat- Stroll/Bike Dntwn

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the Casa del Limone Apt A! It is the bottom apartment right in front under the balcony!. It is apartment with ...

    From $199 per night (USD)

    Expedia

    Details
  • Htd Pool w/Arcade, Firepit, Putting Green,GolfCart Access, 1.2 miles to Downtown
    From $495 per night (USD)

    VRBO

    Htd Pool w/Arcade, Firepit, Putting Green,GolfCart Access, 1.2 miles to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welco ...

    From $495 per night (USD)

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  • Walkable to stores/restaurants- 4 min. to DT/Beach - Game Room - Private Yard
    From $452 per night (USD)

    Expedia

    Walkable to stores/restaurants- 4 min. to DT/Beach - Game Room - Private Yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The Stay on May A historic 100 year old Family-Friendly Retreat with a detached 450+ Sq. Ft. climate control ...

    From $452 per night (USD)

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    Details
  • Charming Historic Cottage Near Downtown St. Augustine
    From $168 per night (USD)

    VRBO

    Charming Historic Cottage Near Downtown St. Augustine

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Escape to a charming 1800s cottage just minutes from historic downtown St. Augustine. This private, self-conta ...

    From $168 per night (USD)

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    Details
  • Mod St Augustine Family Home Huge Backyard Close to Downtown Beaches Retro Oasis
    From $300 per night (USD)

    Expedia

    Mod St Augustine Family Home Huge Backyard Close to Downtown Beaches Retro Oasis

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Retro Oasis! This fun and cozy retreat is a mere mile from historic St. Augustine and a short drive to some o ...

    From $300 per night (USD)

    Expedia

    Details