Beach Home Rentals in Oldest Wooden School House, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida

  5.  St. Augustine
  6.  Oldest Wooden School House

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433 Beach Home Rentals in Oldest Wooden School House (Starting from $169)

Barefoot Hideaway II
Barefoot Hideaway II
House
St. Augustine, FL, USA
0.4k from Oldest Wooden School House center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

1 Bedroom10 Guests
10.0

Exceptional

1 reviews

$359
Average price / night
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St. George Studio Retreat + Parking by RPG
St. George Studio Retreat + Parking by RPG
Apartment
St. Augustine, FL, 32084, United States
0.0k from Oldest Wooden School House center

AC, Balcony, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

54 reviews

$242
Average price / night
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Barefoot Hideaway I
Barefoot Hideaway I
House
St. Augustine, FL, USA
0.4k from Oldest Wooden School House center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Family

1 Bedroom10 Guests
10.0

Exceptional

1 reviews

$234
Average price / night
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Colonial Quarter hideaway with modern comforts & balcony - near the beach
Colonial Quarter hideaway with modern comforts & balcony - near the beach
Apartment
St. Augustine, FL, 32084, United States
0.1k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
9.2

Superb

50 reviews

$449
Average price / night
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Victorian Pool Home l Historic District l Downtown
Victorian Pool Home l Historic District l Downtown
House
St. Augustine, FL, USA
0.6k from Oldest Wooden School House center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$381
Average price / night
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Casa De Sol in Historic District St. Augustine. Dog Friendly
Casa De Sol in Historic District St. Augustine. Dog Friendly
House
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

27 reviews

$338
Average price / night
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PETIT BOUT DE FRANCE
PETIT BOUT DE FRANCE
Apartment
St. Augustine, FL, USA
0.6k from Oldest Wooden School House center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

3 Bedrooms9 Guests
9.5

Superb

19 reviews

$641
Average price / night
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20 Hypolita
20 Hypolita
Apartment
20 Hypolita St, St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

Free Parking, Internet

New to Booking
$551
Average price / night
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At Journey's End
At Journey's End
House
Oldest Wooden School House, St. Augustine, Florida, USA
0.8k from Oldest Wooden School House center

Security/Safety, Balcony/Terrace, Fireplace/Heating, Parking, Entertainment, Ocean View, Oceanfront

6 Bedrooms16 Guests
9.2

Superb

136 reviews

$169
Average price / night
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Heart of Historic Downtown, Renovated, Park and Walk to Attractions, Balcony, $300 in Free Tickets!
Heart of Historic Downtown, Renovated, Park and Walk to Attractions, Balcony, $300 in Free Tickets!
Apartment
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

20 reviews

$548
Average price / night
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150-year-old Lincolnville cottage 3bedroom 2bath
150-year-old Lincolnville cottage 3bedroom 2bath
House
St. Augustine, FL, USA
1.0k from Oldest Wooden School House center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Cottages, Pet-friendly, Lodgings

3 Bedrooms8 Guests
9.4

Superb

9 reviews

$930
Average price / night
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Charming 1-bedroom cottage in historic downtown St. Augustine
Charming 1-bedroom cottage in historic downtown St. Augustine
Cottage
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
10.0

Exceptional

40 reviews

$220
Average price / night
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Pet-Friendly St Augustine Home Steps to Downtown!
Pet-Friendly St Augustine Home Steps to Downtown!
House
St. Augustine, FL, USA
1.2k from Oldest Wooden School House center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
4.0

Review score

1 reviews

$189
Average price / night
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Luxury Retreat Downtown Pool Spa Sleeps 14
Luxury Retreat Downtown Pool Spa Sleeps 14
House
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms14 Guests
10.0

Exceptional

6 reviews

$1469
Average price / night
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The Big Sanchez
The Big Sanchez
House
St. Augustine, FL, USA
1.2k from Oldest Wooden School House center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms10 Guests
9.7

Exceptional

23 reviews

$313
Average price / night
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Brand New Remodel, Epicenter of Historic Downtown, Balcony with Water View, Walk Everywhere, Parking
Brand New Remodel, Epicenter of Historic Downtown, Balcony with Water View, Walk Everywhere, Parking
Apartment
Saint Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms5 Guests
8.4

Very Good

11 reviews

$523
Average price / night
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Downtown St Augustine Studio Less Than 3 Mi to Beach!
Downtown St Augustine Studio Less Than 3 Mi to Beach!
Apartment
St. Augustine, FL, USA
1.2k from Oldest Wooden School House center

Apartments, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$196
Average price / night
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Chic+Eco Friendly! Chefs Kitchen•Quick Walk to Old City and Public Park!
Chic+Eco Friendly! Chefs Kitchen•Quick Walk to Old City and Public Park!
House
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$626
Average price / night
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Lincolville's First Schoolhouse!
Lincolville's First Schoolhouse!
House
St. Augustine, FL, USA
1.3k from Oldest Wooden School House center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

1 Bedroom6 Guests
9.8

Exceptional

24 reviews

$182
Average price / night
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15 Hypolita
15 Hypolita
Apartment
15 Hypolita, St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

Free Parking, Internet

New to Booking
$503
Average price / night
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Historic 1900 Cottage in Downtown St Augustine!
Historic 1900 Cottage in Downtown St Augustine!
House
St. Augustine, FL, USA
1.3k from Oldest Wooden School House center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
New to Booking
$314
Average price / night
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Center of Historic City- Balcony Overlooks Shops, Restaurants, Bars, Free Parking, Walk Everywhere!!
Center of Historic City- Balcony Overlooks Shops, Restaurants, Bars, Free Parking, Walk Everywhere!!
Apartment
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

177 reviews

$598
Average price / night
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Walk to Historic District, Shops, Restaurants and Bars, Free Driveway Parking, $300 in Free Tickets!
Walk to Historic District, Shops, Restaurants and Bars, Free Driveway Parking, $300 in Free Tickets!
Apartment
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.6

Exceptional

128 reviews

$445
Average price / night
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Cozy Bungalow in the ❤️ of Downtown St Augustine
Cozy Bungalow in the ❤️ of Downtown St Augustine
House
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.8

Exceptional

47 reviews

$360
Average price / night
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Stay in A Castle In St. Augustine, Hot Tub, Fireplace
Stay in A Castle In St. Augustine, Hot Tub, Fireplace
House
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

7 Bedrooms14 Guests
9.6

Exceptional

15 reviews

$888
Average price / night
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Brand New! Heart of Historic St. Augustine, Walk Everywhere, 4 Miles to Beach, Parking Spot, Balcony
Brand New! Heart of Historic St. Augustine, Walk Everywhere, 4 Miles to Beach, Parking Spot, Balcony
Apartment
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

16 reviews

$511
Average price / night
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Brand New! Heart of Historic St. Augustine, Parking Spot, Balcony, Walk Everywhere, 4 Miles to Beach
Brand New! Heart of Historic St. Augustine, Parking Spot, Balcony, Walk Everywhere, 4 Miles to Beach
Apartment
St. Augustine, FL, 32084, United States
0.3k from Oldest Wooden School House center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

10 reviews

$377
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Oldest Wooden School House.

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Oldest Wooden School House Beach Rentals on the Map

Frequently Asked Questions

You can explore 433 verified beach rentals in Oldest Wooden School House. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Oldest Wooden School House vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $169 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Oldest Wooden School House offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Oldest Wooden School House welcome pets. Currently, 37 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Oldest Wooden School House often include amenities designed for coastal living, such as View, Ocean View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.