Family-Friendly Vacation Rentals in The St. Augustine Historical Society, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  St. Augustine
  6.  The St. Augustine Historical Society

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1575 Best Family Vacation Rentals in The St. Augustine Historical Society (Starting from $160)

172 Cordova Street Unit 11
172 Cordova Street Unit 11
House
St. Augustine, FL, USA
0.2k from The St. Augustine Historical Society center

Balcony/Terrace, View, Parking, Internet, Child Friendly

1 Bedroom4 Guests
New to Booking
$311
Average price / night
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Cottage jewel -pet friendly
Cottage jewel -pet friendly
House
St. Augustine, FL, 32084, United States
0.2k from The St. Augustine Historical Society center

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

2 Bedrooms5 Guests
9.0

Fabulous

13 reviews

$373
Average price / night
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Heart of Downtown St. Aug, Roomy Duplex, Walk Everywhere!
Heart of Downtown St. Aug, Roomy Duplex, Walk Everywhere!
House
The St. Augustine Historical Society, St. Augustine, Florida, USA
0.2k from The St. Augustine Historical Society center

Air Conditioner, Internet, Parking, Child Friendly

4 Bedrooms12 Guests
9.5

Superb

2 reviews

$517
Average price / night
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Historic Downtown Luxury 2/2 Condo
Historic Downtown Luxury 2/2 Condo
Condo
St Augustine, FL, 32084, United States
0.2k from The St. Augustine Historical Society center

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

2 Bedrooms4 Guests
9.8

Exceptional

102 reviews

$246
Average price / night
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Heart of Downtown St. Aug, Walk Everywhere!
Heart of Downtown St. Aug, Walk Everywhere!
House
The St. Augustine Historical Society, St. Augustine, Florida, USA
0.2k from The St. Augustine Historical Society center

Air Conditioner, Internet, Parking, Child Friendly

2 Bedrooms6 Guests
9.1

Superb

15 reviews

$160
Average price / night
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Location! Quiet, Cozy 2-Bedroom Condo In The Heart Of Historic St. Augustine!
Location! Quiet, Cozy 2-Bedroom Condo In The Heart Of Historic St. Augustine!
Condo
SAINT AUGUSTINE, FL, 32084, United States
0.2k from The St. Augustine Historical Society center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

26 reviews

$254
Average price / night
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Heart of Downtown! family and pet friendly.Hot tub
Heart of Downtown! family and pet friendly.Hot tub
House
St Augustine, FL, 32084, United States
0.3k from The St. Augustine Historical Society center

AC, Arcade, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

55 reviews

$359
Average price / night
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Cozy Quiet St Augustine Private Condo - 2bed, 1 bath, Sleeps 6, Steps to Historic St Augustine Center & All Tourist Attractions, Restaurants, Cafes, Backyard, Porch
Cozy Quiet St Augustine Private Condo - 2bed, 1 bath, Sleeps 6, Steps to Historic St Augustine Center & All Tourist Attractions, Restaurants, Cafes, Backyard, Porch
Apartment
The St. Augustine Historical Society, St. Augustine, Florida, USA
0.2k from The St. Augustine Historical Society center

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

2 Bedrooms6 Guests
9.4

Superb

89 reviews

$250
Average price / night
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Charming + Spacious 4-bed Victorian w/ WiFi and AC in historic Old St. Augustine
Charming + Spacious 4-bed Victorian w/ WiFi and AC in historic Old St. Augustine
House
St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

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

4 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$777
Average price / night
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The Ray- 1st Floor Charming Condo- Walk to Downtown
The Ray- 1st Floor Charming Condo- Walk to Downtown
House
The St. Augustine Historical Society, St. Augustine, Florida, USA
0.3k from The St. Augustine Historical Society center

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

3 Bedrooms8 Guests
8.8

Fabulous

44 reviews

$320
Average price / night
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The Ambrose House - Summer nights, fireside!
The Ambrose House - Summer nights, fireside!
House
Downtown St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

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

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$374
Average price / night
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The Ray - Penthouse Suite - 360° Rooftop View
The Ray - Penthouse Suite - 360° Rooftop View
House
St. Augustine, FL, USA
0.3k from The St. Augustine Historical Society center

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

3 Bedrooms8 Guests
9.1

Superb

35 reviews

$402
Average price / night
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Charming Cottage in St. Aug - Kids Room & Firepit
Charming Cottage in St. Aug - Kids Room & Firepit
Cottage
St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$282
Average price / night
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The Ray - 2nd Floor Historic Condo- Minutes Walk to Downtown
The Ray - 2nd Floor Historic Condo- Minutes Walk to Downtown
House
St. Augustine, FL, USA
0.3k from The St. Augustine Historical Society center

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

3 Bedrooms8 Guests
8.8

Fabulous

10 reviews

$236
Average price / night
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Charming Downtown Treasure - Enchanting home with new hot tub
Charming Downtown Treasure - Enchanting home with new hot tub
House
St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$397
Average price / night
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Cobalt Cottage History at your doorstep
Cobalt Cottage History at your doorstep
House
St. Augustine, FL, USA
0.4k from The St. Augustine Historical Society center

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

4 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$787
Average price / night
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Cordova Gold: Historic Dist. + Quiet at Night
Cordova Gold: Historic Dist. + Quiet at Night
Condo
St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

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

2 Bedrooms4 Guests
10.0

Exceptional

13 reviews

$401
Average price / night
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Periwinkle Perch - Home for 4
Periwinkle Perch - Home for 4
House
St. Augustine, FL, USA
0.4k from The St. Augustine Historical Society center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$189
Average price / night
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Casa Lola Downtown Cottage
Casa Lola Downtown Cottage
House
St. Augustine, FL, 32084, United States
0.4k from The St. Augustine Historical Society center

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

2 Bedrooms4 Guests
10.0

Exceptional

107 reviews

$228
Average price / night
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Hot tub- 80's Arcade- Pool table- Historic Downtown- 7 car parking
Hot tub- 80's Arcade- Pool table- Historic Downtown- 7 car parking
House
St. Augustine, FL, USA
0.5k from The St. Augustine Historical Society center

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

6 Bedrooms14 Guests
9.4

Superb

8 reviews

$810
Average price / night
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\"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!\"
\"Charming Cottage with Spacious Porch, Walking Distance to Top Attractions!\"
House
St. Augustine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

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

2 Bedrooms4 Guests
10.0

Exceptional

72 reviews

$283
Average price / night
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Cedar Street Retreat - Unit B
Cedar Street Retreat - Unit B
Apartment
St. Augustine, FL, USA
0.5k from The St. Augustine Historical Society center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

8 reviews

$318
Average price / night
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3bedroom/2bath home with Private Pool! Downtown St Augustine, quiet and walkable
3bedroom/2bath home with Private Pool! Downtown St Augustine, quiet and walkable
House
St. Augustine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

25 reviews

$408
Average price / night
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Completely renovated luxury home. Putt putt golf, bocce, etc.  Walk to downtown!
Completely renovated luxury home. Putt putt golf, bocce, etc. Walk to downtown!
House
St. Augustine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

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

3 Bedrooms7 Guests
10.0

Exceptional

12 reviews

$363
Average price / night
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St. George Cottage House-3/2 Lakefront-Walkable
St. George Cottage House-3/2 Lakefront-Walkable
House
Saint Augstine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

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

3 Bedrooms6 Guests
New to Booking
$675
Average price / night
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Historic 1900 Cottage in Downtown St Augustine!
Historic 1900 Cottage in Downtown St Augustine!
House
Saint Augustine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

78 reviews

$294
Average price / night
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Downtown St Augustine, Steps to Ice Plant, Upscale
Downtown St Augustine, Steps to Ice Plant, Upscale
House
St. Augustine, FL, 32084, United States
0.5k from The St. Augustine Historical Society center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

44 reviews

$443
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 Family Vacation Rentals in The St. Augustine Historical Society.

Where to stay in The St. Augustine Historical Society? Best neighborhoods & areas

The St. Augustine Historical Society Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1575 verified family-friendly vacation rentals in The St. Augustine Historical Society. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in The St. Augustine Historical Society vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $160 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in The St. Augustine Historical Society offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in The St. Augustine Historical Society are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in The St. Augustine Historical Society often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.