Family-Friendly Vacation Rentals in Downtown Historic District, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  St. Augustine
  6.  Downtown Historic District

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1492 Best Family Vacation Rentals in Downtown Historic District (Starting from $165)

At Journey's End
At Journey's End
House
Downtown Historic District, St. Augustine, Florida, USA
0.0k from Downtown Historic District 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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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
0.2k from Downtown Historic District 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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Cedar Street Retreat - Unit D
Cedar Street Retreat - Unit D
Apartment
St. Augustine, FL, USA
0.1k from Downtown Historic District center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.3

Superb

11 reviews

$245
Average price / night
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6 Bed 4 Bath 1896 Victorian: Parking, Walk Downtown
6 Bed 4 Bath 1896 Victorian: Parking, Walk Downtown
House
Saint Augustine, FL, 32084, United States
0.2k from Downtown Historic District center

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

6 Bedrooms16 Guests
9.8

Exceptional

137 reviews

$495
Average price / night
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Cedar Street Retreat A Central Downtown
Cedar Street Retreat A Central Downtown
Apartment
St. Augustine, FL, USA
0.1k from Downtown Historic District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$700
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
0.2k from Downtown Historic District 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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Casa DeSoto - Luxury Downtown Oasis
Casa DeSoto - Luxury Downtown Oasis
House
Downtown Historic District, St. Augustine, Florida, USA
0.1k from Downtown Historic District center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$857
Average price / night
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Fully Restored Historic Luxury Home Griffin Estate
Fully Restored Historic Luxury Home Griffin Estate
House
Saint Augustine, FL, 32084, United States
0.3k from Downtown Historic District center

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

6 Bedrooms14 Guests
10.0

Exceptional

9 reviews

$2460
Average price / night
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Cobalt Cottage History at your doorstep
Cobalt Cottage History at your doorstep
House
St. Augustine, FL, USA
0.2k from Downtown Historic District 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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The Ambrose House - Summer nights, fireside!
The Ambrose House - Summer nights, fireside!
House
Downtown St. Augustine, FL, 32084, United States
0.3k from Downtown Historic District 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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Steps to Ice Plant in Historic St Aug Upscale
Steps to Ice Plant in Historic St Aug Upscale
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$330
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 Downtown Historic District 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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Cedar Street Retreat - Unit B
Cedar Street Retreat - Unit B
Apartment
St. Augustine, FL, USA
0.2k from Downtown Historic District 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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Cordova Gold: Historic Dist. + Quiet at Night
Cordova Gold: Historic Dist. + Quiet at Night
Condo
St. Augustine, FL, 32084, United States
0.3k from Downtown Historic District 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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15 Hypolita
15 Hypolita
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

Internet, Child Friendly

1 Bedroom5 Guests
New to Booking
$451
Average price / night
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Hot tub- 80's Arcade- Pool table- 7 car parking- Historic Downtown 6/4- Events!
Hot tub- 80's Arcade- Pool table- 7 car parking- Historic Downtown 6/4- Events!
House
St. Augustine, FL, 32084, United States
0.3k from Downtown Historic District center

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

6 Bedrooms14 Guests
10.0

Exceptional

43 reviews

$1114
Average price / night
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Eclectic Beauty, Heart of Downtown St Aug
Eclectic Beauty, Heart of Downtown St Aug
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$402
Average price / night
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Cottage jewel -pet friendly
Cottage jewel -pet friendly
House
St. Augustine, FL, 32084, United States
0.4k from Downtown Historic District 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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Citrus Hideaway - Steps to City Center
Citrus Hideaway - Steps to City Center
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

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

3 Bedrooms8 Guests
9.7

Exceptional

20 reviews

$494
Average price / night
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Walk to History: Pet-Friendly St Augustine Home
Walk to History: Pet-Friendly St Augustine Home
Apartment
St. Augustine, FL, 32084, United States
0.4k from Downtown Historic District center

AC, Balcony, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.0

Fabulous

10 reviews

$165
Average price / night
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Lincolnville Luxe Upscale Home in Heart of St Aug
Lincolnville Luxe Upscale Home in Heart of St Aug
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

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

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$673
Average price / night
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Benedict House; True luxury & high-end decor
Benedict House; True luxury & high-end decor
House
St Augustine, FL, 32084, United States
0.4k from Downtown Historic District center

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

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$640
Average price / night
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St Augustine Carriage House
St Augustine Carriage House
House
St. Augustine, FL, USA
0.2k from Downtown Historic District center

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

1 Bedroom6 Guests
9.0

Fabulous

3 reviews

$285
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 Downtown Historic District 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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Historic Downtown Luxury 2/2 Condo
Historic Downtown Luxury 2/2 Condo
Condo
St Augustine, FL, 32084, United States
0.4k from Downtown Historic District 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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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
0.4k from Downtown Historic District 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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Beautiful Historic House Walk 2Downtown& Night of Lights,pet friendly,Near Beach
Beautiful Historic House Walk 2Downtown& Night of Lights,pet friendly,Near Beach
House
St. Augustine, FL, 32084, United States
0.4k from Downtown Historic District center

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

4 Bedrooms9 Guests
9.8

Exceptional

44 reviews

$605
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 Downtown Historic District.

Where to stay in Downtown Historic District? Best neighborhoods & areas

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Downtown Historic District Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1492 verified family-friendly vacation rentals in Downtown Historic District. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Downtown Historic District vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $165 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Downtown Historic District 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 Downtown Historic District 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 Downtown Historic District often include amenities such as Child Friendly, Fireplace/Heating, and Internet. 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.