Vacations in St. Augustine

Vacations in St. Augustine

2 travelers

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Cheap St. Augustine package deals

These are the best prices for May 22 - 25.
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$384 - $2,227$2,227 - $4,070$4,070 - $5,912$5,912 - $7,755$7,755+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular St. Augustine flight and hotel deals

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Tru by Hilton St. Augustine I-95 - St. Augustine - Front desk
Tru by Hilton St. Augustine I-95 - St. Augustine - Front desk
Tru by Hilton St. Augustine I-95
9.1 Wonderful
Parking
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$492
Ocean Paradise - St. Augustine - Balcony
Ocean Paradise - St. Augustine - Balcony
Ocean Paradise
Parking
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$7,754
Comfort Suites St. Augustine Historic District Area - St. Augustine - Lounge
Comfort Suites St. Augustine Historic District Area - St. Augustine - Lounge
Comfort Suites St. Augustine Historic District Area
8.8 Very good
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$493
Hotel Amalga, St. Augustine, A Tribute Portfolio Hotel - St. Augustine - Lounge
Hotel Amalga, St. Augustine, A Tribute Portfolio Hotel - St. Augustine - Lounge
Hotel Amalga, St. Augustine, A Tribute Portfolio Hotel
8.3 Very good
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$655
Quail Hollow A9-2U - St. Augustine - Balcony
Quail Hollow A9-2U - St. Augustine - Balcony
Quail Hollow A9-2U
10 Wonderful
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$833
Haley's Court Boutique Motel - St. Augustine - Living room
Haley's Court Boutique Motel - St. Augustine - Living room
Haley's Court Boutique Motel
9.4 Wonderful
Parking
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$546
44 Spanish Street Inn - Adults Only - St. Augustine - Bedroom
44 Spanish Street Inn - Adults Only - St. Augustine - Bedroom
44 Spanish Street Inn - Adults Only
9.1 Wonderful
Downtown
Free Wi-Fi
Chicago O'Hare Intl
Breakfast
3 nights + flight
$803
Sunny ground-floor condo w/private patio, W/D, on-site pools, tennis court, BBQ - St. Augustine - Building
Sunny ground-floor condo w/private patio, W/D, on-site pools, tennis court, BBQ - St. Augustine - Building
Sunny ground-floor condo w/private patio, W/D, on-site pools, tennis court, BBQ
9.4 Wonderful
Parking
Free Wi-Fi
Chicago Midway
Meals not included
3 nights + flight
$867
Oceanic Luxury: Historic St. Augustine Gem - St. Augustine - Building
Oceanic Luxury: Historic St. Augustine Gem - St. Augustine - Building
Oceanic Luxury: Historic St. Augustine Gem
10 Wonderful
Free Wi-Fi
Chicago Midway
Meals not included
3 nights + flight
$1,192
Holiday Inn Express St. Augustine - Vilano Beach By IHG - St. Augustine - Building
Holiday Inn Express St. Augustine - Vilano Beach By IHG - St. Augustine - Building
Holiday Inn Express St. Augustine - Vilano Beach By IHG
9.4 Wonderful
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$598
Spark by Hilton St. Augustine I 95 - St. Augustine - Bedroom
Spark by Hilton St. Augustine I 95 - St. Augustine - Bedroom
Spark by Hilton St. Augustine I 95
7.2 Good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$452
Spark by Hilton St. Augustine Historic District - St. Augustine - Lobby
Spark by Hilton St. Augustine Historic District - St. Augustine - Lobby
Spark by Hilton St. Augustine Historic District
7.5 Good
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$594
AC Hotels by Marriott St. Augustine Downtown - St. Augustine - Bedroom
AC Hotels by Marriott St. Augustine Downtown - St. Augustine - Bedroom
AC Hotels by Marriott St. Augustine Downtown
8.1 Very good
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$592
Breathtaking Beach Front House 3 Bedroom Home by RedAwning - St. Augustine - Bedroom
Breathtaking Beach Front House 3 Bedroom Home by RedAwning - St. Augustine - Bedroom
Breathtaking Beach Front House 3 Bedroom Home by RedAwning
7.7 Good
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,183
Spacious Pet -Friendly Home w/ Fenced in Yard and Close to The Beach - St. Augustine - Patio
Spacious Pet -Friendly Home w/ Fenced in Yard and Close to The Beach - St. Augustine - Patio
Spacious Pet -Friendly Home w/ Fenced in Yard and Close to The Beach
9.3 Wonderful
Parking
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,038
Summerhouse 433 condo - St. Augustine - Living room
Summerhouse 433 condo - St. Augustine - Living room
Summerhouse 433 condo
Parking
Free Wi-Fi
Pool
Chicago Midway
Meals not included
3 nights + flight
$1,237

When to book a vacation in St. Augustine

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding St. Augustine package deals

  • There are loads of types of vacations in St. Augustine and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $114; Family vacation $264; Romantic vacation $265; Luxury vacation $387; Budget vacation $205.

Where to stay in St. Augustine

Our map will help you find the perfect place to stay for your vacation in St. Augustine by showing you the exact location of each hotel.

Everything you need to know for your vacation in St. Augustine

St. Augustine vacation information

Top vacation (Flight+Hotel)$114
Family vacation (Flight+Hotel)$264
Romantic vacation (Flight+Hotel)$265
Luxury vacation (Flight+Hotel)$387
Budget vacation (Flight+Hotel)$205