Old City South Vacations from $271
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The Latest Old City South Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,423, price is now $533 per person
$533
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.
Reviewed on Nov 30, 2025
The Shores Resort & Spa
Price was $957, price is now $386 per person
$386
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
The room, hallways everywhere was clean and smelled wonderful.
From the minute, I arrived until I left on the second day all employees were quick to assist very pleasant very professional. This was a very relaxing stay I will definitely be back.
Reviewed on Dec 12, 2025
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,263, price is now $571 per person
$571
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
If you want dirty towels with previous guests stains and hair on it then this is the place for you.
Reviewed on Dec 9, 2025
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $1,255, price is now $575 per person
$575
per person
Feb 16 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Nice amenities bed was confortable
Reviewed on Dec 13, 2025
Where to stay in Old City South
Find the best Old City South areas and neighborhoods for the activities you enjoy most. Learn more about Old City South
St. Augustine Historic District
2 out of top 10 points of interest in this area
5/5(812 area reviews)
Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House.
Old City South Hotel Deals
Casa Monica Resort & Spa, Autograph Collection
95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $346 total per night from Jan 5 to Jan 6
$346 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
The location of the hotel is just perfect. Room was clean and great for me and my daughter. Food in restaurant was really good
Reviewed on Dec 9, 2025
Marion Motor Lodge
120 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from Dec 15 to Dec 16
$179 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
Location was great, room was clean, deck was great
Reviewed on Dec 8, 2025
The Collector Inn - Adults Only
149 Cordova Street St. Augustine FL
$257 nightly
The price is $286 total per night from Jan 13 to Jan 14
$286 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
9.6/10 Exceptional! (573 reviews)
Great location, courteous staff
Reviewed on Dec 9, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Old City South
St. Augustine Municipal Marina
4.5/5(25 reviews)
Explore the waterfront in St. Augustine with a trip to St. Augustine Municipal Marina. Stroll along the area's beautiful beaches or experience its fascinating museums.
Aviles Street
Visit the oldest street in the nation to step back in time while discovering art galleries, antique stores and charming restaurants.
The Oldest Store Museum
You can study the exhibits at The Oldest Store Museum, a museum with a storied past, during your trip to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.
Things to do
St. Augustine: Dolphin and Wildlife Historical Boat Tour
$29
per adult
100% of travellers recommend
Adventure Boat Tours Dolphin Tails & History Cruise St Augustine
$34
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.