Deals on vacations and trips to Old City South
Old City South flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $458, price is now $209 per person
$209
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Westgate Vacation Villas Resort
Price was $2,904, price is now $1,164 per person
$1,164
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Lakes Resort & Spa Universal Studios Area
Price was $953, price is now $397 per person
$397
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.
Seasons Florida Resort
Save 100% on your flight
Price was $673, price is now $310 per person
$310
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
The Delaney Hotel
South Orange
Price was $1,337, price is now $619 per person
$619
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.
Top Old City South hotels deals
Casa Monica Resort & Spa, Autograph Collection
95 Cordova St, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
The price is $314 total per night
$314 total
per night
Nov 10 - Nov 11
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and concierge services.
Pool
Hot Tub
Marion Motor Lodge
120 Avenida Menendez, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
The price is $121 total per night
$121 total
per night
Oct 27 - Oct 28
A rooftop terrace, self parking, and concierge services are featured at this motel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
Pet friendly
Free WiFi
The Collector Inn - Adults Only
149 Cordova Street, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
The price is $245 total per night
$245 total
per night
Oct 26 - Oct 27
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the free continental breakfast each morning. Valet parking, a coffee shop, and a terrace are also offered.
Pool
Breakfast included
Bayfront Westcott House St Augustine B&B
146 Avenida Menendez, St. Augustine, FL
The price is $317 total per night
$317 total
per night
Nov 6 - Nov 7
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and luggage storage are also on offer.
Breakfast included
Parking included
The Kenwood Inn
38 Marine St, St. Augustine, FL
The price is $360 total per night
$360 total
per night
Oct 27 - Oct 28
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Breakfast included
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.
Popular places to visit
St. Augustine Municipal Marina
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
During your trip to St. Augustine, you can browse for the perfect souvenirs at Aviles Street. While in this walkable area, you can savor the top-notch restaurants.
Gonzalez-Alvarez House
You can study the exhibits at Gonzalez-Alvarez House, a museum with a story of its own, during your travels to St. Augustine. Amble around the area's beautiful beaches or seek out the local tours.
Photos of local treasures
Browse Old City South vacation photos for more inspiration
