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.
Hilton Orlando
International Drive District
Price was $1,174, price is now $482 per person
$482
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, children's pool, and waterslide. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,519, price is now $705 per person
$705
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
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
$282 nightly
The price is $314 total per night
$314 total
Nov 10 - Nov 11
Total with taxes and fees
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
$108 nightly
The price is $121 total per night
$121 total
Oct 27 - Oct 28
Total with taxes and fees
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
$220 nightly
The price is $245 total per night
$245 total
Oct 26 - Oct 27
Total with taxes and fees
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
$284 nightly
The price is $317 total per night
$317 total
Nov 6 - Nov 7
Total with taxes and fees
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
$323 nightly
The price is $360 total per night
$360 total
Oct 27 - Oct 28
Total with taxes and fees
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
Bayfront Marin House
142 Avenida Menendez, St. Augustine, FL
$175 nightly
The price is $196 total per night
$196 total
Oct 26 - Oct 27
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and luggage storage are also on offer.
Spa
Pet friendly
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
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
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
