Old City South Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Reception
    Jul 13 - Jul 19

    Seasons Florida Resort + Flight

    Kissimmee
    6 nights
    2.0 star property
    9.0/10 - Wonderful (3,557 reviews)
    "The staff was great and the room was clean. The price was reasonable and close to other things."
    Reviewed May 18, 2026
    Roundtrip • Tokyo (HND) - Orlando (MCO)
    HND - MCO • 1 stop MCO - HND • 1 stop
    ￥263,807
    ￥209,964
    per traveler
    found 4 hours ago
    Seasons Florida Resort
  • Aerial view
    Jul 30 - Aug 6

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    7 nights
    4.0 star property
    9.2/10 - Wonderful (1,004 reviews)
    "Loved it!"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (HND) - Orlando (MCO)
    HND - MCO • 1 stop MCO - HND • 1 stop
    ￥590,006
    ￥402,443
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Superior House, Resort View | Children's area
    Jul 13 - Jul 19

    Mission to Mars + Flight

    Loughman
    6 nights
    4.0 star property
    Roundtrip • Tokyo (HND) - Orlando (MCO)
    HND - MCO • 1 stop MCO - HND • 1 stop
    Save 100% on your flight
    ￥2,243,297
    ￥1,814,085
    per traveler
    found 4 hours ago
    Mission to Mars
  • In-room safe, laptop workspace, blackout drapes, iron/ironing board
    Jul 13 - Jul 19

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    6 nights
    3.0 star property
    8.2/10 - Very Good (5,136 reviews)
    "Good"
    Reviewed May 19, 2026
    Roundtrip • Tokyo (HND) - Orlando (MCO)
    HND - MCO • 1 stop MCO - HND • 1 stop
    ￥261,493
    ￥213,426
    per traveler
    found 1 hour ago
    Palazzo Lakeside Hotel
  • Reception hall
    Jul 13 - Jul 19

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,591 reviews)
    "Pictures online are not consistent with our experience. Facility was very clean. Staff was nice. Felt very safe. Pool was great and restaurant was good. For somewhere to sleep and spend your day enjoying Orlando, this is a good place. I would stay here again. "
    Reviewed May 19, 2026
    Roundtrip • Tokyo (HND) - Orlando (MCO)
    HND - MCO • 1 stop MCO - HND • 1 stop
    ￥266,573
    ￥224,367
    per traveler
    found 1 hour ago
    Meliá Orlando Celebration

Old City South Hotel Deals

Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

4 out of 5
95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥39,866 per night from Jun 8 to Jun 9
￥39,866
￥48,346 total
Jun 8 - Jun 9
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"A"

Reviewed on Apr 29, 2026

Casa Monica Resort & Spa, Autograph Collection
Marion Motor Lodge

Marion Motor Lodge

2.5 out of 5
120 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥18,833 per night from May 21 to May 22
￥18,833
￥20,998 total
May 21 - May 22
includes taxes & fees
8.8/10 Excellent! (1,102 reviews)
"Great place to stay super convenient to everything in St Augustine we had a wonderful stay!!"

Reviewed on May 18, 2026

Marion Motor Lodge
The Collector Inn - Adults Only

The Collector Inn - Adults Only

4 out of 5
149 Cordova Street St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥37,023 per night from Jun 3 to Jun 4
￥37,023
￥45,252 total
Jun 3 - Jun 4
includes taxes & fees
9.6/10 Exceptional! (623 reviews)
"Bathroom needs a little improvement on cleaning"

Reviewed on May 19, 2026

The Collector Inn - Adults Only
See all 5,625 properties in Old City South
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

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.

St. Augustine Municipal Marina
St. Augustine Beach

St. Augustine Beach

4.5/5(1,955 reviews)

Why not spend a carefree afternoon at St. Augustine Beach during your travels in St. Augustine? Experience the area's fascinating museums and great live music.

St. Augustine Beach
St. George Street

St. George Street

4.5/5(1,697 reviews)

You can find the perfect gifts to bring home at St. George Street during your visit to St. Augustine. You can enjoy the coffeehouses while in the area.

St. George Street

Things to do

Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

￥4,094
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
Headstones in the ghosts and gravestones tour in St. Augustine

St. Augustine Haunted Tour : Ghosts & Gravestones

￥6,022
per adult
84% of travellers recommend
St. Augustine Haunted Tour : Ghosts & Gravestones
St. Augustine Live Music Cruise with Drinks and Sunset Option

St. Augustine Live Music Sail with Drinks & Sunset Option

￥12,282
per adult
78% of travellers recommend
St. Augustine Live Music Sail with Drinks & Sunset Option
See all activities in St. Augustine
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.