A sandy beach with a boardwalk and dunes.

St. Augustine South Vacations from $330

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Your St. Augustine South Vacation

Book a St. Augustine South vacation package and experience the rhythm and vibe of this interesting neighborhood. With all your travel plans taken care of, the only thing you need to focus on here is having a great time. Some top nearby attractions to check out during your trip to St. Augustine South include Lightner Museum, Anastasia State Park and St. Augustine Alligator Farm Zoological Park. Expedia will help you turn your dream St. Augustine South vacation into reality, whatever your travel plans or budget.

The Latest St. Augustine South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.
    Jan 12 - Jan 16

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    4 nights
    2.0 star property
    9.0/10 - Wonderful (4,111 reviews)
    "It was okay, price okay . Nothing spectacular, pool was closed, I believe cause of rain."
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $644
    $330
    per traveler
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
    Jan 10 - Jan 16

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,873
    $854
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
    Jan 25 - Jan 30

    The Delaney Hotel + Flight

    South Orange
    5 nights
    3.5 star property
    9.6/10 - Exceptional (1,248 reviews)
    "First off the location! But LOVED EVERYTHING!"
    Reviewed November 9, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,029
    $527
    per traveler
    found 1 day ago
    The Delaney Hotel
  • A spacious lobby with high ceilings, wooden beams, and a large window offering a view of the sky. Furnishings include wicker chairs and tables, and the area is well-lit with hanging lamps.
    Dec 14 - Dec 19

    Disney's Animal Kingdom Lodge + Flight

    Bay Lake
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • 1 stop
    $3,184
    $1,632
    per traveler
    found 1 day ago
    Disney's Animal Kingdom Lodge
  • An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.
    Jan 10 - Jan 16

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,647 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $907
    $513
    per traveler
    found 1 day ago
    Meliá Orlando Celebration

Where to stay in St. Augustine South

Find the best St. Augustine South areas and neighborhoods for the activities you enjoy most. Learn more about St. Augustine South
Learn more about St. Augustine South
A church with a clock tower and a red car parked in front.

St. Augustine Historic District

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.

A coastal town with a beach, ocean, and a pier.

Vilano Beach

Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis.

A grand building with arched walkways and a fountain in the center.

Downtown Historic District

Walk the city’s older streets for lessons on the state’s history through its architecture. With such a rich legacy, there’s so much to see and do during your visit.

An aerial view of a coastal area with a beach, a pier, and a small island with buildings.

Crescent Beach

With a family-friendly atmosphere and backdrop of the sparkling Atlantic Ocean, this stretch of sand is a favorite of local and visiting beachgoers.

A pier extending into the ocean at sunset with waves crashing against it.

Butler Beach

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.

St. Augustine South Hotel Deals

A hotel with a swimming pool, multiple balconies, and lounge chairs.

Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach
2.5 star property
2.9 mi from St. Augustine South
8.8 out of 10, Excellent, (1,004 reviews)
$127 nightly
The price is $141
Nov 29 - Nov 30
Total with taxes and fees
Hampton Inn St. Augustine Beach
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.
See all properties in St. Augustine South
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.