St. Augustine Historic District Vacations
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Your St. Augustine Historic District Vacation
Lock in a vacation package to St. Augustine Historic District and experience the best of what this leafy neighborhood has to offer. Loved by many for its shopping, history and culture, your next awesome adventure can be found right here. Some popular nearby attractions to check out during your trip to St. Augustine Historic District include Flagler College, Castillo de San Marcos National Monument and St. Augustine Lighthouse & Maritime Museum. Expedia can help you turn your dream St. Augustine Historic District vacation into reality, no matter your budget or travel plans.
Price found within the past 48 hours. Click for updated prices.
- Westgate Vacation Villas Resort
Aug 4 - Aug 11Westgate Vacation Villas Resort + Flight
Kissimmee7 nights8.2/10 - Very Good (1,959 reviews)Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Palazzo Lakeside Hotel
Aug 18 - Aug 25Palazzo Lakeside Hotel + Flight
Kissimmee7 nights8.2/10 - Very Good (5,182 reviews)"it was one night with my family friendly guy in the lobby very clean in the lobby and in the rooms clean bathroom and clean towels and also linen on the bed in the morning the breakfast was delicious and for different tastes there is also a children's room and a conference room and of course a swimming pool but we did not use it thanks to all the staff"Reviewed June 1, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop$1,300$354found 1 day agoper traveler - Westgate Town Center Resort
Aug 4 - Aug 11Westgate Town Center Resort + Flight
Kissimmee7 nights8.2/10 - Very Good (1,752 reviews)"The room was wonderful. Nice clean and so spacious. They had plates, bowls, cups and silverware. I wasn’t expecting that. Nice refridgerator/ freezer. Staff was very nice and helpful when needed. Definitely recommend this location. Kids had a blast"Reviewed June 2, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Palace Hotel / Universal / I-Drive
Aug 15 - Aug 20Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District5 nights9.0/10 - Wonderful (1,261 reviews)"Clean"Reviewed June 2, 2026Roundtrip • Portsmouth (PSM) - Orlando (MCO)PSM - MCO • Nonstop MCO - BOS • Nonstop - Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Jul 19 - Jul 27Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight
Kissimmee8 nights9.2/10 - Wonderful (1,003 reviews)"THE HOSPITALITY OF THE PEOPLE AND THE CLEANLINESS OF THE PROPERTY WERE BEAUTIFUL 😍 WE'RE PLANNING TO STAY THERE AGAIN IN AUGUST 2026 FOR A WEEK THIS TIME. WE LOVED EVERY SECOND ❤️ JULIANNE COVINGTON"Reviewed June 1, 2026Roundtrip • Portsmouth (PSM) - Orlando (MCO)PSM - MCO • 1 stop MCO - BOS • 1 stop$2,403$1,217found 1 day agoper traveler
Where to stay in St. Augustine Historic District
Find the best St. Augustine Historic District areas and neighborhoods for the activities you enjoy most. Learn more about St. Augustine Historic District
Vilano Beach
1 out of top 10 points of interest in this area
4.5/5(259 area reviews)
Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis.
St. Augustine Historic District Hotel Deals
Casa Monica Resort & Spa, Autograph Collection
95 Cordova St St. Augustine FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $284 total per night from Jun 30 to Jul 1
$284 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Excellent location in the middle of everything"
Reviewed on May 31, 2026
St George Inn
4 St. George Street #101 St. Augustine FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $247 total per night from Jun 11 to Jun 12
$247 total
Jun 11 - Jun 12
Total with taxes and fees
9.6/10 Exceptional! (1,002 reviews)
"Great location to all the sites in Old St Augustine."
Reviewed on May 28, 2026
Best Western Historic Bayfront
16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Jun 7 to Jun 8
$155 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"Positives: Across from the Fort and within walking distance to most of the historic district. Trolley stops out front of hotel. Staff were very nice and helpful. We loved St Augustine. Negatives: VERY NOISY! We checked out a day early due to the noise. The site is surrounded by bars playing loud ..."
Reviewed on May 31, 2026
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 St. Augustine Historic District
Ponce de León Hall
Step inside a world of opulence and architectural beauty at a nationally designated historic landmark building in charming St. Augustine.
Lightner Museum
Visit a building with an exterior as interesting as its interior. The contents are varied and exquisite. Stay a while in the unusual café.
Cathedral Basilica of St. Augustine
Visit the majestic cathedral that has served the oldest parish in the United States for over 200 years.
Things to do
Take a Scenic Boat Ride in St. Augustine
$26
per adult
92% of travellers recommend
St. Augustine Live Music Sail with Drinks & Sunset Option
$78
per adult
78% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
$34
per adult
100% of travellers recommend
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- Flagler College
- Ponce de Leon's Fountain of Youth Archaeological Park
- St. Augustine Vacations
- Visit St. Augustine
- Cathedral Basilica of St. Augustine
- Ponce de Leon Hotel
- St. George Street
- Castillo de San Marcos National Monument
- St. Augustine Pirate and Treasure Museum
- Aviles Street
- Spanish Military Hospital Museum
- Plaza de la Constitution
- The Oldest Store Museum
- Segui-Kirby Smith House
- Ximenez-Fatio House Museum
- St. Augustine Municipal Marina
- Pena-Peck House
- Moultrie Creek Studios
- Villa Zorayda Museum
- Father O'Reilly House Museum
- Bridge of Lions
- Museum of Weapons and Early American History
- Wolf's Museum of Mystery
- Ripley's Believe It Or Not
- Accord Civil Rights Museum
- Memorial Presbyterian Church
- Colonial Quarter Museum
- Oldest Wooden School House
- Gonzalez-Alvarez House
- San Sebastian Winery
- Llambias House
- St. Augustine Distillery
- Old City Gates
- Whetstone Chocolate Factory
- St. Augustine National Cemetery
- St. Augustine and St. Johns County Visitor Information Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.