St. Augustine Historic District Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 (1,963 reviews)"Definitely family friendly"Reviewed June 4, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Town Center Resort
Aug 4 - Aug 11Westgate Town Center Resort + Flight
Kissimmee7 nights8.2/10 - Very Good (1,754 reviews)"We decided to stay here because we had stayed at a Westgate property in the past and it is close to where our daughter lives. We got in around 7pm after helping our daughter move into her apartment. The staff was not friendly. TVs were not working we called and maintenance came after about an hour and said the remotes had to be reprogrammed so they did that. Then, we were put in a hearing impaired room and the tvs were set to that so they dictated the shows on the tv. That took us a while to..."Reviewed June 4, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Palace Hotel / Universal / I-Drive
Jul 6 - Jul 11Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District5 nights9.0/10 - Wonderful (1,262 reviews)"Clean"Reviewed June 2, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • 1 stop MCO - BOS • 1 stop$1,382$613found 2 days agoper traveler - Westgate Towers Resort
Aug 4 - Aug 11Westgate Towers Resort + Flight
Kissimmee7 nights8.6/10 - Excellent (1,001 reviews)"Good"Reviewed May 31, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Hammock Beach Golf Resort & Spa
Jul 10 - Jul 15Hammock Beach Golf Resort & Spa + Flight
Palm Coast5 nights8.6/10 - Excellent (1,004 reviews)"Pool area is amazing!! Everything is great and beautiful! But just to use all the amenities it is better to stay at the main tower, not at the Lodge. I booked the room at Lodge just because I wanted to have a better view of the ocean (so I booked an ocean view). That was the only reason! To open the patio door and see the beach! My room ended up being facing the dumpster, and a tent that they have on the side of the property, the entrance of the parking lot… and I could barely see a little bit..."Reviewed June 3, 2026Roundtrip • New York (JFK) - Daytona Beach (DAB)JFK - DAB • Nonstop DAB - JFK • Nonstop$2,614$1,417found 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
$264 nightly
The price is $294 total per night from Jun 28 to Jun 29
$294 total
Jun 28 - Jun 29
Total with taxes and fees
9/10 Wonderful! (1,004 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
$218 nightly
The price is $243 total per night from Jun 14 to Jun 15
$243 total
Jun 14 - Jun 15
Total with taxes and fees
9.6/10 Exceptional! (1,003 reviews)
"Great location. Very friendly staff"
Reviewed on Jun 3, 2026
Best Western Historic Bayfront
16 Avenida Menendez St. Augustine FL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from Jun 21 to Jun 22
$124 total
Jun 21 - Jun 22
Total with taxes and fees
9/10 Wonderful! (1,000 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
4.5/5(286 reviews)
Step inside a world of opulence and architectural beauty at a nationally designated historic landmark building in charming St. Augustine.
Lightner Museum
4.5/5(648 reviews)
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
4.5/5(669 reviews)
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
Explore a world of travel with Expedia
- St. Augustine Hotels
- Oceanfront Hotels in St. Augustine
- Cheap Hotels in St. Augustine
- Pet-Friendly Hotels in St. Augustine
- Motels in St. Augustine
- Beach Hotels in St. Augustine
- Condo Rentals in St. Augustine
- B&B in St. Augustine
- Adults Only Resorts & in St. Augustine
- Resorts & Hotels with Spas in St. Augustine
- 5 Star Hotels in St. Augustine
- Historic Hotels in St. Augustine
- All-Inclusive Resorts in St. Augustine
- Cabin Rentals in St. Augustine
- Family Hotels in St. Augustine
- Extended Stay Hotels in St. Augustine
- Hotels with Suites in St. Augustine
- Romantic Hotels in St. Augustine
- La Quinta Inn & Suites Hotels in St. Augustine
- Hotels near Cathedral Basilica of St. Augustine
- Hotels near Plaza de la Constitution
- Wyndham Hotels in St. Augustine
- Hotels with Hot Tubs in St. Augustine
- Hotels with a Lazy River in St. Augustine
- Hotels near Spanish Military Hospital Museum
- Hotels near The Oldest Store Museum
- Hotels near St. George Street
- Hotels near Aviles Street
- Rv Parks in St. Augustine
- Hotels with Balconies in St. Augustine
- Hotels near First Colony Museum
- Cottages in St. Augustine
- Hotels with Free Breakfast in St. Augustine
- Hotels with an Indoor Pool in St. Augustine
- Waterpark Hotels in St. Augustine
- Hotels near Amiro Art and Found
- Hotels near Government House
- Hotels near Segui-Kirby Smith House
- Hotels with Kitchenettes in St. Augustine
- Villas in St. Augustine
- 4 Star Hotels in St. Augustine
- Hotels with Early Check-in in St. Augustine
- Golf Hotels in St. Augustine
- Hotel Wedding Venues Hotels in St. Augustine
- Apartments in St. Augustine
- Hotels near Pena-Peck House
- Hotels with smoking rooms in St. Augustine
- Luxury Hotels in St. Augustine
- Hotels with Connecting Rooms in St. Augustine
- Hotels on the River in St. Augustine
- Fishing Resorts & in St. Augustine
- Hotels with Bars in St. Augustine
- Boutique Hotels in St. Augustine
- 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.