Downtown Historic District Vacation Packages for 2025

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Downtown Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Aug 24 - Aug 28
found 23 hours ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Aug 24 - Aug 28
found 23 hours ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Aquatica and Universal’s Volcano Bay are located nearby.

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 28
found 23 hours ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

The Smart Stay Inn

The Smart Stay Inn

2.5 out of 5
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.

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Top Hotel Deals

Best Western Historic Bayfront

Best Western Historic Bayfront

2.5 out of 5
16 Avenida Menendez, St. Augustine, FL
0.63 km from Downtown Historic District
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

4 out of 5
95 Cordova St, St. Augustine, FL
0.18 km from Downtown Historic District
Stay at this 4-star luxury hotel in St. Augustine. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Hilton St. Augustine Historic Bayfront

Hilton St. Augustine Historic Bayfront

3.5 out of 5
32 Avenida Menendez, St. Augustine, FL
0.53 km from Downtown Historic District
Stay at this 3.5-star business-friendly hotel in St. Augustine. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful ...
Marion Motor Lodge

Marion Motor Lodge

2.5 out of 5
120 Avenida Menendez, St. Augustine, FL
0.43 km from Downtown Historic District
Stay at this motel in St. Augustine. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
Casablanca Inn on the Bay

Casablanca Inn on the Bay

3.5 out of 5
24 Avenida Menendez, St. Augustine, FL
0.58 km from Downtown Historic District
Stay at this 3.5-star hotel in St. Augustine. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast and the bar in our reviews. ...
St George Inn

St George Inn

3.5 out of 5
4 St. George Street #101, St. Augustine, FL
0.81 km from Downtown Historic District
Stay at this 3.5-star hotel in St. Augustine. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular ...
The Collector Inn - Adults Only

The Collector Inn - Adults Only

4 out of 5
149 Cordova Street, St. Augustine, FL
0.23 km from Downtown Historic District
Stay at this 4-star hotel in St. Augustine. Enjoy free breakfast, 24-hour room service, and free bicycles on site. Our guests praise the helpful staff in our ...
44 Spanish Street Inn - Adults Only

44 Spanish Street Inn - Adults Only

3.5 out of 5
44 Spanish Street, St. Augustine, FL
0.56 km from Downtown Historic District
Stay at this 3.5-star B&B in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Bayfront Inn

The Bayfront Inn

2 out of 5
138 Avenida Menendez, St. Augustine, FL
0.49 km from Downtown Historic District
Book a stay at this business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Bayfront Westcott House St Augustine B&B

Bayfront Westcott House St Augustine B&B

3.5 out of 5
146 Avenida Menendez, St. Augustine, FL
0.52 km from Downtown Historic District
Stay at this 3.5-star boutique B&B in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Casa de Suenos

Casa de Suenos

3.5 out of 5
20 Cordova Street, St. Augustine, FL
0.65 km from Downtown Historic District
Stay at this 3.5-star B&B in St. Augustine. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. ...
The Kenwood Inn

The Kenwood Inn

3.5 out of 5
38 Marine St, St. Augustine, FL
0.41 km from Downtown Historic District
Stay at this 3.5-star B&B in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Bayfront Marin House

Bayfront Marin House

3.5 out of 5
142 Avenida Menendez, St. Augustine, FL
0.51 km from Downtown Historic District
Stay at this 3.5-star B&B in St. Augustine. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
St Francis Inn

St Francis Inn

3 out of 5
279 St. George Street, St. Augustine, FL
0.45 km from Downtown Historic District
Stay at this 3-star B&B in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St. George Street and Castillo de San Marcos ...
Hemingway House Bed and Breakfast

Hemingway House Bed and Breakfast

3.5 out of 5
54 Charlotte St, St. Augustine, FL
0.55 km from Downtown Historic District
Stay at this 3.5-star hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Wed, Jul 9 - Sun, Jul 13
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Jul 9 from Philadelphia Intl. to Orlando Intl., returning Sun, Jul 13, priced at $110 found 6 days ago
Spirit Airlines
Thu, Sep 18 - Thu, Sep 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$120 Roundtrip, found 6 days ago
$120
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Orlando Intl., returning Thu, Sep 25, priced at $120 found 6 days ago
Spirit Airlines
Sat, Jul 5 - Thu, Jul 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$120 Roundtrip, found 14 hours ago
$120
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Sat, Jul 5 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Jul 10, priced at $120 found 14 hours ago
Frontier Airlines
Sat, Jul 12 - Sat, Jul 19
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Detroit Metropolitan Wayne County to Orlando Intl., returning Sat, Jul 19, priced at $128 found 3 days ago