Search Deals onDowntown Historic District Vacation Packages
Downtown Historic District Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $582, price is now $405 per person
$405
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4-star eco-certified aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,388, price is now $900 per person
$900
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $1,452, price is now $956 per person
$956
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Villa Marco Island
Save 100% on your flight
Price was $1,972, price is now $1,354 per person
$1,354
per person
Dec 2 - Dec 9
just found
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and Marco Island Historical Museum are located nearby.
South Seas Resort
Price was $1,669, price is now $1,179 per person
$1,179
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
Price was $657, price is now $472 per person
$472
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.
Staybridge Suites Naples – Marco Island by IHG
Price was $809, price is now $584 per person
$584
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.
Wiggins Pass Chalet
Price was $625, price is now $456 per person
$456
per person
Nov 17 - Nov 21
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.
3-4 Night Vacations in Downtown Historic District
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Historic District
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Historic District
Luminary Hotel & Co., Autograph Collection
2200 Edwards Drive, Fort Myers, FL
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
The Banyan Hotel Fort Myers, Tapestry Collection by Hilton
1520 Broadway, Fort Myers, FL
Stay at this 3.5-star business-friendly hotel in Fort Myers. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in ...
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Save an average of 15% on thousands of hotels when you're signed in
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave, Fort Myers, FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive, Bonita Springs, FL
Stay at this 4-star eco-certified aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and ...
Hilton Garden Inn Ft Myers
12600 University Dr, Fort Myers, FL
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E, Cape Coral, FL
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Jan 14 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Fri, Dec 5 - Fri, Dec 19
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Sun, Dec 7 - Mon, Dec 8
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
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