Search Deals onDowntown Vacation Packages
Downtown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Save 100% on your flight
Price was $999, price is now $635 per person
$635
per person
Aug 26 - Sep 1
found 10 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,810, price is now $1,048 per person
$1,048
per person
Aug 26 - Sep 1
found 10 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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 Delnor-Wiggins Pass State Park are located nearby.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,894, price is now $1,289 per person
$1,289
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.
Lehigh Resort Club
Joel
Save 100% on your flight
Price was $995, price is now $678 per person
$678
per person
Sep 7 - Sep 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Lehigh Acres. Enjoy free WiFi, free parking, and a golf course. Popular attractions Veterans Park and Cypress Pines Country Club are located nearby.
GullWing Beach Resort
South Island
Save 100% on your flight
Price was $1,299, price is now $890 per person
$890
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $1,180, price is now $856 per person
$856
per person
Aug 26 - Sep 1
found 10 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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 Beach are located nearby.
Latitude 26 Waterfront Resort & Marina
Price was $995, price is now $726 per person
$726
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Myers (RSW)
Stay at this motel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,029, price is now $751 per person
$751
per person
Aug 31 - Sep 4
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
3-4 Night Vacations in Downtown
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Book a stay at this 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 ...
Save an average of 15% on thousands of hotels when you're signed in
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
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.
Sun, Aug 30 - Mon, Sep 14
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$101 Roundtrip, found 5 days ago
$101
Roundtrip
found 5 days ago
Mon, Aug 17 - Sun, Aug 30
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$124 Roundtrip, found 22 hours ago
$124
Roundtrip
found 22 hours ago
Sat, Oct 24 - Thu, Nov 12
YYZ
Pearson Intl.
RSW
Southwest Florida Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Wed, Sep 16 - Tue, Sep 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$200 Roundtrip, found 18 hours ago
$200
Roundtrip
found 18 hours ago
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