
Downtown Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
14.7 km from Downtown
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E, Cape Coral, FL
29.68 km from Downtown
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 ...

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
21.39 km from Downtown
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 ...

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
21.15 km from Downtown
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 ...

Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
28.71 km from Downtown
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...

Hilton Naples
5111 Tamiami Trl N, Naples, FL
14.7 km from Downtown
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr, Fort Myers, FL
28.46 km from Downtown
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 ...

Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N, Naples, FL
15.19 km from Downtown
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...

La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
22.44 km from Downtown
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Great Wolf Lodge Naples
3900 City Gate Blvd N., Naples, FL
21.78 km from Downtown
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 ...

Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
22.19 km from Downtown
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...

Hilton Garden Inn Ft Myers
12600 University Dr, Fort Myers, FL
26.4 km from Downtown
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 ...

Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
22.83 km from Downtown
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
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.

Sat, Oct 18 - Wed, Oct 22
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$146 Roundtrip, found 21 hours ago
$146
Roundtrip
found 21 hours ago

Mon, Sep 22 - Sat, Sep 27
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago

Wed, Jun 25 - Tue, Jul 8
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago

Mon, Oct 6 - Tue, Oct 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
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