Downtown Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
Villas
Price was $683, price is now $487 per person
$487
per person
Jun 5 - Jun 11
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lee Health Sports Complex and Barbara B Mann Hall are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,575, price is now $990 per person
$990
per person
Jun 5 - Jun 11
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 North Captiva Island Beach and Captiva Beach are located nearby.
Mariners Boathouse by Coolvacay
South Island
Save 100% on your flight
Price was $1,210, price is now $792 per person
$792
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Estero Boulevard Beach and Key West Express are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $950, price is now $638 per person
$638
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. 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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $886, price is now $605 per person
$605
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,291, price is now $897 per person
$897
per person
Jun 5 - Jun 11
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.
Top Hotel Deals
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 ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
21.39 km from Downtown
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 ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
28.71 km from Downtown
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. ...
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
21.15 km from Downtown
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 ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
22.17 km from Downtown
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. ...
Fairways Inn of Naples
103 Palm River Blvd Naples FL
7.47 km from Downtown
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
22.39 km from Downtown
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
21.98 km from Downtown
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Trianon Bonita Bay
3401 Bay Commons Dr Bonita Springs FL
3.1 km from Downtown
Book a stay at this family-friendly hotel in Bonita Springs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
15.19 km from Downtown
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Hilton Naples
5111 Tamiami Trl N Naples FL
14.77 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 ...
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
29.28 km from Downtown
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 ...
Holiday Inn Express & Suites Fort Myers Airport by IHG
14567 GLOBAL PARKWAY Fort Myers FL
20.92 km from Downtown
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 ...
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.
Thu, May 28 - Thu, Jun 4
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Mon, May 18 - Sat, May 23
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Sat, May 30 - Tue, Jun 2
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Mon, May 18 - Wed, May 20
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Wed, Jun 17 - Sun, Jun 21
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$247 Roundtrip, found 3 days ago
$247
Roundtrip
found 3 days ago