Downtown Vacation Packages for 2026

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Top Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
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 ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
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. ...
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
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 ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
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 ...
Hilton Naples

Hilton Naples

4 out of 5
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 ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
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 ...
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
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 ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
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. ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
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 ...
Naples Bay Resort & Marina

Naples Bay Resort & Marina

4 out of 5
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 ...
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
7.02 km from Downtown
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
29.66 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 ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
22.83 km from Downtown
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr Fort Myers FL
26.4 km from Downtown
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 ...
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
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 ...
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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.

Frontier Airlines
Mon, Sep 14 - Sun, Sep 27
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$107 Roundtrip, found 8 hours ago
$107
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Hopkins Intl. to Southwest Florida Intl., returning Sun, Sep 27, priced at $107 found 8 hours ago
United
Tue, Sep 15 - Tue, Sep 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$177 Roundtrip, found 7 hours ago
$177
Roundtrip
found 7 hours ago
Select United flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Sep 29, priced at $177 found 7 hours ago
Delta
Tue, Sep 15 - Tue, Sep 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Sep 29, priced at $197 found 7 hours ago
Sun Country Airlines
Tue, Sep 29 - Tue, Oct 6
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Tue, Sep 29 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $207 found 5 days ago
American Airlines
Sat, Sep 26 - Sat, Oct 3
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 26 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Oct 3, priced at $219 found 6 days ago