Downtown Vacation Packages for 2025
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.
Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $820, price is now $482 per person
$482
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.
Innovation Hotel
Save 100% on your flight
Price was $1,506, price is now $861 per person
$861
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this 4-star business-friendly 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 Vanderbilt Beach and Barefoot Beach are located nearby.
Edison Beach House
Save 100% on your flight
Price was $1,566, price is now $916 per person
$916
per person
Dec 15 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,387, price is now $823 per person
$823
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star golf 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 $2,472, price is now $1,506 per person
$1,506
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
South Seas Resort
Save 100% on your flight
Price was $1,900, price is now $1,179 per person
$1,179
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Top Hotel Deals
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 ...
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 4 restaurants. Our guests praise the pool and the helpful staff ...
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 ...
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 ...
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 ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive, Bonita Springs, FL
9.46 km from Downtown
Stay at this 4-star golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita ...
Hilton Naples
5111 Tamiami Trl N, Naples, FL
14.7 km from Downtown
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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 ...
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 ...
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. ...
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. ...
The Perry Hotel Naples
12155 Tamiami Trail N, Naples, FL
7.02 km from Downtown
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
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.
Tue, Dec 2 - Sat, Dec 6
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Mon, Dec 8 - Sat, Dec 27
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Mon, Dec 8 - Wed, Dec 24
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$131 Roundtrip, found 4 days ago
$131
Roundtrip
found 4 days ago
Wed, Jan 14 - Sat, Jan 17
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Tue, Nov 18 - Wed, Nov 26
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago