Gateway Vacation Packages for 2025

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Michael Kercsmar
Choose two or more items and save on your trip:

Top Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
24.6 km from Gateway
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, 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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
19.41 km from Gateway
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 ...
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
27.74 km from Gateway
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 ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
24.48 km from Gateway
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 Times Square ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
24.94 km from Gateway
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 ...
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N, Naples, FL
33.37 km from Gateway
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 ...
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
2000 Estero Blvd, Fort Myers Beach, FL
24.15 km from Gateway
Stay at this 3.5-star beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
1051 5th St, Fort Myers Beach, FL
24.53 km from Gateway
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
Edison Beach House

Edison Beach House

3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
24.75 km from Gateway
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 ...
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
13.49 km from Gateway
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 ...
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
2600 Champion Ring Rd, Fort Myers, FL
7.93 km from Gateway
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 ...
Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

2.5 out of 5
11171 Summerlin Square Drive, Fort Myers Beach, FL
20.8 km from Gateway
Book a stay at this business-friendly hotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
13051 Bell Tower Drive, Fort Myers, FL
12.11 km from Gateway
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
10450 Corkscrew Commons Dr, Estero, FL
16.35 km from Gateway
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

2.5 out of 5
17990 San Carlos Blvd, Fort Myers Beach, FL
22.87 km from Gateway
Stay at this hotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
Don't see what you're looking for?
See all available properties in Gateway
View all properties
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.

Spirit Airlines
Thu, Jun 5 - Sun, Jun 8
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Jun 8, priced at $114 found 1 hour ago
Frontier Airlines
Wed, Aug 6 - Thu, Aug 7
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$120 Roundtrip, found 17 hours ago
$120
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Aug 6 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Aug 7, priced at $120 found 17 hours ago
Spirit Airlines
Thu, May 29 - Mon, Jun 2
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 29 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Mon, Jun 2, priced at $140 found 1 day ago
Delta
Mon, Aug 11 - Tue, Aug 19
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 11 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $159 found 1 day ago