Diplomat Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Diplomat 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 $794, price is now $417 per person
$417
per person
Jan 31 - Feb 7
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Book a stay at this 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 Edison Mall and Calusa Nature Center and Planetarium are located nearby.
Hilton Garden Inn Ft Myers
Villas
Price was $1,033, price is now $490 per person
$490
per person
Jan 31 - Feb 7
found 7 hours ago
Roundtrip flight included
Detroit (DTW) 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 Edison Mall and Barbara B Mann Hall are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $3,105, price is now $1,727 per person
$1,727
per person
Jan 31 - Feb 7
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Book a stay at this 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.
Courtyard by Marriott Fort Myers Cape Coral
Save 100% on your flight
Price was $885, price is now $505 per person
$505
per person
Jan 31 - Feb 7
found 7 hours ago
Roundtrip flight included
Detroit (DTW) 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 and the clean rooms in our reviews. Popular attractions Edison Mall and Fort Myers Country Club are located nearby.
Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $1,144, price is now $759 per person
$759
per person
Jan 31 - Feb 7
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.
Top Hotel Deals
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
31.87 km from Diplomat
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
27.38 km from Diplomat
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
24.57 km from Diplomat
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 ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
27.3 km from Diplomat
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 ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E Cape Coral FL
15.02 km from Diplomat
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 ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
31.44 km from Diplomat
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. ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
27.45 km from Diplomat
Book a stay at this 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 ...
Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG
3427 Forum Blvd Fort Myers FL
15.59 km from Diplomat
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 in our reviews. ...
Hyatt Place Fort Myers/at The Forum
2600 Champion Ring Rd Fort Myers FL
14.03 km from Diplomat
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Ft Myers
12600 University Dr Fort Myers FL
15.8 km from Diplomat
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 ...
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
26.45 km from Diplomat
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
32.02 km from Diplomat
Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...
Doubletree by Hilton Fort Myers at Bell Tower Shops
13051 Bell Tower Drive Fort Myers FL
16.99 km from Diplomat
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 and ...
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.
Mon, Feb 23 - Thu, Feb 26
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Tue, Mar 3 - Thu, Mar 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Sun, Jan 18 - Thu, Jan 22
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Wed, Jan 14 - Thu, Jan 22
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Sat, Feb 7 - Sat, Feb 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$149 Roundtrip, found 3 hours ago
$149
Roundtrip
found 3 hours ago