Search Deals onDiplomat Vacation Packages
Diplomat Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
Save 100% on your flight
Price was $643, price is now $387 per person
$387
per person
Jan 10 - Jan 17
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 clean rooms in our reviews. Popular attractions Edison Mall and Vietnam War Memorial are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,371, price is now $673 per person
$673
per person
Jan 15 - Jan 20
found 12 hours ago
Roundtrip flight included
Appleton (ATW) 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 Times Square are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $1,640, price is now $818 per person
$818
per person
Jan 10 - Jan 17
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Innovation Hotel
Price was $2,407, price is now $1,207 per person
$1,207
per person
Jan 10 - Jan 17
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
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 in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,655, price is now $1,528 per person
$1,528
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $1,138, price is now $664 per person
$664
per person
Jan 15 - Jan 20
found 12 hours ago
Roundtrip flight included
Appleton (ATW) 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.
Residence Inn Fort Myers at I-75 and Gulf Coast Town Center
Miromar Lakes
Save 100% on your flight
Price was $1,003, price is now $604 per person
$604
per person
Jan 10 - Jan 17
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hertz Arena and JetBlue Park at Fenway South are located nearby.
Home2 Suites by Hilton Fort Myers Airport
Save 100% on your flight
Price was $883, price is now $536 per person
$536
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions JetBlue Park at Fenway South and Hertz Arena are located nearby.
3-4 Night Vacations in Diplomat
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Diplomat
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Diplomat
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
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 ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
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
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
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 ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
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. ...
Courtyard by Marriott Fort Myers Cape Coral
4455 Metro Pkwy Fort Myers FL
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 ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
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 ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
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 ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jan 13 - Wed, Jan 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$60 Roundtrip, found 7 hours ago
$60
Roundtrip
found 7 hours ago
Sat, Dec 13 - Thu, Dec 18
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago
Tue, Dec 16 - Wed, Dec 17
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Sat, Jan 24 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Shell Factory and Nature Park Vacations
- Key West Express Vacations
- JetBlue Park at Fenway South Vacations
- Florida Gulf Coast University Vacations
- Hertz Arena Vacations
- Edison Mall Vacations
- Lee Health Sports Complex Vacations
- Estero Boulevard Beach Vacations
- Edison and Ford Winter Estates Vacations
- Bell Tower Shops Vacations