Search Deals onMid Island Vacation Packages
Mid Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Naples
Park Shore
Save 100% on your flight
Price was $862, price is now $628 per person
$628
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Shell Island Beach Club
East End
Price was $2,284, price is now $1,697 per person
$1,697
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $2,419, price is now $1,238 per person
$1,238
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $1,254, price is now $873 per person
$873
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Windward Passage Resort
Save 100% on your flight
Price was $2,244, price is now $1,601 per person
$1,601
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $958, price is now $699 per person
$699
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
GullWing Beach Resort
South Island
Save 100% on your flight
Price was $886, price is now $647 per person
$647
per person
May 4 - May 8
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
3-4 Night Vacations in Mid Island
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Mid Island
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Mid Island
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. ...
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
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 ...
The Anchor Inn
1245 Periwinkle Way Sanibel FL
Stay at this hotel in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Sanibel Island Southern Beach and Sanibel Island ...
Save an average of 15% on thousands of hotels when you're signed in
Casa Ybel Resort
2255 W. Gulf Dr. Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Gulfside ...
Kona Kai Motel
1539 Periwinkle Way Sanibel FL
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and a garden. Popular attractions Sanibel Island Southern Beach and Periwinkle Way are located ...
Sanibel Siesta on the Beach
1246 Fulgur Street Sanibel FL
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Sanibel Island Southern Beach and Sanibel ...
THE Palmview AND Sandpiper Inns
706 and 720 Donax Street Sanibel FL
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf ...
Driftwood Inn
711 Donax St Sanibel FL
Stay at this inn in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf ...
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.
Sat, Apr 18 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 5 days ago
$90
Roundtrip
found 5 days ago
Mon, May 11 - Wed, May 27
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Tue, May 5 - Tue, May 12
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Fri, Apr 10 - Sat, Apr 11
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$149 Roundtrip, found 2 hours ago
$149
Roundtrip
found 2 hours ago
Discover Other Travel Deals
- Periwinkle Way Vacations
- Dunes Golf and Tennis Club Vacations
- Sanibel Island Golf Club Vacations
- Gulfside City Park Vacations
- Sanibel Historical Museum and Village Vacations
- Sanibel Historical Village and Museum Vacations
- Woodring Beach Vacations
- BIG Arts Center Vacations
- Sanibel Public Library Vacations
- Herb Strauss Schoolhouse Theater Vacations
- Schoolhouse Gallery Vacations