Search Deals onMid Island Vacation Packages
Mid Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites
Winkler
Price was $517, price is now $379 per person
$379
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers. Enjoy free WiFi, free parking, and room service. Popular attractions Edison and Ford Winter Estates and The Ranch Concert Hall & Saloon are located nearby.
Latitude 26 Waterfront Resort & Marina
Save 100% on your flight
Price was $945, price is now $569 per person
$569
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this motel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,494, price is now $952 per person
$952
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.
Matanzas Inn Bayside Resort and Marina
Price was $945, price is now $655 per person
$655
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Estero Boulevard Beach are located nearby.
Mariners Boathouse by Coolvacay
South Island
Save 100% on your flight
Price was $1,211, price is now $873 per person
$873
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Price was $1,705, price is now $1,246 per person
$1,246
per person
Sep 25 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Tween Waters Island Resort & Spa
Price was $1,432, price is now $1,079 per person
$1,079
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Quality Inn Fort Myers Cape Coral
Price was $620, price is now $468 per person
$468
per person
Oct 10 - Oct 17
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 free parking. Our guests praise the clean rooms in our reviews. Popular attractions The Ranch Concert Hall & Saloon and Edison Mall 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 aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
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 Lighthouse and Sanibel ...
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 Sanibel Island ...
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 Lighthouse and Sanibel Island Southern ...
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 Sanibel Island Lighthouse are ...
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 Lighthouse and Sanibel Island Southern ...
Driftwood Inn
711 Donax St Sanibel FL
Stay at this vacation home in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Sanibel Island Lighthouse and Sanibel Island ...
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.
Sun, Nov 15 - Sat, Dec 5
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$166 Roundtrip, just found
$166
Roundtrip
just found
Wed, Jan 13 - Sat, Jan 16
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 10 hours ago
$173
Roundtrip
found 10 hours ago
Thu, Aug 27 - Sun, Aug 30
PSM
Portsmouth Intl.
PGD
Punta Gorda Airport
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Sun, Jan 24 - Mon, Feb 1
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 10 hours ago
$207
Roundtrip
found 10 hours ago
Discover Other Travel Deals
- Periwinkle Way Vacations
- Sanibel Island Golf Club Vacations
- Dunes Golf and Tennis Club Vacations
- Gulfside City Park Vacations
- BIG Arts Center Vacations
- Sanibel Historical Museum and Village Vacations
- Woodring Beach Vacations
- Sanibel Public Library Vacations
- Herb Strauss Schoolhouse Theater Vacations
- Schoolhouse Gallery Vacations
- Key West Express Vacations