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
Save 100% on your flight
Price was $581, price is now $386 per person
$386
per person
Aug 29 - Sep 5
found 22 hours ago
Roundtrip 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.
A Wave From it All
Siesta Isle
Save 100% on your flight
Price was $3,143, price is now $2,009 per person
$2,009
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this vacation home in Fort Myers Beach. Enjoy free WiFi, free parking, and 6 beach bars. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,427, price is now $920 per person
$920
per person
Sep 17 - Sep 21
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 Delnor-Wiggins Pass State Park are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $913, price is now $599 per person
$599
per person
Aug 29 - Sep 5
found 22 hours ago
Roundtrip 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.
Manasota Key Resort
Save 100% on your flight
Price was $1,160, price is now $766 per person
$766
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Manasota Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,065, price is now $731 per person
$731
per person
Sep 3 - Sep 8
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this aparthotel 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.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
South End
Save 100% on your flight
Price was $3,666, price is now $2,643 per person
$2,643
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions South Marco Beach and Marco Beach are located nearby.
Landing Fort Myers - Eastwood Village
Eastwood Village
Price was $937, price is now $676 per person
$676
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Washington (WAS) to Fort Myers (RSW)
Book a stay at this luxury aparthotel in Fort Myers. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Edison and Ford Winter Estates and Calusa Nature Center and Planetarium 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. ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 Southern Beach and Sanibel ...
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.
Mon, Sep 21 - Tue, Oct 13
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$94 Roundtrip, found 7 hours ago
$94
Roundtrip
found 7 hours ago
Sun, Aug 30 - Thu, Sep 17
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$124 Roundtrip, found 7 hours ago
$124
Roundtrip
found 7 hours ago
Wed, Jan 13 - Sat, Jan 16
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 7 hours ago
$163
Roundtrip
found 7 hours ago
Tue, Dec 1 - Wed, Dec 16
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 19 hours ago
$199
Roundtrip
found 19 hours ago
Discover Other Travel Deals
- Periwinkle Way Vacations
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- Sanibel Island Golf Club Vacations
- Gulfside City Park Vacations
- Woodring Beach Vacations
- Herb Strauss Schoolhouse Theater Vacations
- BIG Arts Center Vacations
- Sanibel Public Library Vacations
- Schoolhouse Gallery Vacations
- Key West Express Vacations