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Mid Island Vacation Packages

Mid Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $457, price is now $347 per person
$347
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Eagle Harbor Golf Club are located nearby.
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
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.
Landing Apartments Downtown Port Charlotte 

Landing Apartments Downtown Port Charlotte 

3 out of 5
Price was $792, price is now $604 per person
$604
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in Port Charlotte. Enjoy free parking, a fitness center, and a conference center. Popular attractions Cultural Center of Charlotte County and Lake Betty Park are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,137, price is now $751 per person
$751
per person
May 27 - May 31
found 18 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 Barefoot Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,009, price is now $686 per person
$686
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $2,324, price is now $1,678 per person
$1,678
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
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 day 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 Estero Boulevard Beach are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,015, price is now $752 per person
$752
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, 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.

3-4 Night Vacations in Mid Island

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $884, price is now $604 per person
$604
per person
May 14 - May 17
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,002, price is now $704 per person
$704
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,015, price is now $752 per person
$752
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $946, price is now $706 per person
$706
per person
May 14 - May 17
just found
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

5-7 Night Vacations in Mid Island

Price found within the past 48 hours. Click for updated prices.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was $1,129, price is now $809 per person
$809
per person
May 9 - May 14
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
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)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Save 100% on your flight
Price was $1,534, price is now $1,001 per person
$1,001
per person
May 21 - May 26
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $2,324, price is now $1,678 per person
$1,678
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)

Cheap Hotel Deals in Mid Island

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
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. ...
Opens in a new windowSanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
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 ...
Opens in a new windowSundial Beach Resort & Spa
The Anchor Inn

The Anchor Inn

2 out of 5
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 ...
Opens in a new windowThe Anchor Inn
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Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
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 ...
Opens in a new windowCasa Ybel Resort
Kona Kai Motel

Kona Kai Motel

2.5 out of 5
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 ...
Opens in a new windowKona Kai Motel
Sanibel Siesta on the Beach

Sanibel Siesta on the Beach

2.5 out of 5
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 ...
Opens in a new windowSanibel Siesta on the Beach
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
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 ...
Opens in a new windowTHE Palmview AND Sandpiper Inns
Driftwood Inn

Driftwood Inn

2 out of 5
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 ...
Opens in a new windowDriftwood Inn
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.

Frontier Airlines
Sat, Apr 25 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Apr 25 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $110 found 4 days ago
Frontier Airlines
Fri, Apr 10 - Sat, Apr 11
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$113 Roundtrip, found 8 hours ago
$113
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Apr 11, priced at $113 found 8 hours ago
Frontier Airlines
Mon, May 4 - Fri, May 22
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$116 Roundtrip, found 4 hours ago
$116
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, May 4 from Hopkins Intl. to Southwest Florida Intl., returning Fri, May 22, priced at $116 found 4 hours ago
Spirit Airlines
Tue, Apr 28 - Tue, May 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$192 Roundtrip, found 4 hours ago
$192
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Logan Intl. to Southwest Florida Intl., returning Tue, May 5, priced at $192 found 4 hours ago