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Mid Island Vacation Packages

Mid Island Flight + Hotel packages

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
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.
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.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $1,917, price is now $1,237 per person
$1,237
per person
May 12 - May 16
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

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Save 100% on your flight
Price was $1,470, price is now $1,039 per person
$1,039
per person
May 22 - May 26
found 1 day ago
Roundtrip non-stop 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.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $3,140, price is now $2,234 per person
$2,234
per person
May 16 - May 23
found 23 hours ago
Roundtrip flight included
Indianapolis (IND) 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.
Windward Passage Resort

Windward Passage Resort

2 out of 5
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.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Save 100% on your flight
Price was $1,016, price is now $758 per person
$758
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 condition in our reviews. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.

3-4 Night Vacations in Mid Island

Price found within the past 48 hours. Click for updated prices.
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 $1,297, price is now $895 per person
$895
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $1,917, price is now $1,237 per person
$1,237
per person
May 12 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
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)

5-7 Night Vacations in Mid Island

Price found within the past 48 hours. Click for updated prices.
Spinnaker Inn of Naples

Spinnaker Inn of Naples

2 out of 5
Save 100% on your flight
Price was $1,101, price is now $748 per person
$748
per person
May 17 - May 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $2,354, price is now $1,317 per person
$1,317
per person
May 20 - May 25
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 $1,595, price is now $1,067 per person
$1,067
per person
May 17 - May 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 18 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 5 days ago
$90
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $90 found 5 days ago
Frontier Airlines
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
Select Frontier Airlines flight, departing Mon, May 11 from Hopkins Intl. to Southwest Florida Intl., returning Wed, May 27, priced at $114 found 2 days ago
Frontier Airlines
Fri, Apr 10 - Sat, Apr 11
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$149 Roundtrip, found 16 hours ago
$149
Roundtrip
found 16 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 $149 found 16 hours ago
Spirit Airlines
Tue, Apr 28 - Tue, May 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Logan Intl. to Southwest Florida Intl., returning Tue, May 12, priced at $195 found 1 day ago