Mid Island Vacation Packages for 2026

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Mid Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

South Island
$756
per person
Nov 19 - Nov 23
found 11 hours ago
Roundtrip non-stop flight included
South Bend (SBN) 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.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$1,036
per person
Dec 3 - Dec 7
found 2 hours ago
Roundtrip non-stop flight included
South Bend (SBN) 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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

$805
per person
Dec 3 - Dec 7
found 2 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.
Great place to stay and chill out for a few days. The lazy river and pools are amazing and the best I’ve experienced at any hotel. Accommodation is spacious and well maintained. Staff welcoming and friendly. 100% recommended.

Reviewed on Sep 9, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
$794
per person
Dec 3 - Dec 7
found 2 hours ago
Roundtrip non-stop flight included
South Bend (SBN) 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 Estero Boulevard Beach are located nearby.
Very nice clean and very helpful staff

Reviewed on Sep 11, 2026

Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

Hancock
$807
per person
Dec 3 - Dec 7
found 2 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Art of the Olympians Museum and Caloosa Sound Amphitheater are located nearby.
Windward Passage Resort

Windward Passage Resort

$756
per person
Nov 19 - Nov 23
found 11 hours ago
Roundtrip non-stop flight included
South Bend (SBN) 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 rooms are very comfortable and clean

Reviewed on Sep 8, 2026

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Top Hotel Deals

Sanibel Island Beach Resort

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL
1.62 km from Mid Island
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

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
1.57 km from Mid Island
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

Casa Ybel Resort

2255 W. Gulf Dr. Sanibel FL
2.54 km from Mid Island
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's ...
Sanibel Siesta on the Beach

Sanibel Siesta on the Beach

1246 Fulgur Street Sanibel FL
1.78 km from Mid Island
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 Anchor Inn

The Anchor Inn

1245 Periwinkle Way Sanibel FL
1.26 km from Mid Island
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

Kona Kai Motel

1539 Periwinkle Way Sanibel FL
0.62 km from Mid Island
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 ...
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

706 and 720 Donax Street Sanibel FL
1.53 km from Mid Island
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

Driftwood Inn

711 Donax St Sanibel FL
1.51 km from Mid Island
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 ...
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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

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Delta
Sun, Dec 6 - Thu, Dec 24
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Dec 6 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Dec 24, priced at $199 found 2 days ago
Sun Country Airlines
Southwest Airlines
American Airlines