West End Vacation Packages for 2026

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West End Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Landing Apartments Fort Myers near Olympia Pointe

Landing Apartments Fort Myers near Olympia Pointe

$583
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Topgolf are located nearby.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

South Island
Save 100% on your flight
$739
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Bonita Springs Public Beach are located nearby.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight
$797
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

Hancock
$723
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Caloosa Sound Amphitheater and Florida Repertory Theater are located nearby.
I enjoyed my stay. It was clean and roomy. They proved complimentary laundry pods, dish washer pods, dish soap etc. I enjoyed sitting on the balcony drinking my coffee. The pool and pool area was beautiful. I wish, they'd give one access code for the whole stay not asign one each day. I'd stay there again.

Reviewed on Sep 21, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

$814
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) 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 Captiva Beach and Captiva Chapel By the Sea are located nearby.
The location was a delightful island getaway. The room was spacious and clean. The pool area with bar and access to the beach made for a relaxing stay. The staff were attentive and helpful as well.

Reviewed on Oct 4, 2026

Edison Beach House

Edison Beach House

$688
per person
Dec 15 - Dec 19
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach aparthotel 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 Times Square are located nearby.
Beautiful view!

Reviewed on Oct 3, 2026

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