Cranberry Crossing Vacations from $473

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Your Cranberry Crossing Vacation

When it's time for your next getaway, lock in a Cranberry Crossing vacation package. From its golfing to a whole lot more, there are so many tempting reasons to stay in this neighborhood. Some nearby attractions to check out during your trip to Cranberry Crossing include Naples Outlet Center, Eagle Lakes Golf Club and Boyne South Golf Course. Stop dreaming and start doing. When you're ready to book your ideal vacation to Cranberry Crossing, Expedia will help get you there.

The Latest Cranberry Crossing Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
Matanzas Inn Bayside Resort and Marina
Hyatt Place Fort Myers/at The Forum
Innovation Hotel
LaPlaya Beach & Golf Resort - A Noble House Resort

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Cranberry Crossing

Find the best Cranberry Crossing areas and neighborhoods for the activities you enjoy most. Learn more about Cranberry Crossing

Cranberry Crossing Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
$377 nightly
The price is $419 total per night from Dec 14 to Dec 15
$419 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (1,929 reviews)
THE STAFF AND ROOMS WERE GREAT. THE LOCATION IS CLOSE TO EVERYTHING AND ENJOYED THE FOOD AND DRINKS AT THE BAR EXCELLENT CHOICE OF BOURBONS

Reviewed on Nov 21, 2025

Naples Grande Beach Resort
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundable
$272 nightly
The price is $302 total per night from Dec 14 to Dec 15
$302 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Room was spotless Staff friendly Location fabulous A couple of negative things Balcony only one chair not big enough for 2 people Top pool deck.. the bin wasn’t emptied for 3 days The pool towel bin wasn’t emptied our whole stay and restated. Some of the food on offer like desserts were frozen. Apart ...

Reviewed on Nov 22, 2025

Inn on Fifth
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $277 total per night from Dec 19 to Dec 20
$277 total
Dec 19 - Dec 20
Total with taxes and fees
8.8/10 Excellent! (1,660 reviews)
The service was great...staff was polite and helpful, accessibility to beach and pool was convenient, towel check-out was smooth and organized, and breakfast buffet was fantastic.

Reviewed on Nov 27, 2025

Hilton Marco Island Beach Resort and Spa
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.