Gulf Harbor Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Gulf Harbor
Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort
Mid Island
CA $1,040
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (417 reviews)
My main concern is there were too many bugs by the pool. We all got bitten severely. Maybe trim back some bushes by the lounge chairs so the “ no see ums “ can’t breed there, The bugs were in my room too.
Also, the sheets on my bed had holes and spots on them.
The new pool bar is too far away to go too. Especially up stairs with wet suits. A slippery hazard.
Reviewed on Sep 26, 2026
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
CA $1,526
per person
Nov 14 - Nov 21
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The view from our balcony was amazing, room was clean and beds were comfy. Staff were friendly. Just check your final bill carefully as we were charged for fees not previously disclosed.
Reviewed on Sep 25, 2026
Where to stay in Gulf Harbor
Find the best Gulf Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Harbor
Central Naples
1 out of top 10 points of interest in this area
If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.
East Naples
Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.
Old Naples
3 out of top 10 points of interest in this area
The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.
Naples Park
Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.
Vanderbilt Beach
1 out of top 10 points of interest in this area
While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.
Gulf Harbor Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $215
CA $311 total
Sep 29 - Sep 30
includes taxes & fees
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
CA $110
CA $122 total
Oct 5 - Oct 6
includes taxes & fees
8.2/10 Very good! (2,104 reviews)
"Clean spacious rooms very comfortable, staff was Great !! Breakfast was great as well"
Reviewed on Sep 26, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $148
CA $196 total
Sep 30 - Oct 1
includes taxes & fees
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.
Frequently asked questions
How much does a Gulf Harbor vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Gulf Harbor from just CA $1,040. And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Gulf Harbor?
You'll save tons of cash if you combine your car rentals, hotels and flights into a Gulf Harbor vacation package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, which means you'll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Gulf Harbor?
Most travelers who visit Gulf Harbor put both Naples Pier and Barefoot Beach on their to-do lists. Why not reserve a hotel right near these fantastic attractions?
What are the top hotels in Gulf Harbor?
Adorable Canal Front Cottage Close To Beach With Boat Ramp and 3b 3ba Tropical Paradise Waterfront Pool House are two of the most well-known properties in Gulf Harbor. Why not look up the rates and facilities at each and then make a decision?
How far in advance should I book my Gulf Harbor vacation?
It's tricky picking the ideal time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't worry. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Gulf Harbor travel package include?
Expedia has everything you need to plan your Gulf Harbor trip, but how you structure your package is up to you. Select from any combination of flights, hotels and rental cars. Searching for some experiences or tours to keep you on the go? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a deal to suit your needs.
What should I know before booking a Gulf Harbor travel package?
You can save a tidy sum by bundling your hotels, flights and rental cars. Once you've created your package, you can add on things like tours and activities. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Gulf Harbor Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to select from worldwide. With so many choices, finding the ideal carrier to whisk you away to Gulf Harbor will be a snap.
If I'm not able to travel, can I cancel my Gulf Harbor vacation package?
You can. We understand that things don't always go to plan, so we're happy to help if you need to make changes to your Gulf Harbor vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
Things to do
Gulf of Mexico Sunset Cruise from Naples
CA $103
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.