Connors 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
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Top Holiday Package Deals in Connors
Price found within the past 48 hours. Click for updated prices.
GullWing Beach Resort
South Island
CA $2,118
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (976 reviews)
Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities.
Reviewed on Oct 17, 2026
Landing Apartments Fort Myers near Eastwood Village
CA $1,444
per person
Dec 17 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
Where to stay in Connors
Find the best Connors areas and neighborhoods for the activities you enjoy most. Learn more about Connors
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.
Connors Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $222
CA $319 total
Nov 3 - Nov 4
includes taxes & fees
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
CA $113
CA $125 total
Oct 29 - Oct 30
includes taxes & fees
9.4/10 Exceptional! (1,345 reviews)
"The place is great, it’s older but maintained well. Very nice to sit in the greenery and staff was awesome. Will be back"
Reviewed on Oct 17, 2026
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
CA $134
CA $184 total
Oct 26 - Oct 27
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 Connors vacation package cost?
Starting from only CA $890, a vacation package is your portal to affordable travel. Customize your Connors adventure by choosing from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Connors?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you a tidy sum too. A Connors vacation package makes it easy to create your ideal trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won't be a problem. In addition to that, we've got over 1,000,000 hotels globally to pick from. Now that's what you call choice. No matter who you are, Expedia puts the world within your reach.
Where should I stay in Connors?
Most people who visit Connors include Naples Pier and Barefoot Beach on their to-do lists. Why not select a hotel that's close to these main attractions?
What are the top hotels in Connors?
If it's your first time staying in Connors, lock in a room at Tropical Oasis - Luxury Home Less Than A Mile To The Beach or Tradewinds Water Front 1 Mile To Vanderbilt Beach. Both hotels will make you feel at home and are top options with lots of travelers.
How far in advance should I book my Connors vacation?
While prices change frequently, we generally recommend booking your seats as soon as possible. Many international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Connors sometimes appear in the weeks prior to departure.
What does an Expedia Connors travel package include?
That depends on what you're after. If you're traveling solo, you might decide to combine hotels and flights. Bringing the whole family to Connors? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking a Connors travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and be rewarded with fantastic discounts. You're not restricted to hotels, however. Book with us and select from oceanfront condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Connors Expedia vacation package?
You can, and with more than 550 airlines to pick from globally, you have loads of choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Connors vacation package?
Don't stress if you're rethinking your Connors vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We realize life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
Things to do
Gulf of Mexico Sunset Cruise from Naples
CA $103
per adult
88% of travellers recommend
Beach Island Shelling Cruise to Keewaydin Island Tour
CA $78
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.