Connors Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Connors

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

CA $994
per person
Dec 1 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (9 reviews)
Great pool,comfortable room.

Reviewed on Mar 27, 2026

Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

Hancock
CA $1,295
per person
Dec 1 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
No reviews
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

CA $1,058
per person
Nov 27 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.4/10 Exceptional! (1,006 reviews)
We stayed one night but will definitely be back for a longer stay. Everyone was helpful and friendly. I loved that there was free parking and an ice machine! Our room was clean and roomy.

Reviewed on Sep 14, 2026

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

CA $1,007
per person
Nov 27 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,787 reviews)
Very close to the Beach. Pool is nice and bar is outstanding

Reviewed on Sep 13, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

CA $1,072
per person
Nov 27 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.6/10 Exceptional! (30 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
A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

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.

A pink and white orchid plant with a rocky background.

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.

A pier extending into a calm sea at sunset with a beach on the right.

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.

A coastal landscape with a cruise ship, dense greenery, and a clear view of the ocean.

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.

A sailboat with a blue canopy on calm waters, a red buoy, and a forested shoreline.

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

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $205
CA $299 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (2,561 reviews)
"❤️"

Reviewed on Sep 17, 2026

Margaritaville Beach Resort Fort Myers
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
CA $101
CA $112 total
Oct 4 - Oct 5
includes taxes & fees
La Quinta Inn & Suites by Wyndham Naples Downtown
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $171
CA $222 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (2,025 reviews)
"Great view from the rooms and the top. Every room has their own balcony. Older property but they keep it up well. Rooftop view are amazing. Will go back"

Reviewed on Sep 17, 2026

Lani Kai Beachfront Resort
See all 12,750 properties in Connors
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 $994, 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

Flamingo Marina: Backcountry Boat Tour of the Everglades

Flamingo Marina: Backcountry Boat Tour of the Everglades

CA $66
per adult
Flamingo Marina: Backcountry Boat Tour of the Everglades
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

CA $84
per adult
100% of travellers recommend
Everglades National Park: Pontoon Boat Tour & Boardwalk
Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $92
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.