Gleneagles Vacation Packages
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Top Holiday Package Deals in Gleneagles
Price found within the past 48 hours. Click for updated prices.
Resort Harbour Properties
Punta Rassa
CA $1,550
per person
Nov 7 - Nov 14
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (372 reviews)
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.
Reviewed on Aug 11, 2026
Where to stay in Gleneagles
Find the best Gleneagles areas and neighborhoods for the activities you enjoy most. Learn more about Gleneagles
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.
Gleneagles Hotel Deals
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
CA $243
CA $347 total
Sep 9 - Sep 10
includes taxes & fees
9/10 Wonderful! (2,000 reviews)
"I love it, Definitely I will be back!"
Reviewed on Sep 2, 2026
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Fully refundableReserve now, pay when you stay
CA $130
CA $214 total
Sep 3 - Sep 4
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 $94
CA $105 total
Sep 13 - Sep 14
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 Gleneagles vacation package cost?
Starting from just CA $517, a vacation package is your gateway to low-cost travel. Customize your Gleneagles escape by picking from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Gleneagles?
Combine your hotels and flights, throw in extras such as activities or a rental car, and save with a Gleneagles vacation package. You won't just pick up awesome discounts on your trip — you'll have loads of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties all over the world. Your next grand adventure begins right here, right now!
Where should I stay in Gleneagles?
If you'll be visiting Eagle Lakes Community Park, give commuting a miss and find somewhere to stay close by. It's one of the best attractions in this area.
What are the top hotels in Gleneagles?
If it's comfort and convenience you'd like, look no further than Beautiful Condo In Lely Resort Golf Community. Spend your evenings kicking back here and your days roaming around Gleneagles's finest sights.
How far in advance should I book my Gleneagles vacation?
To bag discount prices, book as early as you can. Airlines usually start selling tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Gleneagles, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Gleneagles travel package include?
Rental cars, hotels and flights — you'll find them all here. With Expedia, you can shape your Gleneagles package just how you like it. All you have to do is determine what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Gleneagles travel package?
When you book your flights, hotels and car rentals together, you'll pick up great discounts. Whether you're planning a beach escape in a villa or prefer to stay in a ritzy city hotel, Expedia will help make it happen.
Can I choose my airline with a Gleneagles Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Gleneagles vacation package?
If your vacation plans in Gleneagles have been upended, it's good to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a fee. To learn more, check our Customer Service Portal.
Things to do
Naples Florida: Downtown Electric Trike Tour - Family Fun
CA $67
per adult
100% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
CA $102
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.