Flamingo Fairways Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Flamingo Fairways

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,034, price is now CA $699 per person
CA $699
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
This place is a gem!

Reviewed on Apr 6, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $2,149, price is now CA $1,183 per person
CA $1,183
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Excellent , more than what I expected

Reviewed on Apr 5, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,411, price is now CA $931 per person
CA $931
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (1,146 reviews)
Absolute hidden Gem!! Loved it

Reviewed on Apr 7, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,106, price is now CA $755 per person
CA $755
per person
Jun 27 - Jul 1
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Very beautiful hotel, everything in great condition

Reviewed on Apr 7, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,392, price is now CA $953 per person
CA $953
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Beautiful Grounds! Very comfortable rooms. The pool was a blast!

Reviewed on Apr 6, 2026

Where to stay in Flamingo Fairways

Find the best Flamingo Fairways areas and neighborhoods for the activities you enjoy most. Learn more about Flamingo Fairways
walking down the bridge of Baker park in Naples Florida in southwest Florida public park

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.

Find hotels in Central Naples

Flamingo Fairways Hotel Deals

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
The price is CA $337 per night from May 3 to May 4
CA $337
CA $451 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (1,744 reviews)
Overall great property for families . Had to ask housekeeping staff repeatedly to repair shower gel container . Robe never provided

Reviewed on Apr 7, 2026

Hilton Marco Island Beach Resort and Spa
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Apr 9 to Apr 10
CA $221
CA $245 total
Apr 9 - Apr 10
includes taxes & fees
9.4/10 Exceptional! (648 reviews)
This hotel is amazing!!!! It feels you are in a fairy tail story or even Disney. A lot of activities for kids. Everything easy and without any error. The food was just good compared with the average waterpark resorts and many different options. I definitely recommend this one. I will be back this ...

Reviewed on Apr 6, 2026

Great Wolf Lodge Naples
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from May 3 to May 4
CA $126
CA $140 total
May 3 - May 4
includes taxes & fees
8.2/10 Very Good! (1,891 reviews)
The overall condition of the property was good. The pool area did not look well kept, needed more chlorine, and needed to be vacuumed. Staff were very friendly. Breakfasts were average.

Reviewed on Apr 7, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 9,769 properties in Flamingo Fairways
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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Frequently asked questions

How much does a Flamingo Fairways vacation package cost?
Go from looking to booking with our Flamingo Fairways vacation packages, which start from just CA $699. Choose the flights and hotels that suit your travel style. Then, add on a few tours or activities to cap off your unique escape.
How do I get a cheap travel package to Flamingo Fairways?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you dollars too. A Flamingo Fairways vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines around the world to select from, finding flights that fit your schedule won't be an issue. In addition to that, we have over 1,000,000 properties globally to choose from. Now that's choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Flamingo Fairways?
There's loads to explore in Flamingo Fairways, so spend your evenings close to its top sights and allow yourself more time sightseeing. Eagle Lakes Community Park is one spot to put on your to-do list.
How far in advance should I book my Flamingo Fairways vacation?
Reserving your flights early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months prior to departure dates. Usually, this is the cheapest time to book. If circumstances have left you booking late, great deals to Flamingo Fairways sometimes become available in the weeks leading up to departure.
What does an Expedia Flamingo Fairways travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to create your ideal Flamingo Fairways travel package. Once you've made your booking, you can add on all the fun stuff like activities and tours. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking a Flamingo Fairways travel package?
Our prices are already low. However, you'll grab even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Flamingo Fairways Expedia vacation package?
Yes, and with over 550 airlines to select from around the world, you have plenty of choice. Search the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Flamingo Fairways vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Flamingo Fairways vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Flamingo Fairways

Fifth Avenue South

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

4.5/5(102 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

4.5/5(26 reviews)

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $90
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $101
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
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.