Flamingo Fairways Vacation Packages

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    Save up to CA $4,200 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.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was CA $622, price is now CA $347 per person
CA $347
per person
Jan 17 - Jan 22
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (495 reviews)

Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

3 out of 5
South Fort Myers
Price was CA $697, price is now CA $432 per person
CA $432
per person
Jan 17 - Jan 22
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (1,000 reviews)
Thank you

Reviewed on Nov 8, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $1,722, price is now CA $1,073 per person
CA $1,073
per person
Jan 17 - Jan 22
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,947 reviews)

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was CA $1,506, price is now CA $954 per person
CA $954
per person
Jan 17 - Jan 22
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (2,129 reviews)
Make sure they want a beautiful view.You'll get it!!!

Reviewed on Nov 12, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,622, price is now CA $1,032 per person
CA $1,032
per person
Jan 17 - Jan 22
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Very relaxing.

Reviewed on Nov 10, 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
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

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.

Find hotels in East Naples

Flamingo Fairways Hotel Deals

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 22 to Nov 23
CA $151
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
9.6/10 Exceptional! (1,945 reviews)
"Loved the pool area. Room is so spacious and had a great floor plan. JC in the bar area was an employee who stood out. Hard worker. Great attitude and helpful"

Reviewed on Nov 12, 2026

Compass by Margaritaville Hotel Naples
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 $303 per night from Nov 30 to Dec 1
CA $303
CA $415 total
Nov 30 - Dec 1
includes taxes & fees
9/10 Wonderful! (2,108 reviews)
"Restaurant was wonderful with my dietary restrictions. Servers were excellent and caring. just had to wait a bit to get seated for breakfast this morning housekeeping didn’t come until 4:30 one day and the day we leave and could use a later cleaning they were there at 9 am. requested strawberries ..."

Reviewed on Nov 11, 2026

Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Nov 22 to Nov 23
CA $286
CA $317 total
Nov 22 - Nov 23
includes taxes & fees
Hyatt House Naples/5th Avenue
See all 9,775 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $347. 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.

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $89
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples Florida: Downtown Electric Trike Tour - Family Fun

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $78
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
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.