Flamingo Fairways Vacation Packages

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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 $2,333, price is now CA $1,439 per person
CA $1,439
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Great location near Times Square, only issue is our shower didn’t have hot water.

Reviewed on Feb 15, 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 $5,767, price is now CA $3,646 per person
CA $3,646
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive.

Reviewed on Feb 1, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $2,952, price is now CA $1,941 per person
CA $1,941
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,554 reviews)
Very clean and great staff.

Reviewed on Feb 16, 2026

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Punta Rassa
Price was CA $4,165, price is now CA $2,752 per person
CA $2,752
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (361 reviews)
The room was perfect for just my husband and myself, but with my elderly mother in a wheelchair, the bed was too high, toilet was too low and wobbled. She slept on the couch, and it was so low we had to both help her off of it. The view we had the condo was awesome except for someone in a wheelchair😔

Reviewed on Jan 19, 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
Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve

East Naples

4/5(11 area reviews)

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

Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd Marco Island FL
The price is CA $492 per night from Mar 16 to Mar 17
CA $492
CA $584 total
Mar 16 - Mar 17
includes taxes & fees
8.6/10 Excellent! (1,210 reviews)
The room was amazing and we enjoyed our stay. We were allowed an early check in which was greatly appreciated but the man working the front desk was not helpful and was short with us.

Reviewed on Feb 9, 2026

Marco Beach Ocean Suites
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $583 per night from Mar 12 to Mar 13
CA $583
CA $715 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (2,020 reviews)
Th staff is fast, friendly, and efficient. The rooms are very da

Reviewed on Jan 30, 2026

Naples Grande Beach Resort
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
The price is CA $252 per night from Mar 12 to Mar 13
CA $252
CA $280 total
Mar 12 - Mar 13
includes taxes & fees
9.4/10 Exceptional! (1,203 reviews)
Clean room, spacious

Reviewed on Feb 11, 2026

Fairways Inn of Naples
See all 9,887 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 $1,439. 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

Vanderbilt beach in Naples, Florida

Vanderbilt Beach

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
5th Avenue Shopping District which includes markets, street scenes and a city

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

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

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $150
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

CA $136
per adult
Best of Marco Dolphin 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.