Country Club Vacations from $985
Book a Hotel + Flight or Car together to unlock savings
Your Country Club Vacation
Book a Country Club vacation package and experience the atmosphere and rhythm of this interesting neighborhood. With all your travel plans taken care of, the only thing you need to worry about here is having a great time. Not sure what to do during your trip to Country Club? Nearby attractions like Edison and Ford Winter Estates, Imaginarium Hands - On Museum and Edison Mall are great places to start. Expedia can help turn your dream Country Club vacation into reality, no matter your budget or travel plans.
The Latest Country Club Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village
Punta Gorda Isles
Price was $1,857, price is now $1,193 per person
$1,193
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,348 reviews)
Very nice accommodations. When we had a problem with the AC Linda was very willing to help get us into another vacant room. Great view of the bay
Reviewed on Nov 12, 2026
Windward Passage Resort
Price was $1,853, price is now $1,244 per person
$1,244
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (22 reviews)
Location is amazing, being right on the beach.
Having access to beach chairs to take down to the beach and return is a major plus.
Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!!
I would definitely recommend!
Reviewed on Oct 31, 2026
Where to stay in Country Club
Find the best Country Club areas and neighborhoods for the activities you enjoy most. Learn more about Country Club
Iona
While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.
Country Club Hotel Deals
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $284 total per night from Nov 29 to Nov 30
$284 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"I just received a $200 charge on my CC post stay for “Resort Fees” which include things I did not use. Additionally, the resort charges $25/day just to park at a place you already paid to stay at. My room was at the Captiva bldg which is not near the main building. The Captiva building does have ..."
Reviewed on Nov 10, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $237 total per night from Nov 29 to Nov 30
$237 total
Nov 29 - Nov 30
Total with taxes and fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $218 total per night from Nov 16 to Nov 17
$218 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (2,193 reviews)
"Make sure they want a beautiful view.You'll get it!!!"
Reviewed on Nov 12, 2026
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.
Things to do
Sunset Cruise Fort Myers Beach
$48
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.