The Estates Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in The Estates
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Fort Myers - Downtown Area by IHG
Midtown
Price was CA $1,230, price is now CA $783 per person
CA $783
per person
Apr 29 - May 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
7.6/10 Good! (1,005 reviews)
Fabulous desk reception. The entire place is under reconstruction. We had a great room but had to listen to the construction noise the whole time.
Service at breakfast was super also.
Reviewed on Mar 18, 2026
Matanzas Inn Bayside Resort and Marina
Price was CA $1,484, price is now CA $917 per person
CA $917
per person
Apr 30 - May 5
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,021 reviews)
Great office staff. Friendly and knowledgeable. There wasn’t live music every night as advertised and you have to ask for your room to be cleaned. Beautiful area and easy walk to the beach and several restaurants.
Reviewed on Mar 19, 2026
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was CA $2,238, price is now CA $1,509 per person
CA $1,509
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very Good! (1,013 reviews)
The main building is beautiful.
We stayed in one of the other towers and it was OK, but not as nice as the main building. Plan accordingly.
Reviewed on Mar 20, 2026
Hampton Inn & Suites Fort Myers-Estero/FGCU
Price was CA $1,418, price is now CA $996 per person
CA $996
per person
Apr 30 - May 5
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,000 reviews)
The staff wasvery friendly and the roo.s were great! We enjoyed the awesome breakfast.
Reviewed on Mar 16, 2026
Where to stay in The Estates
Find the best The Estates areas and neighborhoods for the activities you enjoy most. Learn more about The Estates
South End
4 out of top 10 points of interest in this area
While visiting South End, you might make a stop by sights like South Marco Beach and Marco Beach.
The Estates Hotel Deals
Huge Estate, Heated Pool, Water View, King beds, Sleeps 20
Marco Island FL
The price is CA $1,873 per night from Apr 13 to Apr 14
CA $1,873
CA $3,806 total
Apr 13 - Apr 14
includes taxes & fees
10/10 Exceptional! (180 reviews)
The home was exactly as pictured. Communication with the host was easy, instructions were clear and thoughtful, and everything was clean. We especially appreciated the little touches like the well-stocked coffee drawer. There was one little hiccup along the way but the host was helpful, kind, and ...
Reviewed on Mar 16, 2026
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
The price is CA $494 per night from Apr 12 to Apr 13
CA $494
CA $609 total
Apr 12 - Apr 13
includes taxes & fees
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Apr 7 to Apr 8
CA $218
CA $243 total
Apr 7 - Apr 8
includes taxes & fees
9.4/10 Exceptional! (570 reviews)
The hotel is amazing
Reviewed on Mar 20, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.