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.
Matanzas Inn Bayside Resort and Marina
Price was CA $1,457, price is now CA $934 per person
CA $934
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,021 reviews)
Location wonderful. Close to everything. Parking great. Restaurants are very good. Nice view from the canal side.
Reviewed on Mar 28, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was CA $2,573, price is now CA $1,519 per person
CA $1,519
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (803 reviews)
The property was very well maintained and clean. The room was clean and well kept. We had a group of 8 and there was plenty of room within our two bedroom suite. The pool was great and the kids had a great time within the 5 pools. Service was great and the staff were super nice.
Reviewed on Mar 25, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $2,456, price is now CA $1,488 per person
CA $1,488
per person
May 8 - May 12
found 5 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
The property is on the expensive side and the room conditions did not reflect the price. The hotels rooms could use updating and amenities to reflect the cost.
The maintenance staff on the property worked tirelessly to ensure the property and beach looked nice.
There was considerable effort that business/corporate events went well at the expense of paying guests.
Reviewed on Mar 11, 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
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
The price is CA $409 per night from Apr 26 to Apr 27
CA $409
CA $516 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (1,731 reviews)
Beautiful beach and pool area! Delicious, fresh, breakfast buffet. Helpful, friendly staff all around the resort, especially Max, Denise & Bailey at the front desk! We'll be returning soon!
Reviewed on Mar 28, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Apr 16 to Apr 17
CA $221
CA $246 total
Apr 16 - Apr 17
includes taxes & fees
9.4/10 Exceptional! (610 reviews)
The hotel was very nice family friendly
Reviewed on Mar 28, 2026
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Apr 23 to Apr 24
CA $160
CA $178 total
Apr 23 - Apr 24
includes taxes & fees
8.2/10 Very Good! (1,879 reviews)
Yes breakfast was fine
Reviewed on Mar 29, 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.