The Estates Vacation Packages
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Top Holiday Package Deals in The Estates
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Price was CA $1,681, price is now CA $1,084 per person
CA $1,084
per person
Jul 25 - Aug 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
Everything was terrific from the beautiful rooms, 2 pools, excellent and helpful staff to the breakfast bar in the morning. There are shuttles by van and boat to the beaches abs other locations. The new Tigress restaurant and outdoor bar were a perfect way to end the day.
Reviewed on May 3, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $3,032, price is now CA $1,708 per person
CA $1,708
per person
Jul 25 - Aug 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Nice, high end facility with friendly staff. Check in was easy, check out was easy, going to the beach was easy… very relaxing stay.
Reviewed on May 4, 2026
The Lighthouse Resort Inn & Suites
Price was CA $1,731, price is now CA $1,137 per person
CA $1,137
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,626 reviews)
Our room was right on top of Tiki Hut where every night music was so loud couldn’t sleep. When I asked to be moved front desk told me Expedia should have warned me that the room would be noisy and nothing available…. Otherwise place had nice pool , breakfast good in morning and two block walk to beach.
Reviewed on May 5, 2026
Mariners Boathouse by Coolvacay
South Island
Price was CA $1,907, price is now CA $1,260 per person
CA $1,260
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Hurricane Ian decimated the area but the residents are working hard to bring it back to its glory days. This resort has undergone an amazing renovation and they are doing more and more every day. Their new pool and Jacuzzi is stunning. The location is perfect. The staff is wonderful!
Reviewed on Apr 29, 2026
Casa Playa Beach Resort
Price was CA $2,037, price is now CA $1,377 per person
CA $1,377
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (195 reviews)
right on the beach. Very quiet and peaceful . Not crowded. Comfortable and clean room with balcony and spectacular view of the ocean
Reviewed on Apr 25, 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 Island Ski & Watersports.
The Estates Hotel Deals
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
The price is CA $323 per night from May 25 to May 26
CA $323
CA $434 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,772 reviews)
Our room at the Hilton was beautiful and clean The staff very friendly and helpful
Reviewed on May 5, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $352 per night from May 10 to May 11
CA $352
CA $391 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (769 reviews)
Muy linda la extacion
Reviewed on May 6, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $271 per night from May 13 to May 14
CA $271
CA $301 total
May 13 - May 14
includes taxes & fees
9/10 Wonderful! (1,735 reviews)
Beautiful hotel and lobby. Well-maintained property and clean rooms. My kids loved the pool and there are plenty of shallow areas for little ones. The staff was very friendly. The breakfast was great and the coffee was better than some of the local coffee shops! Can't beat the proximity to shops/restaurants/beach. ...
Reviewed on May 5, 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.