Downtown Vacation Packages

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Top Holiday Package Deals in Downtown

Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

CA $1,018
per person
Sep 25 - Oct 1
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (100 reviews)
We were delighted with this hotel—from the welcome by the valet staff to every member of the property's team. We stayed in the Lotus Tower; the lobby, though small, was very cozy, spotless, and smelled wonderful. The room we booked for ten people was beautiful, spacious, and clean, with everything in perfect working order. The housekeeping staff, pool attendants, and servers all treated us with great kindness and courtesy. Every detail of the property was thoughtfully designed; we fell in love with the place and plan to return soon. Thank you to everyone who made our stay wonderful.

Reviewed on Aug 25, 2026

The Perry Hotel Naples

The Perry Hotel Naples

CA $1,406
per person
Nov 11 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,048 reviews)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

CA $1,437
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
very helpful staff and restaurant were excellent.

Reviewed on Aug 25, 2026

Windward Passage Resort

Windward Passage Resort

CA $1,366
per person
Nov 16 - Nov 23
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very good! (8 reviews)
GullWing Beach Resort

GullWing Beach Resort

South Island
CA $1,401
per person
Nov 16 - Nov 23
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (965 reviews)
Wow. Beautiful 3BR/2Bath oceanfront condo. Even better than pics on Expedia. Definitely coming back and will recommend to friends and family. I expected a lot and it exceeded expectations in every way!!

Reviewed on Aug 21, 2026

Where to stay in Downtown

Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
A bridge over water at sunset with a clear sky.

Bonita Shores

Bonita Shores might not have many top sights, but Golf Safari Mini Golf and Barefoot Beach are two attractions nearby that you can check out.

A bridge over water at sunset with a clear sky.

Bonita Bay

1 out of top 10 points of interest in this area

When in Bonita Bay, you can plan a visit to Promenade at Bonita Bay and Golf Safari Mini Golf, some noteworthy sights in the nearby area.

Lovers Key Naples Florida USA

Estero Bay Shores

When in Estero Bay Shores, you can plan a visit to Bonita Beach Dog Park and Coconut Point Mall, some noteworthy sights in the nearby area.

A coastal residential area with houses, a river, and a clear blue sky.

Village Walk of Bonita Springs

While Village Walk of Bonita Springs isn't home to many top sights, Flamingo Island Flea Market and Bonita Springs Dog Park are some notable places to visit nearby.

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Burning Tree

Burning Tree might not have many top sights, but Promenade at Bonita Bay and Golf Safari Mini Golf are two attractions nearby that you can check out.

Downtown Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
CA $231
CA $327 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (2,482 reviews)
"it was a great day"

Reviewed on Aug 25, 2026

Margaritaville Beach Resort Fort Myers
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL
CA $199
CA $221 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (2,052 reviews)
"staff"

Reviewed on Aug 26, 2026

Hyatt House Naples/5th Avenue
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL
CA $186
CA $238 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,956 reviews)
"Property was in a good location. The beach was nice. The hotel held very strict rules presumably controlling spring break."

Reviewed on Aug 26, 2026

Lani Kai Beachfront Resort
See all 13,841 properties in Downtown
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.

Stay near popular Downtown attractions

Riverside Park

8.4/10 (102 reviews)
Enjoy the beautiful sunsets and explore Riverside Park, a lovely green space in Bonita Springs. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
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Bonita Springs Historical Society

You can spend time studying the exhibits at Bonita Springs Historical Society during your trip to Bonita Springs.
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Sugarshack Downtown

After visiting Sugarshack Downtown, make a plan to see the other sights and activities in Bonita Springs.
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Things to do

Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

CA $101
per adult
80% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
Self Guided Standup Paddle Board EcoTour -Bonita Springs

Self Guided Standup Paddle Board EcoTour -Bonita Springs

CA $42
per adult
Self Guided Standup Paddle Board EcoTour -Bonita Springs
Beginner One Hour Guided Kayaking and SUP Activity

Beginner One Hour Guided Kayaking and SUP Activity

CA $49
per adult
Beginner One Hour Guided Kayaking and SUP Activity
See all activities in Bonita Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.