Downtown Vacations from $636
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The Latest Downtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,156, price is now $636 per person
$636
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
When looking over the balcony all you see is over grown trees and down below is trash. The elevator was between two buildings and you had to walk to the opposite end just to get to your room. Also the beach is across the street not on the property.
Reviewed on Jul 14, 2026
Manasota Key Resort
Save 100% on your flight
Price was $1,222, price is now $735 per person
$735
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (300 reviews)
We were only on property for 10 minutes before agreeing that we needed to come back every year.
It is a little piece of paradise. We used all the things, from lawn chairs to shuffle boards, paddle boards, bikes, and pool.
It is a short drive to restaurants and stores, but the kitchenette was perfect for cooking a quick meal. The rooms are spacious and comfortable.
Reviewed on Jul 16, 2026
GullWing Beach Resort
South Island
Save 100% on your flight
Price was $1,066, price is now $683 per person
$683
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (955 reviews)
Absolutely gorgeous ocean view suite! Exceeded our expectations! The beach was so nice and easy to walk to. Nice location. Great staff! We’ll definitely be going back!
Reviewed on Jul 11, 2026
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
Bonita Shores
Bonita Shores might not have many top sights, but Barefoot Beach and Promenade at Bonita Bay are two attractions nearby that you can check out.
Downtown Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$271 nightly
The price is $302 total per night from Aug 12 to Aug 13
$302 total
Aug 12 - Aug 13
Total with taxes and fees
9/10 Wonderful! (2,330 reviews)
"Love love love it. ."
Reviewed on Jul 17, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Aug 2 to Aug 3
$154 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (1,879 reviews)
"The beach is somehow close by car and was excellent, the pool was amazing, breakfast really good."
Reviewed on Jul 16, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
$179 nightly
The price is $199 total per night from Aug 11 to Aug 12
$199 total
Aug 11 - Aug 12
Total with taxes and fees
9.4/10 Exceptional! (1,074 reviews)
"Un lugar muy lindo y completo para divertirse en familia y disfrutar mucho juntos! Lo recomiendo 100%"
Reviewed on Jul 17, 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.
Stay near popular Downtown attractions
Things to do
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
$55
per adult
Clear Kayak Guided Eco Tour in North Naples
$89
per adult
100% of travellers recommend
Beginner One Hour Guided Kayaking and SUP Activity
$35
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.