
San Carlos Island Vacations from $286
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The Latest San Carlos Island vacation packages
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples
Save 100% on your flight
Price was $532, price is now $286 per person
$286
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (406 reviews)
nice and very clean, comfortable room, quit at night around the pool feel good
Reviewed on Sep 8, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $3,067, price is now $1,544 per person
$1,544
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,009 reviews)
The lights are on, but nobody is home!
Staying in the older low-rise block was a thrill as we had stayed there over 30 years ago...and still the dolphins splashed in the shallows...as if on a schedule! The huge works going on made the tiki bar area a no-go zone, but the beach remains as lovely as ever. However, the hotel seems to think it is better than it is, as we had to send back a chicken main that was simply inedible, and very strangely presented. Unfortunately, things got worse when out toilet stopped functioning, and despite many calls and after a 5 hour wait with no action, we went to find someone and fortunately bumped into a maintenance worker who discovered that housekeeping had turned off the water valve! The total lack of interest, concern and action from the front desk in a way sums up their current operations...they have disengaged from satisfying the guest by seemingly putting their own self-importance ahead of genuine interest in their guests. Too bad...another potentially great property leaves our list of desirable future stays.
Reviewed on Sep 10, 2025

Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $580, price is now $343 per person
$343
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
Over all a good stay and great price. Only issue would be the mattress was old lumpy , came home with back pain.
Reviewed on Sep 8, 2025

Inn on Fifth
Old Naples
Save 100% on your flight
Price was $856, price is now $508 per person
$508
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Staff was very friendly and helpful. Pool was clean with bar and hot tub. Nice gym. Located right in the heart of old Naples. They have shuttle to the beach and offer chairs and umbrellas.
Reviewed on Sep 10, 2025

Naples Grande Beach Resort
Park Shore
Save 100% on your flight
Price was $1,968, price is now $1,232 per person
$1,232
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9/10 Wonderful! (1,745 reviews)
Front desk staff absolutely amazing
Manager and server Joanna at the lobby bar were even better
Reviewed on Sep 12, 2025
Don't see what you're looking for?
See all available trips from Columbus to San Carlos Island
View all tripsDiscover the most popular places to visit in San Carlos Island

Bunche Beach
Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

Lynn Hall Memorial Park
4.5/5(786 reviews)
Walk over the water on a long pier that’s popular day and night for the breeze and fishing.

Castle Beach
Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?
What to do in San Carlos Island

Fort Myers Beach Sunset Excursion
$60
per adult
100% of travellers recommend

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
$65
per adult

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
$59
per adult
San Carlos Island Hotel Deals

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
$211 nightly
The price is $236 total per night from Sep 15 to Sep 16
$236 total
Sep 15 - Sep 16
Total with taxes and fees
8.8/10 Excellent! (1,455 reviews)
Bravo
"My girlfriend and I enjoyed a nice day at the pool, danced to the tunes of the DJ, endulged a bit with great cocktails and hit the gulf for some sand and salt. We then enjoyed dinner with a beautiful sunset at the chill bar with a great live band (Troublemakers) and watched the football game on the ..."
Reviewed on Sep 9, 2025

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Sep 16 to Sep 17
$129 total
Sep 16 - Sep 17
Total with taxes and fees
8.6/10 Excellent! (1,019 reviews)
"The room was very clean and beautiful balcony view of the ocean. The staff were very friendly. There was a pretty dining room were we had a good breakfast. I wish they would had offered a small token (maybe a free drink or appetizer) when we let them know we were celebrating our anniversary. The ..."
Reviewed on Sep 9, 2025

Hilton Garden Inn Ft Myers
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Sep 20 to Sep 21
$119 total
Sep 20 - Sep 21
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Everything."
Reviewed on Sep 8, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.