San Carlos Island Vacations from $711

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The Latest San Carlos Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$711
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$959
per person
Dec 11 - Dec 15
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,163 reviews)
Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

Save 100% on your flight
$1,094
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

Olde Marco
Save 100% on your flight
$1,176
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight
$1,224
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,003 reviews)
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Stay near popular San Carlos Island attractions

Ostego Bay Marine Science Center

8.4/10 (15 reviews)
You can spend time studying the exhibits at Ostego Bay Marine Science Center in Fort Myers Beach. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.
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What to do in San Carlos Island

Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

$70
per adult
100% of travellers recommend
Fort Myers Beach Sunset and Dolphin Watching Cruise
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass

2.5-Hour Guided Group Kayak Tour on Big Hickory Pass

$55
per adult
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
Copacetic Day Sail

Copacetic Day Sail

$70
per adult
100% of travellers recommend
Copacetic Day Sail
See all activities in San Carlos Island

San Carlos Island Hotel Deals

Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
$53 nightly
$59 total
Sep 30 - Oct 1
Total with taxes and fees
Baymont by Wyndham Fort Myers Central
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$194 nightly
$216 total
Oct 1 - Oct 2
Total with taxes and fees
Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$124 nightly
$138 total
Sep 30 - Oct 1
Total with taxes and fees
8.8/10 Excellent! (2,070 reviews)
"The room was absolutely beautiful, the beach view was stunning, the staff were all very nice, bartenders were amazing and the food was good. This location is perfect!! We will be back."

Reviewed on Sep 29, 2026

Lani Kai Beachfront Resort
See all 17,979 properties in San Carlos Island
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.

Find the Best San Carlos Island Vacation Packages

San Carlos Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Southwest Florida Intl. Airport (RSW)

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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.