San Carlos Island Vacations from $577

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The Latest San Carlos Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Latitude 26 Waterfront Resort & Marina

Save 100% on your flight

$577

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,009 reviews)

The Perry Hotel Naples

$1,296

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,074 reviews)

No complaints.

Reviewed on Sep 1, 2026

Tween Waters Island Resort & Spa

Save 100% on your flight

$761

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,011 reviews)

So nice to have the benefit of being able to enjoy both the beach side and bay side.

Reviewed on Aug 31, 2026

Casa Ybel Resort

Mid Island

Save 100% on your flight

$762

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (412 reviews)

The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on Aug 30, 2026

Windward Passage Resort

Save 100% on your flight

$843

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (9 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 seaside in this family-friendly area, or check out its top-notch restaurants.

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What to do in San Carlos Island

2.5-Hour Guided Group Kayak Tour on Big Hickory Pass

$55

per adult

Fort Myers Beach Sunset and Dolphin Watching Cruise

$63

per adult

100% of travellers recommend

Copacetic Day Sail

$70

per adult

100% of travellers recommend

See all activities in San Carlos Island

San Carlos Island Hotel Deals

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL

Fully refundableReserve now, pay when you stay

$223 nightly

$248 total

Sep 15 - Sep 16

Total with taxes and fees

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$183 nightly

$204 total

Sep 28 - Sep 29

Total with taxes and fees

9/10 Wonderful! (2,511 reviews)

"Hotel was beautiful and conveniently located close to the beach."

Reviewed on Sep 1, 2026

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

$170 nightly

$190 total

Sep 2 - Sep 3

Total with taxes and fees

8.8/10 Excellent! (1,975 reviews)

"El hotel muy cómodo. Habitaciones limpias y camas cómodas. Acceso a la playa súper fácil. Personal súper amable y siempre dispuesto a ayudar. Comida excelente."

Reviewed on Sep 1, 2026

See all 17,947 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.