Name: Wyvern Hotel, an Ascend Collection Hotel
Price range: $137 total

The Latest Little Gasparilla Island vacation packages

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

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

$233

per person

Oct 15 - Oct 18

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

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$844

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (1,009 reviews)

The overall experience at the hotel was excellent.

Reviewed on Sep 2, 2025

The Perry Hotel Naples

Save 100% on your flight

$485

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip 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

Edison Beach House

Save 100% on your flight

$479

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,490 reviews)

It is on the beach,close to Time Square.walking distance to the restaurants.The lady's in the office are really nice.we love Annie she is so sweet.

Reviewed on Sep 6, 2025

Inn on Fifth

Old Naples

Save 100% on your flight

$647

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,004 reviews)

They know how to make you feel special. The service was incredible; everyone is very, very friendly. The hotel is beautiful, very quiet, and centrally located just a few minutes from the beach. If you want a place to relax, this is the one. We will definitely be back.

Reviewed on Sep 8, 2025

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See all available trips from Columbus to Little Gasparilla Island

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Discover the most popular places to visit in Little Gasparilla Island

Gasparilla Marina

Explore the waterfront in Placida with a trip to Gasparilla Marina. Wander the beautiful beaches in this relaxing area.

Don Pedro Island State Park

Commune with nature and explore the great outdoors at Don Pedro Island State Park during your travels in Placida. Wander the beautiful beaches in this relaxing area.

What to do in Little Gasparilla Island

Sunset Tiki Boat Cruise (BYOB)

$59

per adult

See all activities in Little Gasparilla Island

Little Gasparilla Island Hotel Deals

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Fully refundableReserve now, pay when you stay

$175 nightly

$196 total

Oct 2 - Oct 3

Total with taxes and fees

North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED

North Captiva

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Wyvern Hotel, an Ascend Collection Hotel

101 E Retta Esplanade, Punta Gorda, FL

Fully refundableReserve now, pay when you stay

$122 nightly

$137 total

Sep 15 - Sep 16

Total with taxes and fees

See all 5,653 properties in Little Gasparilla 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.