Little Gasparilla Island Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Little Gasparilla Island
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
per person
Oct 20 - Oct 25
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
The property is beautiful and well-run with excellent amenities. The staff are friendly and extremely helpful. The room was pristine and spacious. The pool areas are gorgeous. Located in close proximity to many shopping/dining options. Highly recommend.
Reviewed on Aug. 16, 2025
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.
Reviewed on Aug. 14, 2025
Inn on Fifth
Old Naples
per person
Oct 20 - Oct 25
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.
Reviewed on Aug. 4, 2025
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View all trips5* Pet-friendly holidays in Little Gasparilla Island
Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,574 reviews)
Maybe because I booked on Expedia and not with the hotel directly, the room was horrible. I had called the property to make them aware that it was a special time-my husband's birthday, the room as well as the location, left a lot to be desired.
Thank God for Mae, the receptionist that changed our room the next day. The stay improved after that..the beach is beautiful
Reviewed on Aug. 2, 2025
The Ritz-Carlton, Naples
Pelican Bay
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (435 reviews)
It’s a depersonalized place this Ritz, as most are, with mediocre food and service that repeatedly miss the mark.
Reviewed on Aug. 16, 2025
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Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Downtown Tampa
per person
Sep 18 - Sep 21
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
8.2/10 Very Good! (540 reviews)
When you book you get 2 complimentary bottles of water, $15 credit for food or drinks, 2 hr bicycles, and a free shuttle anywhere in a 3 mile radius.
Reviewed on Aug. 15, 2025
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View all trips4 Night Pet-friendly holidays in Little Gasparilla Island
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LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
per person
Oct 30 - Nov 3
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.
Reviewed on Aug. 14, 2025
Inn on Fifth
Old Naples
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.
Reviewed on Aug. 4, 2025
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View all tripsPet-friendly Hotels in Little Gasparilla Island
Bird's Nest has a birds eye view! PRIVATE ISLAND
Placida
Stay at this apartment in Placida. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Little Gasparilla Island Beach and Don Pedro Island ...
Birds Nest ❤️
"Always love staying here! The island and house is perfect all around!"
Reviewed on Jul. 30, 2024
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Placida
Stay at this vacation home in Placida. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Little Gasparilla Island Beach and Boca Grande ...
Great house with a great view
"We snagged this property last minute as our previous rental through another company was cancelled. So happy we did! It’s a great place to stay with family- the separate apartments helped everyone have their own space and downtime. Everything was great with no complaints. We would definitely stay ..."
Reviewed on Jun. 14, 2023
Little Gasparilla Island: Luxurious Bungalow, Private Beach, Fishing, Family
Placida
Stay at this vacation home in Placida. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Little Gasparilla Island Beach and Tails and Scales ...
9.8/10 Exceptional! (24 reviews)
Great house, great host, wonderful island
"This is a beautifully decorated and comfortable home in a perfect spot about 100 yards from the beach or docks. We loved the kitchen/family room where we could all be together while prepping meals and in the late evenings. We ate in the screened in porch (really important given the big situation ..."
Reviewed on Jul. 4, 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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