Keewaydin Island Pet-friendly Vacations
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Top Pet-friendly vacation packages in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
$611
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
9.2/10 Wonderful! (3,145 reviews)
Always a great stay!
Especially as a solo traveler!
Reviewed on Aug 14, 2026
The Perry Hotel Naples
$996
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
The hotel, accommodation, and service were excellent. The trip to the island was spectacular; that excursion, included with the stay, was very unique.
Reviewed on Aug 14, 2026
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View all trips5* Pet-friendly vacations in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Pet-friendly vacations in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
$624
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
The hotel, accommodation, and service were excellent. The trip to the island was spectacular; that excursion, included with the stay, was very unique.
Reviewed on Aug 14, 2026
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View all trips4 Night Pet-friendly vacations in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
South Seas
$684
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,004 reviews)
We had a wonderful stay at South Seas Resort!
Everything was perfect from beginning to end.
The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize.
The location is beautiful, and the water park for the kids was absolutely excellent, they all had a great time! Everything was very family-friendly and made our stay relaxing and enjoyable.
I would definitely recommend Southseas Resort to families and anyone looking for a clean, comfortable and fun place to stay .
Reviewed on Aug 13, 2026
The Perry Hotel Naples
$818
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
The hotel, accommodation, and service were excellent. The trip to the island was spectacular; that excursion, included with the stay, was very unique.
Reviewed on Aug 14, 2026
Casa Ybel Resort
Mid Island
$751
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (397 reviews)
Loved the location & the beach
The only negative is that you need to pay a lot of money for the beach chairs
Beautiful sunsets
Reviewed on Aug 14, 2026
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View all tripsThings to do
Gulf of Mexico Sunset Cruise from Naples
$66
per adult
88% of travellers recommend
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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.
