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
Save 100% on your flight
Price was $788, price is now $536 per person
$536
per person
Sep 7 - Sep 12
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.2/10 Wonderful! (2,998 reviews)
The hotel is in good condition—including the rooms, restaurants, entertainment areas, and pool. We didn't like that the pool closes quite early, around 8:00 PM, especially since it doesn't get dark until around 9:00 PM. Be very careful when charges are applied to your room for purchases made at the restaurants or bars; they tried to charge me for a tab from a place I had never even visited. I always paid at the time of purchase so I could keep track of where we had been and what we had bought. Just a suggestion.
Reviewed on Jul 20, 2026
Shell Island Beach Club
East End
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Price was $1,438, price is now $1,001 per person
$1,001
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (24 reviews)
Great place to stay on the beach! Woman at the front desk was rude!
Reviewed on Jun 7, 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.
Sundial Beach Resort & Spa
Mid Island
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Price was $1,678, price is now $1,338 per person
$1,338
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (2,663 reviews)
Clean room and beach view
Reviewed on Jul 20, 2026
Naples Beach Club, A Four Seasons Resort
Coquina Sands
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Price was $1,742, price is now $1,399 per person
$1,399
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.2/10 Wonderful! (14 reviews)
Todo
Reviewed on Jul 15, 2026
The Ritz-Carlton, Naples
Pelican Bay
Price was $2,252, price is now $2,184 per person
$2,184
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
9.2/10 Wonderful! (494 reviews)
Great hotel, excellent location on beautiful beach. Staff sort out the sunloungers and parasols - all included in the resort fee. Excellent grounds and pools. Lovely rooms and hotel. Great buffet breakfast.
Naples is a beautiful place with great restaurants. We did a boat trip and saw dolphins and manatees which I would thoroughly recommend,
Reviewed on Jul 19, 2026
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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.
Chadwick Cove Resort & Marina
Price was $689, price is now $540 per person
$540
per person
Aug 21 - Aug 24
found 15 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
9.4/10 Exceptional! (22 reviews)
The host was excellent—very responsive, helpful, and overall a five-star experience on that front.
The biggest strengths of this place are the location and value. Being able to walk to the beach was a huge plus, and the price was very reasonable compared to other listings (especially on Hotels.com). The bathrooms were also clean, which we appreciated.
That said, the condo itself is quite dated and could really benefit from some light remodeling. While it had clearly been cleaned, there are areas—like closet racks, doors, and handles—that have a buildup of residue that seems beyond what regular cleaning can fix. Some of the kitchen cabinets were also in poor condition.
The main drawback for us was a noticeable musty/moldy smell when we first walked in. We did get somewhat used to it after a day, but it lingered on our belongings—we ended up washing all of our clothes and even soft bags after returning home to get rid of the smell.
Overall, we’re glad we were able to stay here given the short notice and great beach access. With some updates and deeper restoration, this could be a fantastic place.
Reviewed on Jun 24, 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.
The Perry Hotel Naples
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Price was $750, price is now $515 per person
$515
per person
Sep 2 - Sep 6
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (943 reviews)
Great place to stay to relax
Reviewed on Jul 20, 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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