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.
Landing Fort Myers - Eastwood Village

Landing Fort Myers - Eastwood Village

Eastwood Village
Save 100% on your flight
$611
per person
Sep 26 - Oct 3
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
10/10 Exceptional! (2 reviews)
Nice place

Reviewed on Mar 25, 2026

The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$1,016
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)
Shell Island Beach Club

Shell Island Beach Club

East End
Save 100% on your flight
$1,016
per person
Oct 31 - Nov 7
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

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

$698
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (87 reviews)
Lighthouse Resort and Club

Lighthouse Resort and Club

East End
Save 100% on your flight
$1,206
per person
Sep 26 - Oct 3
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
No reviews
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5* Pet-friendly vacations in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
$705
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (2,680 reviews)
It was clean The rooms were a good size And the beach was well maintained

Reviewed on Aug 8, 2026

The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

Pelican Bay
$1,867
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (507 reviews)
The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

$1,165
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (675 reviews)
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3 Night Pet-friendly vacations in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

$475
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9/10 Wonderful! (24 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

$542
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

$542
per person
Sep 14 - Sep 17
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (87 reviews)
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4 Night Pet-friendly vacations in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

$476
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
9/10 Wonderful! (24 reviews)
South Seas

South Seas

$684
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,004 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$877
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
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Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$66
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

$57
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

$78
per adult
Naples: Sightseeing and Dining Cruises
See all activities in Keewaydin Island

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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.