Keewaydin Island Pet-friendly Vacations 2026

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Top Pet-friendly vacation packages 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)

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

Save 100% on your flight

$675

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight

$796

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (87 reviews)

Shell Island Beach Club

East End

Save 100% on your flight

$998

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Landing Furnished Apartments - Naples, FL

Save 100% on your flight

$907

per person

Sep 16 - Sep 23

found 20 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

9.8/10 Exceptional! (7 reviews)

Close by beach and 5th avenue

Reviewed on Jul 10, 2026

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5* Pet-friendly vacations in Keewaydin Island

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

The Ritz-Carlton Naples, Tiburón

$1,400

per person

Oct 7 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

9.2/10 Wonderful! (675 reviews)

Sundial Beach Resort & Spa

Mid Island

Save 100% on your flight

$1,621

per person

Sep 26 - Oct 3

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (2,680 reviews)

Great place

Reviewed on Aug 14, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

$2,188

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (28 reviews)

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3 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)

Bellasera Resort

Old Naples

$861

per person

Oct 15 - Oct 18

found 20 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Myers (RSW)

9.6/10 Exceptional! (2,310 reviews)

Very nice

Reviewed on Aug 12, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

$636

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

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4 Night Pet-friendly vacations in Keewaydin Island

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

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

Save 100% on your flight

$641

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,012 reviews)

The Perry Hotel Naples

Save 100% on your flight

$866

per person

Oct 22 - Oct 26

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (992 reviews)

South Seas

$770

per person

Sep 16 - Sep 20

found 18 hours 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

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