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Top Pet-friendly vacation packages in Southwest Florida

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

Compass by Margaritaville Hotel Naples

Central Naples

$574

per person

Jan 14 - Jan 16

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Fort Myers (RSW)

9.6/10 Exceptional! (1,891 reviews)

Hyatt Regency Coconut Point Resort & Spa

$1,141

per person

Jan 15 - Jan 17

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

9/10 Wonderful! (1,001 reviews)

The Westin Cape Coral Resort At Marina Village

Pelican

$1,308

per person

Jan 14 - Jan 17

found 14 hours ago

Roundtrip flight included

Columbus (LCK) to Fort Myers (RSW)

9/10 Wonderful! (1,005 reviews)

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3 Night Pet-friendly vacations in Southwest Florida

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

Compass by Margaritaville Hotel Naples

Central Naples

$758

per person

Jan 14 - Jan 17

found 21 hours ago

Roundtrip flight included

Columbus (CMH) to Fort Myers (RSW)

9.6/10 Exceptional! (1,891 reviews)

The Westin Cape Coral Resort At Marina Village

Pelican

$1,308

per person

Jan 14 - Jan 17

found 14 hours ago

Roundtrip flight included

Columbus (LCK) to Fort Myers (RSW)

9/10 Wonderful! (1,005 reviews)

Hyatt Regency Coconut Point Resort & Spa

$1,384

per person

Jan 15 - Jan 18

found 17 hours ago

Roundtrip flight included

Columbus (CMH) to Fort Myers (RSW)

9/10 Wonderful! (1,001 reviews)

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4 Night Pet-friendly vacations in Southwest Florida

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

Hibiscus Suites - Gateway to Siesta Key

$449

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Tampa (TPA)

8.8/10 Excellent! (2,471 reviews)

Hyatt House Naples/5th Avenue

Old Naples

$1,145

per person

Jan 13 - Jan 17

found 1 day ago

Roundtrip flight included

Denver (DEN) to Fort Myers (RSW)

9.2/10 Wonderful! (2,175 reviews)

Quality Inn Fort Myers Cape Coral

$526

per person

Jan 13 - Jan 17

found 1 day ago

Roundtrip flight included

Denver (DEN) to Fort Myers (RSW)

7.6/10 Good! (495 reviews)

My brother and I both rented a room, mine was fine his was dirty and had hair in the bed and it smelled like an ashtray. The breakfast was sub-par with no eggs or meat option also juice was watered down.

Reviewed on Nov 13, 2026

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Top Pet-friendly Southwest Florida Hotels

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

20 min drive from Siesta Key Beach

This pet-friendly hotel welcomes dogs (fees apply).

Cottages at Siesta Key Inn

1105 Point of Rocks Rd Siesta Key FL

29 min walk from Siesta Key Beach

This pet-friendly hotel welcomes dogs (fees apply).

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

13 min walk from Siesta Key Beach

Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,201 reviews)

"Excellent place to stay! Love the changes and improvements! Five stars !"

Reviewed on Nov 12, 2026

See all 48,065 properties in Southwest Florida

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.