Stock Island Pet-friendly Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Pet-friendly vacation packages in Stock Island

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

The Perry Hotel & Marina Key West

$875

per person

Oct 21 - Oct 24

found 24 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Key West (EYW)

9.4/10 Exceptional! (1,329 reviews)

very good better than hotel on key west main island

Reviewed on Aug 20, 2026

Hilton Key West Resort & Marina

$1,058

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Key West (EYW)

9/10 Wonderful! (1,841 reviews)

The room was magnificent

Reviewed on Aug 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Stock Island

View all trips

3 Night Pet-friendly vacations in Stock Island

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

The Perry Hotel & Marina Key West

$875

per person

Oct 21 - Oct 24

found 24 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Key West (EYW)

9.4/10 Exceptional! (1,329 reviews)

very good better than hotel on key west main island

Reviewed on Aug 20, 2026

Hilton Key West Resort & Marina

$1,058

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Key West (EYW)

9/10 Wonderful! (1,841 reviews)

The room was magnificent

Reviewed on Aug 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Stock Island

View all trips

4 Night Pet-friendly vacations in Stock Island

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

The Perry Hotel & Marina Key West

Save 100% on your flight

$390

per person

Sep 20 - Sep 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,329 reviews)

very good better than hotel on key west main island

Reviewed on Aug 20, 2026

Hilton Key West Resort & Marina

$444

per person

Sep 20 - Sep 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (1,841 reviews)

The room was magnificent

Reviewed on Aug 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Stock Island

View all trips

Top Pet-friendly Stock Island Hotels

Hilton Key West Resort & Marina

5950 Peninsular Avenue Key West FL

4 min walk from Stock Island Yacht Club & Marina

Dogs are welcome (fees apply) at this luxury, oceanfront hotel, which offers pet-friendly amenities, like food and water bowls, to four-legged guests.

9/10 Wonderful! (1,843 reviews)

"The room was magnificent"

Reviewed on Aug 21, 2026

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

16 min walk from Stock Island Yacht Club & Marina

Dogs can accompany you (fees apply) at this pet-friendly, seaside hotel, where they will enjoy pet-approved amenities, like a dog park.

9.4/10 Exceptional! (1,333 reviews)

"very good better than hotel on key west main island"

Reviewed on Aug 20, 2026

Miss Serenity your Marine Expreience

7005 Shrimp Rd Key West FL

16 min walk from Stock Island Yacht Club & Marina

This pet-friendly cruise ship welcomes dogs and cats for free.

7.4/10 Good! (24 reviews)

"Boat itself wasn’t terrible, but Teddy, the guy running things, defrauded my credit card and steals from his one employee. The Marina the boat was at had so many complaints from guests about Miss Serenity, that they kicked them out of the marina on 6 May 2019. Don’t go anywhere near this boat ..."

Reviewed on May 7, 2019

See all 3,067 properties in Stock Island

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.