Lower Florida Keys Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Northside Resort
CA $762
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,433 reviews)
Pier House Resort & Spa

Pier House Resort & Spa

Key West Historic District
CA $1,261
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,253 reviews)
Room was great. Loved the place. Will be back.

Reviewed on Aug 6, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $944
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $1,170
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,020 reviews)
Lovely room with comfortable beds. The location right on the Harborwalk was perfect.

Reviewed on Aug 6, 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
CA $1,286
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
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3 Night Pet-friendly holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $813
per person
Sep 12 - Sep 15
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,020 reviews)
Lovely room with comfortable beds. The location right on the Harborwalk was perfect.

Reviewed on Aug 6, 2026

Pier House Resort & Spa

Pier House Resort & Spa

Key West Historic District
CA $1,475
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,253 reviews)
Room was great. Loved the place. Will be back.

Reviewed on Aug 6, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,364
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Don't see what you're looking for?
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4 Night Pet-friendly holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Northside Resort
CA $1,083
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.2/10 Very good! (2,319 reviews)
Clean room, A/C was great.

Reviewed on Aug 6, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
CA $1,681
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026

Coconut Beach Resort

Coconut Beach Resort

Old Town Key West
CA $1,430
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (212 reviews)
Había sargazo y no se podía usar la picina por qué el olor era demasiado fuerte, el aire acondicionado de la habitación estaba dañado y solo tenían una unidad portátil dentro de el cuarto que se notaba que llevaba algún tiempo puesta por el tape y todo, la ducha no funcionaba bien, no hay elevador y hay mil escaleras… No me fui porque era solo por una noche y pagué un precio alto por ser 4 de Julio pero para quedarse por varios días no hubiera podido con tantas cosas mal. El personal muy chevere, la localización muy buena, la picina muy linda.

Reviewed on Jul 26, 2026

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Pet-friendly Hotels in Lower Florida Keys

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,604 reviews)
"Everything is absolutely satisfied by me However you can still improve more better I really enjoyed myself"

Reviewed on Aug 6, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL
  • 33 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,799 reviews)
"To be honest for the price I paid, I expected more. I know its Key West and everything is expensive but this resort was in general 'just average'. The staff were ok, sometimes a bit rude. The facilities were a bit run down, housekeeping didn't show for 3 days, internet was down for a while and it ..."

Reviewed on Aug 6, 2026

Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL
  • 35 min drive from Florida Keys Beaches
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Casa Marina Key West, Curio Collection by Hilton
See all 3,424 properties in Lower Florida Keys
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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $63
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $85
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Lower Florida Keys

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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.