Title: Pet-friendly Vacations in Florida Keys 2026/2026 | Expedia.ca

![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Florida Keys Pet-friendly Vacations

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 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

## Flight and Pet-friendly hotel deals in Florida Keys

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

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $1,509

per person

Jan 19 - Jan 24

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Great stay and beautiful space

Reviewed on Dec 1, 2025

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

CA $1,582

per person

Jan 14 - Jan 21

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Excellent experience. Excellent staff Ultra clean All in all, great location, ambiance and value.

Reviewed on Dec 7, 2025

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $2,487

per person

Jan 12 - Jan 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Private Beach is Amazing !!

Reviewed on Dec 7, 2025

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

CA $2,357

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,010 reviews)

Anniversary trip. King Waterview room in the Coconut Wing. Highest compliments to the staff, who were friendly, accommodating, greeted you all day long and worked hard at several different positions throughout the day. The resort and rooms have a bit of wear and tear. The room was clean, but not overly luxurious for the price. My biggest take away was how hard the staff worked all day long to keep the resort up and make everyones experience top notch. The food was great at Calusa and Red Rocks. The bartenders, wait staff and managers remembered faces and werent shy about engaging conversation. Overall a nice trip.

Reviewed on Dec 6, 2025

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Reach Key West, Curio Collection by Hilton

Old Town Key West

CA $3,790

per person

Feb 7 - Feb 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

8.4/10 Very Good! (1,001 reviews)

Great staff! Check in was easy and fast. The person who checked us in was great and the valet guy was amazing!

Reviewed on Dec 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Florida Keys

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

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

CA $975

per person

Feb 23 - Feb 26

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Excellent experience. Excellent staff Ultra clean All in all, great location, ambiance and value.

Reviewed on Dec 7, 2025

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $1,841

per person

Jan 29 - Feb 1

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Private Beach is Amazing !!

Reviewed on Dec 7, 2025

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

CA $2,357

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (1,010 reviews)

Anniversary trip. King Waterview room in the Coconut Wing. Highest compliments to the staff, who were friendly, accommodating, greeted you all day long and worked hard at several different positions throughout the day. The resort and rooms have a bit of wear and tear. The room was clean, but not overly luxurious for the price. My biggest take away was how hard the staff worked all day long to keep the resort up and make everyones experience top notch. The food was great at Calusa and Red Rocks. The bartenders, wait staff and managers remembered faces and werent shy about engaging conversation. Overall a nice trip.

Reviewed on Dec 6, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Florida Keys

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

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $1,537

per person

Feb 15 - Feb 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Great stay and beautiful space

Reviewed on Dec 1, 2025

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $2,925

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Room was great and clean.

Reviewed on Dec 7, 2025

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $3,263

per person

Jan 25 - Jan 29

found 1 day ago

Roundtrip flight included

Regina (YQR) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Great breakfast, convenient location. Staff is very friendly. Rooms are nice and the garden area is pretty. I read all of the reviews and the hype around the place so it fell short of my expectations. If I had just gone there and not read the reviews I may have enjoyed it more. I would go back but I had stayed at places as nice or nice for my needs for what I believe to be better value. That being said I am glad I stayed there

Reviewed on Nov 20, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Florida Keys

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

- 7 min drive from Duval Street

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 ...

8/10 Very Good! (1,746 reviews)

Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.

Reviewed on Dec 3, 2025

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

- 10 min drive from Duval Street

Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...

8.8/10 Excellent! (1,747 reviews)

Very nice clean and big room. Great view over the pools and harbor.

Reviewed on Dec 4, 2025

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

- 4 min drive from Duval Street

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 ...

8.6/10 Excellent! (1,782 reviews)

Rooms clean and smelled good Staff was great! Loved the pool

Reviewed on Dec 5, 2025

[](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

[See all 8,448 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6023765)

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.

## More vacations you might like

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## More Vacations Ideas

[Flights to Florida Keys

](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[

Florida Keys Hotels

](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[

Florida Keys Vacation Rentals

](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[

Florida Keys Car Rentals

](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[

Florida Keys Vacations

](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[

Things to do in Florida Keys

](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app