
Pet-friendly vacation rentals in Key West
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Key West
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

Robinson Crusoe Cottage~ Delight In Island Vibes
Welcome to your Key West holiday! This newly acquired and improved one-bedroom cottage has all you need to relax and unwind. Whether walking to Duval Street, Mallory Square, or nearby restaurants, you will enjoy a comfortable stay in an ideal location. THE PROPERTY: Enjoy your stay with us at Robinson Crusoe Cottage, part of the quaint Conch Cottages property, which includes 3 separate rentable units: Robinson Crusoe Cottage at the rear, Royal Poinciana Cottage on the right, and Margarita ...

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

The Writer's Block- Key West
Discover tranquility aboard this unique floating haven. It's a sleek modern retreat for those who crave space to read, write or find inspiration far from the stresses of the modern world --yet it's steps away from upscale restaurants, two fabulous pools, a gym and so much more. From a king bed to a full-sized shower and kitchenette, you'll enjoy the comforts of home while living directly on the water. Features a large private deck with panoramic views of the marina and its glorious sunsets.

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Time to relax and unwind in this spacious 1,350 sq ft waterfront corner condo in historic Downtown Key West. Walk or bike everywhere—less than 1 mile to Duval Street, the Historic Seaport, and the Hemingway House. Enjoy a heated pool, tiki bar, BBQ grills, building elevator, and secure keyless entry. Please note: The condominium dock will be under construction beginning April 27, 2026 for approximately 30 days; dock access will be unavailable and daytime construction noise is expected.

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Near Duval: Hot Tub, Sleeps 6, Top Location
Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bedrooms, one bathroom, a full kitchen, and private outdoor perks—like a hot tub, second-story sundeck, and outdoor shower—you’ll have everything you need to relax in paradise. Ideal for up to 6 guests, it’s a tropical haven steps from world-class dining, shopping, and beaches. Book now and soak up the island life! Don’t forget to click the ♥ to save it for later.

Duval Corner - Pet friendly with Balcony
Welcome to Duval Corner! A beautifully updated one-bedroom condo in the heart of Downtown Key West. This second-floor retreat is perfect for travelers wanting to be steps from it all. Within walking distance to iconic attractions like the Southernmost Point, The Ernest Hemingway Home, and Mallory Square, plus dining hotspots such as Blue Heaven, 7 Fish, and Louie's Backyard; Duval Corner is the ideal base for your Key West adventure.

The Dancing Rooster - 1 Block to Duval!
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house. The Southernmost Retreat is part of the Simonton Historic Cottage enclave and is surrounded by fine restaurants, art galleries, shopping and proximate to all attractions in the Old Town District. No car is needed as you can walk to the beaches and all of the famous attractions.

Mango Hideaway @ the Eyebrow House off Duval
Mango Hideaway – Historic Old Town Suite with Private Spa Escape to the Mango Hideaway, a cozy vacation suite in a charming historic eyebrow house at 516 Olivia Street in the heart of Old Town Key West. Just a short stroll to Duval Street, the Ernest Hemingway Home, Key West Lighthouse, and Mallory Square, this location puts you steps from top restaurants, live music, beaches, and iconic attractions.

Beautiful Renovated Home in Marathon, FL
Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409
Popular amenities for Key West pet-friendly home rentals
Pet-friendly house rentals

Key West Paradise

Waterfront Cozy Modern Retreat w/Deep Canal

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront Haven House with Boat Basin & Ramp!

Luxury Boating Paradise+Pool+Sailing Kayaks

COZY Family Home- 5 minutes from sombrero beach

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Pet-friendly home rentals with a pool

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Waterfront House - 30' Dock & Pool at Cabana Club

Paradise Ocean Front 4/3Home Heated Pool

My Beach Key~ Beach Membership, 35' Dock, Tiki Hut

Classic 30’ Sailboat

Sombrero Getaway Poolside Retreat with Canal Views

Private Pool! Luxury Paradise Pointe, Pet Friendly

Cielo's Del Mar 2 - Pool / Dock / Beach Luxury in KCB
Private, pet-friendly home rentals

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Heated Pool, Epic Location - Honeybun Hideaway

Dog Friendly 1BR | Pool | Easy Beach Access

Cozy Houseboat Experience & Scenic Views @ Perry

Villa Mars In Marathon

Location Location Beach Paradise in the Keys Duval

Key West Houseboat Paradise

Sunshine Getaway in KCB Luxury Pool Home
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $552 CAD | $576 CAD | $548 CAD | $481 CAD | $452 CAD | $381 CAD | $388 CAD | $362 CAD | $336 CAD | $407 CAD | $480 CAD | $491 CAD |
| Avg. temp | 21 °C | 22 °C | 24 °C | 25 °C | 27 °C | 29 °C | 30 °C | 30 °C | 29 °C | 27 °C | 25 °C | 23 °C |
Quick stats about vacation rentals that are pet-friendly in Key West

Total vacation rentals
Explore 680 vacation rentals in Key West

Nightly prices starting at
Key West vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 21,070 verified reviews to help you choose

Family-friendly vacation rentals
430 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
520 properties feature pools

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wifi availability
670 of Key West vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key West rentals

4.8 Average rating
Key West stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Tampa Bay Vacation rentals
- Rentals with breakfast Key West
- Villa rentals Key West
- Luxury rentals Key West
- Rentals with outdoor seating Key West
- Hotel rooms Key West
- Rentals with an accessible height toilet Key West
- Rentals with a firepit Key West
- Rentals with pools Key West
- Fitness-friendly rentals Key West
- Rentals with a hot tub Key West
- Rentals with beach access Key West
- Rentals with a kayak Key West
- Waterfront rentals Key West
- Townhouse rentals Key West
- Condo rentals Key West
- Boat rentals Key West
- Serviced apartment rentals Key West
- Mansion rentals Key West
- Houseboat rentals Key West
- Rentals with an EV charger Key West
- Beach house rentals Key West
- Boutique hotels Key West
- Rentals with a fireplace Key West
- Family-friendly rentals Key West
- Rentals with a washer and dryer Key West
- Rentals with lake access Key West
- House rentals Key West
- Bed and breakfasts Key West
- Smoking-friendly rentals Key West
- Cottage rentals Key West
- Apartment rentals Key West
- Resort rentals Key West
- Rentals with a sauna Key West
- Beach condo rentals Key West
- Rentals with a patio Key West
- Beachfront rentals Key West
- Pet-friendly rentals Monroe County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Long Beach
- Bahia Honda State Park
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Sunset Park
- Ernest Hemingway Home & Museum
- Florida Keys Aquarium Encounters
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Southernmost Point
- Boyd's Key West Campground
- Things to do Key West
- Tours Key West
- Nature and outdoors Key West
- Food and drink Key West
- Sightseeing Key West
- Art and culture Key West
- Sports activities Key West
- Things to do Monroe County
- Entertainment Monroe County
- Tours Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Food and drink Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States




