
Pet-friendly holiday 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.

Luxury Boating Paradise+Pool+Sailing Kayaks
Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family. 🏊♂️ Luxury heated pool & spillover spa ⛵ Private 75ft dock with sailing kayaks for ocean adventures 🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

Catherine House: A charming Old Town Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shops. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval and South Streets). The house can comfortably sleep four and offers a fully equipped kitchen, two bedrooms, two full baths, and a small pool. There is a washer and dryer located in a shed behind the house. A covered front porch offers a pleasant

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.

Waterfront Condo Dock Pool Downtown Near Duval
Time to relax and vacation in this spacious 1,350 sq ft waterfront corner condo in downtown Key West. Bring your family and friends and enjoy a private balcony with marina views, full kitchen, and open living space. Dockage available with a fish cleaning station and commercial ice maker, perfect for boating and fishing. Amenities include a heated pool, tiki area, BBQ grills, free parking, elevator access, and secure entry. Located about 1 mile from Duval Street and 10 minutes from EYW airport.

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

Waterfront Cozy Modern Retreat w/Deep Canal
Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

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.

Castaway Cove: Pet-friendly 2/2 condo near beach!
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spend your vacation with us at the pet-friendly Castaway Cove Condo, you will be just 1 mile from Smather's Beach and a quick 10 minute drive to the fun and excitement of downtown Duval Street with tons of restaurants, bars, art galleries, museums, live music and people watching.

Paradise found
Located on Stock Island this 3 bedroom home is only 8 minutes from Duval street. Walking distance to several great restaurants. Gated community with a gym and large resort style swimming pool. Queen bedroom on first floor with full bath. Second floor King room with private full bath. 3rd bedroom as two twin beds beds with private full bath.

Oceanfront, beach, heated pool, dock, tiki hut
This is a minimum 28 night minimum rental. Welcome to your dream getaway, just 13 miles from downtown Key West! This charming two-level beach home offers the perfect blend of relaxation, adventure, and luxury. With accommodations for up to 10 guests, bring the entire family, friends, and even your fur babies, and don’t forget your boat!
Popular amenities for Key West pet-friendly home rentals
Pet-friendly house rentals

Key West Paradise

Oceanfront mermaid house pool and dock

Waterfront Home 37.5-ft dock, Cabana Club Included

Robinson Crusoe Cottage~ Delight In Island Vibes

Palm - Beach Houses Key West

Waterfront House with 37 ft Dock & Cabana Club

Gorgeous Ocean View Home!

Oceanview Marathon - Screened Porch, Theater & Bar
Pet-friendly home rentals with a pool

Paradise Point - Oceanfront Luxury w/ Pool & Dock

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Hemingway First Floor Townhouse @ Suite Dreams Inn

Waterfront Private Home w/Pool-Family&Pet Friendly

Golf Coast Oasis near Sombrero Beach

Luxurious 40' Sailing Yacht!

Waterfront Heated Pool 120 ft Boat Dock
Private, pet-friendly home rentals

Tiny Home Aqua Lodges 2/1

Downtown 2BR Dog Friendly | Hot Tub | Deck

Evershore Estate at Lunara Bay | Wellness Home

Key West Luxury Houseboat at Yacht Club Resort

Location Location Beach Paradise in the Keys Duval

Water, Water Everywhere! "The Wheel House"

Strictly Pleasure | Unique Yacht Stay in the Keys

Pool-2 HotTubs-Boat Lift-Easy Access to Gulf&Ocean
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £321 | £357 | £337 | £261 | £245 | £207 | £210 | £196 | £182 | £221 | £260 | £266 |
| 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 holiday rentals that are pet-friendly in Key West

Total holiday rentals
Explore 660 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 19,340 verified reviews to help you choose

Family-friendly holiday rentals
430 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
490 properties feature pools

Rentals with dedicated workspaces
400 properties have a dedicated workspace

Wifi availability
660 of Key West holiday 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!
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- Pet-friendly rentals Monroe County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Sombrero Beach
- Smathers Beach
- Ernest Hemingway Home & Museum
- Bahia Honda State Park
- Seven Mile Bridge
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Key West Butterfly & Nature Conservatory
- Fort Zachary Taylor Historic State Park
- Southernmost Point
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
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