
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.

Cottage 30 min from Key West, free parking, pool
Escape the everyday and unwind under the stars in this charming, nature-surrounded getaway where deer are frequent visitors. This cozy tiny house of offers 1 bedroom, 1 bathroom, and 3 beds, comfortably sleeping up to 4 guests. Enjoy peaceful surroundings, fresh air, and convenient double parking with space for a truck and boat trailer—perfect for outdoor adventures and total relaxation. Ideal for couples, families, or friends seeking quiet nights, wildlife views, and a simple, memorable stay!

Key West Outpost: eco-vacation
The Outpost is a unique experience. This is a place where you can be completely off the grid, but still have all of the amenities. Private conch cottage on the backcountry waters surrounding Key West. Enjoy watching the amazing wildlife from your private deck. You can paddle board, kayak or do some light tackle fishing right off the boat. You can even add eco-tours to enhance the adventure. We will take you out for arrival and bring you back on your departure day, via one of our other boats.

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Time to relax & enjoy waterfront living in this 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. On-site amenities include a heated pool, tiki bar & grills, parking, secure keyless entry, building elevator. 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.

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.

Gorgeous Ocean View Home!
Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144

Waterfront Haven House with Boat Basin & Ramp!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available). 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 point and enjoy the underwater scenery!

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.

Coco Plum Waterfront Hideaway Home in Marathon
This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

Cottage
Experience island living at Sugarloaf RV Resort's NEW Cottages in the Lower Keys, just 25 minutes from Key West. These Two-Bedroom Cottages sleep up to 4 guests with 2 Queen beds. Features include a kitchenette with double burner stovetop, dorm fridge, microwave, single serve coffee maker, toaster, plus outdoor seating. Coastal charm with keys-style design and a private patio perfect for morning coffee or sunset relaxation.

Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
Historic home from 1874, completely renovated. Two upstairs Q memory foam mattress bedrooms, 2 Q memory foam mattress downstairs bedrooms. Each bedroom has a safe, Smart TV, Amazon Alexa, private bath. Q sleeper sofa with 5” memory foam mattress in LR. 75" Smart TV in LR, 32” Smart TV’s in BR’s, Amazon Alexa, bluetooth speaker, full gourmet kitchen, rear veranda. 2 heated/cooled shared pools.

KW Beach house with heated pool, dock, accessible
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

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

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

Waterfront 2-bedroom Home w/Pool and Spa

Waterfront Home 37.5-ft dock, Cabana Club Included

Ocean~View w/ Dock, Pool, Kayaks, King Bed

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Waterfront House with 37 ft Dock & Cabana Club

Paradise Place by AvantStay | Condo w/ Shared Pool
Pet-friendly home rentals with a pool

Dream Catamaran

Castaway Cove: Pet-friendly 2/2 condo near beach!

43' Classic Yacht Views, Pools, Duval Shuttle

Easy Ocean Access 30' Dock House Pool Cabana Club

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut

Luxurious 40' Sailing Yacht!

Tropical Paradise

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

The House of Lights

Tiny Home Aqua Lodges 2/1

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

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Robinson Crusoe Cottage~ Delight In Island Vibes

Key West Luxury Houseboat at Yacht Club Resort

Key Colony Second Wind

Water, Water Everywhere! "The Wheel House"
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $691 NZD | $720 NZD | $686 NZD | $602 NZD | $566 NZD | $476 NZD | $485 NZD | $452 NZD | $420 NZD | $509 NZD | $600 NZD | $614 NZD |
| 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 680 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $171 NZD per night before taxes and fees

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

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

Holiday rentals with a pool
520 properties feature pools

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wi-Fi availability
670 of Key West holiday rentals include Wi-Fi 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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- Sombrero Beach
- Smathers Beach
- Long Beach
- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
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- Key West Butterfly & Nature Conservatory
- Southernmost Point
- The Turtle Hospital
- Boyd's Key West Campground
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