Pet-friendly holiday rentals in Key West

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Top-rated pet-friendly home rentals in Key West

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Key West

4.83 out of 5 average rating, 243 reviews

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

La Dolce Vita is a one bedroom, one bath condo with granite galley kitchen, living room, newer a/c, flooring, located in the heart of the Historic District in Old Town and is walking distance to all the shops, restaurants, bars and just steps to Duval Street! You will not need a car with this location. Large wraparound balcony with sitting chairs & table. Extra cleanings for an extra charge Southernmost Beach is just 3 short blocks away. Southernmost Point, Hemingway House, Butterfly World.

24 Apr – 1 May

€ 531 per night

Guest favourite

Home in Key West

5.0 out of 5 average rating, 17 reviews

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

28 Jul – 4 Aug

€ 1,014 per night

Superhost

Tiny home in Big Pine Key

4.81 out of 5 average rating, 94 reviews

Breezy pines 28 foot 5th wheel trailer .

Central air,queen size bed in the bedroom,queen size futon in the living room, tv,stove,refrigerator,propane grill,wifi,and an outdoor dining table.Owner uses the outdoor storage shed for fishing purposes.Newly renovated vinyl floor.New carpet in the bedroom.New toilet installed.The water pressure has been fixed and is now perfect.One cup k cup machine.Mile marker 30.Take the north entrance.Take your first left.Take your second right.Bare right and lot 54 is the first trailer on the left.

25 Sep – 2 Oct

€ 128 per night

Guest favourite

Houseboat in Key West

5.0 out of 5 average rating, 7 reviews

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.

12–19 Dec

€ 436 per night

Superhost

Houseboat in Key West

4.81 out of 5 average rating, 255 reviews

Key West Houseboat Paradise

56 foot houseboat (1987), Fully Rebuilt in 2022. On a old 15 slip dock on Stock Island, 15 min drive to Key West. Big living room, Full Kitchen, Queen Bdrm + sofa bed. The dock is very local, 'old Key West' sort of vibe with mostly older live-aboard boats. The property has an fairly industrial feel to it with a 2-bay local garage/taxi company on site so Shore Side is nuthin' fancy but the back deck looks out on mangrove islands dotting Boca Chica Channel with two 12' Sea Kayaks ready to go.

8–15 Aug

€ 385 per night

Guest favourite

Home in Key Largo

5.0 out of 5 average rating, 16 reviews

Private 1 Acre House~Private Beach~Tiki Hut~Dock

There is nothing like this tropical waterfront property in Key Largo. This unique large acre lot offers crystal clear water, dock access, a tiki hut, room for your boat and even a small boat ramp. You will truly feel like you are in your own slice of tropical paradise! Relax in a hammock, on your own private beach, or under the giant screened patio. If you are up for an adventure use our paddle boards and kayaks located on the property. We are located on the bayside for the perfect sunsets!

1–8 Nov

€ 1,069 per night

Guest favourite

Home in Key West

4.97 out of 5 average rating, 206 reviews

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, newly renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, tumbled marble 2 person shower, private front deck with seating for 4 and 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

7–14 Dec

€ 505 per night

Guest favourite

Home in Islamorada

4.97 out of 5 average rating, 167 reviews

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

30 Nov – 7 Dec

€ 285 per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

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!

4–11 Dec

€ 521 per night

Guest favourite

Apartment in Key West

4.99 out of 5 average rating, 80 reviews

*Come to my Deck for a time you won't Forget!

🐓Location, Location, Location!! Only 2 blocks from the Famous Duval St, close to Mallory Square & just outside the entrance to Ft. Zachary Taylor State Park & Beach. Enjoy all of the upscale comforts of Home in the Gated community of Truman Annex/Shipyard with a designated parking spot and beautiful Pool only steps away. Enjoy relaxing on the rear Deck in the shade or soaking up some sun (2 ceiling fans keep it cooler). Brand New Bed, Couch. Smart TV and Microwave all in 2022

15–22 Mar

€ 468 per night

Guest favourite

Apartment in Key West

4.89 out of 5 average rating, 148 reviews

Large waterfront 2/2 end unit with boat slip

Time to fish & relax! Bring your family & friends to this 1350 sqft waterfront corner condo home. Boat slip available on-site with commercial ice machine and fish cleaning station. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grills, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW).

14–21 Dec

€ 726 per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 148 reviews

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!

22–29 Dec

€ 671 per night