Pet-friendly vacation rentals in Stock Island

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Top-rated pet-friendly home rentals in Stock Island

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

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Guest favorite

Condo 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.

Jan 29 – Feb 5

G$105,588 GYD per night

Superhost

Tiny home in Big Pine Key

4.8 out of 5 average rating, 91 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.

Sep 4 – 11

G$23,528 GYD per night

Superhost

Houseboat in Key West

4.81 out of 5 average rating, 254 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.

Nov 12 – 19

G$80,013 GYD per night

Superhost

Apartment in Key West

4.87 out of 5 average rating, 52 reviews

Comfy 2/2 pool/gym/tennis/hottub

Comfortable and serene, this updated condo offers numerous upscale resort amenities. Explore Old Town Key West, a short 5-minute drive away, or relax by the lagoon-shaped pool and hot tub surrounded by tropical foliage. After a day of boating, grill your fresh catch on the community BBQ grills, enjoy a sunset tennis match, break a sweat in the gym or walk the paths of the Salt Ponds Preserve. Walking distance to the beautiful Smathers beach. This unit is pet-friendly and offers free parking.

Aug 12 – 19

G$62,316 GYD per night

Guest favorite

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.

Sep 16 – 23

G$83,138 GYD per night

Guest favorite

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!

Sep 6 – 13

G$99,999 GYD per night

Superhost

Townhouse in Duck Key

4.83 out of 5 average rating, 130 reviews

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

Feb 5 – 12

G$122,511 GYD per night

Guest favorite

Condo 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

Mar 15 – 22

G$88,492 GYD per night

Guest favorite

Condo in Key West

4.88 out of 5 average rating, 147 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).

Dec 1 – 8

G$111,959 GYD per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 145 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!

Nov 7 – 14

G$79,045 GYD per night

Guest favorite

Townhouse in Marathon

4.97 out of 5 average rating, 116 reviews

Boater’s Paradise 3br/2.5ba waterfront with slip!

Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun. NEW in 2021! Mattresses, bedding, towels, appliances, paint, grill, dinnerware.

Jun 18 – 25

G$114,557 GYD per night

Guest favorite

Home in Marathon

4.9 out of 5 average rating, 136 reviews

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.

Apr 5 – 12

G$69,317 GYD per night