Boasting its chain of tropical islands with pristine waters and powdery white sand beaches, it’s no doubt that the Florida Keys is a haven for beautiful wildlife and home to several water activities including snorkeling and diving. If you are a pet owner, an escape to the hustle and bustle of the city and running in the beach with your pawed travel buddy is truly a moment you will treasure for a lifetime. Swim to your heart’s content and soak up the sunlight for that sun-kissed skin you are hoping to achieve and pamper your fur kid while staying at one of these pet-friendly Vrbo accommodations in the Florida Keys, for a perfect weekend getaway.
We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on January 17, 2024.
1. Gorgeous home with outdoor pool (from USD 167)
Relax and catch some rays as you stay in this beautiful house located in one of the oldest parts of Historic Key West. Blow away your worries that your pet will leave the premise without your knowledge for the house is surrounded by a white picket fence. Welcome your guests in a spacious living room with sparkling clean wooden floors and glass windows and doors allowing natural light to brighten up the entire space. Have a dip in the outdoor saline swimming pool complete with an in-pool bench for sitting and a beautiful custom waterfall while savoring the fresh air from the lush of greens around it.
Top guest reviews
Amenities & Room:
It is short on closet spaceAlthough still comfortable for fourWe did NOT move the car as everything is nearbyThe home is immaculate and freshly remodeled with upscale everythingWas a wonderful house and a wonderful stayCleanliness:
It was incredibly clean andthe house is extremely clean & comfortable walking distance to everything & the kitchen is awesomeI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalHost:
We would rent this home again in a heartbeat House keeping was great and the property manager was attentive and friendlyI was very happy with the locationI was very happy with the locationI was very happy with the locationI was very happy with the locationRead more reviewsLocation:
Faustos is a very easy walkwe found the Key West area in this conditionAnd the upper Duval restaurants and barsThe next door neighbors are long lineage Key West natives and know most every person that walks by and live in the neighborhoodWe were also able to stay a few hours longer due to a late flight
2. Charming sanctuary complete with Tiki hut (from USD 160)
Take delight spending a great vacation in this exquisite half-duplex located in Key Colony Beach and complete with all the amenities you need for an ultimate getaway. Enjoy a short walk to the Cabana Club to get some sun or a stroll to Sunset Park to enjoy the beautiful sunset views together with your four-pawed little one. Take advantage of the spacious outdoor with lounge chairs, porch seating for morning coffee or relaxing after dinner, and the semi-private backyard for a good time playing with your pet. Rather than staying in the fully functional interior, savor the authentic Florida Keys-style relaxation while enjoying the beautiful waterside view from the shade of the tiki hut.
Top guest reviews
Amenities & Room:
The outdoor living space was so beautiful and funThe screened porch stays vert hotSo much thought put into the place with all the outdoor furniture and solar lightWe did feel the price was a bit steep for the size and amenities but mini season premium pricing is par for the coursebut I have to be fairCleanliness:
The vacation rental was very cleanthe owners are meticulous and take pride in the propertyI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalHost:
nicely updated great decor and personal touchesYou absolutely would love the Cozy Conchthe location was great and the home was beautifulI was very happy with the locationI was very happy with the locationRead more reviewsLocation:
Yes and maybe an adult beverage was partakenAnywho lots of seating areas inside and out Appliances are top notchBad sleep on vacation is not a good lookVery clean everything you would possibly need in the house very good company to deal within the absolute best community We rented a 24 ft boat for our ten days and tied up right there at the house
3. Comfy dwelling with a tropical vibe (from USD 270)
Check out this vacation rental that embodies everything you could want in a vacation rental including comfort, privacy, and a unique sense of tropical style. Feel all of your stress vanish as soon as you step on the hardwood flooring of the living room with a stunning view of the pool through a floor-to-ceiling glass French door. Admire the meticulously decorated house with Zen-like artwork and stop to compliment the fully equipped kitchen and the bedrooms. Kick back and relax in the veranda on the second floor or gather around the backyard deck and have a splash in the heated pool after getting your tan on the beach chair.
Top guest reviews
Amenities & Room:
the upstairs master bedroom had a large attached officeMy parents stayed in the downstairs bedroomTheir was plenty of space for all six of usAnd the pool was lovelyHost:
It was big and warm and the kids had hours of fun jumping in the deep endso my husband could work remotely and my children shared the third bedroom which was also upstairsWe were traveling with three generations (my parents me and my husband and my two young children)Read more reviewsLocation:
The house was set up perfectly for us
4. Bohemian-style accommodation perfect for couples (from USD 300)
Fall in love all over again with your partner in this Bohemian cottage packed with artworks and personal thoughtful touches. Indulge in the rustic feel while relaxing in the living area with comfortable couch and plush chair overlooking the tropical trees through the glass windows. Cook a hearty meal in the fully functional kitchen with quartz countertops before relaxing in a comfy queen bed with huggable pillows and fresh linens. Enjoy having your dog around the house or have a leisurely walk to the park if you’re not out in the beach exploring all that Key West has to offer.
Top guest reviews
Amenities & Room:
The chair in the living room was uncomfortableThe shower curtain fell during our stayhad everything needed cozy andThe bedroom one not so muchThe water temperature fluctuated from hot to cold in secondsCleanliness:
The vacation rental was very cleanThe vacation rental was very cleanGreat location Very clean unitI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalHost:
My wife and I had a wonderful stay and spoke many times about how happy we were about the accommodationsAcross the board experience was very positive seemless and thoroughI was more than happy with the locationI was very happy with the locationI was very happy with the locationRead more reviewsLocation:
The Solaris garden was a beautiful property in a neighborhood not to far from Duval streetIt's located in a quiet neighborhood and right in the middle of the islandIt is on a quiet street in a quiet neighborhoodso it was great walking a few blocks in either direction to get where we wanted to beThe location is well centralized great walking distance to most places
5. Lovely cottage set in a nautical theme (from USD 356)
Find peace and solitude in this adorable cottage located just a block away from Duval. It has an open kitchen and dining area, plus a living room perfect for spending your leisure time watching movies. Embrace the tropical vibe with the peaceful colors in both outdoor and indoor furniture complimented with nautical décors. Move with ease in the spacious living area with beautiful wood vaulted ceilings, hardwood floors, and plenty of windows for natural sunlight. Make sure to have your food supplies ready and enjoy the fully equipped kitchen for all your cooking needs after a tiring day of exploring, shopping and visiting art galleries.
Top guest reviews
Amenities & Room:
The only negative was it was difficult to find parkingThe kitchen was well equipped if you wanted to cookOverall apartment was clean- upon arrival there was garbage in the master bathroom with hairThe AC was nice and cold in the unit but the queen bed is probably ready to be replacedAs other commenters mentioned it is a bit noisy as the bedroom sits next to Simonton Suggestions for improvement would be the bedCleanliness:
The location was perfect and the rooms were clean and comfortable -the house was comfortable and cleanThe Tides on Simonton was exactly as described Charming comfortable Clean & close to everythingI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalHost:
They were quick to reply and answer all questionsLoved the hardwood ceiling and floorsWe knew we were going to be hit by hurricane DorianI was very happy with the locationI was very happy with the locationRead more reviewsLocation:
Overall stay was average Located close to everything but very loudWe had to park in the street several blocks awayPerfect house for a couple and walking distance to everythingsee the botanic garden and to pick up a few groceriesOtherwise it was a very enjoyable stay and great location
6. Luxurious private cottage with hot tub (from USD 422)
Start a wind-down weekend getaway as you stay in this private stand-alone cottage complete with a gated courtyard and a porch with outdoor dining table and chairs perfect for hanging out. Breathe in the fresh air from the surrounding lush greens while lying down on a beach chair to get your tan. Delight your senses after a busy day of exploring the neighborhood by dipping in a two-person hot tub with back and foot massagers and sit back and relax in the cute outdoor chair while sipping a glass of wine. Take advantage of the state-of-the-art kitchen with granite countertops to prepare a delicious dinner for everyone.
Top guest reviews
Amenities & Room:
Wonderful place for a couple Plenty of space comfortable bedand they had included everything we could have neededHost:
Utilized the family pool while here againbut in nice quiet area Everything is new and nicely donevery clean and well-maintainedRead more reviewsLocation:
Great location Close to everythingWe walked everywhere and were close to Duval but not disturbed by noise at allThe staff are very attentive and our room was cleaned to perfection every day The property is very secure and a short 1 block away from Duval StreetThere are many great restaurants just around each corner One that I would recommend for breakfast is Cuban Cafe (its a little place) and we enjoyed picking up and eating in our private yard All in...We really enjoyed the hot tub after a long day of walking
7. Waterfront house oozing with elegance (from USD 180)
Rush into this charming and sparkling clean private accommodation that exudes modern elegance and welcoming atmosphere. Relax in the expansive living area with a plush sectional and lovely center table while watching your favorite TV series. Prepare a sumptuous meal in the fully equipped kitchen surrounded by white furniture and cute wall decors with an under-the-sea theme. After playing with your dog and exploring the wonders of Key Largo and Isla Morada, go back and tuck in a comfy bed with an oversized blue glass window for a sound sleep. Make sure that you’re prepared for the next day’s activity.
Top guest reviews
Amenities & Room:
We really enjoyed dining on the screened porch in the eveningsVery pleased with how easy checking in and out wasCleanliness:
it's extremely clean and beautifully decoratedThe place was very clean and well equippedHost:
and she was just wonderfulBest of all my wife was very pleasedWe also enjoyed the pool everyday and riding the bikesWe were greated by Gladys and Ana these ladies made us feel right at homeRead more reviewsLocation:
Key Lime pie factory close by alsoThe neighbors were the best you could ask for LocationI have stayed in other keys but this is by far the best Thanks againIt's in a quiet neighborhood 5 min to market restaurants We truly enjoyed staying here and will be back next yearVery impressed Met Ana the day we checked in
The perfect stay in Florida Keys available for pet owners
Looking for a pet-friendly facility, a responsible pet owner should also consider one’s private accommodation as your own home and that you have control and is expected to properly supervise your pet at all time. If there’s a chance that you are out in search of ‘me-time’ and freedom, leave your pawed friend in a proper cage with enough food and consider that they have their own necessities as to not cause any damage or inconvenience to the host and neighbors. Take time to examine the requirements of bringing your pet in any of these Vrbo accommodations in the Florida Keys.
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