10 Best Pet-Friendly Vrbo Vacation Rentals In Florida Keys, Florida - Updated 2022

vrbo florida keys pet friendly
Angelyn
Angelyn 
Updated

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.

1. Gorgeous home with outdoor pool (from USD 321)

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.

~ INN COGNEATO COTTAGE ~ Gorgeous Home w/Pool in the heart of Key West.
Key West, FL, US
10 reviews
House 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 91 days before check-in.

Top guest reviews
Amenities & Room:
It is short on closet space
Although still comfortable for four
We did NOT move the car as everything is nearby
The home is immaculate and freshly remodeled with upscale everything
Was a wonderful house and a wonderful stay
Cleanliness:
It was incredibly clean and
the house is extremely clean & comfortable walking distance to everything & the kitchen is awesome
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
We would rent this home again in a heartbeat House keeping was great and the property manager was attentive and friendly
I was very happy with the location
I was very happy with the location
I was very happy with the location
I was very happy with the location
Location:
Faustos is a very easy walk
we found the Key West area in this condition
And the upper Duval restaurants and bars
The next door neighbors are long lineage Key West natives and know most every person that walks by and live in the neighborhood
We were also able to stay a few hours longer due to a late flight
Read more reviews

2. Charming sanctuary complete with Tiki hut (from USD 200)

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.

Beachy, updated 2 bedroom in KCB with Tiki
28 reviews  Wifi Available
House 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 90 days before check-in.

Top guest reviews
Amenities & Room:
The outdoor living space was so beautiful and fun
The screened porch stays vert hot
So much thought put into the place with all the outdoor furniture and solar light
We did feel the price was a bit steep for the size and amenities but mini season premium pricing is par for the course
but I have to be fair
Cleanliness:
The vacation rental was very clean
the owners are meticulous and take pride in the property
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
nicely updated great decor and personal touches
You absolutely would love the Cozy Conch
the location was great and the home was beautiful
I was very happy with the location
I was very happy with the location
Location:
Yes and maybe an adult beverage was partaken
Anywho lots of seating areas inside and out Appliances are top notch
Bad sleep on vacation is not a good look
Very clean everything you would possibly need in the house very good company to deal with
in the absolute best community We rented a 24 ft boat for our ten days and tied up right there at the house
Read more reviews

3. Comfy dwelling with a tropical vibe (from USD 314)

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.

**PERFECT HARMONY @ MIDTOWN** Home + Pool / Near Beach + LAST KEY SERVICES...
2 reviews
House 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 27
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the upstairs master bedroom had a large attached office
My parents stayed in the downstairs bedroom
Their was plenty of space for all six of us
And the pool was lovely
Host:
It was big and warm and the kids had hours of fun jumping in the deep end
so my husband could work remotely and my children shared the third bedroom which was also upstairs
We were traveling with three generations (my parents me and my husband and my two young children)
Location:
The house was set up perfectly for us
Read more reviews

4. Bohemian-style accommodation perfect for couples (from USD 533)

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.

~ SOLARIS GARDEN ~ Enjoy Old Town living in a perfect location!
91 reviews
House 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 61 days before check-in.

Top guest reviews
Amenities & Room:
The chair in the living room was uncomfortable
The shower curtain fell during our stay
had everything needed cozy and
The bedroom one not so much
The water temperature fluctuated from hot to cold in seconds
Cleanliness:
The vacation rental was very clean
The vacation rental was very clean
Great location Very clean unit
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
My wife and I had a wonderful stay and spoke many times about how happy we were about the accommodations
Across the board experience was very positive seemless and thorough
I was more than happy with the location
I was very happy with the location
I was very happy with the location
Location:
The Solaris garden was a beautiful property in a neighborhood not to far from Duval street
It's located in a quiet neighborhood and right in the middle of the island
It is on a quiet street in a quiet neighborhood
so it was great walking a few blocks in either direction to get where we wanted to be
The location is well centralized great walking distance to most places
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5. Lovely cottage set in a nautical theme (from USD 566)

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.

"TIDES ON SIMONTON" ~ Perfectly located just off Duval and all the fun!
104 reviews  Wifi Available
cottage 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The only negative was it was difficult to find parking
The kitchen was well equipped if you wanted to cook
Overall apartment was clean- upon arrival there was garbage in the master bathroom with hair
The AC was nice and cold in the unit but the queen bed is probably ready to be replaced
As other commenters mentioned it is a bit noisy as the bedroom sits next to Simonton Suggestions for improvement would be the bed
Cleanliness:
The location was perfect and the rooms were clean and comfortable -
the house was comfortable and clean
The Tides on Simonton was exactly as described Charming comfortable Clean & close to everything
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
They were quick to reply and answer all questions
Loved the hardwood ceiling and floors
We knew we were going to be hit by hurricane Dorian
I was very happy with the location
I was very happy with the location
Location:
Overall stay was average Located close to everything but very loud
We had to park in the street several blocks away
Perfect house for a couple and walking distance to everything
see the botanic garden and to pick up a few groceries
Otherwise it was a very enjoyable stay and great location
Read more reviews

6. Luxurious private cottage with hot tub (from USD 641)

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.

LENNON`S LODGE - CENTER COURT HISTORIC BOUTIQUE OLD TOWN LODGING
40 reviews
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Wonderful place for a couple Plenty of space comfortable bed
and they had included everything we could have needed
Cleanliness:
It was very clean and comfortable
as I said very secure and private
Host:
Utilized the family pool while here again
but in nice quiet area Everything is new and nicely done
very clean and well-maintained
Location:
Great location Close to everything
We walked everywhere and were close to Duval but not disturbed by noise at all
The 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 Street
There 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
Read more reviews

7. Waterfront house oozing with elegance (from USD 190)

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.

Spectacular & Beautiful Wather Front Villa
8 reviews  Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
We really enjoyed dining on the screened porch in the evenings
Very pleased with how easy checking in and out was
Cleanliness:
it's extremely clean and beautifully decorated
The place was very clean and well equipped
Host:
and she was just wonderful
Best of all my wife was very pleased
We also enjoyed the pool everyday and riding the bikes
We were greated by Gladys and Ana these ladies made us feel right at home
Location:
Key Lime pie factory close by also
The neighbors were the best you could ask for Location
I have stayed in other keys but this is by far the best Thanks again
It's in a quiet neighborhood 5 min to market restaurants We truly enjoyed staying here and will be back next year
Very impressed Met Ana the day we checked in
Read more reviews

8. Cozy cottage for breezy island living

Enjoy a memorable escape to Key West while staying in this cottage fully fenced and surrounded by a lush garden highlighted with palm trees. Open the pocket doors and bring the outdoors inside with a private backyard deck and cool heated pool for a great family bonding while soaking up the sun. If the weather is too hot for your skin, let the interior design brighten up your day with its immaculately white walls and intricate artworks or prepare a delectable meal in the sunny bright island kitchen for the whole family to enjoy. Have a nice day walk with your pets around the neighborhood and experience the activities you can do only at Key West.

~LEMONADE MERMAID~ Dog-Friendly, Heated POOL, Fenced Yard. Off street parking
17 reviews
cottage 2 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
Patio furniture is old and table is rusting to the point of not being usable for eating Living room furniture is old and very uncomfortable
I needed to have a pool for therapy and be on all-one-level
I needed to have a pool for therapy and be on all-one-level
Home was surrounded by lush vegetation with private off-street parking
Quiet luxurious comfort in private garden setting
Cleanliness:
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
Home is pet-friendly which allowed us to bring our pooches
I was very happy with the location
I was very happy with the location
I was very happy with the location
I was very happy with the location
Location:
Stayed for a month in this lovely home located in a great KW neighbourhood
The Lemonade Mermaid is A FIVE STAR cottage in a quiet neighborhood but in walking distance to everything Beautifully decorated with no detail left out A relaxing backyard with a pool and barbecu...
The Lemonade Mermaid is A FIVE STAR cottage in a quiet neighborhood but in walking distance to everything Beautifully decorated with no detail left out A relaxing backyard with a pool and barbecu...
The location was exactly where I wanted to be a short walk to duval street
Loved the wall of windows looking out to pool area
Read more reviews

9. Private paradise with enviable outdoor area

Lying in an absolutely perfect Key West location, this vacation rental has everything your wandering heart can ever wish for in an ultimate staycation. Give in to the enticing pristine saltwater pool which includes a tranquil waterfall offering an exclusive taste of private paradise. Enjoy soaking up the sunshine in the spacious deck with poolside loungers and a gas grill perfect for cooking the day’s fresh catch for everyone. Enjoy your dinner over a glass of wine. If the breeze gets cold, curl up in the comfort of the indoor amenities with beautiful hardwood floors, vaulted ceilings, and tons of natural light coming through the glass windows.

~ LITTLE MISS MAGIC ~ Lovely Home w/ Sparkling Pool In PERFECT Location
Key West, FL, US
8 reviews
House 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
It was the outdoor space that was the most wonderful
The outdoor dining and seating area was delightful for meals or comfortable for just lounging
The decorations inside amenities location to all the happening things in town at such a reasonable rate were fabulous
I recommend this vacation rental Reviewer Comments:The house was lovely inside and fully equipped with everything one could possibly need
Everyone had such a great time and the house supplied everything we could need
Cleanliness:
The vacation rental was very clean
The interior is tastefully decorated and comfortable
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
so we knew the area where home was and also knew what to expect of key west homes
Loved all the art work TV pool and quiet location
I was very happy with the location
I was very happy with the location
I was very happy with the location
Location:
The house and neighborhood are top notch
The location was perfect with everything within walking distance
The Little Miss Magic house is beautiful and so convenient to all the activites but still quiet and relaxing
I recommend this vacation rental Reviewer Comments: I travel to Key West 2-4 times a year and occasionally plan a one-month stay
Rating Details:The property manager was very helpful
Read more reviews

10. Stunning home perched in Key West

Located in the heart of the historic neighborhood, enjoy your vacation in this haven that features everything you might want or need for a tropical escape. Kick start the morning with a cup of coffee and a book or newspaper in your hand in the front porch or at the back pool area with a pristine, sparkling heated pool. Soak in the sunlight while lying on the poolside loungers while admiring the tranquil waterfall feature. Gather the family or play with your pet in the living area with large, accordion glass doors or just relax in the comfy leather sofa while watching a movie in the huge flat-screen HDTV.

~ LOLA'S PLACE ~ Stunning Home w/Pool, parking in the <3 of Key West. Dogs OK
Key West, FL, US
7 reviews
House 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
we miss it so much
i might add - and the place was set up perfectly for her
The home is totally updated cozy and very convenient
The house was stocked with everything we needed for the month literally had everything from battery
Cleanliness:
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
Host:
I was very happy with the location
I was very happy with the location
I was very happy with the location
We used the pool all day
My family and i came and stayed for the month of July
Location:
and there is an amazing park/splash pad just around the corner from the house that we walked to every day
Propert management company is great
you cannot beat the location a few blocks from the waterfront where there is tons of green space for your pet
Rating Details:The property manager was very helpful
Rating Details:The property manager was very helpful
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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An outdoor enthusiast who treats the summits and pristine beaches of the Philippines as her protected playground. Angelyn is used to traveling on a budget and is a certified travel deal hunter for...Read more

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