Florida Keys is the southernmost point in the United States, located just off the coast of Florida. The Florida keys officially start a few miles off, where the city of Miami is. It is one of the nicest tropical destinations for travelers in the USA and the gorgeous island resorts in Florida Keys are true testaments to that. The Florida Keys has got a well-known reputation as a vacation destination, with its crystal blue water and white sand beaches, not to mention the amazing weather and plenty of areas for boating and fishing. To enjoy this tropical vacation destination, check out the beachfront hotels in Florida Keys. If you’re traveling with a pet, here are some of the top pet-friendly vacation rentals in Florida Keys, USA
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and pet-friendly rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Lovely rental with backyard oasis (from USD 910)
This lovely vacation home in Key West will have you spoiled in no time with its broad range of amenities. It is a two-story retreat that boasts a backyard oasis with a heated outdoor pool and tropical foliage. You can relax in either the lounge chairs or covered porch when you’re not making a splash on the pool. Your pet dog can join in the fun, too. This dog-friendly vacation rental in Florida Keys welcomes dogs for an additional fee but size and breed restrictions apply.
Indoors, you’ll find a cozy living room with a cable TV and lots of seating. There’s also a fully equipped kitchen where you can create your crew’s gourmet favorites. For your browsing pleasures, the home is readily equipped with WiFi. Make your way to the two bedroom suites upstairs when it’s time to recharge.
Top guest reviews
Amenities & Room:
nice accommodations with private courtyard and poolthe pillows were great and the beds and sofa were very comfortableloved hanging out in the pool and playing games on the deck it’s 5 starsthe pool is in need of some minor facade repairs but overall we were very impressedCleanliness:
pool was clean and privategreat place very clean nice poolthe house was very very cleanthe property was beautiful and very cleanwhat a nice place to stay it was clean comfortable and really well decoratedHost:
staff was friendly and helpful when checking inrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulRead more reviewsLocation:
easy access to everything and on the duval loop bus route for things a little further awayloved the location and the pool was perfectlovely property in a fantastic locationreviewer comments: excellent rental and close to everythingproperty is directly on the free duval bus line
2. Large home in an artsy neighborhood (from USD 1200)
This accommodation is a perfect place if you’re planning a large gathering with friends and family. Sleeping up to 12 people, this rental is actually a series of small cottage-like homes, all connected to each other through a courtyard. Located on the iconic Duval street, the compound is in an artsy part of town, with shops and restaurants nearby. The accommodation comes with kitchen space with all the essentials included. There’s also a grilling space with a dining area in the courtyard. Amenities like TV access and WiFi are also included, along with just about everything you’ll need for a great stay in Florida Keys.
Top guest reviews
Amenities & Room:
the 4 separate cottages were very clean comfortable and allowed for a quiet place when neededfour comfortable cottages beautiful courtyard secluded and quiet yet in the heart of the actiongrill and kitchen large outdoor social area and fantastic location on duval streeteach room is like its own little cabin which was pretty neatthere was plenty of room and it was a great atmosphereCleanliness:
the place was clean and nicely decoratedthe place was very clean and everything was in great conditionclean-up was easy and very painlessthe rooms were clean comfortable and each room had its own individual charmquick communications very clean and updatedHost:
our host keith was very helpfulthe hosts were friendly and attentive to everything we neededthe hosts were wonderful and told us everything we needed to knowour host keith was super quick and responsive and i would definitely stay here againthe host was incredibly responsive and helpful in communicating check in procedures leading up to arrivalRead more reviewsLocation:
perfect location and wonderful accommodationsgreat location and quiet in the eveningawesome compound happening location yet quite and privatethe location was great and house left nothing to be desirednice place with a great location
3. Historic cottage with Caribbean touch (from USD 395)
This home is a perfect little retreat for people looking for a romantic weekend in the Florida Keys. The home was built in the 1800s originally as a cistern for a cigar maker and now it is a little retreat with a tropical Caribbean aesthetic. The home is equipped with modern amenities like Tv and WiFi, along with a small kitchenette space and a king-size memory foam mattress. Guests will have access to a private deck area and chairs as well as access to the heated pool and barbecue grill.
Top guest reviews
Amenities & Room:
cons:-wifi was pretty week inside the cottagepool deck area are beautiful great vegiatition gas grill and morewe loved the lush greenery and palm trees around the poolsroom was super clean and had everything needed including sun tan lotionCleanliness:
so clean and comfortableit was clean and quietperfect clean cozy and convenienta self-contained well-appointed room off the clean and clear poolrooms were very clean neat and the beds were very comfortableHost:
the staff is super helpfulstaff are the most customer focused and very helpfulthe staff was amazing and promptly took care of anything we neededthank you naomi for being a great hostawesome place with a great staffRead more reviewsLocation:
perfect location close to duvalthe location is perfectlocation was absolutely perfectthe location was perfectwe loved the location
Superhost
4. Waterfront studio cottage
Those who like to stay in beachfront and pet-friendly rentals in Flordia Keys can consider this gulf-facing accommodation. Able to sleep up to two guests, the cottage is a great option for a romantic getaway, where you can enjoy the sun and the ocean from the comfort of your room. The home is equipped with a queen-size bed and a private bathroom, as well as, a private patio area and grill for barbecuing. Kayaks and snorkeling gear are also available to guests and amenities like TV and WiFi are also included.
Islamorada, Florida, United States
115.23 km (71.6 mi) from The Hemingway Home and MuseumAccommodates: 2
Top guest reviews
Amenities & Room:
the part we admired most - water-view from the room grill/outdoor eating areabut the view through the sliding door in the main room is greathelpful to travel with a long charging cable/multi port usb plug as outlets as scarcecottage had everything we needed for a comfortable staywe loved watching the sunset from the water and having a full kitchen (+grill) availableCleanliness:
it was very clean and all that we neededthe place is definitely older but very clean and comfortablecottage is older but clean and well stockedit has a vintage keys feel; nothing fancy but clean and comfortableit was clean and spacious with an amazing waterfront viewHost:
kevin is a wonderful hostkevin and dana were great hostskevin is a great hostkevin is does everything possible to make his hosts feel comfortablekevin is very friendlyRead more reviewsLocation:
quaint amazing location great pricethis is a cute place right on the water in a fantastic locationloved our stay perfect location secluded romantic close to all the cool placeslots of good food options close bythis is a nice quiet place conveniently located
5. Poolside condo (from USD 450)
Sleeping up to six guests, this home is both pet-friendly and child friendly. There is a playground next door for kids and the home accommodation also has pool access and jet-ski rental options. The home is in a gated community, with restaurants, galleries, and bars within easy reach. There is also plenty of room outside on the patio for hanging out and getting some morning sun or for evening stargazing,
Top guest reviews
Cleanliness:
it was spotlessly clean there were plenty of towels for both the condo and the poolwalter’s place was very clean with comfortable bedsthe pool was very cleanthe space is as advertised clean close to pool and great for a small family’sHost:
walter was an excellent hosta little unexpected issue (not the host’s fault) when we arrived but it was gracefully and quickly resolvedwalter was great to work with responded quickly to questions and was so helpfulRead more reviewsLocation:
the location is amazing; it’s walkable distance to everythingperfect location to everything but still quietgreat place within walking distance to about everythinggreat location easy walking to everything old town has to offerwonderful location to everything that key west has to offer
6. Large family-friendly townhouse (from USD 689)
Located in the community of Coral Hammock, this home is a pet-friendly paradise. The accommodation can sleep up to eight guests and best of all, it is only a short 10 minutes away from the downtown center of Key West. There is a salt-water pool on the property and has some great amenities included like gym access, TV and WiFi. Enjoy the nature that surrounds the home and its brightly sun-drenched interiors.
Top guest reviews
Amenities & Room:
and all of the sleeping arrangements were beyond comfortablethe pool area is very nice and relaxing with plenty of tables and chairspool is great and there is also wifithe beds were comfortable and the kitchen was stocked with silverware and cooking equipmenteverything is clean free wifi and comfy atmosphereCleanliness:
clean with plenty of roomhouse very clean and well furnishedeverything very clean and well organizedspotless and beautifully appointedclean safe and very comfortableHost:
roy was an awesome hostroy is the perfect hostgreat accommodations with very quick responses to any questions by the hostroy was a fantastic hostroy is a great hostRead more reviewsLocation:
great location and perfect for what we neededall were great close places to eathouse was beautiful great location and a gorgeous pool areait was lovely & close to the poolcoral hammock is a fantastic place
7. Large oceanview home with private pool (from USD 865)
This large home can sleep up to eight people and is a perfect place for your next family vacation or getaway with some friends. The home is big with an expansive patio that wraps around the home and the ocean view from the patio is beautiful any time of the day. The home is pet-friendly, so don’t be afraid to bring your little furry friends along with you and the private pool allows for some great time outdoors, while enjoying the warm Florida sunshine.
Top guest reviews
Cleanliness:
such a clean area and a grand viewthe location was perfect the house spacious clean and well appointedreviewer comments:this home was well maintained and very clean upon our arrivalHost:
rating details:the property manager was very helpfulthis was the perfect getaway the property manager was very friendly and helpfuljavier was more than helpful with any questions we had before and during our tripthe property manager is one of the most responsive we have dealt withRead more reviewsLocation:
great location just minutes away from duval and the downtown areawe were so impressed with the location of our house and the decor insidei was very happy with the location
8. Cozy home with private pool (from USD 1740)
This home is located just off Duval Street and is a perfect little slice of paradise for people looking to vacation in the Florida Keys. The home accommodates up to eight people and has some beautiful amenities included like a full kitchen and private pool in the backyard with plenty of foliage surrounding it. The home is near the old town, thus offers a quick access to the nearby attractions, including galleries, restaurants, cafes. The property is pet-friendly, and also offers parking and laundry facilities, TV and WiFi access.
Top guest reviews
Cleanliness:
the house was clean and every detail was thought ofimmaculately decorated laid out perfectly spotlessly clean everything we could need was providedthe house was clean spacious and very private even though we were steps away from duvallHost:
rating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulRead more reviewsLocation:
the location of this property is greatgreat location walking distance to bars and restaurants on duvalwould definitely rent this same location againcouldn’t ask for a better location and access to everything key west has to offerit is right on duval street which my kids loved
9. Traditional home with ocean access (from USD 160)
If you’re looking for Florida Keys monthly rentals with pet-friendly amenities, then look no further for a vacation home. This property is a beautifully designed house in a traditional Florida Keys style. Sleeping up to six people, the accommodation has plenty of space for everyone, including the family pet. The home is located on a quiet residential street, with plenty of peace and privacy. Speaking of privacy, the accommodation also has direct private access to the ocean, which is just a few short steps away. There’s a pool, a fully equipped kitchen, and WiFi access available, too.
Top guest reviews
Amenities & Room:
the beds and bedding were very nice and comfortablethe beds were very comfortableplenty of room well cared forfeels like a keys home with added modern needs (like flat screen tv's)well appointed kitchen nice bedrooms relaxing dining/living roomCleanliness:
the house is clean well keptthe house was extremely cleanthe house was perfect clean and very comfortablethe house was very clean well kept and had everything we neededa cleaning table to clean our fish was also available along with a storage freezer for baitHost:
waddys was a gracious host and very attentive hostthe owner's gracious and sweetthe owners were kind and helpful problem solvers when ever we needed helpthe owners are very pleasant to work withthe owners are responsive and engaged should you need themRead more reviewsLocation:
the location is excellent close to key west great restaurants and grocery storelocation is fabulous with so many fantastic eateries nearbythe neighborhood was quiet and the house proved to be in a perfect location for us
10. Large home in the heart of Old Town (from USD 1215)
If you wish to stay close to the action, then this property in Old Town is perfect for you. It is a private oasis in the heart of the old town. Enjoy restaurants and nightlife just outside the home, while also having the luxury and privacy of this accommodation. The home comes equipped with a full kitchen, a private pool, and pet-friendly amenities.
Top guest reviews
Amenities & Room:
comfortable furniture beds and pillowsvery nice private yard / pool area with gas grillloved the heated pool at 1am/ 3amCleanliness:
the unit was spotless and is in a great areathe house was clean bed were comfortable and the pool was perfectionHost:
rating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was more than helpfulpet friendly was huge bonusRead more reviewsLocation:
great location to walk to duval but also to explore different neighborhoodsthis is such a cute place - well equippedperfect location for exploring key west totally private and very comfortable and cozyit was perfect for our short weekend trip and within walking distance of many attractions100% love the location n the heated pool
11. Beautiful space with solar-heated pool and spa (from USD 548)
If you’re a fan of design and architecture, this home will be a delight for you to stay in. Built from the ground up in 1992 by a local architect, this accommodation sleeps up to six people and is pet-friendly. The home features a tropical motif and open concept to allow plenty of sun and space, and is located on the eclectic Duval Street. The home features a solar-heated pool, a hot tub, full kitchen and modern amenities like WiFi and TV access.
Top guest reviews
Amenities & Room:
we especially enjoyed the quiet of the courtyard pool areacool deck area to sit around pool with music decking gets super hotwe really enjoyed the privacy of the patio and poolthe kitchen facilities were adequate for all our cooking and the grill outside worked awesomevery quiet neighborhood and bed was comfortableCleanliness:
the house was clean and well maintained otherwisethe house is exactly as pictured & very cleanwe loved the layout of this property the house was clean comfortable and the pool area was very privateHost:
owner is very responsivedavid the owner very nice and responded to all questionsthe owner was very accommodating to our needs and the home was beautifulthe owner was easy to contact and was very helpfulthe owner seemed very nice in personRead more reviewsLocation:
location was the best partthe location of the property was perfectthe location made for an easy walk to the hemingway house butterfly conservatory and many nice restaurantsbeautiful property and nice and quiet in central part of the actiongreat place to stay
Tropical luxury in Florida Keys
The vacation rentals in Florida Keys come with a host of amenities. Plus, there are plenty of great things to do just minutes away from these places, thus making every vacation here just as special as the last. Enjoy bright and sunny accommodations with the coziness of home and enjoy them all with your pet while you’re at it. It’s their vacation, too!
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