
Pet-friendly holiday rentals in Key West
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Top-rated pet-friendly home rentals in Key West
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Pet-friendly house rentals

Sunset Beach Hideaway *Private Beach* *Jacuzzi*
We absolutely loved our stay & already can't wait to visit again! We enjoyed the hot tub, kayaks, paddle board, corn hole, wildlife & napping in the chairs under the palms! We dined at the beautiful Marker 88 twice and thoroughly enjoyed it! We also had food and drinks delivered with no problem & had everything (pots, pans, toaster oven, etc) we needed to make breakfast! We primarily used the one bedroom house closer to the street, but loved having access to the house closer to the water for quick bathroom trips & cold water during corn hole and Sun bathing. Diane is so easy to work with and super helpful. Thank you for a beautiful stay!!

Sombrero beach oasis, great location, many amenities
Incredible for a family vacation. 🏝️The property feels very private, clean, well decorated, and many amenities. We tried out the paddle boards and spent a lot of time in the pool. When going to the beach, Aileen already had chairs and towels to bring! This property really is a gem. Thank you Aileen!

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish
We all had a great time and the house was gorgeous! The house had everything we needed for a pool day or a fishing day. The location is great and has everything you need around. The host even sent key lime pies from Sweet Savannah’s (walking distance) as a sweet gesture after needing a few people to stop by to fix something outside. We can’t wait to stay again!

Waterfront Oasis w/Private Pool-Dockage-Beach
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.

Movie Theater | HotTub | Pool | Boat/RV/EV Parking
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.

Private Ocean Oasis by Key West, Florida
Just what our family needed. As a new Florida resident it’s safe to say the Keys rank up there as one of my favorite places to visit. Rhonda’s home felt like our home. We enjoyed the pool and bikes. A local restaurant The Bent Prop bar and grill was a treasured find. My husband and I met the owner who is from the same area as us in Maryland. If you’ve ever wondered what Maryland Cream of Crab soup taste like… that’s the place to get it from! Can’t wait to book us again for next year!

Beachfront Villa - Florida Keys
We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!

Spacious lux home, private pool/spa, 80' dock
The house was exactly how it was described online. Everything was well marked. Lots of stuff to do at the home. Very spacious and well maintained. There were only 7 of us, so lots of extra space. The pool is on the perfect side so your not blasted with the late afternoon sun. However, there is a huge umbrella in case it is needed. Kitchen is fully stocked so nothing was needed. There is a BBQ grill as well as a flat top which is nice for outside cooking. The only thing I would recommend is to bring your own pillow if your a particular pillow person (we love our feather pillows), house pillows were not feather ones. If you rent here and have a boat definitely go to the Sombrero Lighthouse to snorkel. Never saw so many fish in one place. The Conch Cafe and Coast to Coast pizza are both great food restaurants and walkable from the home. Publix is so close it was a daily visit. Truly enjoyed the week stay!!!!!
Pet-friendly home rentals with a pool

Ocean View Duplex Penthouse | Pool | Vista Two
Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.

The Toasted Coconut-Pool-Bikes-Grill-Chic!
We loved The Toasted Coconut! Everything about our stay was amazing but what made it above and beyond any place I've ever stayed, were the added accommodations. Since we flew from out of state, we were very limited on the things we could bring. Katie had a high chair and pack and play ready for my little one upon arrival! This was extremely helpful and definitely took some stress off our shoulders! Not to mention, made life easier for our 1 year old! Thank you Katie and Cody for welcoming your home to us!

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
Regina and Captain Rob were great hosts! They gave us local recommendations and communicated well! We had such a great time using the tiki bar and the pool. It was our first trip with our baby and the place even had a crib for us to use. Would definitely return!

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
Amazing location, great house with lots of space, cute artistic touches and we really appreciated the sharp knives! The screened in lanai was fantastic! Highly recommend! We’d come back in a heartbeat!

Waterfront Private Home w/Pool-Family&Pet Friendly
The location and access to the beach and canal was amazing! We had such a fun time with the kayaks while being able to see all the wildlife and sail boats. The house was exactly what we needed. Jose was very helpful and flexible throughout our stay.

La Maisonnette~ Gated Condominium 1 Block to Duval
This is a BEAUTIFUL condo in a GREAT area with a LOVELY COURTYARD for rest and relaxation. A nice little pool also. Very quiet and easy to get around. It was great to WALK or BIKE RIDE in the area. Would definitely stay there again.

Waterfront FL Keys Cottage @ Venture Out
What a beautiful cottage. Loved how it was decorated. We had everything that we needed. Loved the outside back patio. Peaceful and quiet. The bed was super comfortable. Very clean and a plus, it had a washer and dryer. Thomas and Lindsay were so nice, communicative and very responsive. Gave us some great recommendations on restaurants and things to do in the area. A little piece of paradise. Island Life. We will DEFINITELY be back. Highly recommend.

Golf Coast Oasis
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!
Private, pet-friendly home rentals

Coral Lagoon #23- Private Villa Home
We had a great stay. Although it was not on the beach, it was a short drive to Sombrero Beach and not very far from Bahia Honda. The pool was lovely and our grandsons loved it.

Sugar Pie Suite | Banana's Foster Guesthouse
Nice place. Great location. We parked the truck and walked everywhere for two days. Close to everywhere we wanted to go to eat, shop, etc.

Duval Corner - Pet friendly with Balcony
Beautiful little apartment right on Duval Street. Really was a small slice of paradise.

Sunset Villa in Duck Key
Perfect weekend getaway for us at this Duck Key townhouse! The views from the balcony were lovely, the accommodations inside the unit were comfortable and clean, and our host Gabriel was extremely responsive and helful when answering our questions. Would recommend this rental to anyone looking for a great stay in the Keys!

Dog Friendly 1BR | Pool | Easy Beach Access
This is an ideal location in the heart of Old Town. But it is relatively quiet, facing into a private courtyard. Having an extra half bath is unusual for a one-bedroom. We enjoyed sitting outside. The kitchen worked well so we didn't have to eat out all the time. There is a great Cuban coffee shop right across the street.

Deluxe Bungalow
I stay with my family of six and it wash very confortable. The place is in the marina and have acces for kayak, boat, charter rentals for a reasonable price. The place is pet friendly and i will go back to enjoy the sunset.

Water, Water Everywhere! "The Wheel House"
My parents, wife, and I booked a three day run at this spot. It was awesome! The location was perfect and Leila recommended a lot of places around to visit and eat. Fishing is active off of the back dock and most of the surrounding areas have lights set up, so there were plenty of fish to target all day. It is a quick drive to Key West and had some nice beaches within a 5 minute drive. One big plus is that the cut that this home is located on had minimal seaweed compared to most of the other areas. Overall, this is the perfect spot. We will definitely be back.

Gorgeous Ocean View Home!
We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.
Quick stats about holiday rentals that are pet-friendly in Key West
Total rentals
680 properties
Nightly prices starting at
₹5,147 before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
420 properties are a good fit for families
Rentals with a pool
520 properties have a pool
Rentals with dedicated workspaces
450 properties have a dedicated workspace
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