Pet-friendly holiday rentals in Islamorada

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Popular amenities for Islamorada pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Marathon
4.96 out of 5 average rating, 25 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

CarolRating, 5 stars1 week ago
Sandra’s conch cottage was comfortable and beautiful and very clean. Provided all the necessary items for the week. The location of the house in Marathon is perfect to all amenities. I would definitely come again.
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 136 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

TashaRating, 5 stars2 weeks ago
Plenty of room for all the family and their families. We enjoyed all the backyard amenities with pool, kyacks, boat dockage and fish cleaning station. There was sufficient seating for everyone and a great area to hangout. The only things we struggled with was TVs didn’t work properly in some of the rooms, no washcloths or kitchen towels available. With that being said, we will definitely consider renting Ryan’s place again in the future!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars5 months ago
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.
Guest favourite
Home in Key Largo
4.85 out of 5 average rating, 52 reviews

Key Largo Casita: Ocean Views, Near Pennekamp Park

SarahRating, 5 stars1 month ago
The house was very cute, clean and comfortable. It was well-equipped for cooking, and had plenty of regular towels plus beach towels. We loved the outdoor space, particularly the screen porch. The hosts were super communicative - we had an issue with the shower head and they came and fixed it right away. Would recommend this spot!
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 52 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

LoganRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars1 month ago
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!
Superhost
Home in Marathon
4.89 out of 5 average rating, 65 reviews

Gorgeous Ocean View Home!

Ashley TaylorRating, 5 stars5 days ago
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!
Superhost
Home in Marathon
5 out of 5 average rating, 17 reviews

Extra Lux Grouper House w/ 4 Master Suites, 6 BA,

MartinRating, 5 stars2 months ago
The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

Pet-friendly home rentals with a pool

Superhost
Tiny home in Key Largo
4.67 out of 5 average rating, 284 reviews

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

RibertRating, 5 stars1 week ago
Great place to stay. Really peaceful. Thank you!
Top Guest favourite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

LydiaRating, 5 stars10 months ago
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!
Superhost
Houseboat in Key Largo
4.86 out of 5 average rating, 43 reviews

Key Largo's Best Kept Secret!

AllisonRating, 5 stars3 weeks ago
Great place on the canal! Close to restaurants and it was great watching the boats going out to sea. Johnny and his contacts were very responsive to any questions! Will stay again!
Guest favourite
Condo in Key Largo
4.94 out of 5 average rating, 111 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

MarissaRating, 5 stars2 weeks ago
This place was just what we needed. It was the perfect size for our 4 plus a dog for 2 nights. It’s located in a nice community and close to a lot. I would stay here again!
Guest favourite
Home in Key Colony Beach
4.91 out of 5 average rating, 56 reviews

*Newly Renovated Single Family Home w/Private Pool

JadeRating, 5 stars1 month ago
Our family had a phenomenal time at this Airbnb. 10/10 recommend, host was fast at communicating and very helpful. Hoping to come back!!!
Top Guest favourite
Villa in Marathon
4.95 out of 5 average rating, 139 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

IngridRating, 5 stars4 weeks ago
Our family of five adults, plus two additional relatives, had the most incredible stay at this property. While we had planned several excursions, we found ourselves spending the majority of our seven-day trip enjoying everything this place had to offer. From fishing off the dock to kayaking and paddleboarding, the outdoor amenities were top-notch. The pool area was the perfect spot for relaxing and spending quality time together. One of the standout features was the amazing outdoor freezer—ideal for storing our fresh catch of Mahi from our charter trip. Inside, the kitchen was impressively well-equipped, making cooking a breeze. Every detail of the home was thoughtfully curated to provide comfort and convenience. This stay exceeded our expectations, and we’re already looking forward to returning. Highly recommend for anyone seeking a well-appointed, adventure-filled getaway!
Guest favourite
Apartment in Key Largo
4.83 out of 5 average rating, 60 reviews

Studio apartment in Calusa Resort & Campgrounds

JuanRating, 5 stars3 weeks ago
So must say 10/10 we stay in a lot of places and this one we will deff come back to over and over again it was perfect and I must say the price is a steal honestly when we first booked we were nervous because of the price was cheap and I must say dosent reflect at all it is a amazing studio super clean super comfy can’t wait to come back highly recommend
Superhost
Villa in Marathon
4.9 out of 5 average rating, 325 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

JoRating, 5 stars1 day ago
Our aqua lodge was very clean & cozy. Our mattress had just the right amount of firmness & was extremely comfortable. The RV park/dock area is well kept & is well lit in the evening. We felt very safe during our stay. (It's worth the walk to the end of the park to watch the sunset.) Despite seeing several young families in residence, the space is quiet & our neighbors were not intrusive.

Private, pet-friendly home rentals

Top Guest favourite
Home in Marathon
4.95 out of 5 average rating, 66 reviews

Coral Lagoon #23- Private Villa Home

ReneeRating, 5 stars1 week ago
Wonderful Stay! Place was super clean and nicely decorated with minimal decor. (Sometimes places are over decorated and busy) Beach Towels were provided. Kitchen was organized & clean. Pool was nice! We brought our small dogs and the grounds were very pet friendly. Jessica’s recommended list of restaurants was spot on! Had a great time eating at several of the places. Would visit again and recommend to others.
Villa in Marathon
4.76 out of 5 average rating, 153 reviews

Sunset Villa in Duck Key

HeatherRating, 5 stars1 week ago
It was one of cleanliness Villas I have stayed in . We have been vacationing on Duck Key for 20 plus years and would definitely recommend 5085 - great location , very reasonable price and very simple easy check in and check out instructions. Thank you .
Guest favourite
Guesthouse in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars2 months ago
Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 32 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

LisaRating, 5 stars1 week ago
Beautiful, well appointed home in the middle of the keys within driving distance to all the tourist attractions and restaurants. We are a 3 generation trip with grandparents and kids, and this house had it all! 3 bedrooms, each with excellent ocean views, great kitchen, kayaks and bikes in the garage, and incredible outdoor seating area! Highly recommended for families.
Top Guest favourite
Home in Key Largo
4.93 out of 5 average rating, 30 reviews

Island Breeze

bobbieRating, 5 stars6 days ago
This was our family vacation and we were In love with the outdoor area, the tiki hut/bar area and pool and hot tub. Maddy provided pool amenities and bikes(2 adult and 1 child). The pool and hot tub was the highlight of our granddaughters' trip(ours too, to be honest!!). The location was near groceries and a gym which we used and alot of local restaurants. Maddy was very responsive when we had questions and was very professional and kind. I would definitely recommend and would love to revisit if ever in the keys again. Thanks for a memorable family vacation.
Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 89 reviews

Great key Largo home with water front and pool

ChrisRating, 5 stars2 weeks ago
We enjoyed our stay, the ground level is a fun place set up very well for children or pets, completely fenced to have no worries. Great view of the canal and direct access to run out of Pennekamp to the ocean side. Alejandro was very responsive and made everything easy
Cottage in Islamorada
4.79 out of 5 average rating, 156 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

T LRating, 5 stars4 months ago
Toni was very nice. She went out of her way to make sure we were satisfied with everything. The bed was comfortable and we got a great night's sleep there on the water. Watching the fish jump and pelicans dive as we sat on the front deck was very relaxing.
Guest favourite
Home in Marathon
4.88 out of 5 average rating, 24 reviews

Golf Coast Oasis

AmandaRating, 5 stars1 month ago
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!

Quick stats about holiday rentals that are pet-friendly in Islamorada

  • Total rentals

    420 properties

  • Nightly prices starting at

    $168 NZD before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Rentals with a pool

    260 properties have a pool

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

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