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Pet-friendly vacation rentals in Islamorada

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Islamorada pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.95 out of 5 average rating, 100 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

KarenRating, 5 stars2 days ago
This place is a great place for families. All ages can enjoy this neighborhood. It’s close to everything, but it feels cozy.
Superhost
A light-filled living area features a spacious gray sofa adorned with blue cushions. A tropical-inspired ceiling fan hangs above. Large glass doors open to a scenic view, complemented by a cozy rug and a wooden table with chairs, creating an inviting space for relaxation.
Home in Marathon
4.94 out of 5 average rating, 16 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

Stefan And KarenRating, 5 stars1 week ago
The house was spacious and clean, and we got good use out of the pool and hot tub. Bert requires signing a separate contract after booking on AirBnB, but worked with us to tailor the language. Towels are provided but be prepared to bring most other amenities like shampoo, etc yourself. Also, be aware that Sunrise Drive is a private road and you cannot access the beach there - Sombrero Beach is about a 15 minute walk, but definitely worth the walk!
Guest favorite
A large swimming pool is surrounded by palm trees and sun loungers, inviting relaxation. Umbrellas provide shade over seating areas. The water reflects sunlight, enhancing the tranquil atmosphere. In the distance, the ocean can be seen beyond the pool, contributing to the scenic backdrop.
Home in Key Colony Beach
4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool & Cabana Club

LauraRating, 5 stars3 months ago
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!
Guest favorite
Home in Key Colony Beach
4.95 out of 5 average rating, 112 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars1 week ago
We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!
Guest favorite
Villa in Marathon
4.95 out of 5 average rating, 136 reviews

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

StefanieRating, 5 stars2 weeks ago
My family and I stayed for a week and the house had everything we needed and more! The space was clean, comfortable and had lots of extras for the outside like pool floats, bikes, paddle boards, kayaks and more. The added touches inside like dish soap, hand soap, cleaning supplies, shampoo and conditioner was unexpected and a huge help. I was slightly surprised that this was an attached home, but there was still plenty of privacy and the location was extremely convenient. The hosts were very friendly and responsive and we would definitely recommend to others.
Guest favorite
This master bedroom features a spacious bed covered with a quilt and a cozy seating area with a sofa. Large windows allow for natural light and views of the outdoors while the wood paneled ceiling adds warmth to the room.
Home in Marathon
4.98 out of 5 average rating, 50 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

Dan & RachelRating, 5 stars1 month ago
This was an awesome home for our family of 4 + dog. We felt right at home for the week! The pool was perfectly warm, and the kids had so much fun playing by the dock. We rented a pontoon boat and were able to dock it easily. Honestly, we hardly used the other amenities in the home because the weather was so nice, but if it rained we probably would have loved the game room too! Overall this was a great home for our family. The neighborhood isn’t super walkable, but the grocery store was just down a little footpath, allowing us to walk to get groceries as needed. Loved this!
Guest favorite
Home in Key Colony Beach
4.91 out of 5 average rating, 135 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

NicoleRating, 5 stars6 days ago
We didn't know anything about Key Colony so based our reservation strictly on reviews and price. Well worth every penny that was spent. What a wonderful tropical getaway! Can't wait to visit the Keys again with my 4 children and husband. If you're looking for a great place to spread out and enjoy family this should be your rental.
Superhost
An aerial view of a vibrant waterfront neighborhood showcases a pale yellow house surrounded by lush greenery. Nearby, several homes with varying colors and styles line the streets, while a deep canal runs at the back, providing easy waterway access.
Home in Key Colony Beach
4.82 out of 5 average rating, 11 reviews

Key Colony Beach-POOL & DOCK

RichardRating, 5 stars3 days ago
We had 5 adults in our party. Plenty of room. Great space and location for fishing the keys and relaxing.

Pet-friendly house rentals

Guest favorite
The exterior of the beach house is showcased, featuring a bright white facade and a unique geometric design on the railings. A spacious outdoor area is visible, adorned with lounge chairs and a shaded patio table, surrounded by crushed white stone and greenery.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month ago
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.
A well-maintained outdoor area features a round table surrounded by white chairs. Lounge chairs with green cushions are positioned nearby, under teal umbrellas. A white picket fence borders the area, providing views of the water beyond.
Home in Key Colony Beach
4.78 out of 5 average rating, 18 reviews

2BR Oceanview Dog Friendly | Pool | Dock | Deck

LilianaRating, 5 stars16 months ago
We had the perfect vacation! Love the location and the amenities of Key Colony Beach. The place was great for relaxing. I only wish we brought our dog..
Guest favorite
A cozy bedroom features a queen-sized bed layered with soft linens. A flat-screen TV mounted on the wall displays a scenic beach view. Natural light enters through the window, covered by sleek shades, while storage options include a dresser beside the bed.
Home in Key Largo
4.94 out of 5 average rating, 144 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

TiffaniRating, 5 stars5 days ago
We absolutely loved our stay here! The place was spotless and had everything we needed. The location is incredible, right on the water. On our first night, we watched 12 manatees swim by from the porch. We also enjoyed using the kayaks, which was such a fun bonus. I can’t wait to come back and stay here again!
A two-story home with a light blue exterior is complemented by a heated pool surrounded by a lounging area. Lush greenery and a palm tree frame the space, providing a serene atmosphere. The patio below is equipped with ample outdoor seating for relaxation.
Home in Key Largo
4.81 out of 5 average rating, 21 reviews

Waterfront Key Largo Home - Tropical Paradise

CarolineRating, 5 stars1 month ago
This was our first time back to the Keys in over 20 years and I could not have picked a better spot. The neighborhood is quiet and neighbors friendly. Having our boat just outside the door for a quick boat ride or heading out for a day of fishing was extremely convenient. There is electricity and water at the dock which was great for charging the battery. We had a sweet manatee come visit us one morning which everyone loved. The house is beautifully decorated and makes you feel like you are on vacation. The couch, beds, and pillow were so comfortable it was easy to fall asleep and hit the snooze button in the morning. My favorite spot, however, was the wide, breezy veranda where we all spent time reading and watching the boats go by. To top it off we had our own private pool to lounge in after an excursion on the water. We will definitely book here again for our next stay!
Top guest favorite
A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.
Home in Marathon
5 out of 5 average rating, 114 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

LaurenRating, 5 stars3 weeks ago
We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!
Guest favorite
A two-story house with a yellow exterior is surrounded by palm trees. A red roof and a balcony are visible above the entrance. A paved driveway leads up to the entrance, with a small garden of tropical plants and gravel accents at the base.
Home in Key Colony Beach
4.87 out of 5 average rating, 15 reviews

Fun in the Sun!

BrentRating, 5 stars1 month ago
Great attached townhome/duplex with privacy fence between the other side. Great private pool just on the canal! The bottom story was perfect for extended family to have privacy but still be close! We even saw a manatee in the canal.
Superhost
The living area is furnished with a cozy sofa and patterned armchair, arranged around a woven coffee table on a striped rug. Large glass doors allow ample natural light, leading to a balcony. A dining area with white chairs complements the open space.
Home in Tavernier
4.9 out of 5 average rating, 20 reviews

Islamorada Waterfront House on Canal w Boat dock

MarcRating, 5 stars2 months ago
Perfect for a weeks stay with the boat and some fishing.
A bright living space features a large flat-screen TV mounted on a wooden console, with a bold blue door and aqua walls enhancing the coastal theme. The kitchen and dining area are visible in the background, showcasing a modern aesthetic and wooden dining furniture.
Home in Marathon
4.33 out of 5 average rating, 6 reviews

Renovated 2BR Gulffront Dog Friendly | Dock

JoshuaRating, 5 stars3 months ago
This place is absolutely wonderful, everything has been updated as far as the house. The location was perfect. We were able to go kayaking right from the house. We were able to see an abundant amount of fish, and we even had three pet iguanas that showed up every morning to sunbathe, we look forward to coming back again and if this place is available, we are definitely going to request to stay here. We stayed here a week and truly enjoyed every bit of it. And to top it all off the beds are comfortable.

Private, pet-friendly home rentals

A serene sunset casts warm hues over calm waters, reflecting shades of orange and pink. Silhouetted against the horizon, two individuals are seen paddling a small boat, while the coastline is dotted with distant, dark outlines of land and rocks.
Home in Key Largo
4.76 out of 5 average rating, 74 reviews

Beautiful FL keys Home-Free Bike to use

JoeRating, 5 stars1 month ago
Nice place to stay in Key Largo, close to Tavernier end of Key. Long ride if going to Key West. Nice little patio in back on second floor. Easily sleeps 6. Nice kitchen. Easy to park in front Yard. Nice stay. Snappers restaurant easy walk across Rt 1. Joe L.
Superhost
The open layout features a spacious sleeping area with a king-size bed decorated in blue and white patterns. A cozy sitting area includes a large sofa, while a dining table is visible in the background, complemented by cheerful green walls and tropical-themed decor.
Cottage in Key Largo
4.77 out of 5 average rating, 13 reviews

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

KlaraRating, 5 stars1 month ago
We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!
A dining area is equipped with a round wooden table surrounded by four woven chairs. Bright light illuminates the space through sliding glass doors that open to views of the waterfront and landscaped outdoor area.
Home in Key Colony Beach
4.94 out of 5 average rating, 18 reviews

Pelagic Paradise. On Canal, Dock, Pool Club Free!

KathrineRating, 5 stars1 month ago
We really enjoyed our stay at Keys 2 Joy. It's located right in Key Colony Beach with access to anything you need within a quick drive. The house was very clean, decorated nicely, owners communicated clear directions and entrance instructions, and everything we needed was provided. They even had some toys stowed away and my 2 small kids loved it. The layout of the house is different than expected with 2 entrances that come into bedrooms, but it wasn't an issue since we put the kids in the middle room. Kitchen had anything we needed, fridge had an ice maker, there's room for a boat, and even a few poles to fish off the dock. We had our dog with us also and they neighborhood is super walkable and friendly. Would stay here again for sure, thanks!
Top guest favorite
An aerial view captures a vibrant coastal community surrounded by water, featuring a marina filled with boats and lush greenery along the shore. A well-maintained pool area is visible, offering a serene setting for relaxation amidst the palm trees.
Camper/RV in Key Largo
4.97 out of 5 average rating, 37 reviews

Paradise Key Largo

DeannaRating, 5 stars4 weeks ago
Our family of 5 just returned from vacation. My toddlers loved the pool and all the hammocks near the water. Niurka was responsive to any questions we had and gave local recommendations on where to take the kids. We had a great time and will definitely return.
A landscaped outdoor area is showcased, featuring an inviting lawn bordered by tropical plants. Two colorful cornhole boards are positioned on the lawn, and a path of paving stones leads to the side of the home, enhancing the outdoor space.
Home in Marathon
4.58 out of 5 average rating, 12 reviews

Walk to Beach 4BR | Dock | Dog Friendly | Pools

HayleyRating, 5 stars10 months ago
Just want to write an updated review since most of these are older. The previous reviews about the house AC being hot in the downstairs bedrooms has been fixed. The house has two brand new AC units. House was immaculate and in the perfect location with all the amenities you’d need. Only issue we ran into is the Wi-Fi does not work. They are actively working on it but the Sonos speakers did not work outside and the TVs were in and out. All in all this house had everything we needed and more
Superhost
A spacious room features a bed draped in a blue and white floral bedding set. Large windows offer views of the outdoors, with a small dining table and chairs visible on the balcony. A compact refrigerator is positioned near the entrance, enhancing convenience.
Apartment in Big Pine Key
4.8 out of 5 average rating, 41 reviews

Apartment in Big Pine

MalloryRating, 5 stars1 week ago
This little studio apartment in big pine is PERFECT for a couple for a few days or week. We loved the big windows on 3 sides, with a great view of sunset & the marsh. We also loved the private and spacious balcony that has a view of sunrise. It is very peaceful and quiet, with the deer coming by every morning and evening. There is no kitchen (which was fine with us) but there is a coffee pot and 2 mugs. The bathroom is roomy for a studio and has closet space available. The sunset view from this place honestly was my favorite part of our trip. I would stay here again if I traveled to the keys in the future.
A light-filled living area features a spacious sectional sofa adorned with blue and white decorative pillows. A natural wood coffee table sits on a patterned rug, while wide glass doors open to reveal scenic canal views and access to the outdoor porch.
Townhouse in Marathon
4.68 out of 5 average rating, 25 reviews

Waterfront, dog-friendly 4BR with great canal view

MirandaRating, 5 stars3 weeks ago
Very comfortable and an amazing view of the canal. We could walk right off the deck and out along the boardwalk for the canal. Gorgeous for sunrises.
Top guest favorite
An open indoor living space features a large, L-shaped sectional sofa adorned with blue and white cushions. A wooden dining table with colorful chairs occupies the center, while a white refrigerator and a freezer are positioned against the wall. Large windows provide natural light and showcase views of the outside.
Home in Marathon
5 out of 5 average rating, 7 reviews

Walk to Beach: Waterfront Home in Marathon!

TamraRating, 5 stars1 month ago
Excellent accommodations, everything was available for swimming boating and fishing activities. So convenient to attractions and restaurants. Walk out on same level to pool was the best feature. Enjoyed the quality in pool and bath towels.

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

  • Total rentals

    420 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 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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