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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

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, 111 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars5 days 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, 135 reviews

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

GregRating, 5 stars5 days ago
This was the perfect space for our family of seven. Cleanliness and all the creature comforts were fully up to our expectations. The interactions we had with Dennis were quick, attentive and friendly. Highly recommend!
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 stars1 day 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.
Guest favorite
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
5 out of 5 average rating, 9 reviews

Key Colony Beach-POOL & DOCK

AustinRating, 5 stars9 months ago
We stayed here for a whole week and it was very awesome everything way exceeded our standards and we cant wait to come back!
Guest favorite
A spacious living area features a large gray sectional sofa adorned with decorative cushions. A round coffee table is positioned in front, and a colorful painting of a boat enhances the wall. Natural light streams in through glass doors leading to an outdoor seating area.
Home in Marathon
4.87 out of 5 average rating, 23 reviews

Golf Coast Oasis

NoraRating, 5 stars5 days ago
We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

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 stars15 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, 143 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

EllenRating, 5 stars3 weeks ago
Great house on manatee bay. It was a serene place to enjoy the water, but very close to drive to key largo for restaurants and groceries. The house is exactly as described, and very comfortable, clean and updated.
Guest favorite
A bright kitchen area features a minimalist design with light-colored cabinetry and a countertop. A large window allows natural light to fill the space, while a framed beach scene hangs on the wall. Two stools are positioned at the counter, providing additional seating.
Home in Key Largo
4.84 out of 5 average rating, 49 reviews

Largo Sound Casita - Key Largo, Close to Pennekam

DanielRating, 5 stars2 weeks ago
The property is exactly as described. Perfect for families or a group of friends to go with the game room downstairs. Also provided is a binder with recommendations around the keys which was extremely useful.
Guest favorite
A kitchen window displays a view of serene canal waters, accompanied by boats docked nearby. Decorative plants are positioned on the countertop, adding a touch of greenery. The sign above the window reads 'Marathon,' providing a local touch to the space.
Home in Marathon
4.91 out of 5 average rating, 69 reviews

Blue Ocean Bungalow Spring discounts-NOW available

HixRating, 5 stars1 month ago
The house was really nice, clean and a real home away from home. It accommodated my family of 5 with 3 bedrooms and 3 baths. It was located on a canal where we were able to enjoy the manatees and pelicans. It was centrally located and only a short distance from the beaches, snorkeling, wind surfing and excellent restaurants. We will definitely stay again if we visit the keys
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 stars2 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 spacious bedroom is highlighted by a large bed with a light gray quilt and turquoise accent headboard. A side table sits beside the bed. Sunlight filters through a window, illuminating the room and revealing a cozy living area in the background.
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

MirandaRating, 5 stars1 week ago
Everything was exactly as pictured plus a few amenities that we didn’t expect! Beautiful place, well-appointed kitchen. The construction across the street was a little loud in the mornings but hopefully will be completed soon.
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.

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 stars3 weeks 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 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!
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 stars3 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 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.
Guest favorite
A wooden dock extends alongside a peaceful canal, surrounded by lush greenery and vibrant flowers. A small circular mat lies on the edge, while a decorative light fixture stands elegantly on the dock. Boats can be seen moored in the distance under a clear blue sky.
Home in Marathon
4.96 out of 5 average rating, 23 reviews

Gulf side Gem, 45 ft. dock, pool, Hot tub and more

VanessaRating, 5 stars5 days ago
We truly enjoyed our stay. Gail was very communicative and the house had everything we needed to relax and enjoy our time. We saw some manatees from the dock, iguanas, and of course fish. Friendly quiet neighborhood, grocery store close by.

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

  • Total rentals

    420 properties

  • Nightly prices starting at

    $100 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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