Pet-friendly vacation rentals in Cudjoe Key

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Cudjoe Key

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A spacious bedroom is highlighted by a comfortable wooden bed with patterned linens. A bedside lamp casts a warm glow. Floor-to-ceiling windows offer views of the beach, with outdoor seating visible on the patio. Tropical decor adds a subtle touch of elegance.

Home in Marathon

4.88 out of 5 average rating, 26 reviews

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

Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

Superhost

Home in Key Colony Beach

4.74 out of 5 average rating, 137 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

Guest favorite

A heated pool is framed by two thatched umbrellas, offering shade and relaxation. Surrounding the pool are several wooden lounge chairs, inviting comfort in the sun. Lush greenery is visible in the background, enhancing the serene ambiance of the outdoor space.

Home in Marathon

5 out of 5 average rating, 33 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favorite

A sandy shoreline is bordered by swaying palm trees, providing a peaceful oceanfront view. A yellow kayak rests on the beach, while a hammock is visible nearby, adding to the tranquil setting. The distant jetty extends into the calm sea, enhancing the serene atmosphere.

Guesthouse in Marathon

4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

Weekly rental only. Saturday to Saturday. Relax with the whole family at this peaceful home with beautiful views. Ocean front Duplex shared with the owners, this quiet neighborhood is an ocean lovers dream. The Jetty offers tranquility, sunshine and sea. Drink your morning coffee there as you plan you day. Bring man’s best friend and enjoy the water. Paddle boarding and kayaking awaits you oceanside. A pool, and an outside patio area/dining room with a gas grill

Guest favorite

Home in Marathon

4.88 out of 5 average rating, 26 reviews

Pet Friendly Half-Duplex Cottage w/40' Slip Option

We have a lovely oceanside cottage in Marathon Key, Florida, close to everything with many amenities. The cottage has a large yard and plenty of room to park boats, RVs, and wave runners. This modernized cottage is for you if you all need a great place to stay. This quaint and cozy home offers good value and features new furniture and brand-new state-of-the-art stainless steel appliances. There is one bedroom and a pull-out queen-size sofa bed.

Guest favorite

A spacious bedroom features a comfortable bed draped in striped bedding. Sliding glass doors provide access to the outdoors, while a large flat-screen TV is mounted on the wall. A floor lamp and a decorative piece enhance the room's inviting layout.

Home in Marathon

4.94 out of 5 average rating, 32 reviews

Waterfront w/pool and hot tub

Professionally decorated, spacious, canal view keys home located in Key Colony Beach, the “Gem” of the Florida Keys. Featuring 2BR 2BA accommodating up to 6 ppl in a large & open living room & backyard, provided w/2 bikes, 2kayaks, grill, and 2 minutes walk to Sunset park, it is the perfect Florida Keys getaway for your family. This location is in the heart of the Florida Keys only 45 minutes from Key West and 35 minutes to Islamorada.

Guest favorite

A spacious living area features a light blue couch paired with a white coffee table. A dining table with multiple chairs is visible, and artwork depicting marine life adorns the walls. Natural light enhances the wood flooring and creates an inviting space.

Condo in Key West

4.87 out of 5 average rating, 191 reviews

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

Bring friends and family to this updated 1,350 sqft waterfront corner condo in historic downtown Key West! Just 1 mile to Duval St, the Seaport, and Hemingway House. Enjoy on-site boat slips, heated pool, tiki bar, BBQ grills, parking, elevator, and secure keyless entry. Fish cleaning station and commercial ice machine available. Large park with tennis courts next door. Walk or bike everywhere—only 10 minutes from EYW airport!

Guest favorite

Home in Marathon

4.95 out of 5 average rating, 131 reviews

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

House suits multiple families with kids, groups of couples, small and large families, or solos. Home is easy to get to, easy to get inside and the neighborhood is very peaceful. Plenty to do around the island or on the water. 5 large bedrooms and 3 large bathrooms with an open living room and a fully stocked kitchen. We look forward to hosting you. Very Short Walking distance to Sweet Savannah's Ice Cream and Sweets Parlor

Guest favorite

A cozy living space features a beige sofa and rustic coffee table. An art piece with palm trees adorns the wall. A round dining table with white chairs sits near two bright windows, offering natural light. A ceiling fan and small television complete the inviting ambiance.

Home in Key West

4.93 out of 5 average rating, 28 reviews

Poinciana Treetop ~ Casual Second Floor Duplex

Vacation near historic Duval Street with parking and a treetop view. Or vacation with friends by renting both floors of this duplex. This conveniently located home allows you to have plenty of fun and enjoy a respite in your own private space. THE PROPERTY: Located on a teeny tiny quiet lane, this comfortably furnished second-floor duplex home comes with Key West charm and contemporary touches.

Guest favorite

A spacious living area is visible, featuring comfortable seating and a dining area with counter stools. Large windows allow natural light to illuminate the room. Various artworks adorn the walls, adding visual interest to the neutral-toned space.

Apartment in Key West

4.88 out of 5 average rating, 49 reviews

Castaway Cove: Pet-friendly 2/2 condo near beach!

Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spend your vacation with us at the pet-friendly Castaway Cove Condo, you will be just 1 mile from Smather's Beach and a quick 10 minute drive to the fun and excitement of downtown Duval Street with tons of restaurants, bars, art galleries, museums, live music and people watching.

Guest favorite

The exterior of a blue house is surrounded by a landscaped garden featuring palm trees and other greenery. A gravel driveway leads to the entrance, providing ample space for parking. The sky is clear and sunny, enhancing the inviting atmosphere of the property.

Home in Marathon

4.93 out of 5 average rating, 113 reviews

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409

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What guests are saying

Harbor hideaway 50’dock 3Br/2Ba All amenities

5 out of 5 average rating, 10 reviews1 month ago

Loved our stay here! Very private pool and the tiki bar/outside ice maker, was amazing. The house was clean and comfortable with the most comfortable beds ever! The only down side was the location for boating. The dock was excellent and the trip to the 7 mile bridge to fish was conveniently close, however, to do any ocean boating or fishing, the distance thru the sailboat/houseboat harbor was long and we encountered some not so friendly types through there. Over all, to stay and enjoy the privacy of the canal and pool, this was top notch!!!

Villa in Marathon

What guests are saying

Gone Coastal 2

4.92 out of 5 average rating, 53 reviews2 weeks ago

My family and I loved our trip to Key West. This was our first time booking through Airbnb. We were so happy we went with Chris place. It was clean, spacious and comfortable. We would definitely stay here again. We loved sitting on the balcony and enjoy our morning coffee. It was just so very peaceful. I would highly recommend this property.

Home in Key West

What guests are saying

Soothing Nest

4.81 out of 5 average rating, 16 reviews1 month ago

This spot was great! The home is spacious, incredibly comfortable, and exactly as described in the listing. It’s located at the very end of an inlet, offering a waterfront setting but I wouldn't call it picturesque. While we didn’t have a boat, it looked like getting one in and out would be easy for an experienced boater. The house was spotless—you can tell a lot of care goes into keeping it clean. The beds were exceptionally comfortable, with soft sheets that made for a great night’s sleep. Everything related to rest and relaxation was truly top-notch. The home is well-stocked with basic necessities for living, though if you have specific cooking preferences or comfort items, you should make a quick trip to the store. The neighborhood is very quiet, with the exception of some occasional noise from the nearby airport—but that’s just part of being in Marathon. Parking was easy, the pool was great, and everything matched the description perfectly. We highly recommend

Home in Marathon

What guests are saying

Casita de Catherine by AvantStay | Patio + Hot Tub

4.68 out of 5 average rating, 59 reviews2 weeks ago

Great spot right on Duval street close to everything!! Awesome hot tub and back patio. Had everything we needed for our week long stay! Would always recommend getting a scooter or golf cart during your stay also, blue sky rentals is a good option right next to this airbnb!

Home in Key West

What guests are saying

Paradise Ocean Front 4/3Home Heated Pool

4.96 out of 5 average rating, 57 reviews3 weeks ago

We had a 5 star stay at Isabella’s Airbnb home! We had 10 guests and all had a place to sleep, place to sit and eat if we all wanted to sit together at the dining table and plenty of room there! We loved her home and our stay there!! Isabella remembered that we were there on vacation celebrating our mom’s 80th birthday and went out of her way to buy a key lime pie and balloon to have waiting for us/my mom when we arrived! That was very thoughtful and sweet of her!! Thank you for sharing your home with us!!!

Home in Marathon

What guests are saying

Private Pool! Luxury Paradise Pointe, Pet Friendly

4.93 out of 5 average rating, 15 reviews5 months ago

This place was wonderful for our family. Located on the water with boat lift. We caught tons of fish and saw manatees off the dock. The pool and cabana were great during the gorgeous days and to catch sports at night. I loved the morning sunrise in the top deck. Kitchen well equipped and beds comfy. The paddle boards and kayaks provided were an added bonus. I only wish we had brought bikes. The community was perfect for biking. The cabana Club was great. My kids loved the playground across the street. We played pickleball, bocce ball, and shuffleboard everyday. Centrallt located nears tons of great restaurants. I recommend Castaways and Sparky’s. Also for boat rental Vacation Boat Rental. The owner is very responsive with any issues we may have had. The property manager Tony is wonderful to work with if needed also. I cannot say enough great things about this location. 5 star all the way.

Home in Key Colony Beach

What guests are saying

Boaters delight! 1 min to open water, Dock & Beach

4.89 out of 5 average rating, 18 reviews2 months ago

Wonderful home on canal that opens up to gulf. The home had everything that was described and was comfortable with AC. Cannot think of anything we needed that was not there. Terrific views from balcony. Saw lots of wildlife including manatees and the iguanas were fun to watch. There was a double and a single kayak to use as well as bikes to get around as the traffic was busy. There are close neighbors next door but they were quiet. If you want a place to relax, this fits the bill.

Home in Marathon

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