11 of The Best Airbnbs in Islamorada You Can Rent Right Now

Coolest Airbnbs in Islamorada, Florida Keys

Best Airbnbs in Islamorada Florida Keys images via DepositPhotos

Top 11 Airbnb Deals in Islamorada, Florida

Islamorada is one of Florida’s jewels. It is a wondrous village of six islands, a multitude of picturesque beaches, and several enthralling water sporting activities. If you want to chill by the beach as you drink your margarita, there are many great lounges.

Best Airbnbs in Islamorada Florida Keys images via DepositPhotos
Best Airbnbs in Islamorada Florida Keys images via DepositPhotos

Not sure yet where to stay? These Airbnb listings have the most desirable location, all the amenities you’ll need, and more.

Ocean Islamorada BeachHouse wavail Boat & 70′ DOCKO

Islamadora Airbnb with Private Beach and Boat Rental
Islamadora Airbnb with Private Beach and Boat Rental
Ocean Islamorada BeachHouse Vacation Rental
Ocean Islamorada BeachHouse Vacation Rental

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Are you looking for affordable Airbnb accommodation for up to six guests? This exquisite beach house in Islamorada is just valued at 130 USD a night, with lots of complementary facilities to make your stay grander. After booking, you will be given a 3D virtual tour of the property, which is phenomenal!

Through this tour, you can manage your expectations around what your home away from home would look like. Prepare to get even more excited because this dock is in the perfect place to give you all the water activities you desire. You can also rent a jet boat, which is extremely handy and fun. Expect stellar amenities, a fully furnished home, and the most inviting sights in Florida when you book this Airbnb.

Reviews:

Fantastic location, large apartment with all we needed, clean, modern, I recommend it. Make sure you get info about the private beach, bicycles etc., all the small things that gives your holiday the little extra. – Frode

FLAKEYS BED & BEER ****EXTRA CLEAN*****

Entire house rental in Islamadora FL with Balcony
Entire house rental in Islamadora FL with Balcony

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If you’ve been searching for an oasis of peace, look no more! This charming home has an impressive garden waiting for your outside. During the day, you have quality picnic time with loved ones. There are fantastic surrounding restaurants and a food truck with tasty meals nearby.

At night, you can sit at the balcony as you listen to relaxing music, care of the host. If you’re traveling with your family, there are amenities for your little one too! For only 170 USD per night, you can expect serenity, family time, a fully functioning home, and a vacation all in one!

Reviews:

Beautiful 2 bedroom apartment above a great brewery that serves in house-made brews! Clean living space with insightful information to local establishments and activities in the area. Can’t wait to stay again in the future. by M

Oceanfront, Private Beach, Beach Cottage w/Kayaks

Oceanfront Islamorada Airbnb Rental with Private Beach, Beach Cottage and Kayaks
Oceanfront Islamorada Airbnb Rental with Private Beach, Beach Cottage and Kayaks

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Do you agree that the best accommodations ever to exist are those just in front of the ocean? If you do, we’ve got the best place for you! This Airbnb listing can accommodate up to six guests who yearn for the best sunrise and sunset view.

In this home, the most scenic beach spot is right at your doorstep. You can lounge on the sand for hours, and in just a few steps, you’re inside a tidy and turnkey home. You won’t have to worry about anything else, like looking for a laundry shop or being bored at home.

Whatever fun means for you, you can get it by the beach and at this lovely home in Islamorada.

Reviews:

The place is great, very relaxing, amazing air from the ocean especially at sundown. Gabriel is a super nice host and was very helpful in anything we needed. will be back again! by Dori

The Russell Estate, 2 Acrs on OCEAN, tropical 3/2

Beachfront Airbnb Ocean view Bedroom in Islamorada FL Keys
Beachfront Airbnb Ocean view Bedroom in Islamorada FL Keys

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Imagine going home to a cottage just across the vibrant ocean, featuring two acres of the most inviting beachfront. If this scene looks ideal to you, you should check out this Airbnb listing. It features a home that’s beautiful and tidy in white, showcasing a relaxing hardwood bamboo flooring.

The entire house is designed to look cozy, complete with all the amenities you’d need the whole vacation. You can cook your favorite meals and do your laundry in this home too. You can also do a bit of work, but as soon as you step out of your door, the stunning beach awaits you. For just 457 USD, you get to enjoy this serene home and its inspiring beach view.

Reviews:

Great house and you can’t beat your own private beach right out the door! Convenient to shopping and restaurants. Denira and Alex were always quick to respond to inquires. Hope to stay again! by Cyrene

Beautiful two-story house

Airbnb Vacation Rental Islamorada with Pool and near the beach
Airbnb Vacation Rental Islamorada with Pool and near the beach
Beautiful house rental Islamorada
Beautiful house rental Islamorada

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This beautiful home will make you fall in love with Islamorada over and over again. It’s a comfortable home with excellent fishing spots and a terrific pool.

Many guests and their families love the complimentary access to the fascinating private community beach, and you will feel the same way too. Enjoy exclusive access and a fully equipped home for only 435 USD.

Reviews:

This home is Centrally located in the keys. This is a upper class neighborhood where neighbors take care of there properties. Bluest water in the keys with most accommodations of quality restaurants. Communication was impeccable with Yanelis. Always a response within a few minutes. Priced accordingly. Will be back for sure. by Domenic

Keys home on the water with access to a private beach

Islamorada home rental on water with access to private beach
Islamorada home rental on water with access to the private beach
Florida Keys vacation rental beachfront
Florida Keys vacation rental beachfront

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Not many people can experience living in a house on stilts. If the idea excites you, this fascinating Airbnb is a must-try. You’ll have an enormous pullout sofa and a bedroom full of plush furnishings for the soundest slumber. Your kitchen is also well-stock with all the supplies you’ll ever need.

This phenomenal destination is right at the canal, which is just a short drive away from the beach. You can also opt to walk for around 15 minutes while your excitement towards the sun and sea builds up. Before you know it, the glistening beach is right in front of you. All this glorious experience for only 450 USD–worth it!

Reviews:

Expect a clean and comfortable place to relax with all the amenities you have at your house. The kitchen has everything, bathroom’s are updated and clean. Comfortable hang out space next to the kitchen and outside. The private beach is just around the corner and is an absolute paradise. Also a great location to get to fun places in and around the Islamorada area – Robbie’s, Anne’s beach, Long Key, and restaurants and shops just up the road. Our family is definitely coming back :-)!. by C

Turtle Beach is an Oasis on the Atlantic Ocean

Spacious private beach front home rental
Spacious private beach front home rental

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The Atlantic Ocean, the second-largest ocean in the world, is not only rich in marine biodiversity but also beauty. If you want to elevate your vacation in Islamorada, picking accommodation with the best view of the Atlantic Ocean is an excellent idea.

This Airbnb features a terraced pool, giving you a panoramic view of the beach anytime. You also get to enjoy an outside bar with barbeque grill and the best vantage point to watch the sunrise and set.

This accommodation is especially perfect if you’re traveling alongside 11 other guests. For only 1,250 USD, not only will you have a great view of the scenic ocean, but you also get to swim and ride its waters!

Reviews:

This home was amazing. The atmosphere and location are like nothing we could have anticipated. We knew we would enjoy our vacation, but WOW is all I can say. Our family has memories that we will be talking about for a lifetime. Pam communicated consistently from the day we booked our reservations. She provided in-sight, recommendations and answered any questions quickly and was very helpful in not only our preparations but also while on-site. If you have the opportunity, I would highly recommend you book this property! by Emily

Tropical Getaway 3/3 with 100′ boat dock and pool

Airbnb home rental Located in Lower Matecumbe Key
Airbnb home rental Located in Lower Matecumbe Key

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This three-bed and three-bath accommodation is a unique find in Islamorada. It has a modern nautical vibe, which is no less than relaxing. What makes its location even more special is that you can be by the Atlantic Ocean one day and the Florida Bay on the other.

You can fish, snorkel, and sunbathe all day long. You can also enjoy the freshest sea finds, perfect for a refreshing day. All this goodness you can enjoy for only 300 USD.

Reviews:

This house was the perfect house for us on our vacation! I loved the fact that it was a 3 bed/3bath house so that we all had our own space. The location was amazing and the decor was super cute, updated, and clean! Jamie is quick and efficient with responses concerning questions or needs. Overall our experience was great and would 100% book again/ suggest to a friend! by Brennan

1 Bedroom Cozy Apartment

One Bedroom Cozy Apartment in Islamorada
One Bedroom Cozy Apartment in Islamorada

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This piece of paradise is a crowd favorite for being clean, comfortable, and safe. It has a commendable design and a really indulging and cozy furnishings. It also has a wide range of amenities available, such as cable TV and complimentary Wi-fi. You could also expect a washer and dryer for a small convenience fee.

You can park your car or your boat at their premise too. They can accommodate up to 50-foot-long boats for a minimal fee yet extra security. It also has an ultimately refreshing pool that’s at the heart of lush greeneries. If you’re traveling in two, this 155 USD accommodation offers a fantastic location and an exceptional lodging experience.

Reviews:

Great location, the perfect place for a couple who will be on the go and not spending much time in the apartment. It’s small but simple. The mattress was awful. I did note this to Helen the owner. Otherwise great accommodations for the area. by Linda

Entire house hosted by Jonelle Kop @ Blue 9 Realty Inc

Islamorada Florida three story home with a private beach, pool and amazing Ocean views
Islamorada Florida three-story home with a private beach, pool and amazing ocean views
Ocean Front Home Rental in Islamorada with Swimming Pool
Ocean Front Home Rental in Islamorada with Swimming Pool

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This Airbnb listing offers the most spectacular view in the village. Whether you’re in your room, the stellar pool, or the bench, you have a panoramic view of everything natural and relaxing. If you want a home that’s barely a minute’s worth of walk from the beach, this house is ideal for you.

It features an airy design, an open concept, and raised ceilings. It can fit up to six guests, and it has three bedrooms and two baths. It undoubtedly has a cozy feel indoors, as well as outdoors, where you can kayak, ski, and sail. With all those said, what are you waiting for? Bring your friends and family along for the best memories in this 687-USD home.

Reviews:

Location is perfect for being able to walk to shopping and restaurants, the house has a very cool vibe, pool, and views were stunning. We loved it. Jonelle was particularly responsive to any question we had or the help we needed. by Dianne

Relaxing, waterfront retreat w/boat dock & amazing ocean views

Islamorada cottages on the beach
Islamorada cottages on the beach
Islamorada waterfront paradise getaway
Islamorada waterfront paradise getaway

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Looking for Islamorada cottages on the beach? This property offers incredible beachfront cottages with amazing ocean views. This home rental features a beautiful, sandy backyard that leads directly to the ocean, a private boat dock, four beach cruisers, a hammock, beach chairs and umbrellas, and a screened-in and furnished back patio.

With plenty of space for the entire family, this gorgeous home is ready-made for your next Florida Keys getaway.

Nearby attractions include the Theater of the Sea, the History of Diving Museum, the Keys History and Discovery Center, and Indian Key Historic State Park.

Where to Stay in Islamorada: Airbnb Map

*Islamorada Airbnb Rental Rates may change without prior notice. Please check Airbnb for updated rates, room availability, and Islamorada FL Airbnb promotions.

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