
Beachfront vacation rentals in Islamorada
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Top-rated beachfront rentals in Islamorada
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Popular amenities for Islamorada beachfront rentals
Beachfront home rentals with a pool

Sombrero Beach Getaway
Sombrero Beach Getaway was perfect for our family of 4! The location, pool, well-equipped kitchen, and elevated deck all contributed to a great stay in Marathon.

Islamorada Cay Home. Elegant home
The outdoor space is absolutely fabulous. The heated pool was enjoyed every day. The property is on the corner of two canals that had pretty clean water. We met several manatees who graced us with their presence often. Fishing was not great during the month so our fishermen were rather disappointed. The interior was very pleasant and cooking was easy. The entire third floor is the master sitting room, bathroom and bedroom. The only drawback for me personally is that the master bathroom is an "open concept " design which left me without a sense of privacy. Isa was extremely helpful and responded quickly with our questions. Thank you Isa!

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Great home for a family vacation. Enjoyed the pool and all that Marathon has to offer. Plenty of room for everyone to spread out. Great decks and the tiki hut was a perfect place to hang out when you wanted to be outside but not in the sun. Bert was incredibly helpful and responsive.

Sunset Views, Pool and Dock
We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.

Paradise Cove!30ft Dock Pool BBQ
We are a family of 5 that just finished an excellent stay at this waterfront townhome. The house was well decorated, clean and had everything we needed. It also felt bigger inside than we expected. The dock and pool were recently renovated and in perfect condition. There are a few boat ramps nearby - we chose the Boathouse Marina as they also stored our trailer. The kitchen and grill also felt new and made for easy dinners when we chose to stay in. We would absolutely stay here again.

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

Cary’s Oceanside
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

The Ultimate Bay View Home
I recently stayed at Adriana’s beautiful waterfront Airbnb in Key Largo while in town for a wedding, and it was everything I could’ve hoped for. The views are absolutely breathtaking – you’re right on the water, so you get to wake up and unwind with the most serene backdrop. The house itself was pristine, showing how much care and attention Adriana puts into every detail. Adriana was an amazing host, incredibly responsive and genuinely helpful from the start of our stay to the finish. She made sure everything was in perfect order and was always just a message away if we needed anything. A huge plus was being able to bring my two dogs along, which made the experience even more memorable. They loved exploring the area as much as I did! Overall, it was a fantastic experience, and I would absolutely stay here again. If you’re looking for a relaxing waterfront getaway in Key Largo, Adriana’s place is a gem!
Beachfront home rentals with a hot tub

Huge Swim Spa~ Incredible Special Fall Pricing
We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.

Luxe Waterfront Keys Cottage- with Jacuzzi
Giselle and Javier were awesome with communication, they gave us a ton of recommendations for food and we tried out almost all of them. Some of the best food we’d ever had and a lot of them were within walking distance of the house! The house was perfect, light, clean, and modern. We were able to catch fish off the dock and even saw a few manatees come through. Probably the best Airbnb we’ve stayed in overall!!

Oceanside Oasis 2bed/2bath with brand new private
The pool and outdoor living space at the house was fantastic. The inside was a little outdated but everything functioned fine and was very comfortable for our family of 6. The dock was great for our boat with easy access to lots of fun things on the water.

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
If you like peace and quiet this is the place. Not much of a shopping destination though. Key largo is more for snorkeling and scuba. A 2 hour drive to key west.

Boho FL Keys Condo
My husband and I had a wonderful stay with our two children. The Keys Escape was clean and very comfortable. We loved sitting out on the balcony in the mornings and evenings as the view was incredible. The heated pool was awesome, and just a few steps away. Highly recommend!

Island Oasis ~ YOUR Paradise Awaits!
As soon as we walked in we felt right at home. We were celebrating my 65th bday week.Bonnie even had me a bday cake in the freezer .Power was destined to be out for several hours one day they brought us a small plug and play generator to run coffee pot hair dryer etc. My only disappointment was we could not use the Kayak's due to the sludge in the canal. That was not any fault of Bonnie or Joe's just mother nature. We had the pleasure of meeting the awesome host and hostess very nice people indeed. Loved their home and hospitality. If we ever come back will stay here again. Very comfortable bed. Clean and comfortable very relaxing.Nice resort and amenities very nice pool.

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
We loved our stay at Nicole’s place. It was well stocked, super clean, and the decore was lovely. This is second time at Ocean Pointe. We enjoyed being in building 5 and the larger corner unit.

Oceanfront Resort W/Indoor Pickleball - Spacious!
Great place to stay with kids. They loved the pools and game room. Place was clean and spacious! He was a great host, very responsive. Would stay again!
Pet-friendly beachfront home rentals

Sunset Beach Hideaway *Private Beach* *Jacuzzi*
this is a place we will stay at each year for spring break. my kids didnt want to leave - it has everything. we were very impressed. My wife and i had our own house. the kids stayed in their own house. quiet, beautiful grassy areas and trails. We had morning coffee on the private beach and took paddle boards and kayaks out at sunset. thank you Diane for the amazing houses, beach, location etc. We will be back next year :):)

Seaside Sunrise. Newly remodeled waterfront
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.

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

The Pink Dolphin House.
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.

Coral Quay-III Canal waterfront,access BEACH club!
We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!

Private Ocean Oasis by Key West, Florida
This was the perfect place to meet up for a Christmas gathering with our adult children. The home was so nicely decorated and furnished and had EVERYTHING we could have needed for a three day stay. There was plenty to do on the Venture Out Resort property and anything else you’d want or need is within driving distance. Will definitely stay here again!

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
The host Brian was attentive and responsive. The house was comfortable and well-furnished. The location on the water was beautiful, yet also private. A great home base for our family to enjoy exploring all that the Keys have to offer!

Venetian Tropics private heated pool at 82 degrees
I’d like to start this review with JoAn is amazing and super responsive. If you need anything, she will ensure that you will get it. This house is the epitome of what you would expect for a Florida keys home. If you’re looking for a house with a lot of character, in a phenomenal location for Atlantic access and fuel, this is the place. We throughly enjoyed our time staying here and will be back next year. The pool was nice to get into after diving every day, there was a fresh water hose on the dock, a freshwater outside shower and even a fish cleaning station. There is a deep freezer for ice and a tiki bar outside with a sink. Couldn’t be any happier with the house or the host. Thanks again JoAn for letting us use your house.
Quick stats about beachfront rentals in Islamorada
Total rentals
280 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
220 properties have a pool
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