
Beachfront holiday rental in Islamorada
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Top-rated beachfront accommodation in Islamorada
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
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Popular amenities for Islamorada beachfront rentals
Pet-friendly beachfront home rentals

Houseboat Getaway In Marathon
Joseph is an excellent host! Very responsive, proactive, and provides great local tips. We thoroughly enjoyed this unique stay with great fishing and close proximity to restaurants. The houseboat had everything we needed including beautiful sunset views.

Beachfront Villa - Florida Keys
We had a great stay at Loretta’s place. The location offered a good jumping off point to explore the keys. The beach nearby along with canal access and kayaks was a huge plus. The garden area was nice though the mosquitos were intense. The place accommodated our group of 7 ppl well and everything was clean and well furnished. Overall, the place worked great for our group and we’d stay again!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
Great place to stay for family vacation or guys fishing trip. Plenty of dock space to park the boat and easy access to the Atlantic. House is clean and all amenities worked as they should. Would definitely recommend to a family or friend. Mary was a great host who provided all information without even requesting it.

Little Venice in Marathon (in the Beautiful Keys)
This is our 2nd time staying here. Great location and super clean. We love it here and look forward to booking again for next year! It is a nice and familiar place for us.

Vibrant Beachfront Villa
Great stay, we all enjoyed our mini vacation. This place is excellent. This is our 2nd time visiting this house and we loved it. Definitely we're coming back.

NEW: Vaca Cut w/60' dock, 4br/4ba, 2 kitchens
Beautiful home, we come down to fish and dive, couldn't be a better location to keep our boat and get offshore quickly. Everything is within 5 minutes of the home and the bait shop and ice is at the end of the street. Super convenient. Public boat ramp is a 5 minute boat ride away. Definitely recommend

Emerald Oasis ~ Lux Waterfront Gem ~ Heated Pool ~
The house was beautiful, the area in marathon is perfect. Right on the water across from a marina. The house was very cleanly. Perfect space in the kitchen for cooking. Lots of utensils. We brought our blow up paddle boards and were able to use the kayaks too. However they were pretty difficult to put in the water because the dock is about a 5-7 foot drop to the water. Would have been nice to have some steps into the water or something. It was also difficult to tie up our boats as they were smaller boats under 25 feet. At low tide the dock bumpers still didn’t reach the boats to prevent from hitting the dock so we were constantly watching the boats and utilizing our bumpers. There was construction going on during our stay next door the whole time but communication when mentioned to the property manager was prompt and they were able to offer us a slight accommodation discount from almost 1/2 our pet fee. Pet fee is also per pet so can be pricey. Overall great vacation.

Coco Plum Waterfront Hideaway Home in Marathon
Fantastic stay, and a fantastic host! They went out of their way to make sure we had everything we needed for our stay.
Beachfront home rentals with a pool

Sandbox
⭐️⭐️⭐️⭐️⭐️ Absolute Paradise in the Heart of the Keys! Our stay at this vacation house in Marathon was nothing short of incredible. From the moment we arrived, we felt like we had found our own private slice of paradise. The house was spotless, beautifully decorated, and had all the comforts of home—plus the added bonus of breathtaking ocean views and island vibes. The location couldn’t have been better. Tucked away in a peaceful part of Marathon, we were just minutes from everything—the beach, boat rentals, amazing restaurants, and the iconic Seven Mile Bridge. The property itself was incredibly well-equipped: a fully stocked kitchen, super comfortable beds, high-speed WiFi. What really made this place stand out was the outdoor space. The private dock was perfect for fishing and sunset cocktails, and the pool made it hard to ever want to leave. We even spotted dolphins just off the dock one morning—unreal! The hosts were friendly, responsive, and went out of their way to make sure we

Discount Available! 100' Dock, Lots of Amenities!
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.

Ocean View 2br/2ba w/pool, bar and dockage 28ft
Awesome stay. Very responsive host!

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW
Our stay was everything we could have wanted. The view was incredible. The condo had everything we could need. We will definitely come again and recommend it to family and friends.

P31 - 11785 5th Ave. Ocean
I knew that I was limited on what I could do during the week stay bc of a knee injury and it was just fine bc I was quite happy just being at the house for most of my stay. Just loved it and didn’t want to leave. Even though this is an active boating location and boating route l, I still felt quite peaceful staying there. The pool was great and the hot tub was quite beneficial for my knee. Just be careful climbing into the pool. The ladder going up is quite steep. I would’ve preferred some true stairs. But that’s coming from someone with a hurt knee too so take it with a grain of salt. And if you don’t feel like going out to eat, seriously order the steamed shrimp by the pound at FishTails on the corner. It is within walking distance. Will definitely be back for another stay in the future.

Beachfront Condo w/ Ocean Views in Marathon
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

Ocean Potion 1B/2B 3Balconies Ocean View
The place was very comfortable, very well appointed and centrally located to all kinds of great things to do! The one issue we reported was addressed right away! Would definitely go back!

Angler's Reef Gem in Islamorada!
Lovely quiet gated community. Easy access with carport making loading and unloading a breeze. Porch seating for outdoor enjoyment. Games and puzzles available for indoor downtime. Pool and beach was convenient and serine. Soft and restful sleeps on the comfortable mattresses. We didn’t use the pull out couch in the queen room but our adult daughter enjoyed having her own sitting space. Washer and dryer was a great amenity to have allowing us to go home with clean laundry. Kitchen is so fully equipped. We saw a cooler and fishing poles out back too but didn’t utilize. The art work that filled the walls was beautiful and interesting and a great reflection of where you are. We enjoyed many recommendations from the host each night for dinner. The grocery store is just a short drive down the street and so is a Starbucks if your looking for your back home go to’s but there is soooo much to enjoy in this location.
Private beachfront home rentals

Florida Keys Oceanside Utopia
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!

KCB Tropical Escape
This was better than I expected. A very spacious 2 bedroom with large kitchen, family room. The screened in porch was huge, and a great place to have meals and watch TV and the sunrise. The fully equipped kitchen was awesome for those like us that love to cook. It was a great home away from home. This place was so comfortable and was the best we ever rented.

*NEW!*Paradise Palms~Dock~Pool~Kayaks Grill~View!
We had a wonderful family vacation getaway at Katie and Cody’s place. The house was very clean, and the location is great as well with accessibility to food, Publix, and great beaches. Our favorite aspect of the house was the small pool. Our teenagers played in it endlessly, and when they were gone we enjoyed relaxing on the pool floats. Communication with Katie was top notch. She always responded quickly and had great follow through with any issues we had. they definitely go above and beyond to provide resources of fun activities and resteraunts in the area. We would definitely stay here again!

Viamarhe House-Private beach, Kayak, yard games
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.

Gorgeous Ocean View Home!
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!

Boat Dock+King Beds & Cabana Club
I was very happy when I walked in the door, it had everything that I needed and more during my stay. Every door or cabinet that I opened had something that could be useful during anyones stay. From the moment that I started inquiring about the rental to the very end of my stay, they were very helpful with all the questions that I had and always responded promptly. I highly recommend renting from them. I look forward to staying in their rental next year.

*NEW* Private Beach, pool & fully loaded kitchen
Our first time visiting the Keys and Celia’s place made it wonderful! Located in a very nice, quiet, and safe community her condo is like new and so well cared for. Perfect size for our two couples. The decor and furniture is very nice, bright and clean. Had all the amenities we needed and then some. We enjoyed the heated pool everyday and the private beach was nice for a more natural experience. The furnished patio had a great view of the pool and ocean. Celia is a wonderful host! Very helpful and a great communicator.

Oceanview Retreat
We had a great time in Marathon. It was a very quiet neighborhood. We didn't need anything from the host, but we had the manager's number and he was a phone call away. The home was very nice and clean.
Quick stats about beachfront rentals in Islamorada
Total rentals
280 properties
Nightly prices starting at
$124 AUD 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
Destinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Biscayne National Park
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Long Beach
- Cocoa Plum Beach
- EAA Air Museum
- Sea Oats Beach
- Far Beach
- Monkey Jungle
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads