
House vacation rentals in Islamorada
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Top-rated house rentals in Islamorada
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Popular amenities for Islamorada house rentals
House rentals with a pool

Sea Ray Cove, Mini Lobster week NOW OPEN!
Our stay at Searay Cove was amazing! The house was perfect and had all the amenities and then some! Easy walking distance to the beach and close to many things to do. The highlight was the manatee visitors in the evening. Can’t wait to come back!

Beautiful Beachfront Villa w/ Pool/Tiki/Dock
You won’t find a better set up than this with family. Playground, beach, pool , sidewalks for walking everywhere, and great kayaking area as well. And the owner makes sure his guests have all they need.

Casa Solaris | Key Largo home with Private Pool!
Had a great time and the house was perfect for our group!

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.

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
Stunning location, very comfortable with plenty of space for 10 people. When we arrived we never felt like leaving. Beautiful pool and hot tub surrounded by palm trees, sandy area with great fire pit, gorgeous outdoor eating area and kayaks to drop from pier. Very private location with spectacular sunsets! Fabulous!!!!

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.

“La casa azul” step 3’ to a private pool
small cozy but full of character. the pool was great. convenient to great restaurants and stores.

Golf Coast Oasis
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.
Weekly house rentals

Private Beach, Deep Water Dockage, Cabana Club
Roberto is by far the most thorough and conscientious host. We were so pleased with our accommodations and immediately felt at home. The use of The Cabana Club was a real bonus on the hottest days. Will most certainly return to Marathon!

Yellowtail Getaway with Boat Dock and Pool 2
We absolutely loved the place , it was spacious , clean and had all the extras you would need. So convenient with the boat dick and loved having the pool. Would definitely return.

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!!

Sailors Paradise
Sailors Paradise was a very nice, clean with a quiet neighborhood. The house was comfortable. The back area was very relaxing with the channel right there. The kitchen had plenty of counter space. Water pressure in shower was good. Water got hot quickly. All in all a great place. I would definitely recommend it.

Blue Ocean Bungalow Spring discounts-NOW available
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

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Had a wonderful, peaceful stay. We fished off the dock area, enjoyed time at the cabana, walked every morning enjoying the views and participated in the sunset community almost every night at the park! Great vacation for our multigenerational needs!

Private 174ft Dock, Boat Launch, Sombrero Beach
We had a great stay here, beds were comfortable and bathrooms were clean. Kids loved fishing off the dock - although the boat ramp was unavailable, we were able to use the ramp at the marina down the block ($30 each drop). Hosts were easy to communicate with and very helpful when we had a question. Wed definitely stay here again next time in Marathon.

Seas the Day
We really enjoyed it here. The boat dock was perfect, easy access by water to gulf, ocean, and local restaurants. The inside was cozy and comfortable. All necessary household items/appliances were provided. There was parking in front and additional parking across the street. There was room in the driveway for a small boat trailer. Guest membership to the Cabana Club was especially nice with access to the beach, pool, hot tub and restaurant/bar. This location is conveniently located within a short ride to stores, shops, restaurants, and local attractions. Overall, this is a very nice rental property and the price was reasonable. We would definitely consider staying here again in the future.
Private house rentals

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.

Blue House Marine in Key Largo
What an amazing trip thanks to this house ! Just stayed 3 nights and 4 days and this house did not disappoint. The house was easy to find and in a great location. Nancy provided clear and thorough communication from start to finish. The house is beautiful, the outdoor spaces are gorgeous and make you feel like you’re staying at a resort. There are restaurants within walking distance that made it super convenient! We had such a great time and will be back! The beds were so comfortable and the kitchen with window that opens to the veranda was perfect! So happy with our stay.

4BR 3B, Heated Pool & Spa, 60' Dock
Amazing house. Beautiful surroundings. Plenty of room for 3 families and kids. Everything we needed.

Waterfront House - 30' Dock & Pool & Cabana Club
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!!

Casa Lago Mar 3/2 with Cabana Club Access
We loved staying at Melissa’s Airbnb. The neighborhood was nice and very walkable. Loved being right on the canal. The Cabana Club was great for kids with the pool and beachfront area. Marathon was a great Key to stay on with lots to do. The duplex was clean and beds were comfortable. Loved sitting out on the back porch in the morning with coffee. We would definitely recommend and would love to come back someday.

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
FANTASTIC! We have stayed in hotels on Key Largo, but staying at Stu’s was a game changer. After our dives, it was easy to rinse off our gear then have more than enough space to relax and not feel cooped up. The entire place was extremely clean. The pool was perfect and the edge of the water was a perfect place to hang out we saw several manatees and even had a pelican visit. Stu was very responsive and we are looking forward to repeating this adventure again!

Grouper House, Lux 4BR, 6BA home w/ pool, dock and
The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

Key Colony Beach Waterfront 321
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.
Quick stats about house rentals in Islamorada
Total rentals
330 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
310 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
210 properties have a pool
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