
Beach house vacation rentals in Islamorada
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Top-rated beach house rentals in Islamorada
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Popular amenities for Islamorada beach house rentals
Beachfront house rentals

#7 Waterfront 4Bed 3Bath Pool Home
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.

Paradise found!Key Colony Beach,Cabana Club.
We had a great time at Paradise Found. The property was lovely and clean, all very well maintained. The location was beautiful, backing onto the water and enormously peaceful, a great setting. Kari was very communicative and always responded quickly to any queries. Overall, we were very happy.

Tiki Time in Cudjoe Key 136
Highly recommend anyone to stay here! The house is clean, well stocked, cozy, and quiet. The view is absolutely amazing! Sitting on the porch was our favorite way to start the day. Everyone was very friendly too.

The Sandcastle - 2bed/1bath half duplex with docka
Key Colony Beach is a quaint little village in and of itself. This duplex was exactly as the pictures show. Beds, pillows and sofa very comfortable. The kitchen was the most well stocked of all we’ve stayed in; all cooking, baking, and dining that you have at home and then some. Towels and linens were plentiful and clean. The neighbors were also kind and courteous. Having the boat dock was a big plus as we brought our boat with us. We put-in and pulled-out at the public landing across the street from the entrance, for a $25 fee each occurrence . Short, beautiful ride to our dock. Docking was easy and included an outside cleaning station and shower. Nice outdoor seating and Palms. The retractable awning above the sliding glass door was also perfect for blocking some of the afternoon sun. The location is convenient to dining, grocery and convenience stores. We loved everything about our vacay, other than having to leave. We’ll definitely be back.

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!
Wonderful and cost efficient. Well maintained. Easy access to the waterways with the dock for our rented boat. Amenities of kayaks and bikes were a plus. Beautiful outdoor setting. We will be booking again!

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.

Viamarhe House-Private beach, Kayak, yard games
We had a great stay. Enjoyed family time. The only feedback is that we didn’t realize there would be so much natural debris by the water which isn’t anyone’s fault. We just didn’t know so we were not prepared with water shoes.

Gorgeous Ocean View Home!
We had an amazing time with our family and a beautiful Easter dinner with our friends. The location is perfect to travel all of the keys as it's just over an hour to Key West and Key Largo. The sun rose over the top floor guest bedroom with such a beautiful view of the water every day. Morning coffee with the view was awesome. Evenings spent wrapped on the couch watching movies with really nice big TV and unwinding. Sitting down by the water in evenings before sunset hanging with family watching niece play in sand was great too. Highly recommend.
Beach house rentals with a pool

100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
We have enjoyed our time! The pool was excellent and the back yard very private, which was wonderful! Close walk to the beach and near walking paths. Had to drive to restaurants, but plenty of options w/in 10 min. Living space great, beds comfy. Floaties and kayaks in the garage, we used both. Caught some fish off the back canal, we even ate some! Would stay here again!

Delightful Canal Front Pool Home! Direct to Ocean!
This home offers so many amenities!! We thoroughly enjoyed biking, kayaking, the heated pool, grilling, and several games the host had for us. The large kitchen made it easy for our group of 6 to interact and enjoy meals together. The host was very responsive with any questions we had and checked in throughout the stay to ensure our needs were being met. This was our second year staying in Marathon, would stay at this location again.

Luxury Waterfront Retreat with Dockage & Pool
We had a wonderful family vacation at Naomi’s place. The place was perfect for our family of 4. There was so much to do to keep our active family busy. The house was well stocked with everything you may need for meals. Host was very responsive and helpful throughout our stay. We rented a boat and the dock was perfect for storing. We are looking forward to staying here again on our next visit to the keys!

Paradise Cove!30ft Dock Pool BBQ
Loved our rental in Key Colony. The house was beautiful and the kids loved the private pool. The place felt just like home.

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!!!!

Golf Coast Oasis
This was the most perfect Airbnb for our vacation. First of all, Marathon is the perfect location if you are looking to explore multiple parts of the Keys. 1 hour to Key Largo, 1 hour to Key West. We could not have asked for a better location. The home looks just like the photos and was perfect for our family of 4 + our pup. The beds were comfortable, the living space had plenty of room for our crew, but the real show stopper was the pool. If we weren't out and about exploring the Keys, we were definitely in/by the pool! A few added bonuses: (1) K-cups for our use for that first morning. This kept us from having to worry about an emergency grocery store trip the evening of our arrival (2) pool floats available for our use (3) bikes & kayaks for everyone (4) EVERYTHING. We couldn't have asked for better - we will definitely be back!

Anglers Terrace, Condé Nast Traveler's Best Airbnb
Our family of 9 loved the house! The pool, corn hole, and roof deck were all huge hits with the kids. The house is perfectly situated on Marathon, close to all the restaurants. Quick drive to Bahia Honda. We will definitely will be back for another visit to Andy’s place.

Cielo's Del Mar 2 - Pool / Dock / Beach Luxury in KCB
What a fantastic house! Close to the beach, great options for activities and food nearby. The house was clean and well-equipped and even more beautiful in person. Our family enjoyed quiet days at the house to relax and enjoyed local swimming, snorkeling, and shopping. Pool was clean and a nice respite. We did heat the pool for the week which was worth it!
Private beach house rentals

Luxe Waterfront Keys Cottage- with Jacuzzi
Super nice place to stay. Very comfortable.

Beach House, Private Pool & Dock, Gulf Sunset view
I can’t say how much we enjoyed this place. So private and clean. Beautiful view. Everything we needed was there. Sad to leave but back to real life. Thank you Thank you!

Keys to the Sea + Cabana Club
Our family of 4 really enjoyed our stay! It really was the perfect getaway spot for us to rest and recharge. The amenities available were so convenient, from a well stocked kitchen, bathroom supplies, laundry, a bait freezer, to even having pool towels and a cooler available to use. Our kids ages 11 and 13 spent hours fishing off of the dock out back. We even caught our meal a couple of times! We also really enjoyed access to the Cabana Club! It had a lovely beach front along with a perfect temperature pool! Drinks and food at the club were very reasonable priced. This is our third year in a row visiting the keys and we always enjoy this area. Next year I will be looking at this rental first! Thank you again for the wonderful stay!

P87 - New Construction house. 4 bedrooms, open wat
Such a beautiful home in a beautiful location! 2-3 min walk to Sombrero Beach. Safe, walkable neighborhoods, close to loads of great restaurants and activities. Being centrally located in Keys, plenty of options in Marathon or with a short ride north or south. Would definitely recommend/return.

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.

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
We had a great time visiting the FL keys and staying on Mangrove lane. It was awesome hanging on the dock, using the pool, fishing, and catching the sunsets each night. We also really enjoyed having the screened in porch upstairs and spent our breakfasts and night cap cocktails out there. Great spot on a private street! Looking forward to coming back in the future.

Cottage in Paradise
The perfect place to stay while we were visiting our family in the Keys.

Bohemian Beach Bungalow
This was one of the best experiences we have had in a long time! This amazing boho beach paradise had everything the comfort of home would have plus more! Karen was so responsive to any questions we had and helped me surprise my husband for our anniversary and made this trip even better! We will absolutely be back here for a trip again!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- Biscayne National Park
- Cannon Beach
- Long Beach
- Far Beach
- Monkey Jungle
- EAA Air Museum
- Theater of the Sea
- Sea Oats Beach
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Cocoa Plum Beach
- Horseshoe Beach
- Everglades Alligator Farm
- Long Key State Park
- Keys' Meads