Beach house vacation rentals in Islamorada

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Popular amenities for Islamorada beach house rentals

Beachfront house rentals

Superhost
Home in Marathon
4.85 out of 5 average rating, 26 reviews

(#8)Waterfront 4 Bed 3 Bath Pool Home w Free Dock

MollyRating, 5 stars2 months ago
We had a delightful time. The unit was clean & comfortable and easily accommodated our party of 5 adults. The balcony was very pleasant and had a great relaxing view. The shared beach was also very relaxing with plenty of chairs and a nice covered card table area. This is in addition to the multiple seating options at our private pool. Families were enjoying the provided kayaks of which there were plenty. Susan and Dale were extremely responsive to all of our inquiries including showing up to address an issue within 15 minutes! Overall we had a very pleasant stay.
Guest favorite
Home in Marathon
4.89 out of 5 average rating, 63 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

BarbaraRating, 5 stars1 week ago
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.
Superhost
Home in Key Colony Beach
5 out of 5 average rating, 3 reviews

The Sandcastle - 2bed/1bath half duplex with docka

RachelRating, 5 stars11 months ago
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.
Guest favorite
Home in Key Largo
4.79 out of 5 average rating, 48 reviews

Oceanfront Seaside Escape

CieraRating, 5 stars2 weeks ago
My stay at Ana’s home in Key Largo couldn’t have better matched my expectations and accommodated my family and I for exactly what we were looking for. The home is private and absolutely stunning. The waterfront views are perfect and the lower private entry rooms provided the perfect amount of privacy and accommodation for my family and I, I couldn’t recommend staying here enough, Ana is kind friendly and very responsive! You won’t regret your stay!
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars3 weeks ago
Everything about this home is as described in the listing. Host is very responsive and friendly. We completely loved being there and it was incredibly peaceful and relaxing. We would love to come back again. Having the ocean for a back yard was awesome! This was probably my favorite AirBnB stay ever! We did not want to leave.
Guest favorite
Home in Key Largo
4.94 out of 5 average rating, 85 reviews

Ocean Breeze Home

PattyRating, 5 stars2 weeks ago
We wanted a homebase to explore the keys. Perfect little home and Pamela thought of everything for our stay. We typically cook but didn’t have time but I felt like the kitchen was better stocked than ours at home! Bottled water, Keurig coffee and wine were a perfect extra bonus. Funny thing is that we locked ourselves out of the property and Pamela responded right away and was resolved immediately.
Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 19 reviews

Boat Dock+King Beds & Cabana Club

RachelRating, 5 stars4 months ago
What a great week we had at this wonderful getaway! We got to watch the manatees off the dock. The neighbors were very friendly and helpful with idea of what to do in the area. We rode our rented bikes down to sunset park every evening to watch the sunset. We also found a great state park/beach just a 20 min bike ride away! The house had everything for us to use for our morning trips to the beach (coolers towels beach chairs). The house had outdoor furniture we sat at to watch the Key Colony Christmas boat parade! We will definitely be going back next year!
Guest favorite
Home in Marathon
4.89 out of 5 average rating, 18 reviews

Boaters delight! 1 min to open water, Dock & Beach

AmyRating, 5 stars2 months ago
Wonderful home on canal that opens up to gulf. The home had everything that was described and was comfortable with AC. Cannot think of anything we needed that was not there. Terrific views from balcony. Saw lots of wildlife including manatees and the iguanas were fun to watch. There was a double and a single kayak to use as well as bikes to get around as the traffic was busy. There are close neighbors next door but they were quiet. If you want a place to relax, this fits the bill.

Beach house rentals with a pool

Superhost
Home in Marathon
5 out of 5 average rating, 7 reviews

Delightful Canal Front Pool Home! Direct to Ocean!

SydneyRating, 5 stars3 months ago
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.
Superhost
Home in Islamorada
5 out of 5 average rating, 3 reviews

Islamorada Cay Home. Elegant home

MarlaRating, 5 stars1 month ago
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!
Superhost
Home in Marathon
5 out of 5 average rating, 18 reviews

W09 - New Luxury Property! Breathtaking Canal Fron

KImRating, 5 stars2 months ago
This was our 2nd stay at the house it a big and nice for our group! Just needs a little update and some extra kitchen towels which we did get just little stuff. But for the most part we had a wonderful trip 😊
Guest favorite
Home in Marathon
4.93 out of 5 average rating, 15 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

RicheleRating, 5 stars1 month ago
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.
Guest favorite
Home in Key Colony Beach
4.92 out of 5 average rating, 12 reviews

Paradise Cove!30ft Dock Pool BBQ

MelissaRating, 5 stars1 week ago
Had a wonderful stay at Yuni’s. The home was beautiful, well appointed and clean. Yuni was very responsive to all our questions and needs, and super friendly! Thank you Yuni!
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 months ago
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.
Guest favorite
Home in Marathon
4.87 out of 5 average rating, 23 reviews

Golf Coast Oasis

NoraRating, 5 stars1 day ago
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.
Guest favorite
Home in Marathon
4.96 out of 5 average rating, 111 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

PamRating, 5 stars4 weeks ago
Very responsive. Quick to answer any questions. Spacious home. We had two teens with us who loved to suntan on the roof. Had fun with bean toss. Pool warm.

Private beach house rentals

Guest favorite
Home in Marathon
5 out of 5 average rating, 9 reviews

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

AllieRating, 5 stars1 month ago
This place is amazing!! The house is gorgeous and a great location to restaurants right on the water. We loved sitting by the gulf watching the incredible sunsets over the 7 mile bridge. The kids loved the pool and the outdoor games. We were so sad when we had to leave. We would definitely stay here again!
Superhost
Home in Marathon
4.79 out of 5 average rating, 34 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars1 month ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 47 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

RebeccaRating, 5 stars3 weeks ago
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!!
Guest favorite
Home in Marathon
4.95 out of 5 average rating, 58 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

ErinRating, 5 stars2 weeks ago
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!
Superhost
Home in Marathon
4.93 out of 5 average rating, 29 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

JerrieRating, 5 stars4 months ago
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!!!!
Guest favorite
Home in Key Largo
4.89 out of 5 average rating, 122 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

DanielleRating, 5 stars1 month ago
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!
Top guest favorite
Home in Key Largo
5 out of 5 average rating, 34 reviews

Private 2+ Acre House~Private Beach~Tiki Hut~Dock

CrystalRating, 5 stars3 weeks ago
Our family enjoyed our stay! We loved paddle boarding and kayaking daily. We saw a Sting Ray at the end of the dock, caught a Blue crab in trap, caught a Striped grunt fish off the dock, a Nurse Shark under the dock (harmless) lots of Star fish, a hermit crab, and two Manatees. Great to snorkel around the beach area. Beautiful location and Kelley is fantastic and quick to respond! Highly recommend!!
Superhost
Home in Key Largo
4.83 out of 5 average rating, 12 reviews

The Ultimate Bay View Home

NicoleRating, 5 stars5 months ago
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!

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