Beachfront holiday rental in Islamorada

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Popular amenities for Islamorada beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars3 weeks ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars1 month ago
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!
Superhost
Home in Key Colony Beach
4.74 out of 5 average rating, 141 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

MichaelRating, 5 stars1 month ago
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.
Guest favourite
Campervan/RV in Key Largo
4.93 out of 5 average rating, 107 reviews

Paradise in Key Largo, FL

AmandaRating, 5 stars1 week ago
Great place and area, highly recommend.
Superhost
Apartment in Marathon
4.86 out of 5 average rating, 51 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars3 weeks ago
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!
Superhost
Home in Marathon
4.89 out of 5 average rating, 64 reviews

Gorgeous Ocean View Home!

ChristinaRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Key Largo
4.83 out of 5 average rating, 60 reviews

Studio apartment in Calusa Resort & Campgrounds

JuanRating, 5 stars3 weeks ago
So must say 10/10 we stay in a lot of places and this one we will deff come back to over and over again it was perfect and I must say the price is a steal honestly when we first booked we were nervous because of the price was cheap and I must say dosent reflect at all it is a amazing studio super clean super comfy can’t wait to come back highly recommend
Superhost
Townhouse in Duck Key
4.83 out of 5 average rating, 179 reviews

Vibrant Beachfront Villa

LiliamRating, 5 stars1 week ago
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.

Beachfront home rentals with a pool

Top Guest favourite
Home in Marathon
5 out of 5 average rating, 29 reviews

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

NickRating, 5 stars3 days ago
Book this house! Very comfortable and well stocked with everything you need from pool towels to kitchen amenities! The house is in a quiet area with ample parking and only a couple minute drive from all the restaurants and attractions Marathon has to offer. A few key features to note. The screened in pool and outdoor outdoor shower were such a nice touch after being on the boat all day, the ice machine was priceless to refill the boat coolers everyday and not have to spend a fortune on ice at the bait shop! Beds were comfortable, couch was large and accommodating for my family of 4! The house was clean and bed linens were good quality. Plenty of outdoor seating from chairs to loungers. The fish cleaning station and power plug in station for the boat were a nice touch. Vaca Cut was a short 5 minute boat ride North or you can head South by boat 5 minutes to the 7 mile bridge. We will definitely stay here again!
Top Guest favourite
Home in Marathon
4.97 out of 5 average rating, 38 reviews

Grouper Getaway @ Ocean Isles Fishing Village

GaryRating, 5 stars1 month ago
Great property, exactly like the photos and descriptions. Ben was extremely proactive and responsive. I would highly recommend this property.
Top Guest favourite
Apartment in Tavernier
4.98 out of 5 average rating, 42 reviews

Ocean View 2br/2ba w/pool, bar and dockage 28ft

TomRating, 5 stars1 week ago
Awesome stay. Very responsive host!
Superhost
Condo in Tavernier
4.9 out of 5 average rating, 162 reviews

2BR - Key Largo Sunshine Getaway

JenniferRating, 5 stars3 weeks ago
We had a wonderful 4 night stay here. Condo was VERY clean. It had everything we needed. Good location to get to many other places. We took a lot of day trips and excursions. It turns out, my kids liked our time at the community pool the best! Thanks for the memories. The only downfall was the mosquitos were terrible at night. Bring bug spray. Obviously not the owners fault. We had a great stay for 5 people and would come back again! Thank you.
Guest favourite
Home in Marathon
4.89 out of 5 average rating, 66 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

RobinRating, 5 stars2 weeks ago
This home is even more than the pictures show! It is an extraordinary home for people who love the sun, shade, beach, and the beautiful home just makes it a luxurious vacation. I could not find one aspect I didn’t love.❤️
Top Guest favourite
Campervan/RV in Key Largo
4.98 out of 5 average rating, 215 reviews

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!

MarkRating, 5 stars4 weeks ago
First RV experience, did not expect massage sofa... everything you need to explore the mangroves off the beach, take a paddle and who knows what you'll meet...explore the state parks, snorkel, dive kayak fly...it's what you make it ..wish we were here for longer and Kelly is a top host...🤗
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 51 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

RickRating, 5 stars2 weeks ago
We had an amazing family weekend here! The home was spotlessly clean, beautifully maintained, and incredibly well equipped with everything we needed. The ping pong table, video games, and sail kayaks were huge hits with the whole family. We also rented a boat, and having a private dock made that experience seamless and unforgettable. The location was quiet, safe, and perfect for quality time—cozy enough to relax, yet close to everything we needed. It truly felt like a home away from home. For all the amenities and the exceptional condition of the property, the price was a fantastic value. We’ve stayed in many vacation rentals, but this one stands out as one of the best. We’re already looking forward to coming back. Highly recommended!
Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 101 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

AshlynRating, 5 stars2 months ago
Martha was super helpful and responsive. The place was very nice, clean, and had incredible amenities. Kids loved it!

Private beachfront home rentals

Guest favourite
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Florida Keys Oceanside Utopia

CaroleRating, 5 stars1 month ago
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!
Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

KCB Tropical Escape

JosephRating, 5 stars2 months ago
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.
Superhost
Condo in Duck Key
4.85 out of 5 average rating, 95 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars4 weeks ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 14 reviews

P36 - Charming and immaculate 2 Bedroom, 2 bathroo

BradleyRating, 5 stars3 weeks ago
Great place! Very spacious, nice dock and out door and area to enjoy with the pool! It was nice having a large deep freezer for ice and fish!
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars2 weeks ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.
Superhost
Condo in Tavernier
4.85 out of 5 average rating, 98 reviews

🏝 Oceanfront Paradise Awaits You

SusanRating, 5 stars4 days ago
Great place, adorable beach and plenty to do in the area. Home is perfect and has everything you could possibly need for a short stay.
Top Guest favourite
Condo in Key Largo
5 out of 5 average rating, 18 reviews

Seaside Searenity w/ Golf Cart/Kayaks

DaveRating, 5 stars2 days ago
Great condo - two spacious bedroom suites with a sweet view over the small harbor. Perfect for two guys, or two couples. A short drive to all the scuba and fishing we came for, and many restaurants. We'll be back!
Guest favourite
Home in Islamorada
5 out of 5 average rating, 18 reviews

Angler's Reef Gem in Islamorada!

ChristinaRating, 5 stars2 months ago
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.

Quick stats about beachfront rentals in Islamorada

  • Total rentals

    280 properties

  • Nightly prices starting at

    $133 NZD 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

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Islamorada
  6. Beachfront rentals