Some info is shown in its original language. Translate

Beachfront holiday rentals in Islamorada

Find and book unique beachfront homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for beachfront rentals in Islamorada

Pet-friendly beachfront home rentals

Top guest favourite
Home in Marathon
4.95 out of 5 average rating, 66 reviews

Coral Lagoon #23- Private Villa Home

ReneeRating, 5 stars4 days ago
Wonderful Stay! Place was super clean and nicely decorated with minimal decor. (Sometimes places are over decorated and busy) Beach Towels were provided. Kitchen was organized & clean. Pool was nice! We brought our small dogs and the grounds were very pet friendly. Jessica’s recommended list of restaurants was spot on! Had a great time eating at several of the places. Would visit again and recommend to others.
Guest favourite
Guest house in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars2 months ago
Beautiful ocean views and great local recommendations from the host! Some aspects of the interior were a bit dated, but with multiple areas to enjoy the outdoors (offering full shade to full sun and everything in between), we didn't do much inside except sleep. Kids spent hours per day in the pool and adults most enjoyed lounging on the jetty with 345 degrees of ocean views. Board games (and a ps3) were available for the occasional down time. The location allows for a feeling of privacy on the ocean while offering many hidden gems for dining and activities nearby.
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 stars4 weeks 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.
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.
Superhost
Flat 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!
Guest favourite
Flat 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

Beachfront home rentals with a pool

Top guest favourite
Flat in Tavernier
4.98 out of 5 average rating, 41 reviews

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

NickRating, 5 stars2 weeks ago
What an amazing location and you can really tell the host has thoughtfully designed the Airbnb, making it an experience. Will be back!
Superhost
Apartment in Tavernier
4.9 out of 5 average rating, 162 reviews

2BR - Key Largo Sunshine Getaway

JenniferRating, 5 stars2 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.
Superhost
Apartment in Key Largo
4.93 out of 5 average rating, 72 reviews

Mariner's Club 522 - Don't worry Beach Happy!

BillRating, 5 stars5 days ago
Location of unit is beautiful! Amenities were also wonderful and resort like. Host provided a prompt response regarding some questions about the unit and addressed any concerns presented. Thank you for a relaxing stay!
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 60 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

DanielRating, 5 stars3 weeks ago
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!
Guest favourite
Apartment in Tavernier
4.87 out of 5 average rating, 15 reviews

Island Getaway at Ocean Point

EmilyRating, 5 stars2 weeks ago
We stayed at a couple different places in the keys and this was by far our favorite!! Very nice and clean, the bed was comfortable and i was very impressed by the amount of utensils in the kitchen. Normally I have to bring some of my own cooking utensils for airbnbs but they already had everything I needed here!
Superhost
Apartment in Tavernier
4.87 out of 5 average rating, 86 reviews

Turtle Nest 1 Ocean Point Condo “Newly Remodel”

SelenaRating, 5 stars3 weeks ago
This stay was close to absolutely everything you’d want to do and see in Islamorada! The host was friendly, provided easy instructions and a home that felt like home. Was glad to find this amazing, cozy space, will be back soon.
Guest favourite
Campervan/Motorhome in Key Largo
4.96 out of 5 average rating, 115 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

KimRating, 5 stars1 month ago
We really enjoyed our time at Paradise Casa. A great spot to get to Pennekamp quickly and enjoy each sunset right outside the RV. The inside was well laid out and our family of 5 was very comfortable. Everything was very clean and user friendly. We spent a lot of time outdoors looking over the water, listening to the palm fronds sway in the breeze and relaxing. Just know that the empty lot next door does become the local fishing spot. Overall the stay was wonderful
Guest favourite
Flat in Marathon
4.85 out of 5 average rating, 27 reviews

Sombrero Beach Tropical Paradise

TriciaRating, 5 stars1 week ago
we had an extremely satisfying stay at skipjacks. the place was incredible. the condo was well kept and easy to access. we 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.
Top guest favourite
Home in Marathon
5 out of 5 average rating, 28 reviews

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

KashRating, 5 stars1 month ago
This property was everything and more. Clean, all amenities provided as advertised and the perfect location in Marathon. Randy was very responsive and went out of his way to provide us with top notch service. We had a wonderful time and will definitely be returning again.
Superhost
Apartment 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
Apartment in Key Largo
4.97 out of 5 average rating, 38 reviews

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW

MelissaRating, 5 stars1 month ago
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.
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 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.

Quick stats about beachfront rentals in Islamorada

  • Total rentals

    280 properties

  • Nightly prices starting at

    ₹6,887 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