Some info is shown in its original language. Translate

Beachfront vacation rentals in Islamorada

Find and book unique beachfront homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Islamorada beachfront rentals

Beachfront home rentals with a pool

Top guest favorite
A tranquil beach scene features several blue lounge chairs arranged in neat rows on the sandy shore. A wooden pier extends into the water, accompanied by a thatched-roof gazebo. Lush greenery and a peaceful sky with scattered clouds complete the coastal vista.
Apartment 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!
Guest favorite
Condo 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.
Superhost
A serene outdoor space includes a private pool surrounded by a spacious deck. Palm trees frame the scene, casting shadows on the white tiles. A furnished sitting area can be seen nearby, offering a relaxing spot to enjoy the warm weather.
Home in Key Largo
5 out of 5 average rating, 4 reviews

Newely Renovated 3/2-private pool/dock/cabana club

OliviaRating, 5 stars1 week ago
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!
Top guest favorite
A serene outdoor space features a heated pool surrounded by lush greenery. Brightly colored lounge chairs are arranged invitingly, complemented by colorful throws. A kayak rests by the pool's edge, creating an inviting atmosphere for relaxation and aquatic adventure.
Home in Marathon
5 out of 5 average rating, 51 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

RickRating, 5 stars1 week 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!
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars4 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.
Superhost
An aerial view displays a resort setting featuring a heated pool surrounded by palm trees, beach cabanas, and lounge chairs. The property extends towards the beach, with picnic tables and a landscaped area visible. The ocean borders the scene, enhancing the tropical atmosphere.
Condo in Islamorada
4.77 out of 5 average rating, 91 reviews

Studio with Balcony, Kitchen, Open Living Space

AnaRating, 5 stars2 weeks ago
I loved the place. It had everything i needed and i enjoyed my stay. There was quiet during the night. I was able to wake up late since it had black out curtains. Staff was friendly and respectful. Lots to do in the near by areas. Sunset on a hammock was my favorite with a coconut drink i got at the nearby farmers market. The pool was excellent too and Very clean. Lots of parking. Will def. do it again! Great service and hospitality.
Guest favorite
Aerial view of the resort-style community featuring a central heated pool surrounded by lush landscaping. Palm trees and outdoor seating areas are visible. The property borders a marina with docks for boats, highlighting the connection to the water.
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.
Guest favorite
A private heated pool is set against a backdrop of palm trees and the ocean. Lounge chairs are arranged around the pool area, with tiki huts visible in the distance. The sky is clear and blue, enhancing the inviting atmosphere of this outdoor space.
Condo in Key Colony Beach
4.81 out of 5 average rating, 135 reviews

Beachside Unit 28 - Private Beach, Pool & Paradise

JaysenRating, 5 stars1 month ago
My Daughter and her newlywed husband spent their honeymoon here and all they could talk about is how perfect the place is. They never wanted to leave! Everytime I spoke to her and asked her about the place she had nothing but good things to say. She loved how peaceful it was and how she could walk right out the door and a few steps from the water. Oh and the Starbucks there is the cutest one around. They plan to come back for anniversary’s. Heck what I saw on FaceTime, I might even pay this place a visit. Thank you for making my Daughters honeymoon one to remember!

Beachfront home rentals with a hot tub

Guest favorite
A modern beach house is presented with a light-colored exterior, surrounded by a pebbled landscape. Palm trees are visible, providing a tropical feel. The building features large windows and a distinct entryway, enhancing its architectural appeal.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars2 months ago
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.
Superhost
A spacious living area features a light color palette, large windows with ocean views, and modern decor. A comfortable sofa is complemented by blue accent chairs, while a large flat-screen TV is positioned on a sleek console. Natural light enhances the open layout.
Condo in Key Largo
4.93 out of 5 average rating, 71 reviews

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

MeganRating, 5 stars1 month ago
The condo was beautiful and perfect for our family of 4 for the week. Lot's of great restaurants and activities near by, including a walking and biking bath right across the street. The pools and hot tub were lovely, and we loved the balcony to watch the sunrise and see the moon at night. Our only comment we be maybe getting some more functional and comfortable patio furniture so we could enjoy that even more! Thanks for a wonderful week :)
Guest favorite
A serene canal-side view features a spacious sandy area with palm trees. A thatched tiki hut and outdoor seating set the scene for relaxation. The home is positioned in the background, showcasing large windows that reflect the clear blue skies.
Home in Marathon
4.86 out of 5 average rating, 7 reviews

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

SaraRating, 5 stars6 months ago
This house was perfect for my family of 5. We where all very comfortable and had plenty of space! The kitchen had everything we needed. The waterfront lot across from the house was peaceful and had a wonderful area for the kids! The backyard was my favorite!
Guest favorite
The spacious canal-front home is showcased from an aerial view, highlighting its private pool and lush palm trees. A dock with boat access extends into the water, while comfortable outdoor seating is positioned nearby, creating a relaxed atmosphere for guests.
Home in Marathon
5 out of 5 average rating, 22 reviews

Spacious lux home, private pool/spa, 80' dock

HeatherRating, 5 stars1 month ago
The house was exactly how it was described online. Everything was well marked. Lots of stuff to do at the home. Very spacious and well maintained. There were only 7 of us, so lots of extra space. The pool is on the perfect side so your not blasted with the late afternoon sun. However, there is a huge umbrella in case it is needed. Kitchen is fully stocked so nothing was needed. There is a BBQ grill as well as a flat top which is nice for outside cooking. The only thing I would recommend is to bring your own pillow if your a particular pillow person (we love our feather pillows), house pillows were not feather ones. If you rent here and have a boat definitely go to the Sombrero Lighthouse to snorkel. Never saw so many fish in one place. The Conch Cafe and Coast to Coast pizza are both great food restaurants and walkable from the home. Publix is so close it was a daily visit. Truly enjoyed the week stay!!!!!
Superhost
A peaceful waterfront view features a sandy area leading to calm waters. A thatched-roof structure provides shade, while lounge chairs are arranged for relaxation. Boat ramps and a dock are visible, offering accessibility to the water for various activities.
Home in Key Largo
4.85 out of 5 average rating, 13 reviews

The Ultimate Bay View Home

YanetRating, 5 stars1 month ago
La casa está muy bonita , bien ubicada frente al mar con todas las comodidades necesarias para una feliz estancia , la anfitriona Adriana tuvo muy buena comunicación con nosotros brindándonos toda la información .
Superhost
A wooden pier extends over calm waters, leading toward a thatched-roof gazebo. The scene is illuminated by a vibrant sunset, casting warm hues across the sky and reflecting on the water's surface. Lush greenery frames the sides, enhancing the serene atmosphere.
Condo in Tavernier
4.97 out of 5 average rating, 98 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

LaurenRating, 5 stars3 weeks ago
I cannot say enough about how much we enjoyed our stay at Sangria Sunrise! The condo itself is beautiful, the property is awesome, well-maintained, and the staff are friendly and helpful! We spent most of our time at the pool and the beach. The pool bar is great and the pool is clean and refreshing. Plenty of sunny spots and lots of shaded tables, too. It’s right across from the condo so we went multiple times a day. Beautiful landscaping all around. The beach and marina area are really nice. We loved watching the boats from the balcony and seeing the sunrise over the water. Lots of fun things to do in the area within a short drive, but also plenty to do on the property if you prefer to stay put. Tracy is an excellent host and is very helpful and responsive. We will absolutely be back. Thank you for sharing your space with us, Tracy!
Guest favorite
A private backyard features a hot tub and a shallow pool, surrounded by tropical greenery. Lounge chairs in teal are positioned nearby, and a grill is placed on the concrete patio. The canal is visible in the background, lined with palm trees.
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Waterfront w/pool and hot tub

TanyaRating, 5 stars1 month ago
Rachel’s home is so beautiful and relaxing. The area is perfect. We had such a nice time! My daughter has pet allergies, and she had no issues at all the two days she joined us because it was so spotless and clean.
Superhost
A sandy beach area offers several blue lounge chairs arranged in rows, facing the water. In the background, a wooden pier extends into the ocean, leading to a thatched-roof gazebo. Lush greenery can be seen on the left side, under a clear blue sky.
Condo in Tavernier
4.87 out of 5 average rating, 85 reviews

Turtle Nest 1 Ocean Point Condo “Newly Remodel”

SelenaRating, 5 stars2 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.

Pet-friendly beachfront home rentals

Superhost
Apartment in Islamorada
5 out of 5 average rating, 3 reviews

Ocean View Duplex Penthouse | Pool | Vista Two

AnneRating, 5 stars2 months ago
Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.
Top guest favorite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

LydiaRating, 5 stars9 months ago
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!
Guest favorite
The image captures a sandy beach scene with clear turquoise waters. Sunbathers and beachgoers are seen enjoying the sun on the shore, while lush palm trees line the beach. A beachfront villa is visible in the background, enhancing the coastal setting.
Home in Marathon
4.91 out of 5 average rating, 179 reviews

Beachfront Villa - Florida Keys

MorganRating, 5 stars3 weeks 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
A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.
Home in Key Colony Beach
4.74 out of 5 average rating, 141 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

MichaelRating, 5 stars3 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
A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.
Apartment in Marathon
4.86 out of 5 average rating, 50 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
The outdoor area features a sandy patio surrounded by palm trees, with several blue Adirondack chairs facing a shaded seating area under a white gazebo. The spacious home stands in the background, showcasing multiple balconies and a light-colored exterior.
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 favorite
A covered outdoor area features a dining table surrounded by white chairs. A sectional sofa is positioned against the wall, offering seating. Light blue walls complement the spacious tile flooring, which reflects natural light. A BBQ grill and other furniture are visible at the far end.
Apartment in Key Largo
4.83 out of 5 average rating, 60 reviews

Studio apartment in Calusa Resort & Campgrounds

JuanRating, 5 stars2 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
A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.
Townhouse in Duck Key
4.83 out of 5 average rating, 175 reviews

Vibrant Beachfront Villa

JacobRating, 5 stars2 weeks ago
Maidelin’s beach villa was exactly what our small family needed for a quick getaway.

Quick stats about beachfront rentals in Islamorada

  • Total rentals

    280 properties

  • Nightly prices starting at

    G$16,737 GYD 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