
Beachfront vacation rentals in Islamorada
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Islamorada
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Islamorada beachfront rentals
Beachfront home rentals with a pool

Ocean View 2br/2ba w/pool, bar and dockage 28ft
What an amazing location and you can really tell the host has thoughtfully designed the Airbnb, making it an experience. Will be back!

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW
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.

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

Luxury Boating Paradise+Pool+Sailing Kayaks
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!

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.

Studio with Balcony, Kitchen, Open Living Space
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.

Angler's Reef Gem in Islamorada!
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.

Beachside Unit 28 - Private Beach, Pool & Paradise
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

Seaside Sunrise. Newly remodeled waterfront
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.

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

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!
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!

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

The Ultimate Bay View Home
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 .

Ocean views at “Sangria Sunrise” 10% off Charters
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!

Waterfront w/pool and hot tub
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.

Turtle Nest 1 Ocean Point Condo “Newly Remodel”
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

Ocean View Duplex Penthouse | Pool | Vista Two
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.

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

Beachfront Villa - Florida Keys
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!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
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.

Little Venice in Marathon (in the Beautiful Keys)
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!

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.

Studio apartment in Calusa Resort & Campgrounds
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

Vibrant Beachfront Villa
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
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Cocoa Plum Beach
- EAA Air Museum
- Everglades Alligator Farm
- Horseshoe Beach
- Monkey Jungle
- Sea Oats Beach
- Far Beach
- Long Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads