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Beachfront holiday rentals in Cudjoe Key

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Cudjoe Key

Pet-friendly beachfront home rentals

Guest favourite
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars2 weeks 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.
Top guest favourite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

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

LydiaRating, 5 stars7 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!
Superhost
Home in Marathon
4.71 out of 5 average rating, 21 reviews

Sunset Views, Pool and Dock

AllenRating, 5 stars2 months ago
We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.
Top guest favourite
Guest house in Marathon
4.95 out of 5 average rating, 19 reviews

The Pink Dolphin House.

TanyaRating, 5 stars1 month ago
We had an amazing stay at the Pink Dolphin! Margaret and Phil (hosts) were incredibly nice and so down to earth. We really liked that this Airbnb did not feel commercial at all. It was private and had that “home” feel. A rare find when vacationing. We will definitely go back!
Guest favourite
Home in Marathon
4.8 out of 5 average rating, 60 reviews

7 Mile Ocean Bliss

JenniferRating, 5 stars4 months ago
We had an amazing stay at this beautiful Airbnb in the Keys! The home was stunning, with all the amenities you could ask for, including a relaxing hot tub. The fishing right on the property made it even better – perfect for enjoying the local marine life. The host was incredibly accommodating and made sure we had everything we needed for a perfect getaway. Highly recommend this spot for anyone looking for a peaceful and fun escape!
Guest favourite
Home in Sugarloaf Key
4.81 out of 5 average rating, 109 reviews

The Guest House - Sugarloaf Beach Key West

DavidRating, 5 stars1 week ago
This is a perfect place to experience Key West.
Superhost
Home in Key Colony Beach
4.73 out of 5 average rating, 133 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

CherylRating, 5 stars3 months ago
Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!
Home in Key Colony Beach
4.87 out of 5 average rating, 31 reviews

Coral House: King Beds & Boat Rental Discount!

KathyRating, 5 stars1 week ago
Great place to stay for our family of 3 and with a small boat. The home was well stocked with everything our family would need to have endless fun on the water on or shore. The bedrooms were great size. The view was spectacular and the home was well kept. The beds were comfortable and the bathrooms were nice. Plenty of hot water and water pressure. We were able to rent a spot for our boat trailer with the city. We went fishing almost every day in the areas around Key Colony. Enjoyed parks and restaurants in the area in the afternoon and evening. Lots to do. The turtle hospital was great!! Took a day trip to Key West. Very centrally located in the keys. A Publix and WalGreens just down the road. My daughter got something in her eye and we had to go to urgent care. It was less than a mile away and they were great. Called in prescription to Publix and we were back on the water. Hosts were extremely friendly and quick to respond. We would stay again.

Beachfront home rentals with a pool

Superhost
Home in Marathon
4.89 out of 5 average rating, 19 reviews

Sombrero Beach Getaway

JoshuaRating, 5 stars1 week ago
Sombrero Beach Getaway was perfect for our family of 4! The location, pool, well-equipped kitchen, and elevated deck all contributed to a great stay in Marathon.
Superhost
Home in Key West
5 out of 5 average rating, 3 reviews

3 BR 2BA + Private Pool + Waterfront

DavidRating, 5 stars1 month ago
Amazing oasis from the cold up north and from the bustle of town when you need a peaceful moment by the pool. The outdoor kitchen is incredible and the boat dockage is great.
Superhost
Home in Marathon
4.9 out of 5 average rating, 21 reviews

4BR Sombrero Beach House on Canal with Dock & Pool

JosephRating, 5 stars2 months ago
Matt was super responsive and helpful with any issues we had. The house was comfortable and the proximity to the beach was amazing (5 minute walk). We stayed for a month with a 1 year old and a big dog and found the house perfect for our needs. Manatees even came up to the house on our last day! Super special. Would recommend.
Guest favourite
Home in Marathon
4.93 out of 5 average rating, 15 reviews

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

RicheleRating, 5 stars2 weeks 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.
Superhost
Home in Key West
4.6 out of 5 average rating, 5 reviews

Coastal Comfort; Waterfront Luxury Home with priva

JayRating, 5 stars17 months ago
We all loved the house. Plenty of space, the outdoor patios were a daily hangout, the views were great, what's not to love. The maintenance of the house itself was excellent and it didn't feel like a "rental". Well decorated, not worn down, a bathroom for everyone, it was great. We rented a golf cart to get back and forth from town which was very easy and barely a ten minute drive. We did have a small issue with the pool while there, which apparently is very unusual. It is Key West so it took a few days to get the parts needed. However, Javier was always easy to reach and while he did eventually fix it it was his 'out of the box' thinking and communication on everything that was superbly professional. I understand he manages several properties and we would gladly stay at any of them. With an AirBNB, if something goes wrong and you're far from home all you have to rely on is the owner/manager and you are in excellent hands with Javier. A++ on customer service
Superhost
Apartment in Key West
4.89 out of 5 average rating, 27 reviews

Neptune's Penthouse at The Beach

JackieRating, 5 stars4 months ago
We had a wonderful time at Neptune’s Penthouse. The view was just beautiful from both the condo and the pool area. It was an easy Uber ride - always quickly available - and even easier to travel in a golf cart. Bath towels were nice and cushy and the bed was comfortable.
Guest favourite
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviews

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

JessicaRating, 5 stars5 days ago
If you are looking for a relaxing and peaceful location, this is the place! John was so helpful! The place was exactly as described. Our family felt right at home and enjoyed being away from the busyness of larger keys! Close to Key West and some amazing restaurants!
Top guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Marathon Key Colony Beach with Cabana Club passes

NickRating, 5 stars4 months ago
Such a fantastic place to stay - my best ever experience with Airbnb. The garden by the canal is a fantastic place to relax in the evening. The neighbours on both sides were lovely people and so welcoming. Had such a relaxing break. The house is really well equipped - big fridge/freezer, washer/dryer, dishwasher, cooking equipment etc. There’s a Weber BBQ in the garden with all the cooking utensils you’ll need. It’s a really nice, quiet street with some great places to eat and drink nearby and within walking distance. Thoroughly recommend the place. Cheers Nick

Private beachfront home rentals

Guest favourite
Home in Marathon
4.91 out of 5 average rating, 46 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

RebeccaRating, 5 stars5 days 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!!
Top guest favourite
Home in Cudjoe Key
5 out of 5 average rating, 20 reviews

Tiki Time in Cudjoe Key 136

LorrieRating, 5 stars2 weeks ago
This place is beautiful! Amazing views from upper and lower deck, comfortable and very clean home, fun neighborhood with lots to do, great local restaurants. This was truly a relaxing vacation and we are so glad we chose this property. The sunrise is beautiful from this location. We really enjoyed riding the bikes and fishing from the dock. We will be back!
Guest favourite
Home in Marathon
4.95 out of 5 average rating, 57 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

StephenRating, 5 stars2 months ago
Wonderful home. Everything was very clean and very well stocked.
Guest favourite
Home in Marathon
4.96 out of 5 average rating, 68 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

ChrisRating, 5 stars2 weeks ago
We had a great stay here, beds were comfortable and bathrooms were clean. Kids loved fishing off the dock - although the boat ramp was unavailable, we were able to use the ramp at the marina down the block ($30 each drop). Hosts were easy to communicate with and very helpful when we had a question. Wed definitely stay here again next time in Marathon.
Guest favourite
Home in Marathon
4.9 out of 5 average rating, 30 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars4 days 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.
Townhouse in Marathon
4.81 out of 5 average rating, 48 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

ChuckRating, 5 stars3 weeks ago
It was a very relaxing place that you can sit back and enjoy. Really liked the option of the patio and small pool on one side and the upstairs patio on the other side. Could adjust to the weather based on where you wanted to enjoy.
Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 6 reviews

Key Colony Beach Waterfront 321

JeanneRating, 5 stars8 months ago
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 95 reviews

Coco Plum Waterfront Hideaway Home in Marathon

ElizabethRating, 5 stars1 week ago
We really enjoyed our stay in Christina's home. It was ideally located for exploring the Keys - from Key West to Key Largo. The property was clean, peaceful, and felt private - we especially appreciated the outdoor space and number of bedrooms. It was great for two facilities. She has all needed amenities on site. Where she especially shines is her responsiveness - whenever we had a question, whether it was about internet service being down or looking for a local recommendation, she replied in record time. We would highly recommend her property to anyone else vacationing in the area!

Quick stats about beachfront rentals in Cudjoe Key

  • Total rentals

    10 properties

  • Nightly prices starting at

    £214 before taxes and fees

  • Total number of reviews

    500 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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