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Beachfront holiday rental in Monroe County

Find and book unique beachfront homes on Airbnb

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Popular amenities for Monroe County beachfront rentals

Pet-friendly beachfront home rentals

Top Guest favourite
Condo in Palmetto Bay
4.91 out of 5 average rating, 281 reviews

Bright Modern Studio Apartment

CindyRating, 5 stars2 weeks ago
Rafael was thoughtful and communicative. We were pleased with his responsiveness and understanding of our needs. We had several questions for Rafael and he was very informative. The place was exactly as described. It was impeccably clean, inviting, and private. The bathroom was clean and shower was comfortable for tall people. There is ample storage space . There is an enclosed patio with stones and chairs. Should the need arise, we would definitely stay there 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
4.94 out of 5 average rating, 108 reviews

Paradise in Key Largo, FL

AngelinaRating, 5 stars2 weeks ago
If you want a beautiful and peaceful place to stay this is your spot! We loved our time here and will definitely go back.
Superhost
Apartment in Marathon
4.87 out of 5 average rating, 52 reviews

Little Venice in Marathon (in the Beautiful Keys)

KellieRating, 5 stars2 weeks ago
This is our 2nd time staying here. Great location and super clean. We love it here and look forward to booking again for next year! It is a nice and familiar place for us.
Superhost
Home in Marathon
4.89 out of 5 average rating, 65 reviews

Gorgeous Ocean View Home!

Ashley TaylorRating, 5 stars5 days ago
The pictures of this house, while gorgeous, do not do it justice. Not only was the house immaculate and spacious, it has the most stunning view. It is very close to shops and local beaches, and it's centered in between Key West and Islamorada. Yery, our host, was also very helpful and proactive with the one and only challenge we faced. I really can't say enough about this rental. It was spacious enough and contained all the amenities my family of seven could possibly need, including space for our dog. It has the most amazing view of the turquoise water of the Keys. It quite literally checks every box for a checklist of paradise, and I can't wait to go back!
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.
Top Guest favourite
Houseboat in Tavernier
4.89 out of 5 average rating, 239 reviews

Florida Keys Luxury Houseboat on the water WiFi

JulieRating, 5 stars1 week ago
First off, Heidi was amazing…literally the best host I’ve had. The houseboat was just as described and ready to go (Heidi even let us in early since there was no one there the night before!). It was a great retreat to try something different like a houseboat! I slept like a baby and almost wished there was a little more movement! Excellent stay!!
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 103 reviews

Coco Plum Waterfront Hideaway Home in Marathon

KyleRating, 5 stars4 weeks ago
Fantastic stay, and a fantastic host! They went out of their way to make sure we had everything we needed for our stay.

Beachfront home rentals with a pool

Superhost
Cottage in Cudjoe Key
4.83 out of 5 average rating, 6 reviews

Ocean Breeze at Venture Out 537

ChristopherRating, 5 stars3 weeks ago
We are first timers to the keys and were not only on our honeymoon, but also our first vacation away alone for a week. We could not have been happier. We loved every minute of our stay both on the property and in the entire area. John communicated everything clearly from the booking and we had no reasons to contact him.
Guest favourite
Home in Marathon
5 out of 5 average rating, 6 reviews

Chiquita Waterfront Canal Home

ShanaeRating, 5 stars2 weeks ago
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.
Guest favourite
Home in Cudjoe Key
4.91 out of 5 average rating, 34 reviews

Rise And Shine On The Water

FlorianRating, 5 stars1 month ago
There were five of us in the house and we immediately felt comfortable. Everything was super clean. The location right on the water was overwhelming as expected. Everything that is needed was there. The kitchen and terrace were very large and the mattresses were very comfortable. Key West is about 30 minutes away. Check-in and check-out as well as contact were completely unproblematic. We will be back!
Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 128 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

NicholasRating, 5 stars4 days ago
We really enjoyed our stay Beautiful condo extremely clean clear instructions wonderful place to stay pool and hot tub area are amazing. You can swim anytime which is really nice. Most places the pool closes at dusk. There is a nice poolside little restaurant and also a restaurant right by the beach area really convenient would go back there anytime
Top Guest favourite
Campervan/RV in Key Largo
4.97 out of 5 average rating, 97 reviews

paradise point, ocean front, ramp.

CindyRating, 5 stars2 weeks ago
Emerita was fantastic and even checked in with us and offered us another place when a tropical storm caused some flooding and lightning nearby. The RV was well equipped and the area offered much to do. Emerita thought of all the comforts of home. We just wish the weather had cooperated so we could enjoy all the amenities like the kayaks and fishing. We would like to come back again for the full experience.
Top Guest favourite
Condo in Marathon
5 out of 5 average rating, 20 reviews

*NEW* Private Beach, pool & fully loaded kitchen

JamesRating, 5 stars1 month ago
Our first time visiting the Keys and Celia’s place made it wonderful! Located in a very nice, quiet, and safe community her condo is like new and so well cared for. Perfect size for our two couples. The decor and furniture is very nice, bright and clean. Had all the amenities we needed and then some. We enjoyed the heated pool everyday and the private beach was nice for a more natural experience. The furnished patio had a great view of the pool and ocean. Celia is a wonderful host! Very helpful and a great communicator.
Top Guest favourite
Condo in Marathon
5 out of 5 average rating, 14 reviews

Ocean Potion 1B/2B 3Balconies Ocean View

SueRating, 5 stars4 weeks ago
The place was very comfortable, very well appointed and centrally located to all kinds of great things to do! The one issue we reported was addressed right away! Would definitely go back!
Guest favourite
Condo in Key Colony Beach
4.81 out of 5 average rating, 138 reviews

Beachside Unit 28 - Private Beach, Pool & Paradise

RandyRating, 5 stars1 week ago
The place was exactly as described the only complaint I have is the bed is firm but it didn’t bother my wife at all . The rainfall shower head was a 10/10 after a long day in the heat ! The onsite grills were awesome we grilled 2 of our 4 nights since it was so convenient.

Private beachfront home rentals

Superhost
Houseboat in Key West
4.71 out of 5 average rating, 173 reviews

A slice of paradise in the Florida Keys

CarmenRating, 5 stars3 months ago
Wonderful night! Only a few bugs around dusk that left by nightfall. Lots of planes took off from 5-7 PM, but again they stopped by nighttime and not sure that it happens every day. The boat itself was perfect, exactly as described!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 41 reviews

Discount Available! 100' Dock, Lots of Amenities!

DanaRating, 5 stars3 weeks ago
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.
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.
Guest favourite
Guesthouse 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.
Top Guest favourite
Home in Cudjoe Key
4.96 out of 5 average rating, 27 reviews

Tiki Time in Cudjoe Key 136

TaniaRating, 5 stars1 week ago
Amazing views and ocean breeze! Modern and clean home which I appreciated. Only thing I could ask for but it’s strictly on my wishlist is an elevator. I was dealing with a knee injury so the steps were tough but worth it when you get to the balcony and enjoy that view! Couldn’t ask for a better stay and vacation in the Keys with my family!
Guest favourite
Apartment in Islamorada
4.99 out of 5 average rating, 68 reviews

Hidden Gem Islamorada | 1st Floor

AngelaRating, 5 stars1 week ago
We had a great stay here with our kiddos. The Hidden Gem had everything we needed for a relaxing and fun stay. Close to everything - a great middle keys location. Host sent several texts checking on us throughout our stay. We saw so many cool fish right at the back of the property on the sea wall - barracuda, grouper, parrot fish, Angel fish, and crabs to name a few. We hope to visit and stay again soon!
Guest favourite
Home in Cudjoe Key
4.93 out of 5 average rating, 55 reviews

Private Ocean Oasis by Key West, Florida

KeleighRating, 5 starstoday
What a great stay! The house was super cute and comfortable, AC kept us nice and cool, everything we needed to stay in and cook up our catch of the day was there. Dockage was great, nice fish cleaning station. Easy wide canal for getting in and out. Appreciated the bait freezer too! the screened in porch was lovely for early am and pm sitting, we will be back!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 76 reviews

New Private 4/3 Single Family - Kayaks & Bicycles+

SusanRating, 5 stars2 months ago
Our gals trip was wonderful. The pool, ping pong table, corn hole, kayaks, nice bikes, and paddle boards were great amenities to have. The home is located just a couple blocks from Sombrero Beach. All of the outdoor patio furniture was great quality. Nice appliances all around. The beds were very comfortable.

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