
Beachfront holiday rental in Monroe County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Monroe County
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monroe County beachfront rentals
Pet-friendly beachfront home rentals

Bright Modern Studio Apartment
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!

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.

Paradise in Key Largo, FL
If you want a beautiful and peaceful place to stay this is your spot! We loved our time here and will definitely go back.

Little Venice in Marathon (in the Beautiful Keys)
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.

Gorgeous Ocean View Home!
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!

Vibrant Beachfront Villa
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.

Florida Keys Luxury Houseboat on the water WiFi
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!!

Coco Plum Waterfront Hideaway Home in Marathon
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

Ocean Breeze at Venture Out 537
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.

Chiquita Waterfront Canal Home
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.

Rise And Shine On The Water
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!

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
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

paradise point, ocean front, ramp.
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.

*NEW* Private Beach, pool & fully loaded kitchen
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.

Ocean Potion 1B/2B 3Balconies Ocean View
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!

Beachside Unit 28 - Private Beach, Pool & Paradise
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

A slice of paradise in the Florida Keys
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!

Discount Available! 100' Dock, Lots of Amenities!
We came down for a weeks vacation brought two boats, plenty of space on the docks. Communication with Meredith was great. Great location.

KCB Tropical Escape
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.

The Pink Dolphin House.
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.

Tiki Time in Cudjoe Key 136
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!

Hidden Gem Islamorada | 1st Floor
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!

Private Ocean Oasis by Key West, Florida
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!

New Private 4/3 Single Family - Kayaks & Bicycles+
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.
Destinations to explore
- Ski-in/ski-out rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with beach access Monroe County
- Rentals with an EV charger Monroe County
- Serviced apartment rentals Monroe County
- Hotel rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with pools Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with outdoor seating Monroe County
- Smoking-friendly rentals Monroe County
- Townhouse rentals Monroe County
- Waterfront rentals Monroe County
- House rentals Monroe County
- Bungalow rentals Monroe County
- Kid-friendly rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Apartment rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with breakfast Monroe County
- Rentals with a washing machine and dryer Monroe County
- Houseboat rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with a kayak Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Luxury rentals Monroe County
- Rentals with lake access Monroe County
- Rentals with a fire pit Monroe County
- Condo rentals Monroe County
- Villa rentals Monroe County
- Farmstay rentals Monroe County
- Loft rentals Monroe County
- Rentals with a fireplace Monroe County
- RV rentals Monroe County
- Tiny house rentals Monroe County
- Cottage rentals Monroe County
- Campsite rentals Monroe County
- Beachfront rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Cocoa Plum Beach
- Long Beach
- EAA Air Museum
- Far Beach
- Monkey Jungle
- Horseshoe Beach
- Sea Oats Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads
- Things to do Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Tours Monroe County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Wellness Florida
- Sports activities Florida
- Entertainment Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Tours United States
- Food and drink United States