Beachfront vacation rentals 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

Superhost
Home in Marathon
5 out of 5 average rating, 4 reviews

Happy Tingler With Pool Tiki and 100 ft of Dockage

LoriRating, 5 stars9 months ago
The location was amazing! We were able to get out to the ocean in minutes. Manatees & iguanas came to visit us often at the house. We really enjoyed this stay!
Guest favorite
The exterior of the beach house is showcased, featuring a bright white facade and a unique geometric design on the railings. A spacious outdoor area is visible, adorned with lounge chairs and a shaded patio table, surrounded by crushed white stone and greenery.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month 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 two-story home is surrounded by palm trees, showcasing a spacious balcony with seating. The ground level features an open area with a gravel surface, leading to a fenced-in backyard. Soft sunlight casts a warm glow on the exterior, highlighting the home's contemporary design.
Home in Marathon
4.81 out of 5 average rating, 16 reviews

Soothing Nest

ScottRating, 5 stars1 month ago
This spot was great! The home is spacious, incredibly comfortable, and exactly as described in the listing. It’s located at the very end of an inlet, offering a waterfront setting but I wouldn't call it picturesque. While we didn’t have a boat, it looked like getting one in and out would be easy for an experienced boater. The house was spotless—you can tell a lot of care goes into keeping it clean. The beds were exceptionally comfortable, with soft sheets that made for a great night’s sleep. Everything related to rest and relaxation was truly top-notch. The home is well-stocked with basic necessities for living, though if you have specific cooking preferences or comfort items, you should make a quick trip to the store. The neighborhood is very quiet, with the exception of some occasional noise from the nearby airport—but that’s just part of being in Marathon. Parking was easy, the pool was great, and everything matched the description perfectly. We highly recommend
Guest favorite
A sandy shoreline is bordered by swaying palm trees, providing a peaceful oceanfront view. A yellow kayak rests on the beach, while a hammock is visible nearby, adding to the tranquil setting. The distant jetty extends into the calm sea, enhancing the serene atmosphere.
Guesthouse in Marathon
4.95 out of 5 average rating, 21 reviews

The Pink Dolphin House.

PatrickRating, 5 stars3 weeks 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.
Superhost
Bungalow in Key Colony Beach
4.67 out of 5 average rating, 6 reviews

Coral Quay-III Canal waterfront,access BEACH club!

JamesRating, 5 stars48 months ago
We had an amazing time at this property. The location was couldn't get any better. We brought our boat and property was perfect for that. We are already starting to plan for next year!
Guest favorite
Home in Key Colony Beach
4.92 out of 5 average rating, 12 reviews

Paradise Cove!30ft Dock Pool BBQ

MelissaRating, 5 stars2 weeks ago
Had a wonderful stay at Yuni’s. The home was beautiful, well appointed and clean. Yuni was very responsive to all our questions and needs, and super friendly! Thank you Yuni!
Guest favorite
The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.
Home in Cudjoe Key
4.93 out of 5 average rating, 46 reviews

Private Ocean Oasis by Key West, Florida

JeremyRating, 5 stars4 days ago
Awesome place , well described in a perfect location . The amenities in the resort were awesome, lots to do. Ronda was very responsive with my questions I had about the area and things to do thru out. Will definitely be rebooking with her in the near future. Thanks again Ronda!
Guest favorite
A spacious bedroom is highlighted by a comfortable wooden bed with patterned linens. A bedside lamp casts a warm glow. Floor-to-ceiling windows offer views of the beach, with outdoor seating visible on the patio. Tropical decor adds a subtle touch of elegance.
Home in Marathon
4.89 out of 5 average rating, 28 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

SarahRating, 5 stars1 day ago
Our family of 8 stayed for a week and found the accommodations absolutely perfect. The beds were comfortable and clean. I loved the ceiling fans and feeling the ocean breeze through the sliding screen door at night. Plenty of closet space to unpack and the outdoor living area was a dream. We played shuffleboard and grilled out a lot. Excellent lounge chairs made stargazing a delight. Great shower pressure and plenty of towels provided. Washer and dryer worked well, as did all of the kitchen appliances. Only 3 out of the 4 bikes were useable; one of them needs a tune up; handlebars were loose and made riding unsafe. Be warned there are no bike helmets. We didn’t use the paddle boards or kayaks because it was a very windy week and the current was strong but they looked to be in good repair and there were multiple life jackets and water shoes and pool noodles available. Loved the pool and beach access at the clubhouse!

Beachfront home rentals with a pool

Superhost
A light blue house is prominently featured, elevated above ground level with a staircase leading to the entrance. Palm trees surround the property, creating a tropical ambiance. Nearby homes display a mixture of colors, enhancing the neighborhood's coastal charm.
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Sombrero Beach Getaway

SteveRating, 5 stars3 weeks ago
We enjoyed our stay very much. He was always very responsive and took care of anything we needed. Might be coming back another time in the future.
Superhost
A private balcony is furnished with a glass-top table and woven chairs, offering a serene view of palm trees and a sandy beach area. The calm water reflects a clear sky, creating a peaceful atmosphere for relaxation.
Home in Marathon
4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
Guest favorite
A waterfront patio features comfortable wicker seating overlooking serene water. The setting sun casts a warm glow, illuminating the scene with subtle light. Colorful decorations hang from the thatched roof, complementing the tranquil atmosphere while boats are visible in the distance.
Home in Key Largo
4.97 out of 5 average rating, 101 reviews

The Paradise 2

LeanneRating, 5 stars3 days ago
We really enjoyed our stay. It completely matched the description, the patio was amazing, and the place was well stocked with everything we needed. It had many personal touches which made us feel at home. It was a great fit for two adults and 2 kids. Our time on the porch in the morning and relaxing in the evenings were the best part. Highly recommend!
Superhost
A scenic pool area is visible, featuring a hot tub adjacent to the water's edge. Palm trees sway gently in the breeze, providing a tropical atmosphere. The blue sky reflects on the tranquil water, enhancing the serene setting.
Home in Marathon
4.75 out of 5 average rating, 24 reviews

Sunset Views, Pool and Dock

JamesRating, 5 stars1 week ago
We stayed at Frank’s place for two weeks and had an absolutely amazing time! The house was spotless, well-equipped, and super practical for our two energetic little ones. The pool and hot tub were perfect. We made the most of every sunset soaking in the hot tub, followed by peaceful late-night floats in the pool under clear, starry skies. We fished off the jetty most days and caught barracuda, mangrove snapper, plenty of sharks—and the neighbors even hooked a tarpon and landed a grouper! The kids loved snorkeling right off the dock, spotting rays, turtles, and loads of colorful fish. We missed the manatees when they came by one morning, but luckily caught up with them later while kayaking through the mangroves. Huge thanks to Frank for being such a fantastic host. One day we had a small issue with the pool, and his team showed up in under 10—absolutely amazing service. We truly didn’t want to leave and would come back in a heartbeat. Highly recommended!
Superhost
Home in Key West
4.6 out of 5 average rating, 5 reviews

Coastal Comfort; Waterfront Luxury Home with priva

JayRating, 5 stars18 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
Guest favorite
Home in Key Colony Beach
4.8 out of 5 average rating, 10 reviews

Key Colony Beach-POOL & DOCK

AustinRating, 5 stars9 months ago
We stayed here for a whole week and it was very awesome everything way exceeded our standards and we cant wait to come back!
Superhost
A private pool area features a sparkling blue pool alongside a smaller splash pool. Lounge chairs are arranged around the pool deck, with a shaded pergola providing space for outdoor dining and seating. Lush greenery enhances the tropical ambiance.
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars3 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
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
4.83 out of 5 average rating, 12 reviews

The Ultimate Bay View Home

NicoleRating, 5 stars5 months ago
I recently stayed at Adriana’s beautiful waterfront Airbnb in Key Largo while in town for a wedding, and it was everything I could’ve hoped for. The views are absolutely breathtaking – you’re right on the water, so you get to wake up and unwind with the most serene backdrop. The house itself was pristine, showing how much care and attention Adriana puts into every detail. Adriana was an amazing host, incredibly responsive and genuinely helpful from the start of our stay to the finish. She made sure everything was in perfect order and was always just a message away if we needed anything. A huge plus was being able to bring my two dogs along, which made the experience even more memorable. They loved exploring the area as much as I did! Overall, it was a fantastic experience, and I would absolutely stay here again. If you’re looking for a relaxing waterfront getaway in Key Largo, Adriana’s place is a gem!

Private beachfront home rentals

Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 5 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

MatthewRating, 5 stars1 month ago
We really enjoyed our stay. The host, Sherry, gave timely information and quickly responded to messages. We were pleasantly surprised by the number of amenities that were available to us at the house. The Cabana Club was a real hit with my teenage daughters. It had reasonably priced drinks and lunch type meals. They enjoyed just laying by the pool or beach and sun tanning. We saw manatees one of the evenings right in the backyard of the home.
Superhost
An aerial view captures the scenic landscape of Key Largo, showcasing a coastline that merges crystal-clear water with lush greenery. Modern buildings line the marina, with boats gently moored along the waterfront, emphasizing the tranquil atmosphere of this resort area.
Townhouse in Key Largo
4.84 out of 5 average rating, 128 reviews

LIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!

VictoriaRating, 5 stars2 months ago
Fernando's place was great. We loved the screen porches and the beautiful tree outside the upstairs porch. The beach is a beautiful spot.
Guest favorite
A spacious outdoor tiki living area features a thatched-roof gazebo overlooking the ocean. Two kayaks rest on the dock, with a fishing rod and tackle box nearby. The scene captures a serene sunset, reflecting light across the water and creating a tranquil ambiance.
Cottage in Key Largo
4.98 out of 5 average rating, 93 reviews

Oceanfront Paradise w/ Amazing View! Kayaks & BBQ

NitaRating, 5 stars2 weeks ago
The cottage at Life in Paradise was a cute tiny house that was extremely clean and comfortable. It was exactly what I was hoping it would be. The patio/deck out back could not have been more relaxing and beautiful. The kitchen was more than equipped. All we had to do was buy some groceries and we were good to go. Rebecca was very kind and professional with text and emails. I would definitely refer others to this place.
Superhost
A spacious bedroom features a large bed with a textured white coverlet. Framed fish artworks hang above the bed, complemented by two bedside lamps. A white sectional sofa is positioned against the wall, and natural light filters through the window with wooden shutters.
Guest suite in Key Largo
4.9 out of 5 average rating, 154 reviews

Oceanside Bungalow in Key Largo

AimeeRating, 5 stars1 month ago
Excellent location, clean and tidy. Blaine was very responsive and had good suggestions when our plans suddenly changed.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 47 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

RebeccaRating, 5 stars4 weeks 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!!
Guest favorite
A patio area features bright blue chairs arranged along the railing, offering a view of the sandy beach and calm ocean. Palm trees sway gently in the background, with a wooden dock extending into the water, providing a serene coastal atmosphere.
Home in Marathon
4.95 out of 5 average rating, 58 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

ErinRating, 5 stars3 weeks ago
I can’t say how much we enjoyed this place. So private and clean. Beautiful view. Everything we needed was there. Sad to leave but back to real life. Thank you Thank you!
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Viamarhe House-Private beach, Kayak, yard games

JasonRating, 5 stars4 weeks 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.
Guest favorite
A modern kitchen features a large island with four yellow bar stools. Natural light fills the space through sliding glass doors that lead to a deck overlooking the canal. Light beige curtains frame the windows, enhancing the open and airy ambiance.
Home in Key Colony Beach
5 out of 5 average rating, 6 reviews

Key Colony Beach Waterfront 321

JeanneRating, 5 stars9 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.

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