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Waterfront vacation rentals in Sunset Key

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Sunset Key waterfront rentals

Waterfront apartment rentals

Guest favorite
A clear view of a private white sandy beach stretches along the coastline, framed by a thatched roof. Gentle waves lap at the shore, and a wooden pier is visible in the distance, under a bright blue sky scattered with clouds.
Apartment in Marathon
4.91 out of 5 average rating, 11 reviews

*NEW* Sea La Vie - Pool & Beach

RobertRating, 5 stars1 week ago
We couldn't be happier about staying at Yuni's place. It was exactly as the photos describe. The kitchen had everything needed to prepare whatever meals we wanted. There were more than enough towels for both bathing and for the pool/beach. The location was perfect to enjoy the Keys. We were close to many adventures and sight-seeing destinations. And there are many great restaurants within a short drive or even walking distance. We would definitely stay here again. Hats off to Yuni.
Superhost
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.84 out of 5 average rating, 107 reviews

Beachside Unit 22 - Private Beach on Atlantic

AlexisRating, 5 stars1 day ago
Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)
Guest favorite
A serene waterfront view showcases two multi-story buildings with balconies, surrounded by palm trees. A boat is docked at the marina alongside wooden posts, reflecting the calm turquoise water under a clear blue sky.
Apartment in Marathon
5 out of 5 average rating, 18 reviews

#1 Island Hideaway 89 - OCEAN FRONT

BrianRating, 5 stars2 weeks ago
Rhonda's place is terrific! Lovely location with full water views. Pool was excellent. The home was very comfortable, clean and convenient to restaurants and stores. Would definitely rent again.
Superhost
A clear swimming pool is surrounded by gently swaying palm trees, with the ocean visible in the background. Bright sunlight illuminates the scene, creating a vibrant atmosphere near the water's edge.
Apartment in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars3 weeks ago
Beautiful place with a well stocked unit…close enough to all the places we wanted to visit, yet far enough away for a quiet, relaxing day. We loved the area and our stay here. Thank you, Chris.
Superhost
Apartment in Marathon
5 out of 5 average rating, 4 reviews

Ocean Side Paradise Awaits!

JesiRating, 5 stars4 weeks ago
Condo was exactly as pictured. Beautiful resort and everyone very friendly onsite. Great location and close to lots to do. Cannot wait to book again.
Superhost
A spacious pool area features a large swimming pool surrounded by lounge chairs and vibrant blue umbrellas. Lush palm trees provide shade, and ocean views are visible in the background, enhancing the tranquil atmosphere of the outdoor space.
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars4 months ago
We arrived early on the day of check-in, and because previous guests has left early, we were able to check in first thing in the morning! Henry happened to be in Key West, working around his property, so he very kindly gave us a full tour of the apartment, the parking area, the grounds, pool, and beach. The apartment is whimsically decorated with pastel colors to fit the Key West vibe, and has lots of cute details. Amazingly, all the small appliances, dishes, glasses, and tableware are in the pink/rose colored family. Literally every appliance is pink (Cuisenart, coffee maker, toaster, Keurig, blender, tableware, and more). It gave the place a unified cozy feel. The living room is spacious, with lots of couch room for a family to watch TV together. The kitchen is eat-in, and the bathrooms and bedrooms are super nice. We felt very at-home in Henry's place, and appreciate the details he provides about checking in, keys, garage parking, etc. We had a great time.
Superhost
A waterfront view is presented from the patio, featuring a wooden bar separating the seating area from the canal. Tropical plants line the edge, while the clear sky reflects on the calm water. A grill is covered and positioned in the background.
Apartment in Marathon
4.85 out of 5 average rating, 47 reviews

Little Venice in Marathon (in the Beautiful Keys)

JamesRating, 5 stars4 weeks ago
This little gem is right on the canal. Great for fishing. Close to it all with plenty to do. Within a hour of key west. a few good spots to fish or snorkel right near by And a couple of good beaches All very close. The house was very clean and looks to be all newly remodeled. We would definitely stay again
Guest favorite
An aerial view of a sandy outdoor area features a shaded seating space under a canopy, surrounded by tropical greenery. Adjoining are a picnic table and a grill, with gentle waters visible from the nearby canal.
Apartment in Marathon
4.97 out of 5 average rating, 59 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BlakeRating, 5 stars2 weeks ago
Danielle was an incredibly communicative & accommodating host, which made our stay even more enjoyable. The apartment was spotless, spacious, and exactly as described—if not better. The outdoor space was absolutely beautiful and even more impressive than the photos. Our kids had an amazing time spending their days outsid whether it was fishing off the dock, kayaking, lounging in the sun, playing with the games thoughtfully packed in the closet, or swimming in the pool. The location is perfect close to great restaurants, shops, and excursions. If you're looking for a relaxing getaway in the Keys, I highly recommend booking this place. We had the best time and can’t wait to come back! 😎🌴

Waterfront house rentals

Superhost
A wooden dock extends alongside a calm, reflective canal, flanked by tropical palm trees and a thatched roof tiki hut. The clear blue sky and water create a serene atmosphere, inviting leisurely experiences by the water.
Home in Key Colony Beach
4.74 out of 5 average rating, 23 reviews

Private Beach, Deep Water Dockage, Cabana Club

GregRating, 5 stars8 months ago
Roberto is by far the most thorough and conscientious host. We were so pleased with our accommodations and immediately felt at home. The use of The Cabana Club was a real bonus on the hottest days. Will most certainly return to Marathon!
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.
Top guest favorite
The image showcases a scenic waterway lined with palm trees. A boat is anchored nearby, while two boat lifts are positioned on the dock. Sunlight reflects off the clear water, creating a serene environment. The wooden dock is well-maintained, complementing the tranquil setting.
Home in Key Colony Beach
5 out of 5 average rating, 72 reviews

Dock, Beach Club, January avail., tennis, golf

Mary KayRating, 5 stars1 month ago
We loved our stay at Jeffery's house. It is spacious and very comfortable. My husband appreciated the proximity to the pickleball courts - we could see them from our bedroom windows- and my son enjoyed fishing off the dock. The upper suite was wonderful for privacy and quiet when the older kids stayed up later than the adults. Jeffery was super helpful and responsive. We would love to stay here again!
Superhost
An aerial view showcases the waterfront property surrounded by lush greenery. The sparkling pool is visible alongside well-maintained patios. Several buildings are arranged neatly, with a private dock extending into the calm green waters, creating a serene coastal atmosphere.
Home in Marathon
4.79 out of 5 average rating, 34 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars1 month ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Top guest favorite
A private dock is seen along a deep water canal, with a boat and jet ski moored nearby. Lush palm trees frame the waterfront space, while a two-story residence with a balcony stands in the background under a clear blue sky.
Home in Marathon
4.97 out of 5 average rating, 37 reviews

Waterfront home with direct Atlantic Ocean access

MadelineRating, 5 stars4 weeks ago
Our first stay at this property was truly unforgettable, and we can't wait to return! Francisco is an outstanding host, always quick to respond and attentive to every detail. The house exceeded our expectations—it was spotless, fully equipped, and conveniently located near stores and restaurants. The outdoor area was a peaceful and inviting space, thoughtfully designed with a refrigerator, sink, hot tub, gas fire pit, and ceiling fans to keep you comfortable. The soft lighting added a warm and welcoming ambiance, perfect for evening gatherings or simply relaxing under the stars. We especially loved the canal, which was incredibly easy to navigate and provided quick access to the ocean—a paradise for fishing enthusiasts! We even caught fish right in the canal, but the absolute highlight was spotting manatees from the dock. If you're looking for the perfect getaway, look no further. Book your stay with Francisco—you won’t regret it
Top guest favorite
Aerial view showcases a waterfront retreat with a thatched-roof gazebo adjacent to the building. The turquoise water contrasts with the coastal structures, offering an expansive vista of the ocean. Green islands dot the horizon, enhancing the serene seascape.
Home in Cudjoe Key
5 out of 5 average rating, 22 reviews

Tiki Time in Cudjoe Key 136

YvonneRating, 5 stars2 weeks ago
Fantastic place in great location. Stocked with everything you could possibly need. Comfortable, clean, on the water with incredible views. Host was very responsive and made sure we knew reach out if we needed anything. Plenty of restaurants and outdoor activities near by. Close to Key West but away from all the tourist hustle and bustle. Can’t say enough about the place. We’d love to stay here again!
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 72 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars3 weeks ago
Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.
Guest favorite
A canal-side view of the duplex showcases a wooden dock with ladder access to the water. The exterior features large windows and an awning, while palm trees frame the bright blue structure, creating a relaxed coastal atmosphere.
Home in Key Colony Beach
4.91 out of 5 average rating, 134 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

MelissaRating, 5 stars3 weeks ago
Had a wonderful, peaceful stay. We fished off the dock area, enjoyed time at the cabana, walked every morning enjoying the views and participated in the sunset community almost every night at the park! Great vacation for our multigenerational needs!

Waterfront condo rentals

Guest favorite
Condo in Key West
4.95 out of 5 average rating, 37 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

EmmaRating, 5 stars1 day ago
We could not have been more grateful for the stay at Cynthia’s. The setting is perfect - quiet, secluded, right on the water, but a 5-10 minute drive to anything you would want or need (attractions of Key West, Publix groceries, CVs). We did day trips to Key West, Marathon, Bahia Honda, and more. The place is just lovely. The two bedrooms are perfect for a family of four. Our children were very happy and cozy in the room with two single beds. The master looks right onto the ocean. The place is outfitted with everything you need (kitchen needs, etc). The bathrooms are new and nicely redone. The pool is pristine and we often had it to ourselves, but on the occasions we got to say hi to the neighbors they were warm and lovely. One thing that made it extra special was Big Coppit is close to Naval Air Station Key West, so (only during appropriate hours, like 8-9am), we got to see amazing fighter jets fly over head. Cynthia is a great host and was responsive and understanding. Thank you!
Guest favorite
A spacious outdoor patio is viewed, featuring a dark wooden table and black wicker chairs. A decorative rope centerpiece is placed on the table. The horizon displays a vivid sunset with shades of orange, pink, and purple, casting a serene reflection over the calm water.
Condo in Key West
4.97 out of 5 average rating, 72 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

BrianRating, 5 stars2 days ago
Great space with everything you need. Patio is a perfect place to relax. The house is well stocked. Plenty of room for a group. Access to hotel pools/restaurant with transportation into town if you need it. Great host communication. All you could want!
Guest favorite
A modern game area features a slate bumper pool table surrounded by turquoise chairs. A wall-mounted dartboard adds to the entertainment options. The adjacent kitchen, equipped with stylish cabinetry and contemporary appliances, is partially visible, providing a seamless flow between activities.
Condo in Marathon
4.92 out of 5 average rating, 12 reviews

REEL HIP-NEW & Fun-40' Slip-Private Ramp-Kayaks-He

RichRating, 5 stars1 week ago
We loved our time staying here in Marathon, FL. The condo was spotless, quiet neighbors, and the entire family slept great! We will be coming back to stay here again, thank you Angela!!!
Superhost
An aerial view captures the lush tropical landscaping of the community. Palm trees line the waterfront, with charming townhouses set against the serene canal. Pathways are visible, leading to the water which reflects the surrounding greenery.
Condo in Marathon
5 out of 5 average rating, 10 reviews

P80 - Coral Lagoon 3bd/2.5ba townhome with large c

YuniorRating, 5 stars37 months ago
Expect a nice, relaxing time. Beautiful scenery and lots to do in Marathon Key.
Superhost
Condo in Key West
4.84 out of 5 average rating, 154 reviews

Anchor Drop modern elegance upgrades throughout vi

SamanthaRating, 5 stars5 months ago
We loved everything about this place. It was super clean and fresh. The bedding was very comfortable and felt expensive. We drank coffee on the balcony every morning watching the ocean. The oceanfront pool area was clean and well taken care of. The unit was stocked and well labeled with all that we would need and more. The garage door opener for inside private parking was amazing. We watched the Tyson fight in the living room on the BIG tv! Had a great vacation. Thank you.
Superhost
Condo in Key West
4.88 out of 5 average rating, 99 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

DianaRating, 5 stars1 week ago
This place is a gem! The condo was very spacious and it was supplied with everything we needed, no need to buy any extras like other places we have stayed at- Thank you for that! The pool was fantastic! Walking distance to beautiful Smathers Beach. We did not get to do any water activities due to the wind but we had fun exploring around town. Will definitely be returning!
Top guest favorite
Condo in Marathon
4.96 out of 5 average rating, 99 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

MegRating, 5 stars2 weeks ago
Great place to stay in Marathon. Close to grocery stores, gas stations, souvenir shops, etc. Very clean, well kept living space and lovely balcony for morning coffee. Pool area is great to relax in. If you are looking for a home base to have while enjoying all that the Keys offer, this is a great place to stay!
Superhost
A wooden dock extends over calm waters, leading to a view of the Gulf Bay. Light clouds drift across the blue sky, while a small island is visible in the distance. The dock features a clean, white cleaning table along its length.
Condo in Marathon
4.95 out of 5 average rating, 40 reviews

2-story condo w/ panoramic bay views and balconies

RickRating, 5 stars3 weeks ago
What a great find I almost want to say nothing and keep this wonderful place to myself but like all great things the word gets out I hope to come back and do it all over again next year a true wonderful find

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key West
  6. Sunset Key
  7. Waterfront rentals