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Waterfront vacation rentals in Sunset Key

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Sunset Key waterfront rentals

Waterfront apartment rentals

Guest favourite
Apartment in Key West
4.9 out of 5 average rating, 146 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

MikeRating, 5 stars2 months ago
The stay here was great! Very clean, great location/on property amenities, and quick communication. Would definitely recommend to a friend!
Guest favourite
Apartment in Key West
5 out of 5 average rating, 7 reviews

Partial ocean view studio with king bed

KathyRating, 5 stars2 weeks ago
This place is beautiful! Right on the ocean, with plenty of chairs & loungers to hang out and watch the ocean. Its on the quieter side of the island, but still plenty of nearby bars & restaurants. A walk up Duval street will have everything you ever want to see, hear, buy or eat! Check in was easy, the room was very clean. There are french doors you can open up and get beautiful ocean views & a nice breeze. Beautiful spot! I'd come back!!!
Guest favourite
Apartment in Key West
5 out of 5 average rating, 7 reviews

Key West and Hyatt Beach House

FlorianRating, 5 stars3 weeks ago
We had a lovely time. Right upon arrival, felt very comfortable. We highly recommend the place. Beautiful pool complex as well as direct access to the sea. We will be happy to come back.
Superhost
Apartment in Marathon
4.8 out of 5 average rating, 5 reviews

#1 Island Hideaway Marathon

CharmagneRating, 5 stars4 months ago
This is a lovely place and convenient to Key West. Rhonda responded to questions/concerns immediately. The bed was the most comfortable bed we’ve slept in at any AirBNB. As Goldilocks said” Not too hard not too soft, just right.” If you like Tempur-Pedic you will probably like this bed.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars1 month 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 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.
Apartment in Key West
4.83 out of 5 average rating, 23 reviews

Apartment at Safe Harbor Marina

JuanRating, 5 stars1 week ago
The unit is literally in the marina. Boat slips right outside the front door. Private parking. 10-15 minutes to downtown Key West. Groceries, restaurants, everything is close by. Any message I sent out was answered within minutes. It was a great experience overall. We loved our stay!
Guest favourite
Apartment in Marathon
4.97 out of 5 average rating, 59 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BlakeRating, 5 stars4 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
Home in Cudjoe Key
4.84 out of 5 average rating, 50 reviews

Keys getaway

ElizabethRating, 5 stars1 month ago
House was perfect for my family of 3- including my 15 month old. There was some trouble with the AC thermostat at first but Jana was very responsive and immediately took care of it. We walked to Morning Joint and My New Joint/Square Grouper. My son loved the pool. All neighbors were super friendly, as well as security guards. The grill was perfect for dinner at home one night and the kitchen was fully stocked!
Guest favourite
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
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 favourite
Home in Marathon
4.95 out of 5 average rating, 132 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

JenniferRating, 5 stars1 week ago
Although the place wasn’t ready when we arrived, Ryan was a great communicator! He addressed every issue we had (which were NOT within his control) and responded in a timely manner. He offered a fair solution and allowed us to sit back, relax and enjoy paradise! I’d highly recommend and hope to be back sometime soon!
Guest favourite
Home in Summerland Key
4.75 out of 5 average rating, 8 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

DougRating, 5 stars4 weeks ago
Had a very comfortable and enjoyable stay. Accommodations were excellent. Weather was excellent! Warm balmy breezes most days kept humidity down. Lots to do, explored the keys from Islamorada down to Key West, caught the sunset. Spotted deer on Big Pine Key. A very fine month long vacation. Thank you Jeanene.
Top guest favourite
Home in Marathon
4.95 out of 5 average rating, 22 reviews

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

DawnRating, 5 stars6 months ago
We had ten guests who enjoyed our stay at our Marathon air bnb! We very much enjoyed the pool- we used it every day and loved being right on the canal for fishing and manatee spotting! The home was equipped with enough bathrooms so many can be in use at once, the beds were comfortable and it was very spacious. We also enjoyed the outdoor enclosed patio and the little tiki hut for another shaded option. We had an iguana who stayed right out front during our stay and he was very peaceful. Kitchen was equipped with all appliances needed to cook throughout the week including a grill! We had a great time and felt safe during our stay! Will definitely book with Jay in the future!!
Top guest favourite
Home in Marathon
4.91 out of 5 average rating, 176 reviews

Beachfront Villa - Florida Keys

ErinRating, 5 stars2 weeks ago
This is a fantastic property! Right across from Sombrero Beach but still peaceful and private. The house and yard is like an oasis. Host and management company are WONDERFUL! Highly recommend!
Top guest favourite
Home in Marathon
5 out of 5 average rating, 7 reviews

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

RebeccaRating, 5 stars3 days ago
We were very excited to visit Marathon, FL and this beautiful home started our vacation on a top notch level. It was very clean, had very up to date decor, kitchen had whatever you needed for cooking and outside level living spaces were the best! Any questions we had Bert answered in a very timely manner.

Waterfront condo rentals

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

Condo de Paradise/Salt Water Pool/Boat Dock

EmmaRating, 5 stars1 week 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 favourite
Condo in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 weeks ago
Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.
Superhost
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars3 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
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 stars3 weeks 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!
Superhost
Condo in Marathon
5 out of 5 average rating, 4 reviews

M18 - Spacious 3 bedroom, 2 bath Gulf side condo!

EricRating, 5 stars12 months ago
Great place! Private, safe, local. Will be back for sure
Guest favourite
Condo in Key West
5 out of 5 average rating, 11 reviews

Sundown Refuge by AvantStay | Week-Long Stays

HollyRating, 5 stars3 days ago
The location couldn't be better. Large deck with view of the ocean in distance, very nice large pool just steps away, very quiet (except occasional airplanes - well, it's a small island after all) and the 5:00 pm fog horn last-boarding-warning from the cruise ship in port... kind of appropriate since the building's architecture looks a bit like a cruise ship - added to the vibe. Oh the SUNSET VIEW!! Within walking distance to the best part of Duval, the best restaurants and less than 15 minute bike ride to the best (Ft Zachary) beach. We Will be back if we can!!
Top guest favourite
Condo in Key West
4.97 out of 5 average rating, 96 reviews

Hidden Beach unit 1 The Perfect Place to stay

BrecklynRating, 5 stars4 months ago
We recently had the pleasure of staying at this stunning beachfront condo in Key West, and I can't recommend it enough! From the moment I arrived, the views were absolutely breathtaking. The condo sits right on it's own beach, offering panoramic views of the crystal-clear turquoise water and the vibrant sunset every evening. The space was decorated to match the vibe of Key West. The fully equipped kitchen made it easy to prepare meals, though the nearby restaurants offered plenty of delicious options too. The master bedroom was a sanctuary of comfort with a plush bed and large windows that let in the gentle sea breeze and sounds of the ocean. The patio was a favorite spot—whether it was sipping coffee in the morning or enjoying a glass of wine in the evening, it provided the perfect vantage point to take in the surrounding beauty. A true gem that combines beautiful views, comfort, and an unbeatable location!

Destinations to explore

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