Some info has been automatically translated. Show original language

Waterfront holiday rentals in Sunset Key

Find and book unique waterfront accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Sunset Key waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Marathon
4.9 out of 5 average rating, 10 reviews

*NEW* Sea La Vie - Pool & Beach

RobertRating, 5 stars5 days 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
Apartment in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars1 month ago
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.
Guest favourite
Apartment in Marathon
5 out of 5 average rating, 17 reviews

#1 Island Hideaway 89 - OCEAN FRONT

MaggieRating, 5 stars1 month ago
We had a great week! The condo was a perfect size for my husband and I. We loved the location and looking right at the ocean.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Hyatt Windward Pointe! Great Location!

MelissaRating, 5 stars2 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 stars3 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
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars3 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
Apartment in Marathon
4.85 out of 5 average rating, 47 reviews

Little Venice in Marathon (in the Beautiful Keys)

JamesRating, 5 stars3 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 favourite
Apartment in Marathon
4.97 out of 5 average rating, 59 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BlakeRating, 5 stars1 week 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

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.
Top Guest favourite
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!
Guest favourite
Home in Key West
5 out of 5 average rating, 19 reviews

Nautical Wheeler: Waterfront Home with private Poo

KaydrianneRating, 5 stars3 months ago
The house is beautiful and well stocked. Javier provided ample information to facilitate a smooth check in process and to help my family plan for our stay. Would 100% recommend this listing to a friend!
Superhost
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 favourite
Home in Marathon
4.97 out of 5 average rating, 37 reviews

Waterfront home with direct Atlantic Ocean access

MadelineRating, 5 stars3 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
Guest favourite
Home in Marathon
4.9 out of 5 average rating, 72 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars2 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 favourite
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 stars2 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!
Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 24 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

PaulRating, 5 stars8 months ago
Doraida was very responsive from initially booking throughout the duration our stay. All of the communication was clear, the instructions were easy to understand, check-in was easy, and the accommodations were very modern with all needed amenities found on site.

Waterfront condo accommodation

Guest favourite
Condo in Key West
4.94 out of 5 average rating, 36 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

ErinRating, 5 stars3 months ago
Peaceful location just a short drive to Key West. The views were beautiful and the condo was just like the pictures! Very spacious and comfortable with everything you'd need. It was the perfect space for our family of four. Cynthia was great. Very responsive and friendly!
Guest favourite
Condo in Key West
4.99 out of 5 average rating, 70 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

RobertaRating, 5 stars1 month ago
A beautiful condo in a resort community close to many Key West adventures and restaurants. The balcony offers absolutely incredible views of the tranquil water, birds, and stars at night. The views of the sunrise and sunset were stunning. Condo was very nicely furnished and beds were comfortable. Pool was great too. Would love to stay here again!
Guest favourite
Condo in Marathon
4.92 out of 5 average rating, 12 reviews

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

RichRating, 5 stars4 days 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
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.
Top Guest favourite
Condo in Duck Key
5 out of 5 average rating, 32 reviews

Oceanfront and Sunrise Views!

DeiaRating, 5 stars2 weeks ago
This great little place on Duck Key had so much to offer for being a home away from home. All the amenities to make it flexible for us to dine in some nights and go out others. The location was beautiful and peaceful. Our stay was during the unfortunate fires down highway 1 and she kept us up to date on the road situations so we knew if we were able to get down there. She checked in on us after arrival and offered early check in so we could get there while the roads were open. We can’t wait to go back and make it a family tradition!
Superhost
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, 153 reviews

Anchor Drop modern elegance upgrades throughout vi

SamanthaRating, 5 stars4 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!

Destinations to explore

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