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Waterfront holiday rentals in Sunset Key

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Sunset Key waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Marathon
5 out of 5 average rating, 13 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

GelindeRating, 5 stars1 week ago
Beautiful development, loved the fishing dock and the pool. It was close to grocery stores and restaurants.
Top Guest favourite
Apartment in Marathon
5 out of 5 average rating, 7 reviews

*NEW* Sea La Vie - Pool & Beach

ErinRating, 5 stars5 days ago
Great spot for our family with young kids! With the beach and pool, we never had to leave to find entertainment. They had the best time, and we could relax a little! Clean space, friendly people, fantastic view!
Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars2 weeks 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, 16 reviews

#1 Island Hideaway 89 - OCEAN FRONT

MaggieRating, 5 stars1 week 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, 3 reviews

Hyatt Windward Pointe! Great Location!

ChrisRating, 5 stars4 months ago
Beautiful condo with amazing ocean views. Front desk staff was amazing and offered us everything that we needed. Would definitely stay again with Chris.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars2 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.
Guest favourite
Apartment in Marathon
4.96 out of 5 average rating, 56 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

JessicaRating, 5 stars2 weeks ago
We loved this place, plenty of room for a family of 5. Great areas to hang out on patio, on balconies and within the unit with family. Danielle is very responsive and easy to contact! we had other guests that were there below us and you would have never known, you can't hear them and using the shared space wasn't uncomfortable. Kitchen was well stocked and local groceries very close by along with restaurants. We would recommend this to others and stay here again!

Waterfront house rentals

Guest favourite
Home in Marathon
5 out of 5 average rating, 15 reviews

Seaside Sunrise. Newly remodeled waterfront

MRating, 5 stars1 month ago
This home was simplistic, clean and a great peaceful location. The hot tub was a nice addition especially because we had cooler weather while we were here. I could make an espresso or regular drip coffee from the appliance provided. The shower was cutting-edge and beds were comfortable. I would recommend this house for anyone that comes to visit the keys.
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 stars4 days 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 stars2 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!
Top Guest favourite
Home in Cudjoe Key
5 out of 5 average rating, 28 reviews

Paradise in Cudjoe! Perfect Family Home!

JordanRating, 5 stars4 months ago
Taylor and Kali were friendly and polite. Very accommodating and the location was perfect. Loved having the space to filet fish and easy access to open water. Would def recommend!
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars4 days 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, 36 reviews

Waterfront home with direct Atlantic Ocean access

AustinRating, 5 stars4 days ago
Francisco is the perfect host! He welcomed us to his home with a congratulatory gift for my girlfriend who just graduated PA school. He is very informative and knowable about the area and any questions. He is great with communication and thorough about instructions. The house is SUPER clean and has all the right amenities! The outdoor space is beautiful with an outdoor bathroom and shower space. The dock worked super well for our boat and was easy to navigate. The area of Marathon has endless opportunities to explore. My girlfriend and I would recommend Francisco for your vacation!
Guest favourite
Home in Key Colony Beach
4.92 out of 5 average rating, 132 reviews

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

AnneRating, 5 stars1 month ago
Looks just like the photo’s. Unfortunately weather was a little chilly the first couple of days. When it warmed up we enjoyed the local cabana club with the heated pool, beach and restaurants. The accommodations were spacious and clean.
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 stars7 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
4.99 out of 5 average rating, 69 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

JimRating, 5 stars1 week ago
The condo is just like the pictures and the views shown are from the deck. We had an unbelievable time here during our family vacation. We were far enough from the craziness of downtown Key West but close enough for a quick Uber ride when we wanted to see the sites, shop, or enjoy restaurants. The condo had everything we could possibly need, just bring your personal stuff, place a delivery grocery order from Winn Dixie and we were set for the week. The condo is part of a resort so you get all those amenities along with the more private condo only pool and hot tub. We enjoyed walking around the marina and looking at the large boats along with enjoying the tranquility of the views of just water from the deck. Carri was the best host I’ve had the opportunity to deal with. Extremely responsive and helpful at every turn. We will absolutely be back and will base our timing around staying at Carri’s place again.
Top Guest favourite
Condo in Duck Key
5 out of 5 average rating, 28 reviews

Oceanfront and Sunrise Views!

SarahRating, 5 stars4 weeks ago
The place was amazing! It had everything we needed (and more). Great location and Yolanda was super friendly and quick to respond to our questions. Would definitely stay again!
Superhost
Condo in Marathon
5 out of 5 average rating, 10 reviews

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

YuniorRating, 5 stars36 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 stars3 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, 97 reviews

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

CanRating, 5 stars2 months ago
Excellent place. Highly recommend. Great location, walk 1 min to nearby beach. Parking is free for our rental car which is hugely helpful. The place looks just like the photos. Kitchen is big, clean, functional with many utensils, pans. Throughout the home there are abundance of daily needed items such as additional towels, bedsheets, plates, pans, dishwashers which make it very convenient. Looking forward to coming back to this place again.
Superhost
Condo in Marathon
4.88 out of 5 average rating, 24 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

SusanRating, 5 stars1 month ago
We had a wonderful stay at this location. I recommend it highly. The setting is quiet. Sitting outside on the patio, drinking morning coffee, looking at the ocean, was definately a highlight. The unit was very clean and well stocked with bedding, towels,etc. Duck Key is great for walking. Resturants are easy to get to. We fished most of the time. There is a marina to rent boats less that a 1/2 mile away on Duck Key.
Top Guest favourite
Condo in Marathon
4.96 out of 5 average rating, 94 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

LynnetteRating, 5 stars1 month ago
My family had a great time in Marathon and it was nice to come back from exploring to a comfortable, peaceful home. We enjoyed the pool and seeing the marine life in the canal. We would definitely stay again and would highly recommend!
Superhost
Condo in Key West
4.77 out of 5 average rating, 35 reviews

Ocean Front Suite | Beachside Resort

JimRating, 5 stars1 week ago
outside of an extremely loud group staying right below us (2 guys were fighting at 115am), the place was terrific! check in and communication was excellent and the free shuttle service to Duvall Street north and south was VERY helpful and very flexible. If we were searching for something to be better, there would be better breakfast options at restaurant and it would have been great if security would have stopped the guys fighting below us at 115am. Other than that, we'd highly recommend the place and the location which was otherwise, VERY quiet.

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