
Waterfront vacation rentals in Sunset Key
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Top-rated waterfront rentals in Sunset Key
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Sunset Key waterfront rentals
Waterfront apartment rentals

Key West Beachside 1400sf, 2 Bedroom Condo
The stay here was great! Very clean, great location/on property amenities, and quick communication. Would definitely recommend to a friend!

#1 Island Hideaway Marathon
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.

Boot Key Harbor #1
Very relaxing quiet area , walking distance to a small bar with food and drinks and music. Easy to dock the boat - really clean outside shower and bathroom to clean up after being out fishing.

Hyatt Windward Pointe! Great Location!
Beautiful condo with amazing ocean views. Front desk staff was amazing and offered us everything that we needed. Would definitely stay again with Chris.

Henry's Penthouse On The Ocean
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 at Safe Harbor Marina
There was some confusion upon arriving because I had not been contacted by airbnb25 hrs before with check in instructions. The instructions I did get from Airbnb were unclear were unclear as well! Things did get worked out. Wasn’t helpful that cleaning person did not give checkin Instructions, or try to help, knowing that rental was paid for, but instead said I was the only person who has not been able to gain entry to rental. I was not informed that to get past gate you need the code and then push #. , either by Airbnb or cleaning person, but, I believe most confusion was caused by Airbnb not sending check in instructions. I would come back another time!! Reasonable charge per night!

Dock POOL Kayaks Bikes Beach2mi WalkToStores
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!

Marathon 2BR Villa on Lovely Waterfront Resort
Amazing! We had a wonderful trip! Chris was very responsive with any questions and gave us clear and easy check in instructions. The resort was exactly as described….very beautiful. I would highly recommend!
Waterfront house rentals

Keys getaway
Very nice place. Had everything we needed. Clean and well appointed space in a great location.

Seaside Sunrise. Newly remodeled waterfront
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.

Sailfish Dream on Cudjoe Key-28 day minimum
We loved staying at Jeanne’s. Very comfortable home right on a canal for our boat. Very responsive host - had everything we needed.

Beautiful Beachfront Villa w/ Pool/Tiki/Dock
We had a wonderful week. House was beautiful and pool was so relaxing. Loved the location. Ever was friendly and responsive for all questions we had. We would love to go back. 😊

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!
This house was perfect for my family of 5. We where all very comfortable and had plenty of space! The kitchen had everything we needed. The waterfront lot across from the house was peaceful and had a wonderful area for the kids! The backyard was my favorite!

Beachfront Villa - Florida Keys
Our stay was perfect! The house was very comfortable and bug-free! We loved drinks on the balcony in the evening watching people come and go at the beach across the street. Kayaking in the canals was a real treat! Thanks for a great stay!

Paradise Ocean Front 4/3Home Heated Pool
Highly recommend this place. Outdoor tiki provides a nice place to relax. Pool was very inviting. Communication with host was excellent. Thanks for having us.

Hemingway - Bungalows Sugarloaf Beach Key West
ABSOLUTELY STUNNING !!! We cannot brag on this serene private property enough. It was its own tropical oasis. Rural in an area that is not so much. The pool, the beach, the pier, the views, the home and the coconut tree made for the most breathtaking week in the Keys. We will be back again to stay!
Waterfront condo rentals

Oceanfront 3 bed condo Ocean Edge w/ optional slip
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.

Anchor Drop modern elegance upgrades throughout vi
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.

Vista Fresco at Oceanside Condo Community
Pictures were exactly how the home looked upon arrival. Staff were very helpful and friendly. Location was quiet yet close enough to walk. Beach in either direction. The home had everything you need for the beach and was spacious. Bed in master is very comfortable. Great place and great company. Will use again.

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

M18 - Spacious 3 bedroom, 2 bath Gulf side condo!
Great place! Private, safe, local. Will be back for sure

Ocean Front Suite | Beachside Resort
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.

Sundown Refuge by AvantStay | Week-Long Stays
Stayed for a week for my sons wedding. The unit was immaculate and stocked with everything we needed. The pool is right outside the door and watched the sunsets from the deck. Location is perfect for a key west vacation the unit is nestled in the gated, beautiful, Truman Annex just a block or two from all the bars and restaurants. Loved our stay will definitely book again. 5 stars!

Bayview North One: Waterfront 4 Bedroom 4 Bath Con
Fantastic choice when staying in the Key West area! Key West is a busy city with a lot going on, and while this property was only minutes from all of the restaurants and local attractions, it was incredibly peaceful to come back to in the evenings. We stayed here to visit Dry Tortugas, and it was only a few minutes from where you catch the ferry that takes you to the national park. Parking can be difficult to find Key West, but this property had plenty of parking and the sunset and sunrise views from the property were priceless. The unit itself is really pretty and felt authentic to Key West. An added bonus is that it’s next to a naval base and you can hear the bugler play each evening at sundown. I wouldn’t hesitate to stay here again!
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