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

"O" Fish Ally Paradise @Ocean Isle Fishing Village
Beautiful development, loved the fishing dock and the pool. It was close to grocery stores and restaurants.

*NEW* Sea La Vie - Pool & Beach
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!

Beachside Unit 22 - Private Beach on Atlantic
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.

#1 Island Hideaway 89 - OCEAN FRONT
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.

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.

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!
Waterfront house rentals

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.

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

Nautical Wheeler: Waterfront Home with private Poo
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!

Paradise in Cudjoe! Perfect Family Home!
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!

Luxury Waterfront Retreat with Dockage & Pool
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.

Waterfront home with direct Atlantic Ocean access
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!

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

Easy Ocean Access 30' Dock House Pool Cabana Club
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 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.

Oceanfront and Sunrise Views!
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!

P80 - Coral Lagoon 3bd/2.5ba townhome with large c
Expect a nice, relaxing time. Beautiful scenery and lots to do in Marathon Key.

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.

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.

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo
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.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
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!

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.
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