
Waterfront vacation rentals in Sugarloaf Key
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Top-rated waterfront accommodations in Sugarloaf Key
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Waterfront apartment rentals

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.

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths
A lovely and unique stay in Key Largo! The listing was better than the photos, I love the ocean theme and all of the color. I particularly appreciated having access to kayaks. The hosts are also lovely and provided help as needed and recommendations. I would love to return.

Key Largo, Florida - Gem by the Sea
We had a great time at Diana’s place. We loved being able to use the available kayaks and fishing gear! Diana was super responsive and gave us some great recommendations. Moon bay was the perfect choice for our family of 5! Thanks Diana

#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.

Escape to the Seaside!
1st time in the keys and we stayed at Ana's lovely place for 4 days and 3 nights. It was the perfect jump off place to explore the keys. When we originally pulled up I was a little nervous as the exterior of the building is a little older and I was concerned maybe I booked something that was not as advertised, but the inside was absolutely gorgeous, better than the pictures and had everything we needed for a comfortable stay. The private beach and pier made for spectacular sunrises and sunsets, the only item to note was that the unit is upstairs and you need to hand carry your luggage to the top floor, so something to be aware of.

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.

Boho FL Keys Condo
Better in person than the photos! The view was amazing. The entire condo was very clean, fully stocked and had everything needed for the beach or pool. We would definitely stay here again! The host was also very responsive and kind.

Beachfront Condo w/ Ocean Views in Marathon
Stunning views, peaceful. we had stayed in this building before 7 years ago and found other vacations have never measured up to the view. This owner puts money back into his investment, furniture was comfortable, kitchen was beautiful and well stocked. This is a end unit so you really get special views! We definitely are going home with huge smile on our faces and are so distressed. On top of all that the unit was so clean!❤️
Waterfront house rentals

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!

Dock Pool Ramp Jacuzzi Ocean Views Kayaks
Everything was as described. Nice clean and up to date home. Great location. Close to lots of restaurants.

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.

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes
Nice place. we liked being on the canal even though we don't have a boat. Nice kitchen that is well-equipped. Very clean and host responded immediately to a minor maintenance issue. It's a nice quiet neighborhood and access to the club is a plus. There is nothing happening after 9pm, but there are a few places open later in Marathon. The bikes are not very usable, but the community has some available near city hall. The shower might be a little tight for a person who is taller or larger.

Waterfront Home Near Key Largo | Long-Term Stay
My group and I had an amazing stay! Corey and Armando were amazing hosts; super responsive to any questions and flexible to my requests. They even provided great recommendations for things to do in the area. Home was beautiful and in a great area. I would definitely stay here again!

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.

Sunsets In Palms Paradise
Amazing property. Well-stocked and so comfortable. We had a hard time leaving the house for more than a few hours!
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.

Reel Large END Unit in Ocean Point Suites
We enjoyed our visit to Tavernier. The condo was perfect for our few days off and we appreciated having both a pool and beach. There were many restaurants nearby and grocery shopping was easy as well. Having an end unit was great as it allowed it a lot more light than most of the units in Ocean Pointe. The unit was everything we expected!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
This condo was located in a gated community. It was quiet, well furnished, and conveniently located. There were lots of chairs at the pool and at the small beach area, as well as shaded area at the beach where you could enjoy being outside but out of the sun. We would definitely stay here again if in the area.

Condo in the Keys, Peaceful ocean view retreat!
It was such a a gem in the Keys! The area felt so secure and private inside of the gates. Hosts were very responsive and welcoming. We had a great time and loved the beautiful pool and the little beach was serene. My kids loved the games below the house, too! Quote from my 9 year old son, “I said “I wanna come here every year for my life It was a beautiful experience.” And from his 9 year old twin sister, “I want to live forever on the balcony and watch the birds!”

Ocean Views at Ocean Pointe
Perfect accommodations for our family! We loved the little beach area and the pool was perfect!

Modern and Coastal Ocean Pointe 2307
Exactly as pictured! Beautiful getaway in the Keys! It was very clean, even up to my picky healthcare expectations! Had everything we needed! A few more towels would have been great but we made it work. Kitchen stocked with all we needed. It was great to know what amenities and products were included and how much up front. The recommendation book was awesome! Beds were comfortable, all tvs worked well. Nice to have cable included too! The pool was absolutely beautiful, especially at night. Very clean facility outdoors as well. The beach area was probably the only disappointment, and out of their control. Just wasn’t as sandy etc. as we thought from pictures. Still very nice. It was also so nice to have a door code and not worry about a key. The neighborhood was welcoming too and safe to go for a morning run. All in all we would highly recommend this condo for your Keys vacation, family or couple! Our family of 6 fit :). Thanks for a great home away from home!

Bright & Sunny Suite w/ Magnificent Ocean Views
We had a great time at this resort during spring break. The listing is as described with helpful suggestions for activities and restaurants. There was always music playing at the pool, contributing to a festive atmosphere. The rooms were clean and well stocked. Largo was a communicative and helpful host.

Tropical Getaway
Gladys is a gracious host. Would rent from her again. Worked with us for early check-in. Condo is exactly as pictured.
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