Waterfront vacation rentals in Sugarloaf Key

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Popular amenities for Sugarloaf Key waterfront rentals

Waterfront apartment rentals

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.
Top guest favorite
Apartment in Key Largo
4.99 out of 5 average rating, 142 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

EowynRating, 5 stars2 months ago
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.
Guest favorite
Apartment in Key Largo
5 out of 5 average rating, 52 reviews

Key Largo, Florida - Gem by the Sea

ErinRating, 5 stars2 months ago
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
Guest favorite
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 Largo
4.79 out of 5 average rating, 143 reviews

Escape to the Seaside!

DawnRating, 5 stars3 weeks ago
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.
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 favorite
Apartment in Tavernier
4.95 out of 5 average rating, 183 reviews

Boho FL Keys Condo

AmberRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Marathon
4.97 out of 5 average rating, 102 reviews

Beachfront Condo w/ Ocean Views in Marathon

WendyRating, 5 stars2 months ago
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

Top guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 72 reviews

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

Mary KayRating, 5 stars3 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 favorite
Home in Marathon
4.83 out of 5 average rating, 23 reviews

Dock Pool Ramp Jacuzzi Ocean Views Kayaks

MartyRating, 5 stars3 weeks ago
Everything was as described. Nice clean and up to date home. Great location. Close to lots of restaurants.
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars3 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.
Guest favorite
Home in Marathon
4.94 out of 5 average rating, 90 reviews

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

SallyRating, 5 stars1 month ago
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.
Superhost
Home in Tavernier
4.84 out of 5 average rating, 19 reviews

Waterfront Home Near Key Largo | Long-Term Stay

ChristopherRating, 5 stars2 months ago
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!
Guest favorite
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 favorite
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.
Guest favorite
Home in Key Largo
4.91 out of 5 average rating, 102 reviews

Sunsets In Palms Paradise

MeredithRating, 5 stars2 months ago
Amazing property. Well-stocked and so comfortable. We had a hard time leaving the house for more than a few hours!

Waterfront condo rentals

Guest favorite
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.
Guest favorite
Condo in Tavernier
4.87 out of 5 average rating, 143 reviews

Reel Large END Unit in Ocean Point Suites

ThomasRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 135 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

MarthaRating, 5 stars1 month ago
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.
Guest favorite
Condo in Tavernier
4.86 out of 5 average rating, 277 reviews

Condo in the Keys, Peaceful ocean view retreat!

LauraRating, 5 stars2 weeks ago
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!”
Top guest favorite
Condo in Tavernier
4.98 out of 5 average rating, 188 reviews

Ocean Views at Ocean Pointe

JennaRating, 5 stars6 days ago
Perfect accommodations for our family! We loved the little beach area and the pool was perfect!
Guest favorite
Condo in Tavernier
4.99 out of 5 average rating, 105 reviews

Modern and Coastal Ocean Pointe 2307

LeahRating, 5 stars1 week ago
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!
Guest favorite
Condo in Tavernier
4.84 out of 5 average rating, 147 reviews

Bright & Sunny Suite w/ Magnificent Ocean Views

ReneeRating, 5 stars4 days ago
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.
Guest favorite
Condo in Key Largo
4.88 out of 5 average rating, 155 reviews

Tropical Getaway

MaggieRating, 5 stars2 weeks ago
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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