Sugarloaf Key, FL Vacation Rentals: house rentals & more

Discover a selection of 1,500 vacation rentals in Sugarloaf Key, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $225 per night, and houses and cottages are popular options for a stay in Sugarloaf Key. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Sugarloaf Key

Search 1,276 vacation rentals

Stayed Jan 2023

Paradise

We stayed for 1 month. The home was very nice and clean. The landlords are very nice, polite and helpful. They respond efficiently to any needs you may have. The landscape is very neat and clean and the pool was a plus. We would recommend staying the...

Stayed Dec 2022

Amazing property and as advertised

Everything about this property matched our expectations. The location was perfect; a clear, clean canal that you can swim in, easy boating access to the Atlantic, and access to the gulf as well. The house was spotless upon our arrival. It had all up...

Stayed Nov 2022

Sugarloaf Shores - perfect place and perfect host!

We had a perfect experience with Clinton in the process of renting and occupying this right sized, well equipped home with drop-dead sunset views. More over, it is an excellent location for our expedition kayaking and long bike rides on vacant paved ...

Stayed Sep 2022

Your own private resort!

This home was amazing! We felt like we were at a private resort. There are pool floaters, fishing poles, snorkel gear, and kayaks there waiting for you. We had a couple of activities scheduled, but ended up cancelling some because our kids didn’t eve...

Stayed Jun 2022

June in the Keys

We loved our stay in Sugarloaf keys. It was our first time staying in this part of the Keys (in the past we’ve stayed and Marathon) and we will definitely return to this location! The neighborhood is great and nearby restaurants are fantastic! We pad...

Stayed Jun 2022

Great property

All I can say is awesome. This home was just as the photos show. My wife and kids and I have been renting homes every June and this is by far the best one yet. If you are an angler this is the property. We had use of the boat lift for our 25 dorado. ...

Stayed Apr 2022

Our spring vacation

Gorgeous gardens & pool! My husband and I spent a month with family and friends visiting throughout. Everyone loved the spacious home and gardens. Spent nights on the enclosed porch playing cards and enjoying a few margaritas!The kitchen has everythi...

Stayed Mar 2022

Family Vacation

The listing stated that this was a secluded 3 acre property but it wasn’t. There was a private RV lot less than 50 feet from the house. This really didn’t cause any issues and we didn’t even see anyone for any length of time. They certainly didn’t in...

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How many vacation rentals are available around Sugarloaf Key, FL?

Our 2023 property listings offer a large selection of 1,276 vacation rentals around Sugarloaf Key. From 842 house rentals to 64 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Sugarloaf Key?

Yes, of course. Vrbo has 842 Houses in Sugarloaf Key. Our other popular types of vacation rentals in Sugarloaf Key include:

Cottages: 64 rentals available
Condos/Apartments: 167 rentals available
Bungalows: 64 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Sugarloaf Key?

Yes, you can select your preferred vacation rental with pool among our 865 vacation rentals with pool available in Sugarloaf Key. Please use our search bar to access the selection of vacation rentals available.