Choose from 125 vacation rentals located in Sugarloaf Key, Florida. Top filters in Sugarloaf Key include Internet / Wifi, Air conditioner, and Kitchen or Kitchenette. Prices range from $100 to $7,403 per night. Our most popular vacation rental types near Sugarloaf Key are Hotel and RV.

Top vacation rentals in Sugarloaf Key

Property grounds
4.9
Outstanding(51 Reviews)
Beautiful POOL3/2 Sleeps 8. ALL ROOMS Waterfront
House
 in Sugarloaf Key
10 guests · 4 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Indulge in a peaceful retreat at Beautiful POOL3/2 Sleeps 8. ALL ROOMS Waterfront , our elegant House in Sugarloaf Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property view
Bay Harbor View
House
 in Bay Point
Garden · Pool · Pets allowed

This House for $151 in Sugarloaf Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Facade/entrance, Decorative detail, Area and facilities
3.8
Good(613 Reviews)
Sugarloaf Lodge
Nature lodge
 in Sugarloaf Shores
Garden · Pool · Kitchen or Kitchenette

Enjoy the best of Sugarloaf Key in our Nature lodge, Sugarloaf Lodge. A stunning property with amenities including Air conditioner, Internet / Wifi and Balcony or Patio, and more.

$$$$
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Property view
Tranquility in Paradise - Sugarloaf - 17 miles to Key West
House
 in Sugarloaf Shores
Pets allowed · Kitchen or Kitchenette · Air conditioner

This House in Sugarloaf Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Vacation rentals with internet & wifi in Sugarloaf Key

Aerial view
4.9
Outstanding(26 Reviews)
Oceanside, pet friendly, smart home with plenty of paddle equipment
House
 in Cudjoe Key
8 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette

Enjoy the best of Sugarloaf Key in our House, Oceanside, pet friendly, smart home with plenty of paddle equipment. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property grounds
5.0
Outstanding(20 Reviews)
Sugarloaf Key Home With Beach, Dock and Canal!
House
 in Sugarloaf Key
8 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner

This House for $1,127 in Sugarloaf Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Beachfront
Property view
4.0
Good(1 Review)
Villa of the Setting Sun
House
 in Pirates Cove
Garden · Pool · Kitchen or Kitchenette

Soak up the beauty of Sugarloaf Key in our House, Villa of the Setting Sun. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

$$$$
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Beachfront
Property view
Bungalows Sugarloaf Beach Key West - Hammock House
House
 in Sugarloaf Shores
Garden · Pool · Pets allowed

Indulge in a peaceful retreat at Bungalows Sugarloaf Beach Key West - Hammock House, our elegant House in Sugarloaf Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Sugarloaf Key

Sugarloaf Key travel guide

Let us help you plan your perfect Sugarloaf Key vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Sugarloaf Key, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Sugarloaf Key?

  • Internet / Wifi
  • Air conditioner
  • Kitchen or Kitchenette

What are the must-visit tourist attractions in Sugarloaf Key, FL?

Sugarloaf Key, FL is a beautiful destination for tourists. Here are some must-visit tourist attractions:

  • Sugarloaf Key Bat Tower
  • National Key Deer Refuge
  • Blue Hole
  • Sugarloaf Key Marina

The Sugarloaf Key Bat Tower is a historic landmark built in 1929. The National Key Deer Refuge is a great place to observe the endangered Key Deer. Blue Hole is a natural spring-fed pool, perfect for swimming and snorkeling. Lastly, the Sugarloaf Key Marina is a great spot for fishing and boating.

How can I get around in Sugarloaf Key, FL?

You can get around in Sugarloaf Key, FL by:

  • Renting a car
  • Taking a taxi
  • Using public transportation

Where can I find affordable accommodation in Sugarloaf Key, FL?

Sugarloaf Key, FL offers a variety of affordable accommodation options. From charming cottages to luxurious beachfront resorts, there is something for everyone. Here are some of the best options:

  • Paradise Inn & Suites – Offering a range of comfortable rooms and suites at affordable prices.
  • Sugarloaf Key Resort – Featuring a range of affordable accommodations, with an outdoor pool and beach access.
  • Casa de la Playa – A cozy cottage with a private beach access and stunning views.
  • Coconut Cove Resort – A luxurious beachfront resort with a range of amenities and activities.

What is the culture like in Sugarloaf Key, FL?

Sugarloaf Key, FL is a small island community located in the Florida Keys. It is known for its laid-back, relaxed atmosphere and friendly locals. Here are five points about the culture in Sugarloaf Key:

  • The locals are very friendly and welcoming.
  • The island has a laid-back, relaxed atmosphere.
  • Outdoor activities, such as fishing, boating, and swimming, are popular.
  • The area is rich in natural beauty, with plenty of beaches, trails, and parks.
  • The local cuisine is a mix of Caribbean and Southern flavors.

Is Sugarloaf Key, FL safe to travel to?

Sugarloaf Key, FL is generally safe to travel to. Here are a few safety tips to consider:

  • Stay aware of your surroundings.
  • Keep your valuables secure.
  • Be mindful of local laws and customs.

What are the popular shopping destinations in Sugarloaf Key, FL?

The popular shopping destinations in Sugarloaf Key, FL are:

  • Sugarloaf Key Shopping Center
  • Sugarloaf Key Flea Market
  • Sugarloaf Key Outlet Mall

What are the best neighborhoods to visit in Sugarloaf Key, FL?

The best neighborhoods to visit in Sugarloaf Key, FL are:

  • Sugarloaf Shores
  • Cudjoe Key
  • Big Pine Key
  • Summerland Key

These neighborhoods offer a variety of activities, from fishing, kayaking, and swimming, to exploring the local wildlife. With its laid-back atmosphere and stunning views, Sugarloaf Key is the perfect destination for a relaxing vacation.

Where is Sugarloaf Key, FL?

Sugarloaf Key, FL is located in the lower Florida Keys, approximately halfway between Key West and Key Largo. It is an island surrounded by the Gulf of Mexico and the Atlantic Ocean and is a popular destination for fishing, diving, and boating. It is known for its spectacular sunsets and its laid-back atmosphere.

What are the most popular vacation rental amenities in Sugarloaf Key, FL?

The most popular vacation rental amenities in Sugarloaf Key, FL include:

  • Air conditioning
  • Free WiFi
  • Cable/satellite TV
  • Outdoor grill
  • Onsite parking

These amenities help make a vacation rental in Sugarloaf Key a comfortable and convenient place to stay. Air conditioning and free WiFi are essential for a comfortable stay, while cable/satellite TV, an outdoor grill, and onsite parking provide extra convenience and entertainment options.

What are the top things to do in Sugarloaf Key, FL?

Sugarloaf Key, FL is an amazing place to visit. Here are some of the top things to do:

  • Visit the National Key Deer Refuge
  • Go Fishing at Sugarloaf Key Marina
  • Take a Boat Tour of the Mangroves
  • Visit the Historic Lighthouse

Whether you're looking for a relaxing day on the water or an adventure, Sugarloaf Key has something for everyone. So come to Sugarloaf Key and make some memories!

What do I need to know before visiting Sugarloaf Key, FL?

Before visiting Sugarloaf Key, FL, it is important to know the following:

  • Sugarloaf Key is located in the Florida Keys, approximately 20 miles east of Key West.
  • The best way to get to Sugarloaf Key is by car, as there is no public transportation available.
  • The key is home to many outdoor activities, such as kayaking, snorkeling, and fishing.

Additionally, it is important to check the weather forecast before visiting as the area is prone to hurricanes and other severe weather. Finally, visitors should be aware of the local wildlife, as the area is home to a variety of species including dolphins, manatees, and sea turtles.

What is the price range for rentals in Sugarloaf Key?

Vacation rentals in Sugarloaf Key have a price range between $100-$7,403. The average price for rentals in Sugarloaf Key is $336 per night.

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