Destination guide

The trendy city of Sugarloaf Key awaits you

Learn about the unique charm of Sugarloaf Key with a stay in a private vacation home. This trendy city is known for its bars, fishing and boating. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in and around Sugarloaf Key

Are you hoping to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Sugarloaf Key a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Key West Golf Club (13.3 mi / 21.4 km)
  • Nancy Forrester's Secret Garden (17 mi / 27.4 km)
  • Key West Aquarium (17.4 mi / 27.9 km)
  • Florida Keys National Marine Sanctuary (17.6 mi / 28.3 km)
Natural highlights

Exploring the natural features in Sugarloaf Key

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Sugarloaf Key. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Smathers Beach (15.4 mi / 24.9 km)
  • Bahia Honda State Park and Beach (17.1 mi / 27.6 km)
  • Boca Chica Key (9.7 mi / 15.5 km)
  • Higgs Beach (16.5 mi / 26.5 km)
  • Simonton Beach (16.9 mi / 27.2 km)
  • South Beach (17 mi / 27.4 km)

How to get to and around Sugarloaf Key

The nearest airport is in Key West, FL (EYW-Key West Intl.), located 14.5 mi (23.4 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Marathon, FL (MTH-Florida Keys Marathon), which is 31.6 mi (50.9 km) away.

Where to stay around Sugarloaf Key?

Our 2019 accommodation listings offer a large selection of 736 holiday lettings near Sugarloaf Key. From 441 Houses to 135 Condos/Apartments, find the best place to stay with your family and friends to discover Sugarloaf Key area.

What is the best area to stay when travelling to Sugarloaf Key?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Sugarloaf Key:

  • Sugarloaf Shores: 19 holiday homes
  • Old Town: 1,084 holiday homes
  • Port Pine Heights: 15 holiday homes
  • Truman Annex: 854 holiday homes
  • New Town: 392 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Sugarloaf Key?

HomeAway offers a large selection of holiday accommodations near great places in Sugarloaf Key. From HomeAway travellers, the most popular points of interest to stay near are:

  • Florida Keys Eco - Discovery Center: 1,543 holiday lettings
  • Florida Keys National Marine Sanctuary: 1,544 holiday lettings
  • Fort Zachary Taylor Historic State Park: 1,542 holiday lettings
  • San Carlos Institute - Casa Cuba: 1,544 holiday lettings
  • Fort East Martello Museum and Gallery: 1,681 holiday lettings

But there are many other points of interest around Sugarloaf Key listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Sugarloaf Key?

Yes, of course. HomeAway offers 441 Houses in Sugarloaf Key. Our other popular types of Sugarloaf Key holiday rentals include:

  • Condos/Apartments: 135 self catering accommodations
  • Cottages: 45 self catering accommodations
  • Bungalows: 45 self catering accommodations

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

Can I find a holiday accommodation with pool in Sugarloaf Key?

Yes, you can select your preferred holiday accommodation with pool among our 511 holiday homes with pool available in Sugarloaf Key. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Sugarloaf Key

    Sugarloaf Shores
    19 holiday rentals
    Old Town
    1,084 holiday rentals
    Port Pine Heights
    15 holiday rentals
    Truman Annex
    854 holiday rentals
    New Town
    392 holiday rentals
    Cutthroat Harbor Estates
    111 holiday rentals
    Breezeswept Beach Estates
    17 holiday rentals
    1,237 holiday rentals
    Doctor's Arm
    18 holiday rentals
    Cudjoe Gardens
    43 holiday rentals
    Pine Channel Estates
    16 holiday rentals
    Gallery District
    677 holiday rentals
    White St. Gallery
    662 holiday rentals
    Uptown/Upper Duval
    255 holiday rentals
    Bahama Village
    541 holiday rentals
    Punta Brisa
    17 holiday rentals
    621 holiday rentals
    574 holiday rentals
    Tropical Bay
    17 holiday rentals
    The Meadows
    596 holiday rentals