Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.

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Can I find a vacation rental around Sugarloaf Key?

Yes, our 2020 property listings offer a large selection of 763 vacation rentals near Sugarloaf Key. From 457 Houses to 45 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Sugarloaf Key for a holiday or a weekend are on HomeAway.

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

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Sugarloaf Key:

  • Sugarloaf Shores: 17 vacation rentals
  • Old Town: 1,085 vacation rentals
  • Historic Seaport: 806 vacation rentals
  • Uptown/Upper Duval: 267 vacation rentals
  • New Town: 390 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Sugarloaf Key?

HomeAway offers a large selection of vacation rentals near lovely places in Sugarloaf Key. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Key West Fly Fishing: 1,855 vacation rentals
  • Bahia Honda State Park and Beach: 1,355 vacation rentals
  • South Beach: 1,515 vacation rentals
  • Fort Zachary Taylor Historic State Park: 1,522 vacation rentals
  • Southernmost Point: 1,516 vacation rentals

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 vacation rentals available near the point of interest of your choice.

Can I rent Houses in Sugarloaf Key?

Yes, of course. HomeAway has 457 Houses in Sugarloaf Key. Our other popular types of vacation rentals in Sugarloaf Key include:

  • Cottages: 45 rentals available
  • Bungalows: 45 rentals available
  • Condos/Apartments: 130 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 564 vacation rentals with pool available in Sugarloaf Key. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Sugarloaf Key

    Sugarloaf Shores
    17 vacation rentals
    Old Town
    1,085 vacation rentals
    Historic Seaport
    806 vacation rentals
    Uptown/Upper Duval
    267 vacation rentals
    New Town
    390 vacation rentals
    Meadows
    576 vacation rentals
    Midtown
    1,234 vacation rentals
    Cutthroat Harbor Estates
    121 vacation rentals
    The Meadows
    600 vacation rentals
    Bahama Village
    550 vacation rentals
    White Street Gallery District
    684 vacation rentals
    Sunset Key
    194 vacation rentals
    Breezeswept Beach Estates
    18 vacation rentals
    Truman Annex
    853 vacation rentals
    Doctor's Arm
    16 vacation rentals
    Eden Pines
    17 vacation rentals
    Cudjoe Gardens
    44 vacation rentals
    Pine Channel Estates
    18 vacation rentals
    Tropical Bay
    16 vacation rentals
    Downtown
    635 vacation rentals