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Vacation Rentals in Sugarloaf Key, Florida

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about Sugarloaf Key

Sugarloaf Key, Florida Vacation Rentals and Tourism

The Keys are known for being just a little different than the rest of Florida; equally sunny and bright as other spots, but just a bit more fun and relaxed. Check out his phenomenon for yourself with the help of Sugarloaf Key vacation rentals and don’t let inexperience stand in your way. Even if you’ve never gone this route before, you’ll feel confident in a Sugarloaf Key Florida rental.

Technically these are “typical” Florida activities, but that doesn’t mean they’re dull; swimming, snorkeling, boating and shopping will surely be a refreshing change for you and your fellow travelers. Dive into the scene with a fresh perspective and you’ll have fun no matter what you do; Sugarloaf Key FL rentals just make it easier for everything to fall into place.

Pick the perfect Sugarloaf Key beach rental and you’ll be happy to have chosen this fun Florida destination. A little bit removed from the main thoroughfare and as relaxing as you need them to be, vacation rentals in Sugarloaf Key should definitely be on your radar as you begin to plan your next trip.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Sugarloaf Key things to do


Stand Up Paddleboard Key West

This was the complete highlight of our visit. We went over a month ago and it's still stuck in my head! We utilized the complimentary shuttle and more


Skydive Key West

my husband and i did this after a particularly rough six months.. and boy did that restore some self esteem & confidence! :P i am afraid of heights, and more


Cowboy Cowgirl Yacht Charters

The owners, Mark and Michelle, were extremely professional and so easy to do business with. They were nice enough to pick us up at the condo we more


Boondocks Grille & Draft House

On a recent drive down to Key West my wife and I spied the sign for Boondocks and decided to give them a shot. As others have said this place is more


Florida Keys Kayak Tours and Rentals

Captain Markus is awesome! He went out if his way to make our trip perfect and the price was competitive. Dropped us off to avoid the windy day. more


Bat Tower

Supposedly it's a historical landmark... really? Supposedly it was supposed to solve our mosquito problem... seriously? Supposedly it's a must see more


Living The Dream Watersports

I was in the keys all last week and rented a boat from this company. I immediately noticed how awesome and friendly the staff was. The boat ran great more


Boca Chica Beach Area

Tricky to get to. Don't use Google or Apple maps for directions. Have to access via Boca Chica Rd. or else the Navy property keeps you from getting more


Dinghy Docks LLC

This review refers to the grocery portion of the store, as I have no boat and no need for boating equipment. Being vegetarian/vegan on the island more


Looe Key Reef Resort & Dive Center

The key feature of this place is how it offers a sort of one-stop shop for learning how to dive. I took my young son over the holidays, and we spent more


Aloha Key West Dolphin Charters

We booked with aloha through rose charters. He didn't show up! Don't ever book with captain mike. He is not reliable. What a terrible ending to a great more


Key Limey Charters

The good Captain Tony has become a friend and yet I review his talent and trade as I would any other merchant. I'm an avid angler and run my own boats more


Pirate Wellness Center Llc

It's no East Bank Club, Equinox or David Barton Gym, but it's no Bally's or Cardinal Fitness either. Pirate Wellness Center in Cudjoe Key is a small, more


Bay Point Park Playground

It's a park; not an overly impressive park, but a park nonetheless At first glance all is okay here with amenities like: Tennis courts, bocce ball courts, more


No Worries Custom Key West Charters

We chartered with No Worries for a 1/2 day of light tackle fishing for four adults and one toddler; while we did catch fish (yellowtail snapper, grouper), more

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Bamboo Palms Open Water Home/Heated Pool/Hot Tub/Kayaks/Dock
Sugarloaf Key House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $6,500 - $7,500 /mth

1 reviews write a review

Beachfront Home, Key's only real Beach house,gated,private.
Sugarloaf Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $2,400 - $3,750 /wk

write a review

Bayside Beauty
Sugarloaf Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $150 - $350 /nt
    $4,200 - $9,800 /mth

40 reviews write a review

Unparalleled surroundings and 180 degree ocean views.
Sugarloaf Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $7,000 - $8,400 /mth

3 reviews write a review

Open Water Home with Pool, Boat Lift and Tiki Hut
Sugarloaf Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $2,650 - $2,750 /wk
    $10,000 /mth

18 reviews write a review

Exclusive, Private Neighborhood in Lower Sugarloaf
Sugarloaf Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $6,800 /mth

9 reviews write a review

Specatular Waterfront Paradise
Sugarloaf Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $10,033 /mth

3 reviews write a review