Help on Feeds

Vacation Rentals in Sugarloaf Key, Florida

$150 $115
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.

more destinations

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

Sugarloaf Key things to do

 

Stand Up Paddleboard Key West

My husband, mom, and I went on a SUP morning tour with tour guide Kristin. We own paddle boards and are avid SUP-ers, but have never gone on a guided tour...read more

 

Key West Eco Tours Inc

Everything about this tour was fantastic. John, our guide, talked with the drawl of Matthew McConaughey and looked just like my friend Peter from college....read more

 

Mallory Square

Mallory square is a cool place for souvenir shopping, and eats in Key West. They have all kinds of souvenirs here from cigars to sponges, and everything in...read more

 

Ernest Hemingway Home & Museum

Cool enough - kind of a MUST when you are in Key West. The tour guides really know and enjoy what they are talking about when they tour you through the...read 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 i...read more

 

Aqua Nightclub

I have not been to a drag show in a long time, but was expecting different. Got there at 8:40 for a 9 o'clock show. There were no seats left by the stage...read more

 

Cat Man

Go see the sunset at Mallory Square and see the Cat Man. Then just 'stay where you arrrrrrrre' and enjoy the show. He's great. (And no, he's not...read more

 

Cowboy Cowgirl Yacht Charters

Fishing on the Cowgirl" 5 of 5 stars Reviewed July 23, 2014 NEW We were in Key West Florida over the week of July 4th and went on two fishing trips...read more

 

Smokin' Tuna Saloon

I want to like it here so much, but have been underwhelmed too much. Don't eat here, the quality of food has continued to slide. Most recently our...read more

 

Sunset Watersports

We booked the morning snorkeling with 2 stops at sunset watersports on William street. It was a blast! Captain Nate and his mate were really nice and...read more

 

Strike Zone Charters Inc

During our week in the keys, we went on two snorkeling trips: One with the outfit at the Bahia Honda State Park, and one at Strike Zone Charters. Our...read more

 

Shakti Yoga

Sixth yoga review from the road...was here on vacation. Yet another beautiful, calm, small and honest studio in the series I'm reviewing with a wide...read more

 

Florida Keys Boat Rentals

This boat rental company is a great way to spend a day in Key West. A professional operation. Rick is a great help. Excellent customer service. They are...read 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 basically...read 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. Will...read more

powered by:
rental results

availability


Weekly rate:

Min $0, Max $4000

$0
$2,000
$4,000+

Bedrooms: Min 0, Max 5

0
5+







Property Type:


legend

savings
freebies
has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

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

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

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

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
 
 
 
 
 

8 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