14+ Vacation Rentals Near Upper Sugarloaf Key |
  1. USA
  2. Florida
  3. Sugarloaf Key
  4. Upper Sugarloaf Key

Castle In Hawaii - Vacation Rentals in Upper Sugarloaf Key

Eco Friendly Secluded OceanView Pool near Key West
New
From US $961
         

New
Villa
Eco Friendly Secluded OceanView Pool near Key West
  • Air Conditioner
  • Pet Friendly
  • Pool

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Luxury OceanView Friendly Villa Near Key West From US $804
         

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1.0 (1 Review)
Villa
Luxury OceanView Friendly Villa Near Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Atlantic View Luxury Villa with Pool From US $991
         

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10.0 (1 Review)
Villa
Atlantic View Luxury Villa with Pool
  • Parking
  • Pet Friendly
  • Pool

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Beachfront Heated Pool Hot Tub Oceanview
New
From US $782
         

New
Villa
Beachfront Heated Pool Hot Tub Oceanview
  • Air Conditioner
  • Pet Friendly
  • Pool

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Ocean View with Pool, 4 bedroom Vila Near Key West From US $811
         

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10.0 (4 Reviews)
Villa
Ocean View with Pool, 4 bedroom Vila Near Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Treehouse and Villa of Pelico Palms From US $2,617
         

New
Villa
Treehouse and Villa of Pelico Palms
  • Air Conditioner
  • Parking
  • Pool

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Sugarloaf Key RV Resort & Cottages From US $458
         

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9.0 (371 Reviews)
House
Sugarloaf Key RV Resort & Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Oceanview Pool Eco-friendly Villa Near Key West From US $742
         

10.0 (1 Review)
Villa
Luxury Oceanview Pool Eco-friendly Villa Near Key West
  • Parking
  • Pet Friendly
  • Pool

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Villa of the Setting Sun From US $2,804
         

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8.0 (1 Review)
House
Villa of the Setting Sun
  • Air Conditioner
  • Pool
  • View

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Key West Paradise w/ Private Pool + Ocean View From US $830
         

New
Villa
Key West Paradise w/ Private Pool + Ocean View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Oceanview Villa Heated Pool + Hot Tub From US $1,197
         

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New
Villa
Oceanview Villa Heated Pool + Hot Tub
  • Pet Friendly
  • Security/Safety
  • Child Friendly

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Private Estate Pool Ocean View 20 minutes to Key West From US $950
         

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New
Villa
Private Estate Pool Ocean View 20 minutes to Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Eco Friendly Secluded OceanView Pool near Key West From US $923
         

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New
Villa
Eco Friendly Secluded OceanView Pool near Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sugarloaf Key Hotel at KOA Resort From US $150
         

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9.4 (42 Reviews)
Hotel
Sugarloaf Key Hotel at KOA Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Sugarloaf Key.

Weather in Upper Sugarloaf Key

View the weather forecast for Upper Sugarloaf Key before booking your Upper Sugarloaf Key Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Upper Sugarloaf Key, FL

Castleinhawaii offers a large selection of top attractions around Upper Sugarloaf Key. Research things to do on your vacation before you visit Upper Sugarloaf Key.


Florida Keys Beaches Saddlebunch Keys Looe Key National Marine Sanctuary Rockland Key Key West Fly Fishing Cook Island National Key Deer Refuge Visitor Center Key West Visitors Center No Name Key Blue Hole Shark Key Sugarloaf Beach Florida Keys Wilderness Boca Chica Nude Beach Big Pine Flea Market Upper Sugarloaf Sound Sheriff’s Animal Farm Lower Sugarloaf Sound Reel Deal Fishing Charters Perky’s Bat Tower