Naramata Wineries - Vacation Rentals in Sugarloaf Key

Pelico Paradise From US $304
         

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9.6 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury OceanView Friendly Villa Near Key West From US $804
         

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1.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Grouper Getaway From US $311
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean View with Pool, 4 bedroom Vila Near Key West From US $811
         

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10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Dolphin Daydreams by Last Key Realty From US $474
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Tidewater Views by Last Key Realty From US $424
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Pelican's Roost, Waterfront comfort at Venture Out From US $304
         

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9.2 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
NAUTILUS.ocean front cottage retreat ~ From US $908
         

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9.2 (16 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Sugarloaf Key

Over 18+ Luxury Places to Stay in or Near Sugarloaf Key
Beachfront Heated Pool Hot Tub Oceanview From US $1,197
         

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New
Villa
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Private Estate Pool Ocean View 20 minutes to Key West From US $825
         

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1.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Turtle Cove Views by Last Key Realty From US $514
         

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8.5 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool

Top-Rated Vacation Rentals with a Pool in Sugarloaf Key

Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort From US $150
         

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9.4 (364 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Conch Cottage From US $269
         

9.0 (3 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Tree Top Paradise From US $189
         

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8.8 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
OCEANIA. water front cottage retreat ~ From US $454
         

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7.8 (19 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Sugarloaf Lodge From US $189
         

7.7 (420 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Dock Holiday From US $293
         

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7.6 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Island Oasis ~ YOUR Paradise Awaits! From US $386
         

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7.4 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Key Lime Time From US $363
         

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New
House
  • Air Conditioner
  • Parking
  • Pool

About Sugarloaf Key Vacation Rentals

With more than 27 Sugarloaf Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sugarloaf Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Sugarloaf Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sugarloaf Key. Places to stay near Sugarloaf Key are 1152.44 ft² on average, with prices averaging US $533 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Sugarloaf Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sugarloaf Key

Type Count
Vacation Homes 18
Villas 6
Cabin Rentals 1
Hotels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Sugarloaf Key

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries 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 Sugarloaf Key.

Weather in Sugarloaf Key

View the weather forecast for Sugarloaf Key before booking your 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

Sugarloaf Key Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Sugarloaf Key?

There are a lot of options in Sugarloaf Key. If you plan on staying in the Sugarloaf Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sugarloaf Key:

Which vacation homes in Sugarloaf Key are best for families?

If you are looking for a family-friendly vacation home in Sugarloaf Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sugarloaf Key:

How many vacation rentals are available in Sugarloaf Key?

Currently, the total number of properties listed in 2026 is over 27 in the Sugarloaf Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Sugarloaf Key.