59+ Vacation Rentals Near Upper Sugarloaf Sound |
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Stay 30 - Vacation Rentals in Upper Sugarloaf Sound

Palm - Beach Houses Key West From US $1,706
         

10.0 (14 Reviews)
House
Palm - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pelico Paradise From US $304
         

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9.6 (2 Reviews)
House
Pelico Paradise
  • Air Conditioner
  • Parking
  • Pet Friendly

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Starlight Serenity - Hideaway w Stunning Views From US $630
         

New
House
Starlight Serenity - Hideaway w Stunning Views
  • Parking
  • Pet Friendly
  • Balcony/Terrace

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Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22) From US $330
         

10.0 (12 Reviews)
Cottage
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bungalows Sugarloaf Beach Key West - Hammock House From US $1,695
         

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10.0 (1 Review)
House
Bungalows Sugarloaf Beach Key West - Hammock House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sugarloaf Key Hotel at KOA Resort From US $278
         

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9.8 (457 Reviews)
Hotel
Sugarloaf Key Hotel at KOA Resort
  • Air Conditioner
  • Parking
  • Pool

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Azucar - Beach Houses Key West From US $2,430
         

10.0 (10 Reviews)
House
Azucar - Beach Houses Key West
  • Air Conditioner
  • Parking
  • TV

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Sugarloaf Key RV Resort & Cottages From US $458
         

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9.0 (346 Reviews)
House
Sugarloaf Key RV Resort & Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sugar Loaf Lodge From US $111
         

8.2 (1008 Reviews)
Hotel
Sugar Loaf Lodge
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21) From US $324
         

10.0 (7 Reviews)
Cottage
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Villa of Pelico Palms From US $1,780
         

10.0 (3 Reviews)
House
The Villa of Pelico Palms
  • Air Conditioner
  • Parking
  • Pool

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$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! From US $584
         

10.0 (2 Reviews)
House
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Frank & Norma's Oasis: Stunning 3BR Open Water Home on Sugarloaf, Pool, Beach, Dock & Dog Friendly From US $663
         

10.0 (1 Review)
House
Frank & Norma's Oasis: Stunning 3BR Open Water Home on Sugarloaf, Pool, Beach, Dock & Dog Friendly
  • Air Conditioner
  • Pet Friendly
  • Pool

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Florida Keys Beach Getaway From US $1,983
         

9.8 (28 Reviews)
House
Florida Keys Beach Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83) From US $313
         

9.8 (13 Reviews)
Cottage
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84) From US $312
         

9.8 (9 Reviews)
Cottage
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pelico Palms Estate. From US $3,684
         

9.8 (7 Reviews)
House
Pelico Palms Estate.
  • Air Conditioner
  • Parking
  • Pool

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The Hemingway - Beach Houses Key West From US $2,370
         

9.8 (7 Reviews)
House
The Hemingway - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Lighthouse - Beach Houses Key West From US $1,334
         

9.6 (11 Reviews)
House
The Lighthouse - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pool

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Sublimely private luxury home with enveloping oceanfront views near Key West From US $2,163
         

9.4 (43 Reviews)
House
Sublimely private luxury home with enveloping oceanfront views near Key West
  • Air Conditioner
  • Parking
  • Pool

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Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot From US $422
         

9.2 (7 Reviews)
House
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Sunset Suites of Pelico Palms From US $780
         

8.8 (3 Reviews)
House
The Sunset Suites of Pelico Palms
  • Air Conditioner
  • Pool
  • TV

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Beach Getaway in the Florida Keys From US $1,235
         

8.4 (7 Reviews)
House
Beach Getaway in the Florida Keys
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hammock House - Beach Houses Key West From US $3,276
         

8.0 (2 Reviews)
House
Hammock House - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 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 Sound.

Weather in Upper Sugarloaf Sound

View the weather forecast for Upper Sugarloaf Sound before booking your Upper Sugarloaf Sound 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 Sound, FL

Stay30 offers a large selection of top attractions around Upper Sugarloaf Sound. Research things to do on your vacation before you visit Upper Sugarloaf Sound.


Key West Harbour Florida Keys Beaches Saddlebunch Keys Key West Golf Club Robbie's Looe Key National Marine Sanctuary Rockland Key Key West Fly Fishing Upper Sugarloaf Key Cook Island National Key Deer Refuge Visitor Center Key West Visitors Center No Name Key Key West Naval Station Blue Hole Shark Key Sugarloaf Beach Florida Keys Wilderness Boca Chica Nude Beach Big Pine Flea Market

Other Places to Stay Near Upper Sugarloaf Sound, FL


Sugarloaf Key 81 Properties