Trip The Film - Vacation Rentals in Upper Sugarloaf Sound

Private and Exclusive Florida Keys Getaway From US $1,033
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pelico Paradise From US $304
         

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9.6 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Starlight Serenity - Hideaway w Stunning Views From US $734
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Private and Exclusive Beach Getaway From US $2,059
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Sugarloaf Key RV Resort & Cottages From US $458
         

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9.1 (550 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sugarloaf Key RV Resort & Cottages From US $846
         

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9.4 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Villa of Pelico Palms From US $1,371
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Sugarloaf Lodge From US $126
         

7.7 (420 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Florida Keys Beach Getaway From US $1,887
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Hemingway - Beach Houses Key West From US $1,706
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach Getaway in the Florida Keys From US $1,121
         

8.4 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private and Exclusive Beach Getaway From US $2,347
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront, Pet Friendly - Loggerhead Lagoon From US $292
         

Beautiful POOL3/2 Sleeps 8. ALL ROOMS Waterfront From US $658
         

Secluded Jungle Paradise From US $485
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Waterfront Escape From US $344
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV
Pro Tip: Tripthefilm makes it easy to compare the best listings on Tripthefilm homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Tripthefilm 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

Other Places to Stay Near Upper Sugarloaf Sound, FL


Upper Sugarloaf Sound Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Upper Sugarloaf Sound?

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

How many vacation rentals are available in Upper Sugarloaf Sound?

Currently, the total number of properties listed in 2026 is over 56 in the Upper Sugarloaf Sound area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Upper Sugarloaf Sound.