- Parking
- Ocean View
- Balcony/Terrace
- View
Sugarloaf Key, FL Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Holiday Rentals, Villas & Resorts in Sugarloaf Key
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Pool
- Air Conditioner
- Internet
- Parking
- Pool
- Air Conditioner
- Internet
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Parking
- Pool
- View
- Air Conditioner
- Hot Tub
- Breakfast
- Parking
- Pool
- Parking
- Pool
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- View
- Air Conditioner
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Parking
- View
- Air Conditioner
- Internet
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Oceanfront
- Parking
- Pool
- Ocean View
- Hot Tub
- Parking
- Ocean View
- View
- Private Beach
- Hot Tub
- EV Charge Station
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- View
- Kitchen
- Parking
- Ocean View
- Balcony/Terrace
- View
- Private Pool
- Hot Tub
- Parking
- Pool
- Parking
- Air Conditioner
- Internet
- Pet Friendly
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Ocean View
- Balcony/Terrace
- View
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
- Private Pool
- Parking
- Pool
- Ocean View
- Parking
- Ocean View
- Balcony/Terrace
- View
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Parking
- Ocean View
- Balcony/Terrace
- View
- Parking
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
- Parking
- Pool
- Ocean View
- View
- Kitchen
- Air Conditioner
- Internet
- Laundry
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
- Private Pool
- Hot Tub
- Parking
- Pool
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Oceanfront
- Parking
- Pool
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Private Pool
- Parking
- Pool
- Ocean View
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Private Pool
- Parking
- Pool
- Ocean View
- Private Pool
- Parking
- Pool
- Ocean View
- Private Pool
- Parking
- Pool
- Ocean View
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Private Pool
- Parking
- Pool
- Ocean View
- Private Pool
- Parking
- Pool
- Ocean View
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
- Parking
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
- Private Pool
- Parking
- Pool
- Ocean View
- Private Pool
- Oceanfront
- Hot Tub
- Parking
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Kitchen
- Air Conditioner
- Internet
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Hot Tub
- Parking
- Pool
- Spa
- Private Pool
- Parking
- Pool
- Ocean View
About Casai's Private Villas and Holiday Rentals in Sugarloaf Key
Discover more than 114 vacation rentals available in Sugarloaf Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sugarloaf Key.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sugarloaf Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sugarloaf Key. On average, places to stay near Sugarloaf Key offer 1050.56 ft², with nightly prices averaging CA $1,123.
With Casai, finding and comparing holiday rentals in Sugarloaf Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Sugarloaf Key, FL
There are 114 Sugarloaf Key, FL Vacation Rentals
- Prices for a holiday home in Sugarloaf Key start at CA $168
- Top rated vacation home in Sugarloaf Key is Private and Exclusive Florida Keys Getaway
- Most popular short term in Sugarloaf Key is Sugar Loaf Lodge
- Cheapest place to stay in Sugarloaf Key is Sugarloaf Lodge
- Most expensive holiday rental in Sugarloaf Key is Beach Front - Cassie`s Paradise Key West
Recently Booked Hotels, Resorts, or Rentals in Sugarloaf Key
Frequently Asked Questions About Sugarloaf Key?
What are the top holiday rentals in Sugarloaf Key?
With numerous options available in Sugarloaf Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sugarloaf Key:
- Private and Exclusive Florida Keys Getaway
- Private and Exclusive Beach Getaway
- PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
- The Villa of Pelico Palms
- Blue Wahoo-Perfect Keys Getaway
- $and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Heated Pool, Dock & Tiki!
- Canal Front 3-bedroom house in Sugarloaf Key
- Our Happy Place
- Sugarloaf Shores Wide Canal 3/3 Waterfront w/100 ft Seawall in Quite Community.
- Starlight Serenity - Hideaway with Stunning Views
How many Casai.ca holiday rentals are available in Sugarloaf Key?
As of 2026, Casai boasts over 114 properties listed in the Sugarloaf Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sugarloaf Key.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Sugarloaf Shores Vacation Rentals in Sugarloaf Key, Florida | 33 |




















































