
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Sugarloaf Key offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Florida
- ·
- Sugarloaf Key
- 2.09 mi to center
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Hot Tub
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Breakfast
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Parking
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Pool
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Hot Tub
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Breakfast
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Parking
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Pool
- Florida
- ·
- Sugarloaf Key
- 1.10 mi to center
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
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Parking
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Pool
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Balcony/Terrace
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Air Conditioner
- Florida
- ·
- Sugarloaf Key
- 1.30 mi to center
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Parking
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Pool
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Ocean View
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View
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Parking
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Pool
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Ocean View
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View
- Florida
- ·
- Sugarloaf Key
- 1.85 mi to center
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Air Conditioner
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Internet
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Laundry
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Bedding/Linens
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Air Conditioner
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Internet
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Laundry
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Bedding/Linens
- Florida
- ·
- Sugarloaf Key
- 1.10 mi to center
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Parking
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Pool
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View
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Air Conditioner
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Parking
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Pool
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View
-
Air Conditioner
- Florida
- ·
- Sugarloaf Key
- 1.71 mi to center
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
- Florida
- ·
- Sugarloaf Key
- 1.74 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
-
Air Conditioner
- Florida
- ·
- Sugarloaf Key
- 1.81 mi to center
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Parking
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Pool
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Air Conditioner
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Internet
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Parking
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Pool
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 1.75 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 1.71 mi to center
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Parking
-
Kitchen
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Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 1.71 mi to center
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Parking
-
Kitchen
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Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 1.81 mi to center
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Parking
-
Pool
-
Air Conditioner
-
Internet
-
Parking
-
Pool
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 2.04 mi to center
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Private Beach
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Hot Tub
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EV Charge Station
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Parking
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Private Beach
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Hot Tub
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EV Charge Station
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Parking
- Florida
- ·
- Sugarloaf Key
- 2.63 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Florida
- ·
- Sugarloaf Key
- 1.27 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 1.35 mi to center
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Parking
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Balcony/Terrace
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Internet
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Pet Friendly
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Parking
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Balcony/Terrace
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Internet
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Pet Friendly
- Florida
- ·
- Sugarloaf Key
- 2.57 mi to center
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Parking
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Ocean View
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Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 0.34 mi to center
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Parking
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Pool
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Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Florida
- ·
- Sugarloaf Key
- 1.30 mi to center
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Parking
-
Pool
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Kitchen
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Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 0.74 mi to center
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Parking
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Pool
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Balcony/Terrace
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View
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Parking
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Pool
-
Balcony/Terrace
-
View
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 0.55 mi to center
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
-
Pool
-
Balcony/Terrace
Find the Perfect Resort Vacation in the Sugarloaf Key
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Sugarloaf Key
What are the Top Resort Locations Across the Sugarloaf Key?
Discover resorts in the most sought-after travel destinations nationwide:
Lower Florida Keys
Lower Florida Keys VACATION RENTALSUpper Sugarloaf Key
Upper Sugarloaf Key VACATION RENTALSKey West Fly Fishing
Key West Fly Fishing VACATION RENTALSSugarloaf Beach
Sugarloaf Beach VACATION RENTALSUpper Sugarloaf Sound
Upper Sugarloaf Sound VACATION RENTALSSugarloaf Shores
Sugarloaf Shores VACATION RENTALSLower Sugarloaf Key
Lower Sugarloaf Key VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Sugarloaf Key. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Sugarloaf Key
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Sugarloaf Key, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Sugarloaf Key? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Florida
- ·
- Sugarloaf Key
- 2.04 mi to center
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking
- Florida
- ·
- Sugarloaf Key
- 1.81 mi to center
-
Parking
-
Pool
-
Air Conditioner
-
Internet
-
Parking
-
Pool
-
Air Conditioner
-
Internet
Resorts Vacations FAQs
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:
How many vacation rentals have private pools in Sugarloaf Key?
There are 22 vacation rentals with private pools near Sugarloaf Key. Top-rated homes that have access to a swimming pool include:
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 2 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.
More Resorts Vacations to Explore
- Florida
- ·
- Sugarloaf Key
- 1.81 mi to center
-
Parking
-
Pool
-
Air Conditioner
-
Internet
-
Parking
-
Pool
-
Air Conditioner
-
Internet
- Florida
- ·
- Sugarloaf Key
- 2.04 mi to center
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking