Sugarloaf Key, FL Resort Rentals

Name: Sugarloaf Key
Address: Florida, US

Sugarloaf Key Resorts

Highly Rated

9.1

Exceptional

(474 Reviews)

Sugarloaf Key RV Resort & Cottages

398.26 ft² 18 Guests 33 Bedrooms 4 Bathrooms

Family Friendly House

Fireplace/Heating
Pool
Pet Friendly

US $458/Night For 7 Nights US $3,206

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9.4

Exceptional

(42 Reviews)

Sugarloaf Key Hotel at KOA Resort

610.85 ft² 44 Guests 40 Bedrooms 8 Bathrooms

Hotel

Private Beach
Oceanfront
Hot Tub

US $150/Night For 7 Nights US $1,052

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9.6

Exceptional

(2 Reviews)

Pelico Paradise

2228.13 ft² 10 Guests 5 Bedrooms 4 Bathrooms

House

Pet Friendly
Parking
Air Conditioner

US $304/Night For 7 Nights US $2,128

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New

Starlight Serenity - Hideaway w Stunning Views

1 Bedroom 1 Bathroom

Family Friendly House

Balcony/Terrace
Pet Friendly
Parking

US $770/Night For 7 Nights US $5,389

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3-bedroom Ocean-front house in Sugarloaf Key with large private swim/boat dock!

New Property

New

3-bedroom Ocean-front house in Sugarloaf Key with large private swim/boat dock!

6 Guests 3 Bedrooms 3 Bathrooms

House

Air Conditioner
Internet
Laundry

US $1,195/Night For 7 Nights US $8,362

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8.0

Excellent

(1 Review)

Villa of the Setting Sun

4004.17 ft² 8 Guests 1 Bedroom 4 Bathrooms

Free Cancellation House

Private Beach
Oceanfront
Fireplace/Heating

US $2,804/Night For 7 Nights US $19,628

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Private and Exclusive Florida Keys Getaway

10.0

Exceptional

(14 Reviews)

Private and Exclusive Florida Keys Getaway

893 ft² 4 Guests 2 Bedrooms 2 Bathrooms

Ocean View House

Oceanfront
Fireplace/Heating
Ocean View

US $1,645/Night For 7 Nights US $11,513

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7.4

Very Good

(552 Reviews)

Sugarloaf Lodge

452.08 ft² 10 Guests 13 Bedrooms 3 Bathrooms

Family Friendly Cabin

Pool
View
Parking

US $189/Night For 7 Nights US $1,323

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10.0

Exceptional

(10 Reviews)

Private and Exclusive Beach Getaway

2239 ft² 8 Guests 2 Bedrooms 3 Bathrooms

Ocean View House

Oceanfront
Fireplace/Heating
Ocean View

US $1,593/Night For 7 Nights US $11,153

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New

Starlight Serenity - Hideaway with Stunning Views

904.17 ft² 4 Guests 1 Bedroom 1 Bathroom

House

Fireplace/Heating
View
Pet Friendly

US $580/Night For 7 Nights US $4,058

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Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly

10.0

Exceptional

(1 Review)

Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly

1440 ft² 6 Guests 2 Bedrooms 2 Bathrooms

Ocean View House

Private Pool
Fireplace/Heating
Pool

US $329/Night For 7 Nights US $2,302

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New

Loggerhead Lagoon - Modern Waterfront Home

1442.36 ft² 8 Guests 3 Bedrooms 2 Bathrooms

House

View
Pet Friendly
Parking

US $460/Night For 7 Nights US $3,220

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More Top-Rated Resorts in Sugarloaf Key Area

Why Choose Rent By Owner for your Sugarloaf Key Resorts?

What makes our Resorts special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Sugarloaf Key Resorts

Where are the best neighborhoods to stay in Sugarloaf Key?

When booking your stay in Sugarloaf Key, Florida, consider neighborhoods that offer a tranquil retreat with easy access to waterfront activities. These areas are ideal for visitors seeking a peaceful environment while remaining close to local amenities and natural beauty. Choosing the right neighborhood can enhance your experience of this scenic destination, ensuring a memorable and relaxing getaway.

Sugarloaf Shores

In this area, you will find a variety of resorts that offer a tranquil retreat with scenic views and easy access to the region's natural beauty. Staying here provides a perfect base for exploring the local surroundings while enjoying reliable amenities designed for a comfortable stay.

View 26+ Rentals in Sugarloaf Shores

Best Times to Visit Sugarloaf Key

When should you plan your Resorts stay?

Choosing the optimal time to vacation here can enhance your experience, as this destination's climate and seasonal trends directly influence the appeal and availability of its trusted resorts in Sugarloaf Key, Florida, USA.

Peak Season Highlights

Winter (December to February)

During the winter months, you can enjoy warm temperatures and sunny skies, making it an ideal time for outdoor activities and exploring the coastal scenery.

Average Temperature Daytime: 75°F - Nighttime: 65°F

Spring (March to May)

Spring brings pleasant weather with blooming landscapes, attracting visitors seeking comfortable conditions and vibrant natural surroundings.

Average Temperature Daytime: 80°F - Nighttime: 70°F

Off-Season Highlights

Summer (June to August)

In the summer, the region experiences higher temperatures and humidity, but it’s still a popular choice for those looking to enjoy the sun and water activities without the crowds.

Average Temperature Daytime: 88°F - Nighttime: 78°F

Fall (September to November)

Autumn offers cooler temperatures and fewer visitors, providing a peaceful retreat amidst the beautiful coastal environment here.

Average Temperature Daytime: 82°F - Nighttime: 72°F

Weekly Weather Forecast for Sugarloaf Key

How to Book Your Sugarloaf Key Resorts

What's our booking process?

Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Sugarloaf Key

More Top-Rated Resorts in Sugarloaf Key Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy access to private outdoor pools perfect for relaxing in the Florida sunshine.
Take advantage of outdoor grilling areas to prepare fresh seafood or grilled favorites.
Benefit from shaded patio spaces that provide a cool retreat after a day at the nearby beaches.
Make use of boat docks and kayak rentals for exploring the surrounding waterways and mangroves.
Relax in lush landscaped gardens designed for peaceful strolls and outdoor enjoyment.
Utilize outdoor shower facilities to rinse off after swimming or water activities in the region.
Leverage ample parking with designated outdoor spots to conveniently access your rental near popular attractions.

Top Attractions Around Sugarloaf Key

What attractions are nearby?

Within this scenic region, you can enjoy a variety of outdoor activities such as water sports, fishing, and wildlife watching, all just moments from your chosen resort in Sugarloaf Key, Florida, offering an ideal setting for relaxation and adventure alike.

Family Activities

Snorkeling and Marine Tours: Discover the vibrant marine life just off the coast by joining guided snorkeling adventures that are perfect for families exploring this scenic area.
Wildlife Watching at Local Parks: Spend quality time observing native wildlife and enjoying outdoor activities in the region’s well-maintained parks suitable for all ages.
Fishing Charters: Experience a family-friendly fishing trip where you can learn about local species and create lasting memories on the water.
Beach Relaxation and Play: Unwind on the sandy shores while your children enjoy building sandcastles and playing in the shallow waters along this picturesque destination.

Adult Activities

Deep-Sea Fishing Excursions: Embark on an exhilarating fishing trip where you can try your luck at catching a variety of game fish in the waters surrounding this destination.
Snorkeling and Diving Adventures: Explore vibrant coral reefs and marine life through guided snorkeling or diving tours, offering a unique perspective of the area's underwater ecosystems.
Kayaking and Paddleboarding: Discover the calm waterways and mangroves with rental options for kayaking and paddleboarding, perfect for enjoying the tranquil scenery here.
Sunset Cruises: Experience breathtaking sunset views over the water aboard a leisurely cruise, highlighting the natural beauty of this coastal region.

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Sugarloaf Key Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Activities Early: Take advantage of the area's natural beauty by booking water-based activities and excursions in advance to ensure availability during your stay.
Explore Local Dining Options: Savor fresh seafood and regional specialties at local eateries, making sure to check out popular spots recommended by fellow travelers.
Utilize Water Transportation: Use boats or kayaks to explore hidden coves and coastline, which offers a unique perspective of this coastal destination.
Respect the Environment: Follow sustainable practices by avoiding littering and sticking to designated paths to help preserve the area's pristine ecosystems for future visitors.

Transportation Options

Rental Cars: Renting a car offers the flexibility to explore this destination and its surrounding areas at your own pace, providing convenient access to local attractions and resorts.
Public Transit: Buses and local transit services are available for easy and affordable transportation across the region, ideal for budget-conscious travelers staying in resorts here.
Shuttle Services: Many resorts and nearby airports provide shuttle options that ensure seamless transfers between your accommodations and key points of interest within the area.
Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber or Lyft offer quick and reliable transportation for spontaneous trips around this coastal destination.

Local Customs Options

Respect for Marine Life: Visitors are encouraged to observe local regulations that protect the marine environment, including responsible snorkeling and diving practices to preserve the region’s vibrant ecosystem.
Local Seafood Traditions: Enjoying fresh, locally caught seafood is a cherished custom here, reflecting the area's rich fishing history and cultural heritage.
Environmental Conservation: Participating in community efforts to keep the beaches and natural habitats clean is a common practice among residents and visitors alike.
Celebration of Local Festivals: Attending regional festivals celebrating maritime history and local artistry offers an authentic experience of the area's cultural customs.

Sugarloaf Key Resorts Frequently Asked Questions

1. What are the top Resorts 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 Resorts in Sugarloaf Key:

2. How many Resorts are available in Sugarloaf Key?

Currently, the total number of properties listed by RBO in 2026 is over 2 in the Sugarloaf Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Sugarloaf Key. 

3. What is the cancellation policy for resorts in Sugarloaf Key, Florida?

Cancellation policies vary depending on the specific resort you select. To understand the terms and any applicable fees, please review the listing details or contact the property owner directly before completing your booking.

4. Are there any additional fees I should be aware of when booking a resort in the area?

Additional fees such as resort charges, cleaning fees, or taxes may apply. These details are outlined in the listing, and it is recommended to review them carefully or reach out to the host for clarification.

5. How do I confirm the availability of a particular resort in Sugarloaf Key?

Availability can change quickly, so it is best to check the real-time calendar on the listing. For certainty, contact the owner or property manager directly to confirm your preferred dates.

6. What amenities are typically included in resorts here?

Resorts in this destination often feature amenities like private beaches, pools, and outdoor spaces. Specific offerings are listed on each property’s page, so reviewing those details will ensure your expectations are met.

7. What should I know about check-in and check-out procedures?

Check-in and check-out times vary by property. Details regarding key collection, procedures, and timeframes are outlined in the listing, but contacting the owner can provide extra clarity for your stay.