Discover Your Perfect Lower Sugarloaf Key Vacation Homes

Best Vacation Homes in Lower Sugarloaf Key

House
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 1440 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $435/Night 7 Nights - AU $3,042
House
Map-icon
2 Bedrooms 2 Baths 6 Guests 1104 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
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AU $534/Night 7 Nights - AU $3,738
New
House
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2 Bedrooms 2 Baths 4 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $429/Night 7 Nights - AU $3,004
House
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like-icon10.0
Exceptional
(26 Reviews)
4 Bedrooms 4 Baths 8 Guests 3000 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
AU $1,052/Night 7 Nights - AU $7,364
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 6 Guests 1850 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $518/Night 7 Nights - AU $3,627
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $721/Night 7 Nights - AU $5,049
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 12 Guests 2943 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $772/Night 7 Nights - AU $5,407
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 3000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $460/Night 7 Nights - AU $3,222

Lower Sugarloaf Key Luxury Rentals

House
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3 Bedrooms 3 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $1,899/Night 7 Nights - AU $13,295
House
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7 Bedrooms 5 Baths 17 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
AU $1,597/Night 7 Nights - AU $11,179
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $896/Night 7 Nights - AU $6,274
House
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4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $871/Night 7 Nights - AU $6,099
House
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 10 Guests 2668 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $781/Night 7 Nights - AU $5,464
House
Map-icon
3 Bedrooms 2 Baths 8 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $708/Night 7 Nights - AU $4,954
New
House
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4 Bedrooms 3 Baths 8 Guests 2478 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $695/Night 7 Nights - AU $4,864
New
House
Map-icon
4 Bedrooms 3 Baths 10 Guests 1424 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $586/Night 7 Nights - AU $4,104

Lower Sugarloaf Key Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1276 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $361/Night 7 Nights - AU $2,529
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $481/Night 7 Nights - AU $3,365
House
Map-icon
4 Bedrooms 2 Baths 10 Guests 1774 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $489/Night 7 Nights - AU $3,420
New
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1648 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $417/Night 7 Nights - AU $2,917
New
House
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2 Bedrooms 2 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
AU $251/Night 7 Nights - AU $1,759
House
Map-icon
like-icon10.0
Exceptional
(44 Reviews)
3 Bedrooms 4 Baths 8 Guests 1975 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $603/Night 7 Nights - AU $4,224
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $571/Night 7 Nights - AU $4,000
House
Map-icon
like-icon5.0
Average
(1 Review)
4 Bedrooms 4 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $704/Night 7 Nights - AU $4,931

Lower Sugarloaf Key Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 1600 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
AU $394/Night 7 Nights - AU $2,761
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $927/Night 7 Nights - AU $6,488
House
Map-icon
like-icon5.0
Average
(1 Review)
3 Bedrooms 2 Baths 100 Guests 2004 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
AU $361/Night 7 Nights - AU $2,530
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
AU $727/Night 7 Nights - AU $5,090
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 3 Baths 8 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $555/Night 7 Nights - AU $3,885
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 11 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $716/Night 7 Nights - AU $5,013
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House
Map-icon
6 Bedrooms 7 Baths 12 Guests 4000 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $1,802/Night 7 Nights - AU $12,616

Why Choose Rent By Owner for your Lower Sugarloaf Key Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Lower Sugarloaf Key

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the best of what this destination has to offer, whether you're seeking sunny days, pleasant weather, or fewer crowds for a more relaxed stay in the region's comfortable vacation rentals.

Peak Season Highlights

winter
Winter (December to February)

This destination experiences its peak season during the winter months when travelers seek warmer climates for their vacation rentals, enjoying mild days and cool evenings.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring Break (March to April)

Spring break brings an influx of visitors looking to enjoy pleasant weather and abundant outdoor activities, making it a vibrant time to book vacation rentals here.

Average Temperature Daytime: 78°F - Nighttime: 62°F

Off-Season Highlights

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Summer (June to August)

During these summer months, fewer travelers visit, offering a quieter experience with warm days perfect for relaxing at your vacation rental in the area.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn sees a slowdown in visitors, providing an ideal opportunity to find exclusive deals on vacation rentals while enjoying the region’s mild weather.

Average Temperature Daytime: 82°F - Nighttime: 68°F

Weekly Weather Forecast for Lower Sugarloaf Key

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

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 a private outdoor pool, perfect for relaxing under the Florida sun.
  • Take advantage of a spacious outdoor patio or deck for al fresco dining and entertaining.
  • Experience direct access to the waterfront with a dock or boat slip, ideal for boating enthusiasts.
  • Relax in a hammock or lounge chairs while soaking up the warm coastal breeze.
  • Utilize outdoor grilling facilities to prepare delicious meals amidst scenic surroundings.
  • Benefit from lush landscaped gardens that provide privacy and a touch of nature.
  • Make use of shaded outdoor seating areas, perfect for enjoying the region’s pleasant climate.
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Family Activities

  • Snorkeling at Looe Key Reef: Discover vibrant marine life and colorful coral formations just off the coast, making it a perfect family adventure in this tropical destination.
  • Exploring Bahia Honda State Park: Enjoy swimming, picnicking, and walking along scenic trails at this beautiful state park located nearby for outdoor family activities.
  • Wildlife Watching at the Lower Keys Marsh: Observe various bird species and other local wildlife in their natural habitat, providing an educational experience for the whole family.
  • Kayaking in the Calm Waters: Paddle through the tranquil waters of the region’s protected channels and creeks, ideal for beginners and young explorers in this family-friendly area.
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Adult Activities

  • Deep Sea Fishing Tours: Experience the thrill of deep-sea fishing in the waters surrounding this destination, renowned for its rich marine life and expert guides.
  • Snorkeling at Coral Reefs: Explore vibrant coral reefs just off the coast, offering a chance to observe colorful marine ecosystems unique to the region.
  • Paddleboarding Adventures: Enjoy serene paddleboarding sessions along the calm waters, ideal for both beginners and experienced enthusiasts looking to relax and take in the scenery.
  • Sunset Kayaking Experiences: Glide across tranquil waterways at sunset, immersing yourself in the natural beauty and peaceful environment of the area.

Other Places to Stay in Lower Sugarloaf Key, FL

Lower Sugarloaf Key Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local waterways: Take advantage of nearby boating and kayaking opportunities to enjoy the region’s renowned aquatic scenery directly from your vacation rental.
  • Visit the best seafood spots: Indulge in fresh, local seafood at nearby eateries or prepare your own in the well-equipped kitchen of your rental to savor authentic flavors.
  • Plan outdoor activities early in the day: Make the most of the area’s pleasant mornings by engaging in activities like fishing or walking along scenic trails near your property.
  • Utilize your rental’s amenities: Relax and unwind by taking advantage of comfort features such as private pools, outdoor decks, or cozy indoor spaces tailored for a tranquil stay here.

Transportation Options

  • Private Car Rentals: You can comfortably explore the area with a private car rental, providing flexibility and convenience for your stay here.
  • Taxi Services: Reliable taxi services are available to quickly get you around the region without the hassle of driving yourself.
  • Public Transportation: Local bus routes offer an affordable way to navigate this destination, connecting you to key points of interest in the area.
  • Bicycle Rentals: For a scenic and eco-friendly option, consider renting a bicycle to enjoy the natural beauty of the region at your own pace.

Local Customs Options

  • Respect for Marine Life: Locals and visitors alike uphold a strong tradition of caring for the surrounding waters, ensuring that marine ecosystems remain healthy and vibrant.
  • Fisherman’s Respect: The region's fishing customs emphasize sustainability and appreciation for the local fish populations, which is reflected in early morning fishing practices and local cuisine.
  • Casual Coastal Attire: When visiting here, casual and beach-friendly clothing is customary, reflecting the relaxed, seaside lifestyle prevalent among residents and travelers.
  • Community Celebrations: Participating in or observing neighborhood events often involves showcasing local arts and seafood traditions, highlighting the area's rich cultural heritage.

Frequently Asked Questions About Lower Sugarloaf Key?

2. Which vacation homes in Lower Sugarloaf Key are best for families?

If you are looking for a family-friendly vacation home in Lower 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 Lower Sugarloaf Key:

3. How many Rentbyowner vacation rentals are available in Lower Sugarloaf Key?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 50 in the Lower Sugarloaf Key area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lower Sugarloaf Key. 

4. What is the cancellation policy for vacation rentals in Lower Sugarloaf Key, Florida?

Cancellation policies vary depending on the individual property owner. It's important to review the specific listing details and contact the host directly to understand the terms before booking.

5. Are there specific rules or restrictions I should know about when booking a vacation rental here?

Each vacation rental has its own set of house rules and restrictions, such as pet policies or occupancy limits. Be sure to carefully read the listing description and reach out to the host if you have any questions.

6. How do I confirm the availability of my preferred dates in this area?

Availability is updated regularly by property owners. To ensure your dates are open, check the calendar on the listing and consider contacting the host directly for confirmation and any additional details.

7. What amenities are typically included in vacation rentals around here?

Vacation rentals in this region often feature amenities like kitchens, Wi-Fi, parking, and outdoor spaces. Review each listing carefully, as amenities can vary between properties, and contact the owner for specifics.

8. Is it necessary to contact the property owner before finalizing my booking?

While many bookings are completed through the online platform, reaching out to the owner beforehand can help clarify any questions about the property, special requests, or additional information to enhance your stay.

Lower Sugarloaf Key Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 8 Guests 1774 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $547/Night 7 Nights - AU $3,829
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 2288 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $898/Night 7 Nights - AU $6,288
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $414/Night 7 Nights - AU $2,899
House
Map-icon
like-icon4.6
Average
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
AU $413/Night 7 Nights - AU $2,889
House
Map-icon
4 Bedrooms 5 Baths 8 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $1,567/Night 7 Nights - AU $10,967
House
Map-icon
3 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $811/Night 7 Nights - AU $5,681
House
Map-icon
4 Bedrooms 4 Baths 8 Guests 1536 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $650/Night 7 Nights - AU $4,548
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 2160 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
AU $536/Night 7 Nights - AU $3,752