Best Vacation Homes in Sugarloaf Shores
6 Guests
3 Bedrooms
3 Bathrooms
House
- Air Conditioner
- Internet
- Laundry
US $1,195/Night
For 7 Nights US $8,362
2228.13 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
US $304/Night
For 7 Nights US $2,128
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Parking
US $770/Night
For 7 Nights US $5,389
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
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
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
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Ocean View
- Balcony/Terrace
- View
US $263/Night
For 7 Nights US $1,840
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $302/Night
For 7 Nights US $2,117
Sugarloaf Shores Luxury Rentals
1797.57 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Private Beach
- Oceanfront
- Pool
Unlock the Best Price
2537 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $5,539/Night
For 7 Nights US $38,776
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
1 ft²
20 Guests
9 Bedrooms
9 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $2,632/Night
For 7 Nights US $18,422
4006 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Group Friendly
House
US $2,383/Night
For 7 Nights US $16,679
2142 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,109/Night
For 7 Nights US $14,763
678 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $2,019/Night
For 7 Nights US $14,132
2314 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,969/Night
For 7 Nights US $13,784
Sugarloaf Shores Pet Friendly Vacation Rentals
1440 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $332/Night
For 7 Nights US $2,325
904.17 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $580/Night
For 7 Nights US $4,058
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
US $150/Night
For 7 Nights US $1,048
1442.36 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- View
- Pet Friendly
- Parking
US $460/Night
For 7 Nights US $3,220
6 Guests
1 Bedroom
1 Bathroom
Ocean View
RV Rental
- Oceanfront
- Pool
- Ocean View
US $136/Night
For 7 Nights US $953
1302 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,392/Night
For 7 Nights US $9,742
598 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $159/Night
For 7 Nights US $1,116
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $777/Night
For 7 Nights US $5,436
Sugarloaf Shores Large Vacation Homes
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $839/Night
For 7 Nights US $5,872
452.08 ft²
10 Guests
13 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Pool
- View
- Parking
US $189/Night
For 7 Nights US $1,323
1 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $1,780/Night
For 7 Nights US $12,462
2943 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $517/Night
For 7 Nights US $3,616
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $610/Night
For 7 Nights US $4,272
2668 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $638/Night
For 7 Nights US $4,467
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
2450 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $428/Night
For 7 Nights US $2,997
1800 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $646/Night
For 7 Nights US $4,524
Why Choose Rent By Owner for your Sugarloaf Shores Vacation Rental Homes?
What makes our Vacation Rentals 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.
Best Times to Visit Sugarloaf Shores
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can enhance your experience, as the area's climate and seasonal patterns create ideal conditions for enjoying your stay here in Sugarloaf Shores, Sugarloaf Key.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences warm temperatures that attract visitors seeking to escape colder climates. It's an ideal time for outdoor activities and enjoying the local beaches.
Average Temperature Daytime: 75°F to 80°F - Nighttime: 65°F to 70°F
Spring (March to May)
Spring brings pleasant weather and vibrant scenery, making it a popular period for those looking to explore the region’s natural beauty and take advantage of the favorable conditions.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 68°F to 75°F
Off-Season Highlights
Summer (June to August)
The summer months can bring hotter temperatures and increased humidity, which might be less ideal for some but still perfect for beach and water activities for those visiting here.
Average Temperature Daytime: 88°F to 92°F - Nighttime: 75°F to 80°F
Fall (September to November)
Fall offers cooler temperatures and fewer crowds, providing a quieter experience while enjoying the region's scenic landscapes and peaceful environment.
Average Temperature Daytime: 76°F to 82°F - Nighttime: 66°F to 72°F
Weekly Weather Forecast for Sugarloaf Shores
How to Book Your Sugarloaf Shores Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Sugarloaf Shores
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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 a private dock or boat slip to explore the surrounding waters of the region.
- Take advantage of outdoor grilling areas perfect for preparing fresh seafood caught nearby.
- Relax in spacious outdoor seating areas designed for sunset viewing over this coastal destination.
- Make use of lush, landscaped gardens that enhance your outdoor experience here.
- Swim in inviting private swimming pools available at select properties in the area.
- Utilize outdoor shower facilities to rinse off after days spent enjoying the natural beauty of the region.
- Engage in water sports with access to kayak and paddleboard rentals right at your doorstep.
Top Attractions Around Sugarloaf Shores
What attractions are nearby?
Nearby, you can explore a variety of water activities and scenic spots that showcase the natural beauty of the region, offering a perfect backdrop for relaxation and adventure during your stay here.
Family Activities
- Snorkeling at the Sugarloaf Shores Reef: Explore vibrant marine life and colorful coral right off the coast, making it an ideal family activity in this scenic region.
- Fishing Charter Adventures: Embark on a fishing trip suited for all ages, offering memorable experiences and local expertise here in the area’s abundant waters.
- Kayaking through the Mangroves: Discover peaceful waterways and diverse wildlife while paddling along the tranquil mangrove tunnels that surround the region.
- Visiting Local Parks and Beaches: Relax or play on the sandy shores and shaded parks nearby, perfect for family picnics and outdoor fun in this picturesque destination.
Adult Activities
- Snorkeling and Diving Adventures: Explore the vibrant underwater world just off the coast, where clear waters reveal colorful marine life ideal for snorkeling and diving enthusiasts.
- Fishing Excursions: Enjoy a day out on the water targeting local species, with charters available that cater to both novice and experienced anglers in the area.
- Kayaking and Paddleboarding: Glide through serene shallow waters or coastal mangroves, providing a peaceful yet active way to experience the region’s natural beauty.
- Sunset Cruises: Relax aboard a boat as you watch breathtaking sunsets over the Gulf of Mexico, creating memorable moments just minutes from your vacation rental.
Other Places to Stay in Sugarloaf Shores, FL
Key West Fly Fishing
Lower Sugarloaf Key
Sugarloaf Shores Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Water Activities: Take advantage of the region's pristine waters by booking boat rentals or snorkeling tours to fully enjoy your time here.
- Visit Nearby Nature Spots: Discover the area's natural beauty through guided eco-tours or peaceful walks along scenic trails close to your accommodation.
- Plan Your Meals Wisely: Savor fresh seafood at local eateries or stock up on groceries to prepare delicious meals in your vacation rental, making the most of this coastal destination.
- Choose a Prime Location: Select a vacation rental that offers easy access to beaches and amenities to maximize your relaxation and convenience during your stay.
Transportation Options
- Car Rentals: Renting a car here offers the flexibility to explore the region’s scenic coastal areas and nearby attractions at your own pace.
- Local Taxis and Rideshares: Convenient for quick trips around the area, taxis and rideshare services provide reliable transportation without the need for parking or driving.
- Water Taxi Services: For a unique experience, water taxis connect you to key spots along the shoreline, making it easy to enjoy the area's waterfront lifestyle.
- Bicycle Rentals: Exploring this destination by bike is an eco-friendly option that allows you to leisurely appreciate the natural beauty of the region.
Local Customs Options
- Respect for Marine Life: When visiting here, you should be mindful of the region's cherished marine ecosystems and follow guidelines to preserve local wildlife.
- Local Fishing Customs: Engaging in or observing traditional fishing practices is common, reflecting the area's deep connection to the sea.
- Environmental Preservation: Participating in eco-friendly practices, such as proper waste disposal and conservation efforts, is highly valued by residents of this destination.
- Casual Beach Attire: Dressing comfortably and casually when exploring here aligns with the laid-back coastal lifestyle appreciated by visitors and locals alike.
Sugarloaf Shores Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Sugarloaf Shores?
There are a lot of options in Sugarloaf Shores. If you plan on staying in the Sugarloaf Shores 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 Shores:
- Sugarloaf Key Home With Beach, Dock and Canal!
- Private and Exclusive Florida Keys Getaway
- Private and Exclusive Beach Getaway
- Oceanfront Paradise! (15 minutes from Duval)
- Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
- The oasis-waterfront house
- The Villa of Pelico Palms
- PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
- Your own Private Resort! 50ft Dock on Canal w/Pool, Tiki and RV Hookup!
- Lock in summer months. For up to date availabilityn510-381-5000
2. How many vacation rentals have private pools in Sugarloaf Shores?
There are 35 vacation rentals with private pools near Sugarloaf Shores. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sugarloaf Shores are best for families?
If you are looking for a family-friendly vacation home in Sugarloaf Shores, 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 Shores:
4. How many Rentbyowner vacation rentals are available in Sugarloaf Shores?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 143 in the Sugarloaf Shores 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 Sugarloaf Shores.
5. What is the cancellation policy for vacation rentals in Sugarloaf Shores, Florida?
Cancellation policies vary by property and host; you should review the specific listing's cancellation terms before booking to understand any applicable fees or restrictions.
6. How do I inquire about availability and book a vacation rental in this region?
Availability can be checked directly on the listing page, and booking can typically be completed online through the platform. If you have special requests, contacting the property owner for details is recommended.
7. Are there any additional fees or deposits required when reserving a vacation rental in Sugarloaf Shores?
Some properties may charge cleaning fees, security deposits, or other miscellaneous charges. These details are outlined in each listing, and it’s best to review them before finalizing your reservation.
8. What amenities are generally included in vacation rentals here?
Most rentals offer essential amenities such as Wi-Fi, full kitchens, and outdoor spaces, but exact features vary. Checking the amenities list on the property’s page will give you a clear idea of what to expect.
9. What should I know about check-in and check-out procedures in this area’s vacation rentals?
Check-in and check-out times are specified on each listing, and many owners provide contact details for key exchanges or self-check-in instructions to ensure a smooth arrival and departure process.
Sugarloaf Shores Top Rated Vacation Rentals
1850 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $382/Night
For 7 Nights US $2,674
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
US $703/Night
For 7 Nights US $4,922
2400 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $403/Night
For 7 Nights US $2,819
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Dining & Pet Friendly!
1774 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $384/Night
For 7 Nights US $2,691
US $278/Night
For 7 Nights US $1,946
US $150/Night
For 7 Nights US $1,052
2100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $347/Night
For 7 Nights US $2,426
US $190/Night
For 7 Nights US $1,331
