Beach Home Rentals in Sugarloaf Shores, FL: Compare 10+ Sites & Save

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  6.  Sugarloaf Shores

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19 Beach Home Rentals in Sugarloaf Shores (Starting from $297)

Palms Resort Main House - Key West
Palms Resort Main House - Key West
House
Sugarloaf Shores, FL, USA
2.9k from Sugarloaf Shores center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom12 Guests
New to Booking
$1248
Average price / night
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Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
House
SugarLoaf, FL, 33042, United States
0.4k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.6

Exceptional

8 reviews

$297
Average price / night
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Bungalows Beach Key West - Azucar
Bungalows Beach Key West - Azucar
House
Key West, FL, USA
2.9k from Sugarloaf Shores center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom8 Guests
New to Booking
$1198
Average price / night
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Sugarloaf Key Home With Beach, Dock and Canal!
Sugarloaf Key Home With Beach, Dock and Canal!
House
Sugarloaf Key, FL, 33042, United States
0.5k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

26 reviews

$712
Average price / night
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Bungalows Sugarloaf Beach Key West - Hammock House
Bungalows Sugarloaf Beach Key West - Hammock House
House
Sugarloaf Shores, FL, USA
3.0k from Sugarloaf Shores center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1695
Average price / night
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PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
House
Summerland Key, FL, 33042, United States
0.6k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$384
Average price / night
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**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
House
Sugarloaf Key, FL, 33042, United States
0.7k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$638
Average price / night
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Swimming Pool / Boat Dock / Close to Key West
Swimming Pool / Boat Dock / Close to Key West
House
Sugarloaf, FL, 33042, United States
0.8k from Sugarloaf Shores center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$308
Average price / night
Check Availability
Sunset Views • Heated Pool • Fire Pit • Sleeps 6
Sunset Views • Heated Pool • Fire Pit • Sleeps 6
House
Sugarloaf Key, FL, 33042, United States
1.1k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$428
Average price / night
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The Perfect Catch: Family Fun and Boater's Bliss in the Keys!
The Perfect Catch: Family Fun and Boater's Bliss in the Keys!
House
Lower Florida Keys, FL, 33042, United States
1.7k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$684
Average price / night
Check Availability
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly
House
Summerland Key, FL, 33042, United States
1.7k from Sugarloaf Shores center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$332
Average price / night
Check Availability
 Canal Front 3-bedroom house in Sugarloaf Key
Canal Front 3-bedroom house in Sugarloaf Key
House
Summerland Key, FL, 33042, United States
1.9k from Sugarloaf Shores center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$343
Average price / night
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Beach Getaway in the Florida Keys
Beach Getaway in the Florida Keys
House
SUGARLOAF KEY, FL, 33042, United States
2.9k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms8 Guests
8.4

Very Good

7 reviews

$1225
Average price / night
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Florida Keys Beach Getaway
Florida Keys Beach Getaway
House
Sugarloaf Key, FL, 33042, United States
2.9k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

5 Bedrooms12 Guests
9.8

Exceptional

28 reviews

$1818
Average price / night
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Private and Exclusive Beach Getaway
Private and Exclusive Beach Getaway
House
Sugarloaf Key, FL, 33042, United States
2.9k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$1497
Average price / night
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The Hemingway - Beach Houses Key West
The Hemingway - Beach Houses Key West
House
Upper Sugarloaf Key, FL, 33042, United States
3.0k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$1291
Average price / night
Check Availability
The Lighthouse - Beach Houses Key West
The Lighthouse - Beach Houses Key West
House
Upper Sugarloaf Key, FL, 33042, United States
3.0k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
9.6

Exceptional

11 reviews

$1893
Average price / night
Check Availability
Private and Exclusive Florida Keys Getaway
Private and Exclusive Florida Keys Getaway
House
Upper Sugarloaf Key, FL, 33042, United States
3.0k from Sugarloaf Shores center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$1734
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Sugarloaf Shores.

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Sugarloaf Shores Beach Rentals on the Map

Frequently Asked Questions

You can explore 19 verified beach rentals in Sugarloaf Shores. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Sugarloaf Shores vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $297 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Sugarloaf Shores offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Sugarloaf Shores welcome pets. Currently, 13 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Sugarloaf Shores often include amenities designed for coastal living, such as View, Ocean View, and Balcony/Terrace. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.