Modica Italy Vacations - Vacation Rentals in Upper Sugarloaf Key
New
Cottage
8.8
(
183 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
504 ft²
-
Parking -
Pool -
Balcony/Terrace -
Kitchen
US $252
/Night
7 Nights - $1,764
House
9.6
(
2 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2228.13 ft²
-
Parking
-
Air Conditioner -
Internet -
Pet Friendly
US $304
/Night
7 Nights - $2,128
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $598
/Night
7 Nights - $4,186
Cottage
9.0
(
157 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
785 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $264
/Night
7 Nights - $1,848
Villa
1.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
172.22 ft²
-
Hot Tub -
Parking
-
Pool
-
Balcony/Terrace
US $804
/Night
7 Nights - $5,628
House
9.2
(
33 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $961
/Night
7 Nights - $6,727
House
8.8
(
166 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
936 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $539
/Night
7 Nights - $3,770
House
3 Bedrooms
2 Bathrooms
8 Guests
1345.49 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $311
/Night
7 Nights - $2,177
Cottage
8.6
(
134 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
785 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $273
/Night
7 Nights - $1,910
New
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $474
/Night
7 Nights - $3,315
House
10.0
(
182 Reviews
)
2 Bedrooms
3 Bathrooms
6 Guests
1195 ft²
-
Parking
-
Pool
-
Ocean View -
Balcony/Terrace
US $471
/Night
7 Nights - $3,299
House
10.0
(
159 Reviews
)
2 Bedrooms
4 Bathrooms
6 Guests
1195 ft²
-
Pool
-
Ocean View
-
Balcony/Terrace
-
View
US $522
/Night
7 Nights - $3,657
House
10.0
(
12 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $483
/Night
7 Nights - $3,384
House
10.0
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Private Pool -
Parking
-
Pool
-
Ocean View
US $350
/Night
7 Nights - $2,450
House
10.0
(
7 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1850 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $407
/Night
7 Nights - $2,846
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1428 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $282
/Night
7 Nights - $1,975
House
10.0
(
6 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $1,377
/Night
7 Nights - $9,639
House
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $421
/Night
7 Nights - $2,945
House
10.0
(
5 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1495 ft²
-
Private Pool
-
Oceanfront -
Parking
-
Pool
US $388
/Night
7 Nights - $2,714
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $547
/Night
7 Nights - $3,826
House
10.0
(
4 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1800 ft²
-
Private Pool
-
Hot Tub
-
Pool
-
Ocean View
US $461
/Night
7 Nights - $3,225
House
10.0
(
3 Reviews
)
3 Bedrooms
4 Bathrooms
7 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $510
/Night
7 Nights - $3,571
House
10.0
(
3 Reviews
)
2 Bedrooms
4 Bathrooms
6 Guests
1200 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $462
/Night
7 Nights - $3,236
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2943 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $530
/Night
7 Nights - $3,712
★ Pro Tip: Modicaitaly makes it easy to compare the best listings on Modicaitaly homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Modicaitaly homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Sugarloaf Key.
Weather in Upper Sugarloaf Key
View the weather forecast for Upper Sugarloaf Key before booking your Upper Sugarloaf Key Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Upper Sugarloaf Key Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Upper Sugarloaf Key?
There are a lot of options in Upper Sugarloaf Key. If you plan on staying in the Upper 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 Upper Sugarloaf Key:
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Yellow Home - Receive 400 dollars towards a BOAT RENTAL!
- Oceanfront Home With Large Private Deck with boat dockage
- Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
- Pool, tiki hut, easy ocean access canal, dock, prime location 30m to Key West
- PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
- The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
- The Villa of Pelico Palms
- Fisherman's Paradise
How many vacation rentals are available in Upper Sugarloaf Key?
Currently, the total number of properties listed in 2026 is over 228 in the Upper Sugarloaf Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Upper Sugarloaf Key.
