238+ Private Villas and Holiday Rentals in Upper Sugarloaf Key |
Upper Sugarloaf Key Holiday Rentals
New
House
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 0.21 mi to center
4 Bedrooms
2 Baths
10 Guests
1774 ft²
Private Pool
Fireplace/Heating
Pool
Ocean View
CA $540/Night
7 Nights - CA $3,777
Villa
- Florida
- ·
- Cudjoe Key
- 0.70 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
2798.62 ft²
Private Beach
Oceanfront
Hot Tub- Fireplace/Heating
CA $1,127/Night
7 Nights - CA $7,891
Villa
- Florida
- ·
- Cudjoe Key
- 0.70 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Hot Tub
- Pool
CA $1,525/Night
7 Nights - CA $10,674
House
- Florida
- ·
- Cudjoe Key
- 0.59 mi to center
10.0Exceptional
(234 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
CA $666/Night
7 Nights - CA $4,660
House
- Florida
- ·
- Sugarloaf Key
- 1.27 mi to center
9.6Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
2228.13 ft²
Pet Friendly
Parking
Air Conditioner
Internet
CA $423/Night
7 Nights - CA $2,958
House
- Florida
- ·
- Sugarloaf Key
- 1.35 mi to center
1 Bedroom
1 Bath
- Balcony/Terrace
- Pet Friendly
- Parking
- Internet
CA $1,288/Night
7 Nights - CA $9,014
House
- Florida
- ·
- Cudjoe Key
- 0.64 mi to center
10.0Exceptional
(211 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $698/Night
7 Nights - CA $4,884
House
- Florida
- ·
- Sugarloaf Key
- 1.81 mi to center
9.1Exceptional
(550 Reviews)
33 Bedrooms
4 Baths
18 Guests
398.26 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
CA $637/Night
7 Nights - CA $4,457
Hotel
- Florida
- ·
- Sugarloaf Key
- 2.09 mi to center
9.8Exceptional
(551 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
View
CA $386/Night
7 Nights - CA $2,705
House
- Florida
- ·
- Cudjoe Key
- 0.60 mi to center
10.0Exceptional
(179 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $729/Night
7 Nights - CA $5,102
Cabin
- Florida
- ·
- Sugarloaf Key
- 1.10 mi to center
7.7Very Good
(420 Reviews)
13 Bedrooms
3 Baths
10 Guests
452.08 ft²
- Pool
- View
- Parking
- Air Conditioner
CA $263/Night
7 Nights - CA $1,839
House
- Florida
- ·
- Cudjoe Key
- 0.60 mi to center
10.0Exceptional
(158 Reviews)
2 Bedrooms
4 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $763/Night
7 Nights - CA $5,342
Villa
- Florida
- ·
- Cudjoe Key
- 0.71 mi to center
1.0Average
(1 Review)
4 Bedrooms
2 Baths
10 Guests
3196.88 ft²
- Private Beach
- Oceanfront
- Hot Tub
Spa
CA $1,147/Night
7 Nights - CA $8,028
House
- Cudjoe Key
- ·
- Cudjoe Gardens
- 0.24 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Hot Tub
- Balcony/Terrace
- View
Kitchen
CA $247/Night
7 Nights - CA $1,728
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.25 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $618/Night
7 Nights - CA $4,329
House
- Florida
- ·
- Cudjoe Key
- 0.52 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
4 Baths
6 Guests
1200 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $736/Night
7 Nights - CA $5,151
House
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 1.07 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1440 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $452/Night
7 Nights - CA $3,161
House
- Florida
- ·
- Cudjoe Key
- 0.46 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
4 Baths
6 Guests
1200 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
CA $897/Night
7 Nights - CA $6,281
House
- Florida
- ·
- Sugarloaf Key
- 1.35 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $776/Night
7 Nights - CA $5,430
House
- Sugarloaf Key
- ·
- Sugarloaf Shores
- 0.30 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
960 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
CA $386/Night
7 Nights - CA $2,705
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.33 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $311/Night
7 Nights - CA $2,178
RV Rental
- Florida
- ·
- Sugarloaf Key
- 1.71 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $163/Night
7 Nights - CA $1,139
Apartment
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.56 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $149/Night
7 Nights - CA $1,045
House
- Florida
- ·
- Cudjoe Key
- 0.64 mi to center
9.8Exceptional
(197 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $682/Night
7 Nights - CA $4,772
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