1238+ Private Villas and Holiday Rentals in Upper Harbor Key |
Upper Harbor Key Holiday Rentals
House
- Florida
- ·
- Cudjoe Key
- 2.23 mi to center
8.6Fabulous
(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
Oceanfront
Hot Tub
Pool
Ocean View
R4,300/Night
7 Nights - R30,096
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
R13,241/Night
7 Nights - R92,688
Villa
- Florida
- ·
- Cudjoe Key
- 0.70 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
Private Pool- Oceanfront
- Hot Tub
- Pool
R17,912/Night
7 Nights - R125,380
New
House
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
3 Bedrooms
2 Baths
6 Guests
816 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R14,166/Night
7 Nights - R99,171
House
- Florida
- ·
- Cudjoe Key
- 1.96 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
861.11 ft²
- Oceanfront
- Hot Tub
Spa- Pool
R7,737/Night
7 Nights - R54,150
Cottage
- Big Pine Key
- ·
- Punta Brisa
- 0.14 mi to center
8.6Fabulous
(342 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,034/Night
7 Nights - R35,240
New
House
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
3 Bedrooms
2 Baths
6 Guests
828 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R10,399/Night
7 Nights - R72,798
House
- Florida
- ·
- Cudjoe Key
- 1.97 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
850.35 ft²
- Hot Tub
- Spa
- Pool
Pet Friendly
R6,928/Night
7 Nights - R48,500
House
- Florida
- ·
- Sugarloaf Key
- 1.35 mi to center
1 Bedroom
1 Bath
Balcony/Terrace- Pet Friendly
Parking
Internet
R15,126/Night
7 Nights - R105,883
R3,380/Night
7 Nights - R23,662
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
R4,964/Night
7 Nights - R34,750
New
RV Rental
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R3,338/Night
7 Nights - R23,368
House
- Big Pine Key
- ·
- Doctor's Arm
- 0.15 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Pet Friendly
- Parking
- Internet
Child Friendly
R5,062/Night
7 Nights - R35,436
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.19 mi to center
2 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
R3,190/Night
7 Nights - R22,323
RV Rental
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R2,020/Night
7 Nights - R14,142
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
R7,820/Night
7 Nights - R54,738
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
R8,194/Night
7 Nights - R57,367
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
R8,561/Night
7 Nights - R59,930
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
R8,965/Night
7 Nights - R62,756
Cottage
- Florida
- ·
- Little Torch Key
- 0.11 mi to center
10.0Exceptional
(66 Reviews)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R8,937/Night
7 Nights - R62,560
House
- Florida
- ·
- Cudjoe Key
- 2.11 mi to center
10.0Exceptional
(54 Reviews)
2 Bedrooms
2 Baths
4 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R10,976/Night
7 Nights - R76,832
House
- Florida
- ·
- Big Torch Key
- 2.04 mi to center
10.0Exceptional
(52 Reviews)
2 Bedrooms
2 Baths
6 Guests
1296 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R8,090/Night
7 Nights - R56,632
House
- Florida
- ·
- Cudjoe Key
- 1.95 mi to center
10.0Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R7,294/Night
7 Nights - R51,063
House
- Florida
- ·
- Cudjoe Key
- 2.24 mi to center
10.0Exceptional
(47 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R7,294/Night
7 Nights - R51,063
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