1229+ Private Villas and Holiday Rentals in Upper Harbor Key |
Upper Harbor Key Holiday Rentals
House
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
3 Bedrooms
2 Baths
6 Guests
816 ft²
Oceanfront
Hot Tub
Fireplace/Heating
Pool
CA $820/Night
7 Nights - CA $5,742
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 $1,138/Night
7 Nights - CA $7,964
House
- Florida
- ·
- Cudjoe Key
- 2.35 mi to center
9.8Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
Ocean View
CA $1,020/Night
7 Nights - CA $7,139
New
House
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
3 Bedrooms
2 Baths
6 Guests
828 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $467/Night
7 Nights - CA $3,268
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
CA $665/Night
7 Nights - CA $4,653
House
- Florida
- ·
- Cudjoe Key
- 2.02 mi to center
9.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
CA $491/Night
7 Nights - CA $3,438
New
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.19 mi to center
2 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
CA $274/Night
7 Nights - CA $1,918
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
CA $595/Night
7 Nights - CA $4,167
House
- Big Pine Key
- ·
- Sands
- 0.08 mi to center
7.8Very Good
(16 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Kitchen
Air Conditioner
Internet
CA $518/Night
7 Nights - CA $3,624
New
RV Rental
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $274/Night
7 Nights - CA $1,917
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 $427/Night
7 Nights - CA $2,986
CA $272/Night
7 Nights - CA $1,904
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
CA $435/Night
7 Nights - CA $3,045
New
RV Rental
- Florida
- ·
- Cudjoe Key
- 2.13 mi to center
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $174/Night
7 Nights - CA $1,221
House
- Florida
- ·
- Cudjoe Key
- 0.64 mi to center
10.0Exceptional
(213 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $687/Night
7 Nights - CA $4,811
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
CA $752/Night
7 Nights - CA $5,265
House
- Florida
- ·
- Cudjoe Key
- 2.11 mi to center
10.0Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
4 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,234/Night
7 Nights - CA $8,640
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
CA $694/Night
7 Nights - CA $4,856
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
CA $575/Night
7 Nights - CA $4,021
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
CA $623/Night
7 Nights - CA $4,361
Cottage
- Florida
- ·
- Cudjoe Key
- 2.05 mi to center
10.0Exceptional
(44 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
CA $359/Night
7 Nights - CA $2,516
House
- Florida
- ·
- Cudjoe Key
- 2.08 mi to center
10.0Exceptional
(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $991/Night
7 Nights - CA $6,934
House
- Florida
- ·
- Cudjoe Key
- 1.96 mi to center
10.0Exceptional
(36 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $426/Night
7 Nights - CA $2,983
Villa
- Florida
- ·
- Cudjoe Key
- 1.97 mi to center
10.0Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
850 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $842/Night
7 Nights - CA $5,895
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