1224+ Private Villas and Holiday Rentals in Upper Harbor Key |
Upper Harbor Key Holiday Rentals
9.6
Exceptional
(53 Reviews)
- Florida
- Cudjoe Key
- 2.13 mi to center
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R16,253/Night
For 7 Nights R113,773
10.0
Exceptional
(4 Reviews)
2798.62 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
R13,655/Night
For 7 Nights R95,586
10.0
Exceptional
(2 Reviews)
- Florida
- Cudjoe Key
- 0.70 mi to center
1 Bedroom
1 Bathroom
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
R18,472/Night
For 7 Nights R129,300
New
- Ramrod Key
- Breezeswept Beach Estates
- 0.13 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Internet
R11,291/Night
For 7 Nights R79,032
9.6
Exceptional
(2 Reviews)
2228.13 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
R5,119/Night
For 7 Nights R35,836
8.6
Fabulous
(309 Reviews)
- Big Pine Key
- Punta Brisa
- 0.14 mi to center
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Pool
R7,125/Night
For 7 Nights R49,881
New
- Florida
- Cudjoe Key
- 2.13 mi to center
888 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R6,946/Night
For 7 Nights R48,618
9.4
Exceptional
(16 Reviews)
- Florida
- Cudjoe Key
- 2.06 mi to center
753.47 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
R7,643/Night
For 7 Nights R53,502
New
- Florida
- Sugarloaf Key
- 1.35 mi to center
1 Bedroom
1 Bathroom
Couples Retreat
House
- Balcony/Terrace
- Pet Friendly
- Parking
R15,599/Night
For 7 Nights R109,193
New
- Ramrod Key
- Breezeswept Beach Estates
- 0.38 mi to center
1288 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
R6,795/Night
For 7 Nights R47,557
9.2
Exceptional
(21 Reviews)
861.11 ft²
5 Guests
2 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Hot Tub
R5,113/Night
For 7 Nights R35,786
New
- Big Pine Key
- Port Pine Heights
- 0.43 mi to center
6 Guests
2 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
R6,517/Night
For 7 Nights R45,621
9.2
Exceptional
(16 Reviews)
850.35 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
R15,291/Night
For 7 Nights R107,037
New
- Florida
- Ramrod Key
- 0.37 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,508/Night
For 7 Nights R38,548
10.0
Exceptional
(233 Reviews)
- Florida
- Cudjoe Key
- 0.59 mi to center
1200 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Pool
- Ocean View
R8,431/Night
For 7 Nights R59,009
10.0
Exceptional
(209 Reviews)
- Florida
- Cudjoe Key
- 0.64 mi to center
1200 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R10,347/Night
For 7 Nights R72,430
10.0
Exceptional
(176 Reviews)
- Florida
- Cudjoe Key
- 0.60 mi to center
1200 ft²
6 Guests
1 Bedroom
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
R8,848/Night
For 7 Nights R61,939
10.0
Exceptional
(158 Reviews)
- Florida
- Cudjoe Key
- 0.60 mi to center
1200 ft²
6 Guests
2 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
R10,193/Night
For 7 Nights R71,353
10.0
Exceptional
(64 Reviews)
- Florida
- Little Torch Key
- 0.11 mi to center
700 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
R10,098/Night
For 7 Nights R70,679
10.0
Exceptional
(54 Reviews)
- Florida
- Cudjoe Key
- 2.11 mi to center
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R15,446/Night
For 7 Nights R108,132
10.0
Exceptional
(51 Reviews)
- Florida
- Big Torch Key
- 2.04 mi to center
1296 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,595/Night
For 7 Nights R60,171
10.0
Exceptional
(47 Reviews)
- Florida
- Cudjoe Key
- 2.24 mi to center
864 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R7,522/Night
For 7 Nights R52,660
10.0
Exceptional
(39 Reviews)
- Florida
- Cudjoe Key
- 2.05 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Pool
- Balcony/Terrace
- Kitchen
R4,320/Night
For 7 Nights R30,245
10.0
Exceptional
(37 Reviews)
- Florida
- Cudjoe Key
- 2.08 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R12,346/Night
For 7 Nights R86,425
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