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
CA $1,320/Night
For 7 Nights CA $9,243
10.0
Exceptional
(4 Reviews)
2798.62 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
CA $1,109/Night
For 7 Nights CA $7,765
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
CA $1,501/Night
For 7 Nights CA $10,504
New
- Ramrod Key
- Breezeswept Beach Estates
- 0.13 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Internet
CA $917/Night
For 7 Nights CA $6,420
9.6
Exceptional
(2 Reviews)
2228.13 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
CA $416/Night
For 7 Nights CA $2,911
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
CA $579/Night
For 7 Nights CA $4,052
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
CA $564/Night
For 7 Nights CA $3,950
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
CA $621/Night
For 7 Nights CA $4,346
New
- Florida
- Sugarloaf Key
- 1.35 mi to center
1 Bedroom
1 Bathroom
Couples Retreat
House
- Balcony/Terrace
- Pet Friendly
- Parking
CA $1,267/Night
For 7 Nights CA $8,871
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
CA $552/Night
For 7 Nights CA $3,863
9.2
Exceptional
(21 Reviews)
861.11 ft²
5 Guests
2 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Hot Tub
CA $415/Night
For 7 Nights CA $2,907
New
- Big Pine Key
- Port Pine Heights
- 0.43 mi to center
6 Guests
2 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $529/Night
For 7 Nights CA $3,706
9.2
Exceptional
(16 Reviews)
850.35 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
CA $1,242/Night
For 7 Nights CA $8,696
New
- Florida
- Ramrod Key
- 0.37 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $447/Night
For 7 Nights CA $3,132
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
CA $685/Night
For 7 Nights CA $4,794
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
CA $841/Night
For 7 Nights CA $5,884
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
CA $719/Night
For 7 Nights CA $5,032
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
CA $828/Night
For 7 Nights CA $5,797
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
CA $820/Night
For 7 Nights CA $5,742
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
CA $1,255/Night
For 7 Nights CA $8,784
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
CA $678/Night
For 7 Nights CA $4,745
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
CA $609/Night
For 7 Nights CA $4,264
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
CA $1,003/Night
For 7 Nights CA $7,021
10.0
Exceptional
(36 Reviews)
- Florida
- Cudjoe Key
- 1.96 mi to center
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Hot Tub
- Pool
CA $385/Night
For 7 Nights CA $2,698
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