1233+ Private Villas and Holiday Rentals in Upper Harbor Key |
Upper Harbor Key Holiday Rentals
New
House
- Big Pine Key
- ·
- Doctor's Arm
- 0.05 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
2300 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
CA $545/Night
7 Nights - CA $3,812
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 $673/Night
7 Nights - CA $4,712
House
- Florida
- ·
- Sugarloaf Key
- 1.35 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Balcony/Terrace
Pet Friendly- Parking
Internet
CA $1,033/Night
7 Nights - CA $7,228
House
- Big Pine Key
- ·
- Whispering Pines
- 0.37 mi to center
9.8Exceptional
(12 Reviews)
3 Bedrooms
3 Baths
10 Guests
Private Pool- Fireplace/Heating
- Pool
Ocean View
CA $723/Night
7 Nights - CA $5,064
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 $603/Night
7 Nights - CA $4,220
Cottage
- Big Pine Key
- ·
- Punta Brisa
- 0.14 mi to center
8.6Fabulous
(349 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $390/Night
7 Nights - CA $2,732
New
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.57 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
1794 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $603/Night
7 Nights - CA $4,219
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 $432/Night
7 Nights - CA $3,024
Villa
- Florida
- ·
- Cudjoe Key
- 0.70 mi to center
7.4Very Good
(3 Reviews)
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Hot Tub
- Pool
CA $1,718/Night
7 Nights - CA $12,029
House
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 2.26 mi to center
8.4Excellent
(12 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $1,017/Night
7 Nights - CA $7,117
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 $440/Night
7 Nights - CA $3,083
New
House
- Florida
- ·
- Cudjoe Key
- 0.60 mi to center
8.0Excellent
(1 Review)
4 Bedrooms
3 Baths
8 Guests
2952 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $1,249/Night
7 Nights - CA $8,744
House
- Florida
- ·
- Cudjoe Key
- 2.01 mi to center
9.2Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
861.11 ft²
Private Beach- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $477/Night
7 Nights - CA $3,338
House
- Cudjoe Key
- ·
- Cutthroat Harbor Estates
- 0.22 mi to center
2 Bedrooms
2 Baths
6 Guests
960 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $206/Night
7 Nights - CA $1,441
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 $696/Night
7 Nights - CA $4,872
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 $703/Night
7 Nights - CA $4,918
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 $631/Night
7 Nights - CA $4,416
Cottage
- Florida
- ·
- Cudjoe Key
- 2.05 mi to center
10.0Exceptional
(45 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
CA $404/Night
7 Nights - CA $2,826
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 $1,003/Night
7 Nights - CA $7,022
House
- Florida
- ·
- Cudjoe Key
- 1.96 mi to center
10.0Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $525/Night
7 Nights - CA $3,676
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 $853/Night
7 Nights - CA $5,969
House
- Florida
- ·
- Cudjoe Key
- 2.17 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $821/Night
7 Nights - CA $5,744
House
- Ramrod Key
- ·
- Breezeswept Beach Estates
- 0.39 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Parking
CA $903/Night
7 Nights - CA $6,319
House
- Florida
- ·
- Big Pine Key
- 2.41 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
CA $315/Night
7 Nights - CA $2,201
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