Upper Harbor Key Cabin Rentals
Cabin
4.8(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
Pool
Balcony/Terrace
Pet Friendly
Kitchen
R4,446/Night
7 Nights - R31,121
Cabin
8.0(315 Reviews)
47 Bedrooms
27 Baths
150 Guests
407.23 ft²
Oceanfront
Fireplace/Heating- Pool
Ocean View
R4,162/Night
7 Nights - R29,132
Cabin
1 Bedroom
1 Bath
4 Guests
Air Conditioner
Internet
Laundry
Bedding/Linens
R2,866/Night
7 Nights - R20,063
Cabin
1 Bedroom
1 Bath
6 Guests
2078 ft²
Hot Tub
Spa- Pool
- Pet Friendly
R1,972/Night
7 Nights - R13,806
New
House
8.6(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R4,257/Night
7 Nights - R29,795
Villa
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
2798.62 ft²
Private Beach- Oceanfront
- Hot Tub
- Fireplace/Heating
R13,108/Night
7 Nights - R91,761
Villa
10.0(2 Reviews)
1 Bedroom
1 Bath
Private Pool- Oceanfront
- Hot Tub
- Pool
R19,551/Night
7 Nights - R136,866
House
3 Bedrooms
2 Baths
6 Guests
828 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R10,295/Night
7 Nights - R72,070
House
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
861.11 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
R7,659/Night
7 Nights - R53,608
House
3 Bedrooms
2 Baths
6 Guests
816 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R9,450/Night
7 Nights - R66,154
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
850.35 ft²
- Hot Tub
- Spa
- Pool
- Pet Friendly
R6,859/Night
7 Nights - R48,015
New
House
2 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
R3,158/Night
7 Nights - R22,100
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Why Choose Rent By Owner for your Upper Harbor Key Cabin Rentals?
What makes our Cabin Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Upper Harbor Key
How to Book Your Upper Harbor Key Cabin Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cabin rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
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Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Upper Harbor Key
Common Cabin Rentals Amenities
What amenities can you expect?
Our Cabin Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Upper Harbor Key Rental Cabins
1. What are the top Cabins in Upper Harbor Key?
There are a lot of options in Upper Harbor Key. If you plan on staying in the Upper Harbor Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cabins in Upper Harbor Key:
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- Luxurious Oceanfront Home on Beach, Pool, Dock, Kayaks, Bikes, Amazing Views!
- White Home - Receive 400 dollars towards a BOAT RENTAL!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Blue Home - Receive 400 dollars towards a BOAT RENTAL!
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Yellow Home - Receive 400 dollars towards a BOAT RENTAL!
- Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
- Waterfront Beach Houses with Dock & Heated Pool!
- Waterfront Cozy Cottage with Boat Ramp & Dock!
2. How many Cabins are available in Upper Harbor Key?
Currently, the total number of properties listed by RBO in 2026 is over 4 in the Upper Harbor Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Upper Harbor Key.
More Rentals You May Like Near Upper Harbor Key
House
9.6(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
2228.13 ft²
- Pet Friendly
Parking- Air Conditioner
- Internet
R4,915/Night
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New
RV Rental
1 Bedroom
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6 Guests
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House
9.4(6 Reviews)
2 Bedrooms
2 Baths
7 Guests
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House
2 Bedrooms
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4 Guests
- Child Friendly
R3,134/Night
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House
9.2(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
861.11 ft²
- Private Beach
- Oceanfront
- Hot Tub
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R4,908/Night
7 Nights - R34,354
New
RV Rental
1 Bedroom
1 Bath
6 Guests
- Oceanfront
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R2,010/Night
7 Nights - R14,065
House
10.0(234 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R7,651/Night
7 Nights - R53,560
House
10.0(211 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R8,152/Night
7 Nights - R57,068
House
10.0(179 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R8,349/Night
7 Nights - R58,442
House
10.0(158 Reviews)
2 Bedrooms
4 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R8,767/Night
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Cottage
10.0(66 Reviews)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R8,665/Night
7 Nights - R60,657
House
10.0(56 Reviews)
2 Bedrooms
2 Baths
4 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R14,222/Night
7 Nights - R99,554
