Upper Harbor Key Accommodations
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
2070 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
CA $463/Night
7 Nights - CA $3,242
Villa
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
2798.62 ft²
Private Beach
Oceanfront- Hot Tub
- Fireplace/Heating
CA $1,149/Night
7 Nights - CA $8,044
House
10.0(1 Review)
1 Bedroom
1 Bath
Balcony/Terrace
Pet Friendly
Parking
Internet
CA $1,030/Night
7 Nights - CA $7,209
House
9.8(12 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
CA $721/Night
7 Nights - CA $5,051
House
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
861.11 ft²
- Oceanfront
- Hot Tub
Spa- Pool
CA $671/Night
7 Nights - CA $4,699
House
2 Bedrooms
2 Baths
6 Guests
960 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $205/Night
7 Nights - CA $1,437
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
850.35 ft²
- Hot Tub
- Spa
- Pool
- Pet Friendly
CA $601/Night
7 Nights - CA $4,209
House
10.0(213 Reviews)
2 Bedrooms
3 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $694/Night
7 Nights - CA $4,859
House
9.6(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
2228.13 ft²
- Pet Friendly
- Parking
Air Conditioner- Internet
CA $431/Night
7 Nights - CA $3,016
House
10.0(56 Reviews)
2 Bedrooms
2 Baths
4 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,247/Night
7 Nights - CA $8,727
House
9.4(6 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Pet Friendly
- Parking
- Internet
Child Friendly
CA $439/Night
7 Nights - CA $3,075
House
10.0(52 Reviews)
2 Bedrooms
2 Baths
6 Guests
1296 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
CA $701/Night
7 Nights - CA $4,905
Why Choose Rent By Owner for your Upper Harbor Key Accommodations?
What makes our Accommodations 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 Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. 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
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Upper Harbor Key
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations 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 Accommodations
1. What are the top Accommodations 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 Accommodations in Upper Harbor Key:
- Blue Home - Receive 400 dollars towards a BOAT RENTAL!
- Yellow Home - Receive 400 dollars towards a BOAT RENTAL!
- Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
- Island Sunrise Resort- 3 acre estate with open water sunrises.
- Awesome Open Water View at Blue Heron Estate
- Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
- Starfish - Ocean front with dock and pool
- A Tropical Luxury Getaway, Your own private resort!
- Conch House - Ocean front with dock and pool
- Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
2. How many Accommodations are available in Upper Harbor Key?
Currently, the total number of properties listed by RBO in 2026 is over 1128 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 Accommodations in Upper Harbor Key.
More Rentals You May Like Near Upper Harbor Key
House
9.2(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
861.11 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $476/Night
7 Nights - CA $3,329
House
10.0(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $580/Night
7 Nights - CA $4,062
House
10.0(47 Reviews)
2 Bedrooms
2 Baths
6 Guests
864 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $629/Night
7 Nights - CA $4,404
House
10.0(40 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,000/Night
7 Nights - CA $7,004
House
10.0(36 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $430/Night
7 Nights - CA $3,013
Villa
10.0(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
850 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $851/Night
7 Nights - CA $5,953
House
10.0(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $818/Night
7 Nights - CA $5,730
House
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Balcony/Terrace
Kitchen- Parking
CA $900/Night
7 Nights - CA $6,302
House
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $487/Night
7 Nights - CA $3,408
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $630/Night
7 Nights - CA $4,413
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
CA $314/Night
7 Nights - CA $2,195
House
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
864 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $609/Night
7 Nights - CA $4,264
