Upper Harbor Key Monthly Stay
1288 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Group Friendly
House
US $399/Night
For 7 Nights US $2,795
2798.62 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
US $811/Night
For 7 Nights US $5,676
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Pool
- Ocean View
US $1,397/Night
For 7 Nights US $9,779
6 Guests
2 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $387/Night
For 7 Nights US $2,709
861.11 ft²
5 Guests
2 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Hot Tub
US $304/Night
For 7 Nights US $2,125
1200 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $553/Night
For 7 Nights US $3,868
1194.79 ft²
30 Guests
10 Bedrooms
15 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $583/Night
For 7 Nights US $4,084
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $578/Night
For 7 Nights US $4,048
850.35 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Spa
US $514/Night
For 7 Nights US $3,598
1152 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $258/Night
For 7 Nights US $1,807
4004.17 ft²
8 Guests
1 Bedroom
4 Bathrooms
Free Cancellation
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $2,804/Night
For 7 Nights US $19,628
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $351/Night
For 7 Nights US $2,459
Why Choose Rent By Owner for your Upper Harbor Key Monthly Stay?
What makes our Monthly Stay 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 Monthly Stay
What's our booking process?
Our platform allows you to browse a curated selection of monthly stay. 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 Monthly Stay Amenities
What amenities can you expect?
Our Monthly Stay 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
Upper Harbor Key Monthly Stay Frequently Asked Questions
1. What are the top Monthly Stays 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 Monthly Stays in Upper Harbor Key:
- White Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Looking for a place to stay?
- Night jasmine oceanfront vacation house
- Ocean Front Modern Home
- Fisherman’s Paradise - Ocean & Gulf Access! Key Deer Preserve. TIME TO FISH!
- LIVING IN BEAUTIFUL PARADISE
- New pool & Huge master suite! Open water views , 2 stories of wrap around decks
- PARADISE 3 MINUTES TO OPEN WATER-60FT DOCK-WIDE CANALnRESERVE AREA-CUDJOE KEY
- Summer Month's Just Opened Up! Canal Front Pool Home in Summerland Key
- SPECTACULAR SUNSETS-60' DOCK SO CLOSE TO OPEN WATER-nLITTLE TORCH KEY
2. How many Monthly Stays are available in Upper Harbor Key?
Currently, the total number of properties listed by RBO in 2026 is over 271 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 Monthly Stays in Upper Harbor Key.
More Rentals You May Like Near Upper Harbor Key
US $831/Night
For 7 Nights US $5,820
1150 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $349/Night
For 7 Nights US $2,444
864 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $594/Night
For 7 Nights US $4,160
889 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $203/Night
For 7 Nights US $1,423
1353 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $357/Night
For 7 Nights US $2,497
1250 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $231/Night
For 7 Nights US $1,615
992 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- View
- Kitchen
US $175/Night
For 7 Nights US $1,228
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,010/Night
For 7 Nights US $7,067
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $305/Night
For 7 Nights US $2,136
960 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $233/Night
For 7 Nights US $1,628
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,420/Night
For 7 Nights US $9,939
960 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Pool
- Balcony/Terrace
- Kitchen
US $398/Night
For 7 Nights US $2,787
