Upper Matecumbe Key Cabin Rentals
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $386/Night
For 7 Nights CA $2,702
1679.17 ft²
6 Guests
3 Bedrooms
3 Bathrooms
House
- Spa
- Pool
- View
CA $1,331/Night
For 7 Nights CA $9,317
CA $1,314/Night
For 7 Nights CA $9,201
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
CA $225/Night
For 7 Nights CA $1,572
10.76 ft²
10 Guests
1 Bedroom
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $3,445/Night
For 7 Nights CA $24,113
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $689/Night
For 7 Nights CA $4,825
1550 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Fireplace/Heating
CA $551/Night
For 7 Nights CA $3,858
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $695/Night
For 7 Nights CA $4,868
1001.04 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
CA $261/Night
For 7 Nights CA $1,824
1386 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $688/Night
For 7 Nights CA $4,814
527.43 ft²
5 Guests
2 Bedrooms
1 Bathroom
House
- Oceanfront
- Pool
- Ocean View
CA $424/Night
For 7 Nights CA $2,971
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $580/Night
For 7 Nights CA $4,062
Why Choose Rent By Owner for your Upper Matecumbe 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 Matecumbe Key
How to Book Your Upper Matecumbe 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
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Upper Matecumbe 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
Other Places to Stay in Upper Matecumbe Key, FL
History of Diving Museum
Islamorada
Matecumbe United Methodist Church
Florida Keys Brewing Co.
Hurricane Monument
Coral Cove
Bud n' Mary's Dive Center
Frequently Asked Questions About Upper Matecumbe Key Rental Cabins
1. What are the top Cabins in Upper Matecumbe Key?
There are a lot of options in Upper Matecumbe Key. If you plan on staying in the Upper Matecumbe 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 Matecumbe Key:
- The Caribbean Resort
- 5 bedroom - Deep Dockage & Heated Pool in Islamorada.
- 4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL
- Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.
- Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
- Truly OceanFRONT-PanoramicOceanViews-WraparoundDecks-QuietLocation-AvailableSlip
- May 2nd - 9th available Oceanfront - Heated Pool - Dock
- Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock!
- Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!
2. How many Cabins are available in Upper Matecumbe Key?
Currently, the total number of properties listed by RBO in 2026 is over 1391 in the Upper Matecumbe Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Upper Matecumbe Key.
More Rentals You May Like Near Upper Matecumbe Key
1302.43 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Villa
- Private Beach
- Oceanfront
- Pool
CA $682/Night
For 7 Nights CA $4,774
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $466/Night
For 7 Nights CA $3,260
1100 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
CA $431/Night
For 7 Nights CA $3,016
1380 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
CA $541/Night
For 7 Nights CA $3,791
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $371/Night
For 7 Nights CA $2,599
1550 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $533/Night
For 7 Nights CA $3,734
2000 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $640/Night
For 7 Nights CA $4,481
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
CA $961/Night
For 7 Nights CA $6,728
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $910/Night
For 7 Nights CA $6,373
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $885/Night
For 7 Nights CA $6,192
980 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $494/Night
For 7 Nights CA $3,457
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $613/Night
For 7 Nights CA $4,293
