Upper Matecumbe Key Cabin Rentals
House
10.0(77 Reviews)
5 Bedrooms
6 Baths
10 Guests
4000 ft²
Private Pool
Hot Tub
Parking
Pool
US $2,412/Night
7 Nights - US $16,887
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1679.17 ft²
Breakfast- Parking
- Pool
Spa
US $966/Night
7 Nights - US $6,762
Villa
9.6(77 Reviews)
1 Bedroom
1 Bath
4 Guests
Oceanfront- Hot Tub
- Breakfast
- Parking
US $774/Night
7 Nights - US $5,418
New
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
Ocean View
Balcony/Terrace
US $372/Night
7 Nights - US $2,607
House
10.0(1 Review)
1 Bedroom
5 Baths
10 Guests
10.76 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $2,500/Night
7 Nights - US $17,500
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
15 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $508/Night
7 Nights - US $3,558
Apartment
9.5(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
1001.04 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $189/Night
7 Nights - US $1,324
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $472/Night
7 Nights - US $3,306
House
9.5(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
527.43 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $308/Night
7 Nights - US $2,156
New
House
9.0(4 Reviews)
2 Bedrooms
2 Baths
9 Guests
1428 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $188/Night
7 Nights - US $1,314
House
9.5(2 Reviews)
3 Bedrooms
3 Baths
7 Guests
1700.7 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $764/Night
7 Nights - US $5,348
New
House
6 Bedrooms
5 Baths
12 Guests
Child Friendly
US $2,805/Night
7 Nights - US $19,635
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
Matecumbe United Methodist Church
Florida Keys Brewing Co.
Hurricane Monument
Islamorada
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:
- OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach
- Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
- The Caribbean Resort
- Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
- WATERFRONT FISHING COTTAGE/DOCKAGE + Walking distance to world famous Lorelei
- 5 bedroom - Deep Dockage & Heated Pool in Islamorada.
- Serenity by the Sea! Anglers Reef with Boat Slip Available!
- 4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
- Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
2. How many Cabins are available in Upper Matecumbe Key?
Currently, the total number of properties listed by RBO in 2026 is over 1439 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
Villa
9.5(2 Reviews)
2 Bedrooms
3 Baths
6 Guests
1302.43 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $495/Night
7 Nights - US $3,465
House
7 Bedrooms
5 Baths
14 Guests
3150 ft²
- Child Friendly
US $1,782/Night
7 Nights - US $12,474
Apartment
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $271/Night
7 Nights - US $1,898
Hotel
10.0(2 Reviews)
2 Baths
676 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $893/Night
7 Nights - US $6,248
New
Hotel
10.0(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
Kitchen
US $402/Night
7 Nights - US $2,811
Hotel
10.0(1 Review)
3 Baths
1014 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $1,348/Night
7 Nights - US $9,439
New
Hotel
10.0(1 Review)
2 Baths
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $893/Night
7 Nights - US $6,248
New
Hotel
10.0(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $674/Night
7 Nights - US $4,721
Hotel
10.0(1 Review)
1 Bath
312 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $514/Night
7 Nights - US $3,601
Hotel
10.0(1 Review)
1 Bath
360 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $480/Night
7 Nights - US $3,360
Hotel
10.0(1 Review)
1 Bath
Air Conditioner
Internet- Child Friendly
Bedding/Linens
US $286/Night
7 Nights - US $2,000
Hotel
9.4(11 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $448/Night
7 Nights - US $3,134
