Upper Matecumbe Key Cabin Rentals
House
10.0(77 Reviews)
5 Bedrooms
6 Baths
10 Guests
4000 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
AU $3,605/Night
7 Nights - AU $25,236
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1679.17 ft²
Spa- Pool
View
Breakfast
AU $1,371/Night
7 Nights - AU $9,600
House
9.6(246 Reviews)
1 Bedroom
1 Bath
- Pool
Ocean View
Balcony/Terrace- View
AU $367/Night
7 Nights - AU $2,565
House
7 Bedrooms
10 Baths
14 Guests
20000 ft²
- Private Pool
Oceanfront- Hot Tub
- Fireplace/Heating
Unlock the Best Price
House
10.0(1 Review)
1 Bedroom
5 Baths
10 Guests
10.76 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
AU $3,549/Night
7 Nights - AU $24,844
New
Villa
4 Bedrooms
5 Baths
12 Guests
4500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
AU $5,564/Night
7 Nights - AU $38,945
Apartment
9.5(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
1001.04 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
AU $268/Night
7 Nights - AU $1,880
House
2 Bedrooms
3 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
AU $439/Night
7 Nights - AU $3,075
House
9.5(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
527.43 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
AU $437/Night
7 Nights - AU $3,061
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
Kitchen
AU $3,991/Night
7 Nights - AU $27,937
Villa
9.5(2 Reviews)
2 Bedrooms
3 Baths
6 Guests
1302.43 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
AU $703/Night
7 Nights - AU $4,919
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $3,346/Night
7 Nights - AU $23,421
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:
- OCEANSIDE ANGLERS REEF HOME- Gated Community with Pool, Dock, Private Beach
- Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
- The Caribbean Resort
- AQUAMARINE OCEANVIEW+”SPECIAL RATES”+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!
- 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
- Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.
2. How many Cabins are available in Upper Matecumbe Key?
Currently, the total number of properties listed by RBO in 2026 is over 1446 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
Resort
9.1(136 Reviews)
12 Baths
39 Guests
538.19 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
AU $388/Night
7 Nights - AU $2,716
Hotel
4 Baths
- Fireplace/Heating
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- Balcony/Terrace
- Kitchen
AU $2,980/Night
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1 Bath
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AU $2,188/Night
7 Nights - AU $15,317
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1 Bath
- Fireplace/Heating
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- Balcony/Terrace
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AU $1,789/Night
7 Nights - AU $12,521
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1 Bath
- Fireplace/Heating
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- Balcony/Terrace
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AU $1,733/Night
7 Nights - AU $12,131
Hotel
1 Bath
- Fireplace/Heating
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- Balcony/Terrace
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AU $1,706/Night
7 Nights - AU $11,941
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1 Bath
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- Balcony/Terrace
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AU $1,693/Night
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