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
R39,000/Night
7 Nights - R273,004
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1679.17 ft²
Spa- Pool
View
Breakfast
R15,617/Night
7 Nights - R109,318
R4,340/Night
7 Nights - R30,377
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
R40,416/Night
7 Nights - R282,915
New
Hotel
1 Bath
- Fireplace/Heating
- Pool
Balcony/Terrace
Kitchen
R26,390/Night
7 Nights - R184,735
Apartment
9.5(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
1001.04 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R3,058/Night
7 Nights - R21,405
New
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R22,934/Night
7 Nights - R160,534
House
9.5(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
527.43 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R4,979/Night
7 Nights - R34,855
New
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R19,551/Night
7 Nights - R136,866
House
9.5(2 Reviews)
3 Bedrooms
3 Baths
7 Guests
1700.7 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R12,352/Night
7 Nights - R86,459
New
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R19,278/Night
7 Nights - R134,942
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:
- 5 bedroom - Deep Dockage & Heated Pool in Islamorada.
- 4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL
- Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
- Truly OceanFRONT-BestPanoramicOceanViews-VLgDecks-QuietestLocation-AvailableSlip
- Now booking heavily for 2027! - Oceanfront - Heated Pool - Dock
- Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock!
- Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
- Waterfront Oasis 2Mins2BeachTons dockage VERY Private Immediate ocean/bay access
- Private Expansive Oceanfront 5 Bedroom Estate, Private Pier and Saltwater Pool
- Beautiful 'Keysey' Condo in Bay Harbour Gated Community 26-0169
2. How many Cabins are available in Upper Matecumbe Key?
Currently, the total number of properties listed by RBO in 2026 is over 1438 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
- Pool
- Ocean View
R8,002/Night
7 Nights - R56,017
House
10.0(192 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,633/Night
7 Nights - R46,430
House
10.0(190 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R7,129/Night
7 Nights - R49,906
Condo
10.0(158 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R6,410/Night
7 Nights - R44,878
House
10.0(148 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,709/Night
7 Nights - R39,964
Villa
10.0(124 Reviews)
2 Bedrooms
2 Baths
6 Guests
1380 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,353/Night
7 Nights - R44,474
House
10.0(102 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R11,021/Night
7 Nights - R77,147
House
10.0(95 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R11,648/Night
7 Nights - R81,528
House
10.0(72 Reviews)
2 Bedrooms
2 Baths
8 Guests
1620 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,361/Night
7 Nights - R37,523
House
10.0(67 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
R10,651/Night
7 Nights - R74,560
Condo
10.0(67 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,393/Night
7 Nights - R30,749
Condo
10.0(62 Reviews)
2 Bedrooms
2 Baths
4 Guests
1473 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,182/Night
7 Nights - R57,278
