Upper Matecumbe Key Holiday Rentals

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Holiday Rentals in Upper Matecumbe Key

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.4 out of 10, Exceptional, (69)
"Great tiny house, enjoyed our stay"
The price is NZ$634
includes taxes & fees
20 Aug - 21 Aug
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (32)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is NZ$501
includes taxes & fees
24 Aug - 25 Aug
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (57)
"We stayed here in April 2025 - perfect location with a great patio overlooking the waterfront harbor, perfect for us. Everything you need is a short drive - grocery Publix is close enough to walk to. The tiny house is adorable and clean, well stocked kitchen - We found great place to hike /Hamock State Park and Rowell’s was a great place to swim "
The price is NZ$685
includes taxes & fees
20 Aug - 21 Aug
Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

9.6 out of 10, Exceptional, (116)
"Best sunrise site."
The price is NZ$764
includes taxes & fees
20 Aug - 21 Aug
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

9.8 out of 10, Exceptional, (75)
"Loved our stay!"
The price is NZ$665
includes taxes & fees
13 Aug - 14 Aug
Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

The Grand Lodge Right On The Water at Largo Resort

9.6 out of 10, Exceptional, (4)
"would stay again"
The price is NZ$2,441
includes taxes & fees
6 Aug - 7 Aug
The Grand Lodge Right On The Water at Largo Resort

The Largo Airstream at Largo Resort

The price is NZ$611
includes taxes & fees
4 Aug - 5 Aug
The Largo Airstream at Largo Resort

Sunrise Bungalow w/Plenty of Shade at Largo Resort

2.0 star property
The price is NZ$786
includes taxes & fees
4 Aug - 5 Aug
Sunrise Bungalow w/Plenty of Shade at Largo Resort

Enchanted Paradise Bungalow at Largo Resort

2.0 star property
The price is NZ$800
includes taxes & fees
6 Aug - 7 Aug
Enchanted Paradise Bungalow at Largo Resort

Tranquil Bungalow at the Beautiful at Largo Resort

9.6 out of 10, Exceptional, (7)
"10/10! This property itself is secluded and very safe. The pool and views were breathtaking. The complimentary paddle boards and bicycles were fun and just an extra service that bettered our experience. The employees were amazing, kind, and professional. The bungalow was so comfortable and smelt amazing when we entered. Beds were comfortable and the little kitchen was used! Plates, silverwear, & cups were provided thankfully. The host!!!! 100/10. Thank you!!!! She was able to provide a nice...
The price is NZ$800
includes taxes & fees
6 Aug - 7 Aug
Tranquil Bungalow at the Beautiful at Largo Resort

Tropical House By The Shore at Largo Resort

The price is NZ$1,303
includes taxes & fees
6 Aug - 7 Aug
Tropical House By The Shore at Largo Resort

Serene Bungalow in Paradise at Largo Resort

10.0 out of 10, Exceptional, (2)
" We regret that we only booked for one night. We will definitely return for a longer stay. Everything about Key Largo Resort was perfect! The setting, the location, the accommodations, everything! Thank you for an amazing experience! We will be back! "
Serene Bungalow in Paradise at Largo Resort

Lovely Bungalow w/ Plenty Of Shade at Largo Resort

10.0 out of 10, Exceptional, (17)
"Our bungalow was very clean and the beds were very comfortable! It was almost like we we're on our own private island and my 8 year old loved it! We hope to come back on our next visit!"
The price is NZ$772
includes taxes & fees
6 Aug - 7 Aug
Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Spacious Bungalow w/ Sunset Ocean View at Largo Resort

9.0 out of 10, Wonderful, (2)
"We got everything we need, a relaxing place, great service, easy to find, restaurants all over the place and most important of all very clean and beautiful. We loved."
The price is NZ$971
includes taxes & fees
6 Aug - 7 Aug
Spacious Bungalow w/ Sunset Ocean View at Largo Resort

Charming 2-bedroom mobile home with WiFi and AC in Key Largo

The price is NZ$506
includes taxes & fees
6 Aug - 7 Aug
Charming 2-bedroom mobile home with WiFi and AC in Key Largo

Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

The price is NZ$632
includes taxes & fees
30 July - 31 July
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

Casa Largo

9.0 out of 10, Wonderful, (126)
"Victor’s place was as advertised. Great location, walk to water front restaurants and music. Lots for a family to do on the grounds.Thanks, Victor!"
Casa Largo

Keys Relaxing Getaway

10.0 out of 10, Exceptional, (56)
"Beautiful,clean, great location"
Keys Relaxing Getaway

Kawama G12 Upscale OceansideVilla with Marina 2/2

10.0 out of 10, Exceptional, (7)
"Good property for family vacations. Clean, open space and nice kitchen. "
Kawama G12 Upscale OceansideVilla with Marina 2/2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upper Matecumbe Key Hotel Reviews