A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Holiday Homes in Upper Matecumbe Key

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Our top choices for Upper Matecumbe Key holiday homes

1. Little Peace of Haven

Little Peace of Haven
Key Largo
9.0 out of 10, Wonderful, (6 reviews)
"Lovely clean, quiet, perfect location for exploring the upper keys! An fantastic value!"
United States
Mitchel R.
The price is NZ$703
includes taxes & fees
28 Nov - 29 Nov
Little Peace of Haven

2. Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
10.0 out of 10, Exceptional, (41 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is NZ$630
includes taxes & fees
15 Nov - 16 Nov
Charming Home in Key Largo

3. Key Lime Cottage in Islamorada

Key Lime Cottage in Islamorada
Matecumbe
10.0 out of 10, Exceptional, (49 reviews)
"Cute little cottage perfect for a weekend getaway. Enjoyed pool area, convenient location on our road trip down the Keys!"
United States
Karen L.
The price is NZ$780
includes taxes & fees
16 Nov - 17 Nov
Key Lime Cottage in Islamorada

4. Key Largo Tiny House, Marina, Beach + Pool Access

Key Largo Tiny House, Marina, Beach + Pool Access
Key Largo
10.0 out of 10, Exceptional, (1 review)
"Everything was great, especially The Newman Hospitality Company who I dealt with. Great customer service!"
United States
Brittany C.
The price is NZ$604
includes taxes & fees
16 Nov - 17 Nov
Key Largo Tiny House, Marina, Beach + Pool Access

5. Serenity Bungalow at Largo Resort

Serenity Bungalow at Largo Resort
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
" 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! "
United States
Kimberly V.
The price is NZ$1,034
includes taxes & fees
17 Nov - 18 Nov
Serenity Bungalow at Largo Resort

6. Waterfront / Ocean Access Canal / Kamp Key / Homes

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
9.0 out of 10, Wonderful, (7 reviews)
"Great VRBO we had an awesome vaction."
United States
Robert E.
The price is NZ$1,771
includes taxes & fees
2 Dec - 3 Dec
Waterfront / Ocean Access Canal / Kamp Key / Homes

7. Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (77 reviews)
"Great place!"
United States
Jessica S.
Sunrise Escape - Ocean Front Villa - Sleeps 10

8. Waterfront 3BR Retreat: Pool, Spa & Kayaks

Waterfront 3BR Retreat: Pool, Spa & Kayaks
Key Largo
The price is NZ$1,412
includes taxes & fees
1 Dec - 2 Dec
Waterfront 3BR Retreat: Pool, Spa & Kayaks

9. New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.2 out of 10, Wonderful, (24 reviews)
"The lagoon was beautiful and fun."
United States
Teresa H.
The price is NZ$758
includes taxes & fees
17 Nov - 18 Nov
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

10. New Oceanside Paradise with Pool and Waterfront Views!

New Oceanside Paradise with Pool and Waterfront Views!
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Ravone L.
The price is NZ$1,477
includes taxes & fees
17 Nov - 18 Nov
New Oceanside Paradise with Pool and Waterfront Views!

11. Casa Largo

Casa Largo
Key Largo
9.2 out of 10, Wonderful, (138 reviews)
"Would definitely come back to the same place over and over again !!"
United States
madi a.
The price is NZ$951
includes taxes & fees
6 Dec - 7 Dec
Casa Largo

12. Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama G12 Upscale OceansideVilla with Marina 2/2
Key Largo
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, well stocked! Our host was not easy to get a hold of, but we would definitely stay again! "
United States
Brooke B.
The price is NZ$913
includes taxes & fees
15 Nov - 16 Nov
Kawama G12 Upscale OceansideVilla with Marina 2/2

13. Key Largo Villa, Kawama P6, 3/3

Key Largo Villa, Kawama P6, 3/3
Key Largo
9.8 out of 10, Exceptional, (152 reviews)
"The property was very nice, we recommend it."
United States
Gaby
The price is NZ$1,058
includes taxes & fees
17 Nov - 18 Nov
Key Largo Villa, Kawama P6, 3/3

14. Sunset Bay View Bungalow at Largo Resort

Sunset Bay View Bungalow at Largo Resort
Key Largo
9.0 out of 10, Wonderful, (2 reviews)
"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."
United States
Ricardo M.
The price is NZ$1,078
includes taxes & fees
15 Nov - 16 Nov
Sunset Bay View Bungalow at Largo Resort

15. Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (54 reviews)
"We had a nice stay"
United States
Kevin M.
The price is NZ$539
includes taxes & fees
15 Nov - 16 Nov
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

16. Tranquility Bungalow at Largo Resort

Tranquility Bungalow at Largo Resort
Key Largo
9.4 out of 10, Exceptional, (9 reviews)
"Very Zen atmosphere. Alex and the rest of the staff very friendly and welcoming. "
United States
Becky M.
The price is NZ$774
includes taxes & fees
15 Nov - 16 Nov
Tranquility Bungalow at Largo Resort

17. Waterfront Tiny House w Pool, Beach, and Boat Dock

Waterfront Tiny House w Pool, Beach, and Boat Dock
Key Largo
9.6 out of 10, Exceptional, (70 reviews)
"We were really impressed with the house - it had all the little things that made the stay so comfortable - reclining chairs in the living room, A/C in every room, a great outside deck complete with a big TV and clean, clean, clean."
United States
Ann
The price is NZ$639
includes taxes & fees
17 Nov - 18 Nov
Waterfront Tiny House w Pool, Beach, and Boat Dock

18. Walk to Beach: Florida Keys Gem w/ Ocean Views

Walk to Beach: Florida Keys Gem w/ Ocean Views
Layton
9.2 out of 10, Wonderful, (5 reviews)
"The location is pretty good and stay is better than what shown in image "
United States
Shanikumar G.
The price is NZ$1,233
includes taxes & fees
15 Dec - 16 Dec
Walk to Beach: Florida Keys Gem w/ Ocean Views

19. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (24 reviews)
"Perfect rental, can’t say enough about it. The host was fantastic. Would definitely stay here again."
United States
Tammy C.
The price is NZ$842
includes taxes & fees
18 Nov - 19 Nov
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

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

New Tiny Home-Paddle Boards, Kayaks, Pool, Marina
Key Largo
8.8 out of 10, Excellent, (3 reviews)
"Tiny HomeThis tiny home was comfortable, clean, and fully stocked with all you need to vacation in the Keys! At first, I was hesitant on booking a tiny home coming from a 3,200sqft house but we found the layout functional and actually cozy with good amounts of space.I would recommend the place along with the property management team who ensured all communications were answered quickly and thoroughly!Would stay here again!"
United States
Christina R.
The price is NZ$628
includes taxes & fees
17 Nov - 18 Nov
New Tiny Home-Paddle Boards, Kayaks, Pool, Marina
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

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Holiday Homes information

Number of reviews
460
Accommodation
624 Holiday Homes
Lowest Price
NZ$539
Highest Price
NZ$1,771

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