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Our top choices for Upper Matecumbe Key vacation homes

1. Little Peace of Haven
Little Peace of HavenKey Largo
9.0 out of 10, Wonderful, (6 reviews)
The price is ¥23,808
¥63,369 total
includes taxes & fees
Dec 1 - Dec 2

2. Charming Home in Key Largo
Charming Home in Key LargoKey Largo
10.0 out of 10, Exceptional, (41 reviews)
The price is ¥17,543
¥56,084 total
includes taxes & fees
Nov 15 - Nov 16

3. Key Lime Cottage in Islamorada
Key Lime Cottage in IslamoradaMatecumbe
10.0 out of 10, Exceptional, (49 reviews)
The price is ¥37,546
¥68,818 total
includes taxes & fees
Nov 16 - Nov 17

4. Key Largo Tiny House, Marina, Beach + Pool Access
Key Largo Tiny House, Marina, Beach + Pool AccessKey Largo
10.0 out of 10, Exceptional, (1 review)
The price is ¥21,538
¥55,220 total
includes taxes & fees
Nov 18 - Nov 19

5. Sunrise Escape - Ocean Front Villa - Sleeps 10
Sunrise Escape - Ocean Front Villa - Sleeps 10Key Largo
9.8 out of 10, Exceptional, (77 reviews)
The price is ¥41,312
¥122,646 total
includes taxes & fees
Nov 17 - Nov 18

7. Serenity Bungalow at Largo Resort
Serenity Bungalow at Largo ResortKey Largo
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥53,370
¥75,656 total
includes taxes & fees
Nov 17 - Nov 18

8. Key largo Kawama Villa N2
Key largo Kawama Villa N2Key Largo
9.4 out of 10, Exceptional, (136 reviews)
The price is ¥54,219
¥102,289 total
includes taxes & fees
Nov 17 - Nov 18

9. Key Largo Villa, Kawama K5, 3/3
Key Largo Villa, Kawama K5, 3/3Key Largo
10.0 out of 10, Exceptional, (68 reviews)

10. 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 poolsKey Largo
9.2 out of 10, Wonderful, (24 reviews)
The price is ¥39,521
¥73,111 total
includes taxes & fees
Nov 17 - Nov 18

12. Kawama G12 Upscale OceansideVilla with Marina 2/2
Kawama G12 Upscale OceansideVilla with Marina 2/2Key Largo
10.0 out of 10, Exceptional, (10 reviews)

13. Walk to Beach: Florida Keys Gem w/ Ocean Views
Walk to Beach: Florida Keys Gem w/ Ocean ViewsLayton
9.2 out of 10, Wonderful, (5 reviews)
The price is ¥69,361
¥105,470 total
includes taxes & fees
Nov 16 - Nov 17

14. Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Beachside Retreat w/ Pool, Boat Ramp Dock for RentKey Largo
9.6 out of 10, Exceptional, (54 reviews)
The price is ¥17,418
¥50,267 total
includes taxes & fees
Nov 17 - Nov 18

15. 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)

16. New Tiny Home-Paddle Boards, Kayaks, Pool, Marina
New Tiny Home-Paddle Boards, Kayaks, Pool, MarinaKey Largo
8.8 out of 10, Excellent, (3 reviews)
The price is ¥23,786
¥58,066 total
includes taxes & fees
Dec 1 - Dec 2

17. Sunset Bay View Bungalow at Largo Resort
Sunset Bay View Bungalow at Largo ResortKey Largo
9.0 out of 10, Wonderful, (2 reviews)
The price is ¥53,370
¥75,338 total
includes taxes & fees
Nov 15 - Nov 16

18. Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (24 reviews)
The price is ¥29,839
¥73,874 total
includes taxes & fees
Nov 18 - Nov 19

19. Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Beachfront Retreat w Pool, Boat Ramp & Dock RentalKey Largo
10.0 out of 10, Exceptional, (2 reviews)

20. Oceanside Retreat w/Rooftop, Pool & Kayaks
Oceanside Retreat w/Rooftop, Pool & KayaksKey Largo
10.0 out of 10, Exceptional, (1 review)
The price is ¥79,155
¥150,098 total
includes taxes & fees
Nov 16 - Nov 17
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.
Learn more about Upper Matecumbe Key
Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Top reviews in Upper Matecumbe Key

Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor













































































































































