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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 ¥23,957
¥61,209 total
includes taxes & fees
Dec 15 - Dec 16

2. Charming Home in Key Largo
Charming Home in Key LargoKey Largo
10.0 out of 10, Exceptional, (41 reviews)
The price is ¥17,536
¥56,063 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 ¥37,532
¥68,792 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 ¥21,131
¥54,991 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 ¥39,707
¥120,493 total
includes taxes & fees
Nov 16 - Nov 17

6. Waterfront 3BR Retreat: Pool, Spa & Kayaks
Waterfront 3BR Retreat: Pool, Spa & KayaksKey Largo
The price is ¥60,536
¥125,271 total
includes taxes & fees
Dec 1 - Dec 2

7. Serenity Bungalow at Largo Resort
Serenity Bungalow at Largo ResortKey Largo
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥48,331
¥69,606 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 ¥54,439
¥102,835 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 ¥33,803
¥66,536 total
includes taxes & fees
Nov 17 - Nov 18

11. Casa Largo
Casa LargoKey Largo
9.2 out of 10, Wonderful, (138 reviews)
The price is ¥40,650
¥81,025 total
includes taxes & fees
Dec 6 - Dec 7

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)
The price is ¥40,247
¥80,906 total
includes taxes & fees
Nov 15 - Nov 16

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 ¥69,793
¥108,363 total
includes taxes & fees
Dec 13 - Dec 14

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 ¥17,169
¥50,213 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)
The price is ¥62,843
¥131,300 total
includes taxes & fees
Nov 17 - Nov 18

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 ¥23,584
¥58,071 total
includes taxes & fees
Nov 17 - Nov 18

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 ¥51,925
¥73,649 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 ¥30,025
¥74,335 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)
The price is ¥19,999
¥53,557 total
includes taxes & fees
Nov 18 - Nov 19

20. Oceanside Retreat w/Rooftop, Pool & Kayaks
Oceanside Retreat w/Rooftop, Pool & KayaksKey Largo
10.0 out of 10, Exceptional, (1 review)
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











































































































































