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

Search Lodges in Upper Matecumbe Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,456 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is ￥21,998
￥36,357 total
includes taxes & fees
Sep 29 - Sep 30
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,783 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is ￥22,266
￥33,979 total
includes taxes & fees
Sep 29 - Sep 30
Chesapeake Beach Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the amenities"
United States
Kayla
The price is ￥14,130
￥20,363 total
includes taxes & fees
Sep 28 - Sep 29
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

4. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,126 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is ￥34,136
￥50,010 total
includes taxes & fees
Sep 30 - Oct 1
Islander Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (753 reviews)
"Great Florida style resort, clean and nice staff. Close to everything in Islamorada!"
United States
Debra
The price is ￥12,858
￥16,976 total
includes taxes & fees
Sep 29 - Sep 30
Breezy Palms Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

6. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"It was a great time staying at the resort. Really enjoyed that they had a bartender at the pool in the evenings."
United States
Colt
The price is ￥31,000
￥43,545 total
includes taxes & fees
Oct 1 - Oct 2
Pines & Palms Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

7. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,322 reviews)
"amazing clean stay."
United States
MICHAEL
The price is ￥22,820
￥37,282 total
includes taxes & fees
Sep 28 - Sep 29
Amara Cay Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

8. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Great place"
United States
weder
The price is ￥18,756
￥26,281 total
includes taxes & fees
Sep 28 - Sep 29
Hadley Resort and Marina
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (464 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is ￥39,132
￥55,631 total
includes taxes & fees
Sep 28 - Sep 29
Bayside Villas by Islander Resort
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

10. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (80 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is ￥64,294
￥82,368 total
includes taxes & fees
Oct 1 - Oct 2
The Islands of Islamorada
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

11. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is ￥30,198
￥36,096 total
includes taxes & fees
Oct 14 - Oct 15
Sands of Islamorada

12. Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is ￥157,280
￥188,264 total
includes taxes & fees
Oct 10 - Oct 11
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
A deck with a white railing, a lounge chair, a blue towel, and a large umbrella.

13. Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is ￥157,280
￥188,421 total
includes taxes & fees
Oct 3 - Oct 4
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

14. Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is ￥235,920
￥280,981 total
includes taxes & fees
Oct 10 - Oct 11
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
A covered outdoor area with a white railing, a table with a straw hat, and a bench.

15. Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is ￥256,052
￥304,887 total
includes taxes & fees
Oct 10 - Oct 11
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

16. Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is ￥471,840
￥561,647 total
includes taxes & fees
Oct 10 - Oct 11
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

17. Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is ￥254,636
￥303,295 total
includes taxes & fees
Oct 10 - Oct 11
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

18. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (459 reviews)
"Very helpful staff and great location"
United States
David
The price is ￥24,949
￥29,837 total
includes taxes & fees
Oct 6 - Oct 7
Casa Morada

19. Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
The price is ￥298,675
￥354,726 total
includes taxes & fees
Oct 5 - Oct 6
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

20. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is ￥314,245
￥373,343 total
includes taxes & fees
Oct 5 - Oct 6
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Matecumbe Key Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

8/10 Good
"Was clean a little sparse & in need of updating. The staff was extremely helpful. The private beach was very nice."
Angela 1-night trip
Posted 7 hours ago
The Pelican Key Largo Cottages

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Lodges information

Number of reviews
6,244
Accommodation
1 Lodges
Lowest Price
￥16,976
Highest Price
￥561,647

Explore a world of travel with Expedia