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

Search Upper Matecumbe Key Holiday Park Resorts from CA $134

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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

Our top choices for Upper Matecumbe Key holiday park resorts

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, (1,451 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is CA $194
CA $321 total
includes taxes & fees
Sep 24 - Sep 25
Cheeca Lodge & Spa
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

2. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"The room was very nice and neat !"
United States
Leslie
The price is CA $90
CA $141 total
includes taxes & fees
Oct 5 - Oct 6
La Jolla Resort
A beach with palm trees and lounge chairs.

3. 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 CA $201
CA $304 total
includes taxes & fees
Oct 1 - Oct 2
Chesapeake Beach 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, (1,123 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is CA $268
CA $397 total
includes taxes & fees
Sep 29 - Sep 30
Islander 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.

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,317 reviews)
"amazing clean stay."
United States
MICHAEL
The price is CA $199
CA $326 total
includes taxes & fees
Sep 29 - Sep 30
Amara Cay Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

6. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,004 reviews)
"Great place"
United States
weder
The price is CA $166
CA $232 total
includes taxes & fees
Sep 28 - Sep 29
Hadley Resort and Marina
A beach with palm trees, thatched-roof huts, and lounge chairs.

7. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (749 reviews)
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
United States
Dionisio
The price is CA $99
CA $134 total
includes taxes & fees
Sep 30 - Oct 1
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.

8. 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 CA $164
CA $262 total
includes taxes & fees
Sep 23 - Sep 24
Pines & Palms Resort
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 CA $346
CA $484 total
includes taxes & fees
Sep 23 - Sep 24
Bayside Villas by Islander Resort

10. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (458 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is CA $219
CA $262 total
includes taxes & fees
Oct 19 - Oct 20
Casa Morada
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

11. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (81 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 CA $579
CA $740 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.

12. 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 CA $269
CA $321 total
includes taxes & fees
Oct 1 - Oct 2
Sands of Islamorada
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

13. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,003 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is CA $154
CA $219 total
includes taxes & fees
Sep 23 - Sep 24
Fisher Inn Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

14. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (276 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is CA $280
CA $417 total
includes taxes & fees
Sep 29 - Sep 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.

15. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
The price is CA $167
CA $237 total
includes taxes & fees
Sep 24 - Sep 25
Drop Anchor
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

16. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (293 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is CA $202
CA $227 total
includes taxes & fees
Sep 23 - Sep 24
Coconut Cove Resort and Marina
A beach with rows of sun loungers and palm trees.

17. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (272 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is CA $189
CA $213 total
includes taxes & fees
Sep 24 - Sep 25
Ragged Edge Resort & Marina
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

18. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,186 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is CA $130
CA $146 total
includes taxes & fees
Sep 23 - Sep 24
Rock Reef Resort
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

19. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is CA $138
CA $352 total
includes taxes & fees
Sep 23 - Sep 24
Treasure Harbor
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

20. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,003 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is CA $125
CA $185 total
includes taxes & fees
Sep 28 - Sep 29
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great beach for the keys and great breakfast! The bar food is minimal and they don’t always open but Wahoo next door is amazing. Would definitely come back to this hotel."
Julia 1-night trip
Posted 3 hours ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Holiday Park Resorts information

Number of reviews
10,630
Accommodation
0 Holiday Park Resorts
Lowest Price
CA $134
Highest Price
CA $740

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