Upper Matecumbe Key Cottages from CA $179

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Recommended hotels in Upper Matecumbe Key

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

1. Chesapeake Beach Resort

Matecumbe

Dianne

CA $298 total

includes taxes & fees

Oct 18 - Oct 19

A patio with a wooden table and chairs, a sofa, and a striped ottoman. There are palm trees and a view of the beach.

2. Islander Resort

Matecumbe

Clara

CA $414 total

includes taxes & fees

Nov 15 - Nov 16

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

3. Breezy Palms Resort

Matecumbe

Gavin

CA $179 total

includes taxes & fees

Oct 18 - Oct 19

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.

4. Amara Cay Resort

Matecumbe

Danielle

CA $331 total

includes taxes & fees

Oct 19 - Oct 20

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

5. La Jolla Resort

Matecumbe

Brett

CA $246 total

includes taxes & fees

Oct 18 - Oct 19

A bathroom with a large bathtub, a view of the sea, and a pier with boats.

6. Cheeca Lodge & Spa

Matecumbe

Kristin

CA $369 total

includes taxes & fees

Oct 22 - Oct 23

A balcony with a view of a beach, a pool, and a thatched-roof structure.

7. Hadley Resort and Marina

Matecumbe

weder

CA $274 total

includes taxes & fees

Nov 11 - Nov 12

A resort with a pool surrounded by palm trees and a view of the ocean.

8. La Siesta Resort & Villas

Matecumbe

Brianne

CA $335 total

includes taxes & fees

Nov 17 - Nov 18

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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"After many years we came to celebrate our anniversary, the place is amazing. Yes we will come back again. Keep the good job."

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Staff was very attentive and provided great service! Checked out at 11:00am and were allowed to stay until late afternoon. They had showers and towels we could use next to the Dry Rocks bar and grill to clean up before needing to drive back to Miami for the evening."

Breezy Palms Resort

10/10 Excellent

"This property is a nice old Florida style hotel with a nice pool, a small beach and marina. The room was very clean and comfortable with a strong air conditioner. Islamorada it’s still hot in October. We got the room with ocean view and a kitchen. Is a spacious space with a pretty nice stove, lots of utensils, dishes, cups, cutlery, pans and appliances like a toaster, a drip coffee maker (all’americana machine) it even had a blender! It had a few frying pans, bowls for salad, a colander, pots for pasta with the steamer, I think it lacked a water jug because water is potable in the Florida keys and I hate buying plastic bottles, but I’m not complaining because I used the blender vase to chill water and the glass pot, the coffee carafe, too. On top of everything, this room also has two ice cubes trays. The room we got has everything you need in the kitchen. We didn’t really cooked but brought a small bottle of olive oil to make breakfast with eggs, toasts or sandwiches in the morning. Very close is CAO bakery and we had a very good Cuban espresso there every day."

Lime Tree Bay Resort

10/10 Excellent

"What to say really. We had a n absolute nightmare of a day on our way down to the hotel. We were due to land at Key West at 1200 but that turned into landing in Miami and then an 8 hour delay before finally touching down. The staff at the hotel were great contacting us throughout the day and being so friendly and attentive! We arrived finally at the hotel at 2230 and Robin at the check in was so fantastic staying back for us to be able to be checked in! We even got an upgrade. The only downside was due to the mess caused by flights, we were in the room for just a few hours. The resort was beautiful. The view from The balcony to the sea. The room was just so unbelievable it was like the stuff you get in dreams. Such a beautiful resort, beautiful room and I am certain we will be back! Thank you!"

Hadley Resort and Marina

8/10 Good

"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."

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Upper Matecumbe Key Cottages information

Number of reviews	7,130
Accommodation	26 Cottages
Lowest Price	CA $179
Highest Price	CA $5,350

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Recommended hotels in Upper Matecumbe Key

1. Chesapeake Beach Resort

2. Islander Resort

3. Breezy Palms Resort

4. Amara Cay Resort

5. La Jolla Resort

6. Cheeca Lodge & Spa

7. Hadley Resort and Marina

8. La Siesta Resort & Villas

9. The Islands of Islamorada

10. Pines & Palms Resort

11. Sands of Islamorada

12. Bayside Villas by Islander Resort

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

14. Charming Suite @Islamorada With Pool Access - Twilight Suite

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

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

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

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

19. Casa Morada

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

Find vacation rentals that suit your style

Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Hawks Cay Resort

Bayside Inn Key Largo

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Breezy Palms Resort

Islander Resort

Lime Tree Bay Resort

Hadley Resort and Marina

Waterside Suites & Marina

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

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Search Upper Matecumbe Key Cottage Rentals from CA $179

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Upper Matecumbe Key

1. Chesapeake Beach Resort

2. Islander Resort

3. Breezy Palms Resort

4. Amara Cay Resort

5. La Jolla Resort

6. Cheeca Lodge & Spa

7. Hadley Resort and Marina

8. La Siesta Resort & Villas

9. The Islands of Islamorada

10. Pines & Palms Resort

11. Sands of Islamorada

12. Bayside Villas by Islander Resort

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

14. Charming Suite @Islamorada With Pool Access - Twilight Suite

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

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

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

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

19. Casa Morada

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

Find vacation rentals that suit your style

Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

Explore a world of travel with Expedia