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

Upper Matecumbe Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Upper Matecumbe Key vacation rentals

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

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (778 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ￥10,913
￥20,462 total
includes taxes & fees
Nov 17 - Nov 18
Breezy Palms Resort
A pool with a view of a bridge and umbrellas in the background.

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is ￥255,624
￥309,367 total
includes taxes & fees
Nov 11 - Nov 12
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

3. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is ￥16,974
￥41,384 total
includes taxes & fees
Nov 5 - Nov 6
Treasure Harbor
A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

4. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (43 reviews)
"great stay and value! glad we went with this place for our trip, everyone loved it! beautiful, clean and the pool was great too!"
Canada
Nick
The price is ￥20,238
￥57,345 total
includes taxes & fees
Nov 16 - Nov 17
Florida Keys Getaway - Slps 4 - Ocean View
A living room with a blue sofa, a glass coffee table, and a lamp. There is a kitchen in the background with a refrigerator, microwave, and stove.

5. Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (53 reviews)
"Excellent accommodations. Unit was even nicer than it looked in pictures, everything was clean and in working order. Enjoyed our stay very much and would definitely stay here again!"
United States
Jerad E.
The price is ￥21,315
￥52,479 total
includes taxes & fees
Nov 15 - Nov 16
Amazing Ocean view condo
A wooden deck with a thatched roof, wooden chairs, and tables, overlooking a clear blue sea.

6. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (116 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is ￥20,526
￥58,143 total
includes taxes & fees
Nov 19 - Nov 20
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A wooden deck with a thatched roof, wooden chairs, and tables, overlooking a clear blue sea.

7. Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (171 reviews)
"Beautifully appointed, clean and comfortable. This place is worth it! We had a great stay. Location is also excellent. Would definitely stay here again. "
United States
Erica C.
The price is ￥19,736
￥56,940 total
includes taxes & fees
Nov 15 - Nov 16
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a black table and two black chairs.

8. Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo

Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"Very clean with everything you could need for your time in the Florida keys! The host was very responsive and helpful. Perfect place for a weekend with our dog."
United States
Anonymous traveler
The price is ￥15,631
￥44,722 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
A room with a balcony, a framed artwork, a patterned chair, and a sailboat model.

9. Flamingo Flats | Marina View | Ocean Pointe 5306

Flamingo Flats | Marina View | Ocean Pointe 5306
Tavernier
9.6 out of 10, Exceptional, (9 reviews)
"Great location and prompt support with all questions we had. "
United States
Jim I.
The price is ￥25,389
￥68,416 total
includes taxes & fees
Dec 1 - Dec 2
Flamingo Flats | Marina View | Ocean Pointe 5306
A spacious living room with a large window, a wooden coffee table with a floral rug, a sofa, and a balcony with a view.

10. Ocean Pointe Ocean View w/heated pool beach marina

Ocean Pointe Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (13 reviews)
"Great location and host is great with communication!"
United States
Mary Katherine B.
The price is ￥29,841
￥53,343 total
includes taxes & fees
Nov 11 - Nov 12
Ocean Pointe Ocean View w/heated pool beach marina
A balcony with a view of the ocean and a forested area.

11. Aqua Vista | Ocean View 2BR | Ocean Pointe 3307

Aqua Vista | Ocean View 2BR | Ocean Pointe 3307
Tavernier
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
The price is ￥25,389
￥67,942 total
includes taxes & fees
Nov 5 - Nov 6
Aqua Vista | Ocean View 2BR | Ocean Pointe 3307
A beachside lounge with lounge chairs and a wooden deck overlooking the ocean.

12. Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
9.8 out of 10, Exceptional, (25 reviews)
"The property was in a great location, close to several beach bars and restaurants, the condo was so cute and the host was accessible throughout the entire process before and after our stay."
United States
Alicia
The price is ￥28,989
￥69,480 total
includes taxes & fees
Nov 9 - Nov 10
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
A spacious living room with a large window, a ceiling fan, a sofa, two armchairs, a coffee table, and a side table with lamps.

13. Lazy Daze | Double King Suite | Ocean Pointe 2310

Lazy Daze | Double King Suite | Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (36 reviews)
"My host is amazing and the property was incredible. Highly recommended."
United States
Jean V.
The price is ￥30,125
￥74,059 total
includes taxes & fees
Nov 17 - Nov 18
Lazy Daze | Double King Suite | Ocean Pointe 2310
A wooden deck with chairs and a table, overlooking the ocean.

14. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (46 reviews)
"Wonderful stay! Beautiful view from the balcony"
United States
Katy T.
The price is ￥28,136
￥58,415 total
includes taxes & fees
Nov 14 - Nov 15
Ocean view condo with balcony/marina view
A balcony with a view of the ocean, a chair, and a railing.

15. Coastal Joy | Ocean View 2BR | Ocean Pointe 3412

Coastal Joy | Ocean View 2BR | Ocean Pointe 3412
Tavernier
9.4 out of 10, Exceptional, (3 reviews)
"Very clean. The view was amazing. Very comfortable beds. We are definitely coming back to this condo! "
United States
Jason U.
The price is ￥27,283
￥70,564 total
includes taxes & fees
Nov 10 - Nov 11
Coastal Joy | Ocean View 2BR | Ocean Pointe 3412
Exterior

16. Sunrise Sanctuary | Top Floor | Ocean Pointe 2415

Sunrise Sanctuary | Top Floor | Ocean Pointe 2415
Tavernier
9.8 out of 10, Exceptional, (20 reviews)
"Great stay"
United States
Blain R.
Sunrise Sanctuary | Top Floor | Ocean Pointe 2415
A balcony with a view of the sea, a chair, and a table with a lamp.

17. Boho Chic | Steps to Pool | Ocean Pointe 3214

Boho Chic | Steps to Pool | Ocean Pointe 3214
Tavernier
9.8 out of 10, Exceptional, (15 reviews)
"The condo was nice and clean. The view from the balcony is very nice. The property is also nice with things to do but not too busy. The host was great and responsive. "
United States
Anthony F.
The price is ￥27,283
￥70,704 total
includes taxes & fees
Nov 10 - Nov 11
Boho Chic | Steps to Pool | Ocean Pointe 3214
A modern living room with a flat-screen TV, a black leather sofa, and a white ottoman.

18. Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
10.0 out of 10, Exceptional, (41 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is ￥22,736
￥61,972 total
includes taxes & fees
Nov 9 - Nov 10
Charming Home in Key Largo
A coastal property with a paved walkway, dense greenery, and a building with blue roofing.

19. Reel Key Largo | Next to Pool | Ocean Pointe 5209

Reel Key Largo | Next to Pool | Ocean Pointe 5209
Tavernier
9.6 out of 10, Exceptional, (10 reviews)
"We had a great time and the property was the center-point of our stay. Thanks for making it easy!"
United States
Ty L.
The price is ￥26,436
￥69,745 total
includes taxes & fees
Nov 9 - Nov 10
Reel Key Largo | Next to Pool | Ocean Pointe 5209
A living room with a black leather sofa, a mounted sailfish, a TV, and a balcony with a view of greenery.

20. Starfish Seas | Ocean View | Ocean Pointe 1302

Starfish Seas | Ocean View | Ocean Pointe 1302
Tavernier
9.8 out of 10, Exceptional, (30 reviews)
"The space was family friendly and worked well for our stay. The pool area was very clean and the Island Grill on site was great for snacks and drinks while we swam."
United States
Miranda J.
The price is ￥30,125
￥74,059 total
includes taxes & fees
Nov 18 - Nov 19
Starfish Seas | Ocean View | Ocean Pointe 1302
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Absolutely wonderful boutique resort property, we will return in the future. So much to do, everything was perfect for our getaway. Only issue we had, that wasn’t the property ‘s fault, the room next to us was full of children that were not supposed to be in the room loud at midnight."
Deborah 1-night trip
Posted 3 hours ago
Lime Tree Bay Resort

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