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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Upper Matecumbe Key vacation rentals

Exterior

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (748 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is ￥11,424
￥15,354 total
includes taxes & fees
Sep 30 - Oct 1
Breezy Palms Resort
Property grounds

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is ￥253,989
￥321,821 total
includes taxes & fees
Sep 26 - Sep 27
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
25-inch flat-screen TV with digital channels, TV

3. 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 ￥18,214
￥42,553 total
includes taxes & fees
Oct 1 - Oct 2
Treasure Harbor
Private beach, sun loungers, beach umbrellas, beach towels

4. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
9.8 out of 10, Exceptional, (183 reviews)
"Amazing vacation spot!!"
United States
Katie Lyn
The price is ￥31,450
￥35,381 total
includes taxes & fees
Sep 29 - Sep 30
Island Bay Resort
Exterior

5. Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay down on the keys."
United States
GJ W.
The price is ￥13,682
￥48,651 total
includes taxes & fees
Sep 22 - Sep 23
Florida Keys Getaway - Slps 4 - Ocean View
Beach nearby

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is ￥23,375
￥60,811 total
includes taxes & fees
Sep 21 - Sep 22
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Beach

7. Aqua Vista Ocean Pointe 3307

Aqua Vista 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 ￥22,693
￥64,440 total
includes taxes & fees
Sep 24 - Sep 25
Aqua Vista Ocean Pointe 3307
Pool

8. Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (52 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 ￥21,179
￥54,027 total
includes taxes & fees
Sep 21 - Sep 22
Amazing Ocean view condo
Exterior

9. Flamingo Flats Ocean Pointe 5306 2BR/2BA

Flamingo Flats Ocean Pointe 5306 2BR/2BA
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 ￥22,850
￥63,058 total
includes taxes & fees
Sep 21 - Sep 22
Flamingo Flats Ocean Pointe 5306 2BR/2BA
Interior

10. 4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
9.8 out of 10, Exceptional, (48 reviews)
"We were two couples staying in this space with plenty of room. All the amenities on this property (pool, beach restaurant and bar)made this a terrific stay. "
United States
Donna B.
The price is ￥24,316
￥84,207 total
includes taxes & fees
Sep 21 - Sep 22
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Indoor pool

11. Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape 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 ￥23,477
￥63,954 total
includes taxes & fees
Oct 18 - Oct 19
Reel Key Largo Escape Ocean Pointe 5209
Pool

12. 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)
"Loved the beach and pool."
United States
Haley P.
The price is ￥26,772
￥68,308 total
includes taxes & fees
Sep 21 - Sep 22
Lazy Daze Double King Suite Ocean Pointe 2310
TV

13. Sunrise Sanctuary - Top Floor Ocean Pointe 2415

Sunrise Sanctuary - Top Floor Ocean Pointe 2415
Tavernier
9.8 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Blain R.
The price is ￥23,477
￥63,797 total
includes taxes & fees
Sep 21 - Sep 22
Sunrise Sanctuary - Top Floor Ocean Pointe 2415
Interior

14. Boho Chic Ocean Pointe 3214 King & Queen

Boho Chic Ocean Pointe 3214 King & Queen
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 ￥24,261
￥64,877 total
includes taxes & fees
Sep 21 - Sep 22
Boho Chic Ocean Pointe 3214 King & Queen
Beach nearby

15. Ocean View 2BR/2BA Sleeps 6

Ocean View 2BR/2BA Sleeps 6
Tavernier
10.0 out of 10, Exceptional, (136 reviews)
"Very clean and comfortable, wonderful amenities, great view of the ocean, fantastic location and the hosts were so accessible and helpful. We thoroughly enjoyed our stay!"
United States
Deborah D.
The price is ￥28,183
￥72,012 total
includes taxes & fees
Sep 21 - Sep 22
Ocean View 2BR/2BA Sleeps 6
Interior

16. 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 ￥18,512
￥49,830 total
includes taxes & fees
Oct 13 - Oct 14
Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
Coffee/tea maker, fridge, microwave, oven

17. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (220 reviews)
"Very cute cozy house boat. Well equipped and close to restaurant. Enjoyable weekend stay. Heidi the host is very welcoming."
United States
Michelle P.
The price is ￥39,534
￥69,184 total
includes taxes & fees
Sep 21 - Sep 22
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Pool

18. Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315
Tavernier
9.8 out of 10, Exceptional, (17 reviews)
"Loved this condo. Had all the amenities we needed and was super clean and tidy. Will definitely be staying here again. "
United States
Rodney B.
The price is ￥24,261
￥64,877 total
includes taxes & fees
Sep 21 - Sep 22
Blue Haven Key Largo | Ocean Pointe 1315
Interior

19. Sky Blue Escape Ocean Pointe 1314/2BA 2BR

Sky Blue Escape Ocean Pointe 1314/2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"The place was exactly as advertised and the location was perfect! Our host was very informative and provided all the details for a seamless checkin."
United States
Bryan K.
The price is ￥25,203
￥68,027 total
includes taxes & fees
Sep 21 - Sep 22
Sky Blue Escape Ocean Pointe 1314/2BA 2BR
Pool

20. Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (27 reviews)
"Great place to stay and if you are fishing this is the building closest to the fish cleaning station."
United States
Justin C.
The price is ￥26,144
￥69,294 total
includes taxes & fees
Oct 20 - Oct 21
Ocean View Overlooking Marina Ocean Pointe 5305
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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great room with a balcony looking over the marina channel. Clean and updated. Unfortunately they didn’t stock the shower gel in the shower, so we had to make do."
Erik 1-night trip
Posted 1 hour ago
Waterside Suites & Marina

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