A beach with a wooden pavilion, clear blue sky, and dense green foliage.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Lower Matecumbe Key vacation homes

A pool with clear blue water, surrounded by palm trees and lush greenery.

1. Key Lime Cottage in Islamorada

Key Lime Cottage in Islamorada
Matecumbe
10.0 out of 10, Exceptional, (49 reviews)
"Cute little cottage perfect for a weekend getaway. Enjoyed pool area, convenient location on our road trip down the Keys!"
United States
Karen L.
The price is ￥37,532
￥68,792 total
includes taxes & fees
Nov 16 - Nov 17
Key Lime Cottage in Islamorada
A two-story building with a pool, outdoor seating, and a palm tree.

2. Waterfront / Ocean Access Canal / Kamp Key / Homes

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
9.0 out of 10, Wonderful, (7 reviews)
"Great VRBO we had an awesome vaction."
United States
Robert E.
The price is ￥67,142
￥157,089 total
includes taxes & fees
Dec 2 - Dec 3
Waterfront / Ocean Access Canal / Kamp Key / Homes
A balcony with a view of the beach and ocean, equipped with ceiling fans, outdoor furniture, and a railing.

3. Private Beach / Private overwater dock / Heated Pool / Mahi Key

Private Beach / Private overwater dock / Heated Pool / Mahi Key
Matecumbe
10.0 out of 10, Exceptional, (4 reviews)
"Our stay here was very nice. Everything was clean and comfortable. The pool was enjoyable the one time we used it. Sitting on the deck gazing out to sea was exactly what I needed. Spotting a crocodile swim by was exciting!"
United States
Anonymous traveler
The price is ￥226,540
￥417,727 total
includes taxes & fees
Nov 20 - Nov 21
Private Beach / Private overwater dock / Heated Pool / Mahi Key
A garage door with a vehicle inside, a plaque on the wall, and a turtle decoration.

4. Little Peace of Haven

Little Peace of Haven
Key Largo
9.0 out of 10, Wonderful, (6 reviews)
"Lovely clean, quiet, perfect location for exploring the upper keys! An fantastic value!"
United States
Mitchel R.
The price is ￥23,957
￥61,209 total
includes taxes & fees
Dec 15 - Dec 16
Little Peace of Haven
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

5. Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (24 reviews)
"Perfect rental, can’t say enough about it. The host was fantastic. Would definitely stay here again."
United States
Tammy C.
The price is ￥30,025
￥74,335 total
includes taxes & fees
Nov 18 - Nov 19
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a yellow tablecloth.

6. 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 ￥17,536
￥56,063 total
includes taxes & fees
Nov 15 - Nov 16
Charming Home in Key Largo
A covered outdoor area with a ceiling fan, a view of the sea, and a distant building.

7. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (55 reviews)
"Great location. Pretty views of Bay. Comfortable rooms. Enjoyed our brief stay for July 4th."
United States
Jorge D.
The price is ￥39,297
￥90,704 total
includes taxes & fees
Nov 17 - Nov 18
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
A beachside area with thatched umbrellas, picnic tables, and chairs.

8. Walk to Beach: Florida Keys Gem w/ Ocean Views

Walk to Beach: Florida Keys Gem w/ Ocean Views
Layton
9.2 out of 10, Wonderful, (5 reviews)
"The location is pretty good and stay is better than what shown in image "
United States
Shanikumar G.
The price is ￥69,793
￥110,279 total
includes taxes & fees
Nov 17 - Nov 18
Walk to Beach: Florida Keys Gem w/ Ocean Views
A covered porch with wicker furniture, a ceiling fan, and a view of the interior through glass doors.

9. Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (51 reviews)
"It was perfect for our girl trip!"
United States
Brandy
The price is ￥57,496
￥119,903 total
includes taxes & fees
Nov 29 - Nov 30
Charming 3-bedroom house featuring a heated private pool.
A covered outdoor area with wicker furniture, a ceiling fan, and a view of the water and greenery.

10. Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
United States
Nick E.
The price is ￥33,379
￥78,444 total
includes taxes & fees
Nov 22 - Nov 23
Oceanfront Tiny Villa in the Heart of the FL Keys
A living room with a sofa, two armchairs, a coffee table, and a ceiling fan. There is a large window with a view of the beach and a patio area with outdoor furniture.

11. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (16 reviews)
"Everything was perfect. Great place to stay"
United States
Kirk r.
The price is ￥47,753
￥101,336 total
includes taxes & fees
Dec 1 - Dec 2
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
A beach with clear blue water, a sandy shore, and a white fence.

12. Canal Front, 3 BR, Cabana Club, Sleeps 8

Canal Front, 3 BR, Cabana Club, Sleeps 8
Marathon
9.2 out of 10, Wonderful, (5 reviews)
"We had a great stay at this Duck Key townhouse! It was the perfect place for our family trip. The area was beautiful, peaceful, and incredibly relaxing, which was exactly what we were looking for. We really enjoyed our time together and loved being in the Keys. The townhouse was a great home base for everything we wanted to do, while still giving us a quiet place to come back to and unwind. We made some great family memories here and would definitely stay again!"
United States
shawn m.
The price is ￥43,122
￥149,090 total
includes taxes & fees
Nov 29 - Nov 30
Canal Front, 3 BR, Cabana Club, Sleeps 8
A clear coastal view with rocky shoreline, a distant building, and a clear sky.

13. Beach House - Waterfront Villa - Free Kayaks

Beach House - Waterfront Villa - Free Kayaks
Duck Key
9.8 out of 10, Exceptional, (33 reviews)
"We had a lovely stay and our communications with the host we timely, and very helpful."
Canada
Russell
The price is ￥62,287
￥117,906 total
includes taxes & fees
Dec 4 - Dec 5
Beach House - Waterfront Villa - Free Kayaks
A clear coastal view with rocky shoreline, a distant building, and a clear sky.

14. Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa

Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa
Duck Key
9.0 out of 10, Wonderful, (2 reviews)
"This was an excellent location, beautiful 2 level condo , in a quiet location with easy access to many of the adventures on the keys. I recommend this rental highly. The owner was responsive before and through our stay. A 10 out of 10! "
United States
Steven N.
The price is ￥61,488
￥116,529 total
includes taxes & fees
Nov 22 - Nov 23
Blue Waters Stay - Kayaks - 2BR 2.5BA Coastal Villa
A covered outdoor dining area with a view of a turquoise pool and palm trees.

15. 4 BR with 32 Ft Boat Slip, Sleeps 10

4 BR with 32 Ft Boat Slip, Sleeps 10
Marathon
10.0 out of 10, Exceptional, (167 reviews)
"Very nice house, nicely decorated and clean. The children really enjoyed being on the canal, fishing, paddle boarding and kayaking. Plenty of room for our boat on the nice dock. We checked out the pool that was a drive down to Key Colony Beach area but did miss having our own pool at the house for our convenience. Our host was always available and helpful with any questions."
United States
Debra B.
The price is ￥67,877
￥181,252 total
includes taxes & fees
Dec 14 - Dec 15
4 BR with 32 Ft Boat Slip, Sleeps 10
A living room with a sofa, coffee table, and a television. There is a ceiling fan and a view of the outdoors through a sliding door.

16. Villa 7079 on Duck Key - Boat Slip Available

Villa 7079 on Duck Key - Boat Slip Available
Marathon
The price is ￥78,913
￥163,344 total
includes taxes & fees
Dec 14 - Dec 15
Villa 7079 on Duck Key - Boat Slip Available
A deck with outdoor seating and a view of the water.

17. Waterfront 3BR Retreat: Pool, Spa & Kayaks

Waterfront 3BR Retreat: Pool, Spa & Kayaks
Key Largo
The price is ￥60,536
￥125,271 total
includes taxes & fees
Dec 1 - Dec 2
Waterfront 3BR Retreat: Pool, Spa & Kayaks
A modern kitchen with a marble countertop, stainless steel appliances, and large windows offering a view of the ocean.

18. New Oceanside Paradise with Pool and Waterfront Views!

New Oceanside Paradise with Pool and Waterfront Views!
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Ravone L.
The price is ￥62,843
￥131,300 total
includes taxes & fees
Nov 17 - Nov 18
New Oceanside Paradise with Pool and Waterfront Views!
A pool area with a wooden deck, lounge chairs, and a two-story building with a balcony.

19. 4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.8 out of 10, Exceptional, (13 reviews)
"10/10 would absolutely stay here again. Frank is an excellent host and the property was beautiful."
United States
Evan M.
The price is ￥107,661
￥202,872 total
includes taxes & fees
Nov 16 - Nov 17
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
A bedroom with two beds, white bedding, a ceiling fan, and a window with blinds.

20. Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Duck Key
9.0 out of 10, Wonderful, (2 reviews)
"Very relaxing, we were in the keys for my 65th it could not have been better.Thank you again!"
United States
Anonymous traveler
The price is ￥100,474
￥194,147 total
includes taxes & fees
Nov 16 - Nov 17
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
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 Lower Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The room was very clean and comfortable, my only issue was it was close to the road so all you hear is road traffic. I asked to move rooms but we weren’t able to. The breakfast was nice- homemade omelet and waffles, a selections of items to toast. The bar tender Jose was super nice and very helpful as well as maintenance man Douglas- he was super Friendly. We thought the amenities were great and we would totally stay again!"
Wendy Gail 6-night trip
Posted 9 hours ago
Chesapeake Beach Resort

Find out more about Lower Matecumbe Key

Lower Matecumbe Key Vacation Homes information

Number of reviews
241
Accommodation
527 Vacation Homes
Lowest Price
￥56,063
Highest Price
￥417,727

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