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Featured Condo Rentals in Upper Matecumbe Key

Our top choices for Upper Matecumbe Key condo rentals

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

9.6 out of 10, Exceptional, (58)
"Lovely location; lovely setting."
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (14)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

10.0 out of 10, Exceptional, (271)
"Great place to stay friendly staff awesome pool! Condo was so clean and very comfortable felt like home! "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

10.0 out of 10, Exceptional, (173)
"The property was very clean and comfortable. The pool was beautiful. The condo fit all of our needs and we were glad yo have the opportunity to stay. We would love to come back!"
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

Castaway Key, Double balcony ocean views in prime building 4

10.0 out of 10, Exceptional, (127)
"Beautiful view. Nice staying. I would recommend this place 100%"
Castaway Key, Double balcony ocean views in prime building 4

Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405]

9.8 out of 10, Exceptional, (63)
"Great place to spend some time in the Keys. We made a quick fishing trip from New England. Check in was easy, host is extremely responsive. "
Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405]

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.8 out of 10, Exceptional, (57)
"Nice amenities, loved the view and the beach. Very clean and everything we needed. "
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Condo with Pool and Beach Access

10.0 out of 10, Exceptional, (22)
"We liked everything about the property. This is a quite end unit and was nicely finished. Would definitely highly recommend staying here."
Condo with Pool and Beach Access

Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

10.0 out of 10, Exceptional, (35)
"Great place to take your family and enjoy doing nothing but relaxing by the pool or on the beach. "
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views

9.8 out of 10, Exceptional, (88)
"Wonderful stay at a clean and convenient location!The host was very responsive and provided both directions regarding the stay and recommendations for local activities. The beach and marina are an easy walk from the condo and the pool is right across the parking lot."
Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views

Ocean View Suite, Top Floor, Updated

10.0 out of 10, Exceptional, (81)
"This was a wonderful base of operations for our family vacation in the Keys!"
Ocean View Suite, Top Floor, Updated

Islamorada Oceanfront Corner Condo, VIEWS! Pool, WiFi, 1 Mi. to Conch Divers

9.8 out of 10, Exceptional, (169)
"Great property... very clean and comfotable in a nice, quiet area. A wondeful ocean view and a great pool. We would definitely stay there again."
Islamorada Oceanfront Corner Condo, VIEWS! Pool, WiFi, 1 Mi. to Conch Divers

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (186)
"Nice place, lots to do, great location, great views"
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (222)
"Condo was clean and quiet. Loved the main suite in the back."
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort

9.0 out of 10, Wonderful, (66)
"This was the perfect place to stay!Nice & clean!Close to activities and restaurants!The owner was very easy to communicate with!We will definitely stay here again next time we are in the Keys!"
Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort

FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

9.6 out of 10, Exceptional, (289)
"Visited with my Mother, sister and cousin. Felt very safe with the gated security. The grounds were beautiful and very well maintained. Location was great! The beach, marina, pool were all very close by. And the condo was fabulous and very well stocked."
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

Ocean Pointe Ocean View w/heated pool beach marina

9.0 out of 10, Wonderful, (9)
"The property is naturally beautiful, safe, and secluded! The staff, especially Alex and Alex, are amazing! Thank you, Alex, for making our stay--for the 4th time--a great one! "
The price is AU$500
includes taxes & fees
10 Sept - 11 Sept
Ocean Pointe Ocean View w/heated pool beach marina

Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

9.8 out of 10, Exceptional, (157)
"Very nice place for two couples! "
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

Luxury Condo at Ocean Front Kawama Tower Complex

9.4 out of 10, Exceptional, (56)
"Very clean and spacious condo. Pool area very quiet and relaxing - no crowds. Enjoyed the pickle ball courts. Quick drive to restaurants."
Luxury Condo at Ocean Front Kawama Tower Complex

Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now!

9.8 out of 10, Exceptional, (50)
"The property was clean and spacious. "
Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now!
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

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Condo Rentals information

Number of reviews
Accommodation
389 Condo Rentals
Lowest Price
AU$500
Highest Price
AU$500

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